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Best package offers to Key West

Atlanta - Key West packages
See more Atlanta - Key West packages
Bungalows Key Largo - All Inclusive Thumbnail

Bungalows Key Largo - All Inclusive

Located in Key Largo, this adult-only (21+ years old), all inclusive resort features luxurious bungalows, a private beach, daily yoga, four restaurants, two outdoor pools and jacuzzis, a full service spa, and an on-site fitness center. Guests will experience unlimited breakfast, lunch, and dinner, as well as premium beverages, during their stay from our multiple restaurants and bars. Non-motorized watersports, such as paddle boarding and kayaking, can also be enjoyed at Bungalows Key Largo - All Inclusive. Our spacious bungalows offer private verandas with large soaking tubs, outdoor showers, and outdoor seating. Additional room amenities include a 60-inch Smart TV, Keurig® coffee-making facilities, microwave, and small refrigerator. John Pennekamp State Park is 3.7 mi from Bungalows Key Largo - All Inclusive. The nearest airport is Miami International Airport, 50 mi from the accommodations.

$5745/person
$11490
total

Incl. hotel + flight

Charlotte - Key West packages
See more Charlotte - Key West packages
The Casablanca Hotel Thumbnail

The Casablanca Hotel

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi. A flat-screen TV with cable channels is provided in each spacious room at The Casablanca Hotel. A private bathroom is also provided in every air-conditioned guest room. Guests can enjoy a swim in the outdoor pool or relax on the sun deck at The Hotel Casablanca. Within walking distance of the beaches, shopping, dining and nightlife of Key West, this property is less than 10 minutes’ drive from Key West International Airport. South Beach and the Southernmost Point are within 1 mile of the hotel.

$1274/person
$2548
total

Incl. hotel + flight

Hampton Inn By Hilton Key West FL Thumbnail

Hampton Inn By Hilton Key West FL

Hampton Inn Key West features a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is offered daily. Complimentary WiFi is provided. Shuttle service to Key West Airport is provided to all guests. Duval Street is 4 mi from the property. These resort rooms are completely nonsmoking and include a microwave and a small refrigerator. A cable TV with HBO® and local art are featured in each room. Select rooms feature a balcony. Convenient laundry facilities are offered. A business center is available for guests. The resort provides a 24-hour multilingual front desk. Cheekie Hut is a poolside bar and grill that serves American cuisine. Guests can also grab a hot beverage at the coffee bar. The Hemingway House is a 13-minute drive from the property. Please note guests must be at least 21 years of age to check-in or accompanied by a parent or legal guardian. Please note all room rates at this hotel are based on 2 guests. Additional charges apply for further guests.

$1269/person
$2538
total

Incl. hotel + flight

El Patio Motel Thumbnail

El Patio Motel

Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck. Free Wi-Fi is available. The relaxing, tropically-themed rooms of El Patio Motel come with cable TV and a refrigerator. A telephone and air conditioning are included. An outdoor pool and lush garden are open to all guests of El Patio. The hotel staff is also happy to help arrange activities or rent bicycles to travel around Key West. El Patio Motel is a 7 minute walk from the Key West Butterfly and Nature Conservatory. The Key West Shipwreck Museum is less than 2 miles away.

$1187/person
$2373
total

Incl. hotel + flight

Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1312/person
$2624
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1338/person
$2676
total

Incl. hotel + flight

The Perry Hotel Key West Thumbnail

The Perry Hotel Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

$1454/person
$2908
total

Incl. hotel + flight

Havana Cabana at Key West Thumbnail

Havana Cabana at Key West

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive. A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes. Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby. Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

$1401/person
$2801
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1538/person
$3075
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1370/person
$2739
total

Incl. hotel + flight

Douglas House Adult Only Thumbnail

Douglas House Adult Only

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.

$1648/person
$3295
total

Incl. hotel + flight

Courtyard by Marriott Key West Waterfront Thumbnail

Courtyard by Marriott Key West Waterfront

This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub. Free WiFi, a cable TV, and coffee facilities are available in every room at this Key West Waterfront Courtyard by Marriott. These spacious rooms also provide an in-room safe. A 24-hour reception area is offered. A 24-hour fitness center, concierge desk, and laundry facilities are on site at Waterfront Courtyard by Marriott Key West as well. Fort Zachary Taylor is 3.3 miles from the hotel. Key West Waterfront is 2.9 miles away.

$1559/person
$3118
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1635/person
$3269
total

Incl. hotel + flight

Nyah - Adult Exclusive Thumbnail

Nyah - Adult Exclusive

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

$1422/person
$2843
total

Incl. hotel + flight

Southernmost Inn Adult Exclusive Thumbnail

Southernmost Inn Adult Exclusive

This adults only Key West resort is 1 minutes' walk from Duval Street and 5 minutes' walk from the Atlantic Ocean. It features 2 heated outdoor pools, a hot tub and continental breakfast. In addition to free WiFi, all rooms include air conditioning and a flat-screen cable TV. Each room at Southernmost Inn has a unique tropical theme. Southernmost Inn provides a fitness center. Guests can also lounge on the large outdoor patio and a sun deck. A wine and cheese happy hour is provided. The Key West Butterfly and Nature Conservatory is 5 minutes' walk away. The Ernest Hemingway Museum is a 10 minutes' walk away. Southernmost Point is only 1148 feet away.

$1487/person
$2973
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1590/person
$3180
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1557/person
$3114
total

Incl. hotel + flight

Key West Harbor Inn - Adults Only Thumbnail

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden. Featuring sea and pool views, this bed and breakfast also includes free Wifi. The property is a 6-minute walk from Simonton Street Beach, and within half a mile of the city center. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. A patio with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, every unit is equipped with bed linen and towels. There is an on-site bar. The area is popular for snorkeling and cycling, and bike rental is available at the bed and breakfast. Popular points of interest near Key West Harbor Inn - Adults Only include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.

$1896/person
$3791
total

Incl. hotel + flight

Fitch Lodge - Key West Historic Inns Thumbnail

Fitch Lodge - Key West Historic Inns

Please note the deposit is charged by the property immediately at booking. Please note that the property has no elevator. Please note that there is a resort fee that includes personalized concierge services, in-room Wi-Fi, yoga mats, and coffee and tea service, along with a daily boozy lemonade at 3pm and local partner perks with some of our favorite neighborhood spots, including Old Town Bakery and Southpoint Divers.

$1662/person
$3324
total

Incl. hotel + flight

Rose Lane Villas Thumbnail

Rose Lane Villas

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point. A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well. Free Wi-Fi is available, and the property offers parking Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 0.9 mi from the Ernest Hemingway Home and Museum.

$1895/person
$3789
total

Incl. hotel + flight

Azul del Mar Thumbnail

Azul del Mar

Located along Blackwater Sound, this boutique hotel features a small, private beach nestled in a tropical garden. A microwave, refrigerator and coffee-making facilities come standard in each room at Azul del Mar. A seating area with a satellite TV is also included. A small dishwasher is provided. Rooms are nonsmoking at Azul del Mar, and gas barbecue facilities are available in the picnic area. John Pennekamp State Park entrance is just 1.8 miles from Azul del Mar. Guest can swim with dolphins at Dolphin Cove 3 minutes’ drive from the hotel.

$1881/person
$3761
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1933/person
$3865
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$1945/person
$3890
total

Incl. hotel + flight

La Concha Key West, Autograph Collection Thumbnail

La Concha Key West, Autograph Collection

Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

$1739/person
$3478
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$1979/person
$3957
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2212/person
$4424
total

Incl. hotel + flight

Casa Marina Key West, Curio Collection by Hilton Thumbnail

Casa Marina Key West, Curio Collection by Hilton

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes’ drive from the resort. Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. Deep-sea fishing, wind surfing, and water sports activities are easily accessible from Casa Marina Key West, Curio Collection by Hilton. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes’ drive and offers 18 holes. Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.

$1846/person
$3692
total

Incl. hotel + flight

Fiesta Key RV Resort Waterfront Cottage 33 Thumbnail

Fiesta Key RV Resort Waterfront Cottage 33

Located in Layton in the region of Florida, this family and is 28 miles from Key Largo. The property features views of the sea and is 21 miles from Marathon. There is a sitting area and a kitchen equipped with a microwave. A flat-screen TV is featured. Other facilities at Fiesta Key RV Resort 33 include a hot tub. Islamorada is 12 miles from Fiesta Key RV Resort 33, and Duck Key is 9 miles away.

$2271/person
$4541
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2351/person
$4701
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2605/person
$5209
total

Incl. hotel + flight

The Marker Key West Harbor Resort Thumbnail

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort features a garden, terrace, a restaurant and bar in Key West. With free WiFi, this 4-star resort offers room service and a 24-hour front desk. The property is a 7-minute walk from Simonton Street Beach, and within 0.6 miles of the city center. The resort has an outdoor pool. Popular points of interest near The Marker Key West Harbor Resort include Key West Aquarium, Mallory Dock and Mallory Square. Key West International Airport is 2.5 miles away.

$1634/person
$3268
total

Incl. hotel + flight

Chicago - Key West packages
See more Chicago - Key West packages
Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1241/person
$2481
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1352/person
$2703
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1484/person
$2968
total

Incl. hotel + flight

Blue Flamingo Resort Key West Thumbnail

Blue Flamingo Resort Key West

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The hotel offers taxi and shuttle amenities for your ease in navigating around Key West (FL). When arriving by car, take advantage of the hotel's convenient on-site parking facilities. The hotel offers reception amenities including concierge service, express check-in or check-out and luggage storage to ensure a comfortable stay for guests. Should you require assistance, the ticket service and tours can also aid in booking tickets and securing reservations at the finest shows and events in the vicinity. Whether you're here for an extended stay or simply require fresh garments, the hotel ensures your cherished travel attire remains spotless and accessible with the convenience of dry cleaning service located on the premises. The hotel's daily housekeeping ensures an excellent option for your stay.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Smoking is permitted solely in the specified smoking zones allocated by hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure a pleasant stay, a selection of rooms at hotel come furnished with linen service, blackout curtains and air conditioning, all designed with your ease in mind. Several chosen accommodations at Blue Flamingo Resort Key West have a separate living room incorporated into the room design. In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs. Within specific rooms, a refrigerator, a coffee or tea maker, bottled water, instant tea and mini bar is conveniently available for your use. Understanding the significance of bathroom facilities in enhancing visitor contentment, hotel offers a hair dryer and toiletries within a few chosen chambers. How about kicking off each day of your getaway with a delicious cup of coffee? At the hotel, relish in the invigorating taste of a freshly brewed, excellent coffee. Various excellent meal offerings at hotel ensure that enticing and easily accessible options are constantly available. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Throughout the day, engage in the entertaining activities available at Blue Flamingo Resort Key West.Unwind by the pool at hotel and cherish a leisurely moment. Enjoy a refreshing beverage al fresco at hotel's poolside bar savoring your preferred concoction. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

$1292/person
$2620
$2584
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$1393/person
$2786
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1547/person
$3093
total

Incl. hotel + flight

Paradise Inn Thumbnail

Paradise Inn

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodations. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn - Adult Exclusive. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn - Adult Exclusive. The Key West Museum-Art & History is a 15-minute walk away.

$1611/person
$3222
total

Incl. hotel + flight

Silver Palms Inn Thumbnail

Silver Palms Inn

Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs. Complimentary continental breakfast is provided. Rooms at Silver Palms overlook the pool or city and have microwaves and refrigerators. Guests also have access to Wi-Fi, a desk and lounge chair in their rooms. Suites have an island view and sofa bed. Silver Palms has covered parking. A continental breakfast is also available to guests. The Harry S. Truman Little White House is less than one mile from Silver Palms Inn. Fort Zachary Taylor Historic State Park is 1.4 miles away.

$1659/person
$3317
total

Incl. hotel + flight

Hampton Inn By Hilton Key West FL Thumbnail

Hampton Inn By Hilton Key West FL

Hampton Inn Key West features a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is offered daily. Complimentary WiFi is provided. Shuttle service to Key West Airport is provided to all guests. Duval Street is 4 mi from the property. These resort rooms are completely nonsmoking and include a microwave and a small refrigerator. A cable TV with HBO® and local art are featured in each room. Select rooms feature a balcony. Convenient laundry facilities are offered. A business center is available for guests. The resort provides a 24-hour multilingual front desk. Cheekie Hut is a poolside bar and grill that serves American cuisine. Guests can also grab a hot beverage at the coffee bar. The Hemingway House is a 13-minute drive from the property. Please note guests must be at least 21 years of age to check-in or accompanied by a parent or legal guardian. Please note all room rates at this hotel are based on 2 guests. Additional charges apply for further guests.

$1664/person
$3328
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1626/person
$3251
total

Incl. hotel + flight

Nyah - Adult Exclusive Thumbnail

Nyah - Adult Exclusive

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

$1456/person
$2911
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1742/person
$3483
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1866/person
$3731
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1759/person
$3518
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1637/person
$3273
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1824/person
$3647
total

Incl. hotel + flight

Lighthouse Hotel - Key West Historic Inns Thumbnail

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

$1802/person
$3603
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1786/person
$3571
total

Incl. hotel + flight

The Gardens Hotel Thumbnail

The Gardens Hotel

Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 1.2 mi away. The Ernest Hemingway Home and Museum is 1640 ft away from The Gardens Hotel.

$2173/person
$4345
total

Incl. hotel + flight

La Concha Key West, Autograph Collection Thumbnail

La Concha Key West, Autograph Collection

Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

$1715/person
$3430
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1760/person
$3519
total

Incl. hotel + flight

Havana Cabana at Key West Thumbnail

Havana Cabana at Key West

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive. A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes. Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby. Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

$1971/person
$4029
$3941
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2067/person
$4133
total

Incl. hotel + flight

Hyatt Residence Club Key West, Windward Pointe Thumbnail

Hyatt Residence Club Key West, Windward Pointe

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment. Additional en suite amenities include a private bathroom, balcony and ironing facilities. A separate living room is also included. Enjoy the on-site barbecue facilities at Hyatt Vacation Club at Windward Pointe. Bicycle hires are available, and fishing, scuba diving and parasailing are available nearby. Southernmost Point is 3.1 mi from Hyatt Windward Pointe, while Duval Street is 3.1 mi away. The nearest airport is Key West International Airport, 0.6 mi from the property.

$2120/person
$4240
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$1904/person
$3807
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$2140/person
$4279
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$2167/person
$4333
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2314/person
$4628
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2941/person
$5882
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$4422/person
$8844
total

Incl. hotel + flight

Dallas - Key West packages
See more Dallas - Key West packages
El Patio Motel Thumbnail

El Patio Motel

Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck. Free Wi-Fi is available. The relaxing, tropically-themed rooms of El Patio Motel come with cable TV and a refrigerator. A telephone and air conditioning are included. An outdoor pool and lush garden are open to all guests of El Patio. The hotel staff is also happy to help arrange activities or rent bicycles to travel around Key West. El Patio Motel is a 7 minute walk from the Key West Butterfly and Nature Conservatory. The Key West Shipwreck Museum is less than 2 miles away.

$1375/person
$2750
total

Incl. hotel + flight

Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1581/person
$3162
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1638/person
$3276
total

Incl. hotel + flight

Fairfield Inn & Suites by Marriott Key West at The Keys Collection Thumbnail

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Located off US-1, Fairfield by Marriott Inn & Suites Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness center. Free WiFi access and a daily free breakfast buffet are also offered. A shuttle service is provided to Old Town. The 24-hour front desk can arrange a scooter or bike hire for a fee at Fairfield by Marriott Inn & Suites Key West at The Keys Collection. Free WiFi, a cable TV, and microwave as well as a refrigerator are standard in every room. Each air-conditioned room also includes a desk. Featuring a bath or shower, private bathrooms also come with free toiletries. The hotel is 1.1 mi from Key West International Airport, 3.2 mi from Duval Street and 3.8 mi from the Hemingway House. Hemingway House, Fort Zachary, and Mallory Square are less than 18 minutes' drive away.

$1521/person
$3041
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1982/person
$3963
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1900/person
$3800
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1794/person
$3587
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1806/person
$3612
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1866/person
$3731
total

Incl. hotel + flight

Key West Harbor Inn - Adults Only Thumbnail

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden. Featuring sea and pool views, this bed and breakfast also includes free Wifi. The property is a 6-minute walk from Simonton Street Beach, and within half a mile of the city center. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. A patio with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, every unit is equipped with bed linen and towels. There is an on-site bar. The area is popular for snorkeling and cycling, and bike rental is available at the bed and breakfast. Popular points of interest near Key West Harbor Inn - Adults Only include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.

$2036/person
$4071
total

Incl. hotel + flight

Colors on White Thumbnail

Colors on White

Located in Key West, this Florida hotel is 1 mi from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi. A kitchenette and a flat-screen cable TV are provided in all of the rooms at Colors on White. Rooms are individually decorated with bright colors and tropical decor. Colors on White guests can relax on the sun terrace surrounded by tropical vegetation or make meals outside at the barbecue facilities. Bicycles are available for hire and free public parking is available nearby. The Key West Historic Seaport and Harbor Walk, a popular dining area, is less than 10 minutes’ walk from the hotel. Fort Zachary Taylor Beach and Smathers Beach are within 2 mi of the hotel.

$1689/person
$3377
total

Incl. hotel + flight

Douglas House Adult Only Thumbnail

Douglas House Adult Only

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.

$2035/person
$4070
total

Incl. hotel + flight

Paradise Inn Thumbnail

Paradise Inn

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodations. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn - Adult Exclusive. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn - Adult Exclusive. The Key West Museum-Art & History is a 15-minute walk away.

$2091/person
$4182
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1985/person
$3970
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$2091/person
$4181
total

Incl. hotel + flight

The Cabana Inn Thumbnail

The Cabana Inn

Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property. A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator. Parking is available for an additional fee. The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.

$2111/person
$4221
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$2114/person
$4227
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1936/person
$3872
total

Incl. hotel + flight

H2O Suites- Adults Only Thumbnail

H2O Suites- Adults Only

This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar. A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries. The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property. The resort also offers bike hire. Southernmost Point is 1312 feet from H2O Suites, while Ernest Hemingway Home and Museum is 1640 feet from the property. The nearest airport is Key West International Airport, 2.5 mi from the property.

$2493/person
$4986
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$2238/person
$4476
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$2278/person
$4555
total

Incl. hotel + flight

Lighthouse Hotel - Key West Historic Inns Thumbnail

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

$2209/person
$4417
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2510/person
$5019
total

Incl. hotel + flight

La Concha Key West, Autograph Collection Thumbnail

La Concha Key West, Autograph Collection

Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

$2026/person
$4051
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$2395/person
$4790
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2491/person
$4981
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$2332/person
$4663
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2745/person
$5489
total

Incl. hotel + flight

Casa Marina Key West, Curio Collection by Hilton Thumbnail

Casa Marina Key West, Curio Collection by Hilton

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes’ drive from the resort. Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. Deep-sea fishing, wind surfing, and water sports activities are easily accessible from Casa Marina Key West, Curio Collection by Hilton. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes’ drive and offers 18 holes. Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.

$2383/person
$4766
total

Incl. hotel + flight

Old Town Suites Thumbnail

Old Town Suites

Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites. A flat-screen cable TV is featured in all Old Town units as well as a fully equipped kitchen or kitchenette with a stovetop, microwave, and refrigerator. All private bathrooms have a hairdryer and free toiletries. Key West Butterfly and Nature Conservatory is 1804 feet from the apartments. Duval Street, offering nightlife and shopping, is 5 minutes’ walk away. The Southernmost Point is 9 minutes’ walk away.

$2914/person
$5828
total

Incl. hotel + flight

Denver - Key West packages
See more Denver - Key West packages
El Patio Motel Thumbnail

El Patio Motel

Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck. Free Wi-Fi is available. The relaxing, tropically-themed rooms of El Patio Motel come with cable TV and a refrigerator. A telephone and air conditioning are included. An outdoor pool and lush garden are open to all guests of El Patio. The hotel staff is also happy to help arrange activities or rent bicycles to travel around Key West. El Patio Motel is a 7 minute walk from the Key West Butterfly and Nature Conservatory. The Key West Shipwreck Museum is less than 2 miles away.

$912/person
$1824
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$943/person
$1885
total

Incl. hotel + flight

Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1038/person
$2075
total

Incl. hotel + flight

The Garden House Thumbnail

The Garden House

The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum. With a garden, the 2-star guest house has air-conditioned rooms with free Wifi, each with a private bathroom. The property is a 8-minute walk from Simonton Street Beach, and within 0.4 miles of the city center. At the guest house, all units are equipped with a seating area. Guests at the guest house can enjoy a continental breakfast, and breakfast in the room is also available. Guests can also relax on the sun terrace. Popular points of interest near The Garden House include Duval Street, Key West Aquarium, and Mallory Dock. Key West International Airport is 2.5 miles away.

$1047/person
$2093
total

Incl. hotel + flight

The Casablanca Hotel Thumbnail

The Casablanca Hotel

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi. A flat-screen TV with cable channels is provided in each spacious room at The Casablanca Hotel. A private bathroom is also provided in every air-conditioned guest room. Guests can enjoy a swim in the outdoor pool or relax on the sun deck at The Hotel Casablanca. Within walking distance of the beaches, shopping, dining and nightlife of Key West, this property is less than 10 minutes’ drive from Key West International Airport. South Beach and the Southernmost Point are within 1 mile of the hotel.

$1062/person
$2123
total

Incl. hotel + flight

The Artist House Thumbnail

The Artist House

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub. All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided. This bed and breakfast offers a complimentary happy hour and free Wi-Fi. Guests can rent a bicycle and take a relaxing turn around scenic Key West streets. Key West Museum of Art and History is 7 minutes’ walk from the property. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.

$1164/person
$2328
total

Incl. hotel + flight

Fairfield Inn & Suites by Marriott Key West at The Keys Collection Thumbnail

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Located off US-1, Fairfield by Marriott Inn & Suites Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness center. Free WiFi access and a daily free breakfast buffet are also offered. A shuttle service is provided to Old Town. The 24-hour front desk can arrange a scooter or bike hire for a fee at Fairfield by Marriott Inn & Suites Key West at The Keys Collection. Free WiFi, a cable TV, and microwave as well as a refrigerator are standard in every room. Each air-conditioned room also includes a desk. Featuring a bath or shower, private bathrooms also come with free toiletries. The hotel is 1.1 mi from Key West International Airport, 3.2 mi from Duval Street and 3.8 mi from the Hemingway House. Hemingway House, Fort Zachary, and Mallory Square are less than 18 minutes' drive away.

$1020/person
$2524
$2040
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1095/person
$2190
total

Incl. hotel + flight

Colors on White Thumbnail

Colors on White

Located in Key West, this Florida hotel is 1 mi from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi. A kitchenette and a flat-screen cable TV are provided in all of the rooms at Colors on White. Rooms are individually decorated with bright colors and tropical decor. Colors on White guests can relax on the sun terrace surrounded by tropical vegetation or make meals outside at the barbecue facilities. Bicycles are available for hire and free public parking is available nearby. The Key West Historic Seaport and Harbor Walk, a popular dining area, is less than 10 minutes’ walk from the hotel. Fort Zachary Taylor Beach and Smathers Beach are within 2 mi of the hotel.

$1089/person
$2177
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1230/person
$2460
total

Incl. hotel + flight

The Perry Hotel Key West Thumbnail

The Perry Hotel Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

$1318/person
$2636
total

Incl. hotel + flight

Courtyard by Marriott Key West Waterfront Thumbnail

Courtyard by Marriott Key West Waterfront

This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub. Free WiFi, a cable TV, and coffee facilities are available in every room at this Key West Waterfront Courtyard by Marriott. These spacious rooms also provide an in-room safe. A 24-hour reception area is offered. A 24-hour fitness center, concierge desk, and laundry facilities are on site at Waterfront Courtyard by Marriott Key West as well. Fort Zachary Taylor is 3.3 miles from the hotel. Key West Waterfront is 2.9 miles away.

$1260/person
$2519
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1290/person
$2579
total

Incl. hotel + flight

The Cabana Inn Thumbnail

The Cabana Inn

Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property. A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator. Parking is available for an additional fee. The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.

$1325/person
$2649
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1498/person
$2996
total

Incl. hotel + flight

Douglas House Adult Only Thumbnail

Douglas House Adult Only

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.

$1423/person
$2846
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1408/person
$2816
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1379/person
$2758
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1283/person
$2565
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1451/person
$2902
total

Incl. hotel + flight

Key West Harbor Inn - Adults Only Thumbnail

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden. Featuring sea and pool views, this bed and breakfast also includes free Wifi. The property is a 6-minute walk from Simonton Street Beach, and within half a mile of the city center. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. A patio with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, every unit is equipped with bed linen and towels. There is an on-site bar. The area is popular for snorkeling and cycling, and bike rental is available at the bed and breakfast. Popular points of interest near Key West Harbor Inn - Adults Only include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.

$1621/person
$3242
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1574/person
$3148
total

Incl. hotel + flight

Rose Lane Villas Thumbnail

Rose Lane Villas

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point. A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well. Free Wi-Fi is available, and the property offers parking Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 0.9 mi from the Ernest Hemingway Home and Museum.

$1620/person
$3240
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$1599/person
$3198
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$1492/person
$2983
total

Incl. hotel + flight

Lighthouse Hotel - Key West Historic Inns Thumbnail

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

$1722/person
$3443
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$1938/person
$3876
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2076/person
$4152
total

Incl. hotel + flight

La Concha Key West, Autograph Collection Thumbnail

La Concha Key West, Autograph Collection

Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

$1913/person
$5205
$3825
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2330/person
$4660
total

Incl. hotel + flight

Detroit - Key West packages
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Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1339/person
$2678
total

Incl. hotel + flight

The Garden House Thumbnail

The Garden House

The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum. With a garden, the 2-star guest house has air-conditioned rooms with free Wifi, each with a private bathroom. The property is a 8-minute walk from Simonton Street Beach, and within 0.4 miles of the city center. At the guest house, all units are equipped with a seating area. Guests at the guest house can enjoy a continental breakfast, and breakfast in the room is also available. Guests can also relax on the sun terrace. Popular points of interest near The Garden House include Duval Street, Key West Aquarium, and Mallory Dock. Key West International Airport is 2.5 miles away.

$1344/person
$2687
total

Incl. hotel + flight

Duval House Thumbnail

Duval House

Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi. A flat-screen cable TV is featured in each room. Some Duval House rooms include a private balcony and small refrigerator. Specialty accommodations include a full kitchen or a seating area. Guests can lounge in the outdoor pool or stroll through the garden. The Duval House also offers a beverage vending machine. This property is 3 minutes' walk from the Ernest Hemingway Home and Museum. Guests will also be 10 minutes' walk from the Southernmost Point of the continental United States of America.

$1418/person
$2836
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1480/person
$2960
total

Incl. hotel + flight

The Artist House Thumbnail

The Artist House

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub. All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided. This bed and breakfast offers a complimentary happy hour and free Wi-Fi. Guests can rent a bicycle and take a relaxing turn around scenic Key West streets. Key West Museum of Art and History is 7 minutes’ walk from the property. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.

$1573/person
$3145
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1511/person
$3021
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1728/person
$3455
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1551/person
$3102
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1653/person
$3305
total

Incl. hotel + flight

Paradise Inn Thumbnail

Paradise Inn

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodations. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn - Adult Exclusive. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn - Adult Exclusive. The Key West Museum-Art & History is a 15-minute walk away.

$1616/person
$3232
total

Incl. hotel + flight

Douglas House Adult Only Thumbnail

Douglas House Adult Only

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.

$1694/person
$3387
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1623/person
$3246
total

Incl. hotel + flight

Colors on White Thumbnail

Colors on White

Located in Key West, this Florida hotel is 1 mi from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi. A kitchenette and a flat-screen cable TV are provided in all of the rooms at Colors on White. Rooms are individually decorated with bright colors and tropical decor. Colors on White guests can relax on the sun terrace surrounded by tropical vegetation or make meals outside at the barbecue facilities. Bicycles are available for hire and free public parking is available nearby. The Key West Historic Seaport and Harbor Walk, a popular dining area, is less than 10 minutes’ walk from the hotel. Fort Zachary Taylor Beach and Smathers Beach are within 2 mi of the hotel.

$1435/person
$2870
total

Incl. hotel + flight

Key West Harbor Inn - Adults Only Thumbnail

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden. Featuring sea and pool views, this bed and breakfast also includes free Wifi. The property is a 6-minute walk from Simonton Street Beach, and within half a mile of the city center. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. A patio with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, every unit is equipped with bed linen and towels. There is an on-site bar. The area is popular for snorkeling and cycling, and bike rental is available at the bed and breakfast. Popular points of interest near Key West Harbor Inn - Adults Only include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.

$1793/person
$3586
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1646/person
$3292
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1604/person
$3207
total

Incl. hotel + flight

Rose Lane Villas Thumbnail

Rose Lane Villas

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point. A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well. Free Wi-Fi is available, and the property offers parking Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 0.9 mi from the Ernest Hemingway Home and Museum.

$1801/person
$3601
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1716/person
$3432
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$1843/person
$3685
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1874/person
$3748
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1694/person
$3387
total

Incl. hotel + flight

The Cabana Inn Thumbnail

The Cabana Inn

Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property. A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator. Parking is available for an additional fee. The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.

$1930/person
$3860
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2104/person
$4208
total

Incl. hotel + flight

H2O Suites- Adults Only Thumbnail

H2O Suites- Adults Only

This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar. A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries. The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property. The resort also offers bike hire. Southernmost Point is 1312 feet from H2O Suites, while Ernest Hemingway Home and Museum is 1640 feet from the property. The nearest airport is Key West International Airport, 2.5 mi from the property.

$2172/person
$4343
total

Incl. hotel + flight

Lighthouse Hotel - Key West Historic Inns Thumbnail

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

$1932/person
$3864
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$1920/person
$3839
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2248/person
$4496
total

Incl. hotel + flight

Casa Marina Key West, Curio Collection by Hilton Thumbnail

Casa Marina Key West, Curio Collection by Hilton

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes’ drive from the resort. Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. Deep-sea fishing, wind surfing, and water sports activities are easily accessible from Casa Marina Key West, Curio Collection by Hilton. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes’ drive and offers 18 holes. Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.

$2006/person
$4011
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$2351/person
$4702
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2502/person
$5004
total

Incl. hotel + flight

Las Vegas - Key West packages
See more Las Vegas - Key West packages
Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1565/person
$3130
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1425/person
$2850
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$1515/person
$3030
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1706/person
$3412
total

Incl. hotel + flight

Blue Flamingo Resort Key West Thumbnail

Blue Flamingo Resort Key West

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The hotel offers taxi and shuttle amenities for your ease in navigating around Key West (FL). When arriving by car, take advantage of the hotel's convenient on-site parking facilities. The hotel offers reception amenities including concierge service, express check-in or check-out and luggage storage to ensure a comfortable stay for guests. Should you require assistance, the ticket service and tours can also aid in booking tickets and securing reservations at the finest shows and events in the vicinity. Whether you're here for an extended stay or simply require fresh garments, the hotel ensures your cherished travel attire remains spotless and accessible with the convenience of dry cleaning service located on the premises. The hotel's daily housekeeping ensures an excellent option for your stay.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Smoking is permitted solely in the specified smoking zones allocated by hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure a pleasant stay, a selection of rooms at hotel come furnished with linen service, blackout curtains and air conditioning, all designed with your ease in mind. Several chosen accommodations at Blue Flamingo Resort Key West have a separate living room incorporated into the room design. In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs. Within specific rooms, a refrigerator, a coffee or tea maker, bottled water, instant tea and mini bar is conveniently available for your use. Understanding the significance of bathroom facilities in enhancing visitor contentment, hotel offers a hair dryer and toiletries within a few chosen chambers. How about kicking off each day of your getaway with a delicious cup of coffee? At the hotel, relish in the invigorating taste of a freshly brewed, excellent coffee. Various excellent meal offerings at hotel ensure that enticing and easily accessible options are constantly available. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Throughout the day, engage in the entertaining activities available at Blue Flamingo Resort Key West.Unwind by the pool at hotel and cherish a leisurely moment. Enjoy a refreshing beverage al fresco at hotel's poolside bar savoring your preferred concoction. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

$1504/person
$3102
$3008
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1597/person
$3193
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1891/person
$3782
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1795/person
$3589
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1831/person
$3662
total

Incl. hotel + flight

Nyah - Adult Exclusive Thumbnail

Nyah - Adult Exclusive

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

$1645/person
$3289
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1848/person
$3696
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1830/person
$3659
total

Incl. hotel + flight

The Perry Hotel Key West Thumbnail

The Perry Hotel Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

$2010/person
$4020
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1948/person
$3896
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1797/person
$3593
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1958/person
$4004
$3916
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$2058/person
$4115
total

Incl. hotel + flight

Hyatt Residence Club Key West, Windward Pointe Thumbnail

Hyatt Residence Club Key West, Windward Pointe

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment. Additional en suite amenities include a private bathroom, balcony and ironing facilities. A separate living room is also included. Enjoy the on-site barbecue facilities at Hyatt Vacation Club at Windward Pointe. Bicycle hires are available, and fishing, scuba diving and parasailing are available nearby. Southernmost Point is 3.1 mi from Hyatt Windward Pointe, while Duval Street is 3.1 mi away. The nearest airport is Key West International Airport, 0.6 mi from the property.

$2195/person
$4390
total

Incl. hotel + flight

Havana Cabana at Key West Thumbnail

Havana Cabana at Key West

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive. A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes. Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby. Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

$2063/person
$4532
$4126
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$2126/person
$4252
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1900/person
$3800
total

Incl. hotel + flight

Margaritaville Beach House Key West Thumbnail

Margaritaville Beach House Key West

Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness center and bar in Key West. 0.9 mi from Higgs Beach and 1.6 mi from Duval Street, the property features a garden and a terrace. The accommodations provides a 24-hour front desk, room service and organizing tours for guests. Margaritaville Beach House Key West offers a hot tub. Southernmost Point is 1.6 mi from the accommodations, while Ernest Hemingway Home and Museum is 1.7 mi away. The nearest airport is Key West International, 0.6 mi from Margaritaville Beach House Key West and the property offers a paid airport shuttle service.

$2094/person
$4188
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2522/person
$5043
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$2176/person
$4351
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2728/person
$5456
total

Incl. hotel + flight

Hyatt Residence Club Key West, Sunset Harbor Thumbnail

Hyatt Residence Club Key West, Sunset Harbor

Hyatt Sunset Harbor Resort is located in Key West, 2297 feet from Mallory Square. Key West Aquarium is 2625 feet from the property. All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven. Hyatt Sunset Harbor Resort also includes a spa center. On-site launderette facilities are available for guests' use. Mallory Dock is 2625 feet from Hyatt Sunset Harbor Resort. The nearest airport is Key West International Airport, 3.7 mi from Hyatt Sunset Harbor Resort. Please contact property directly for updates on available amenities.

$2532/person
$5064
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2861/person
$5722
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$3116/person
$6232
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$4711/person
$9422
total

Incl. hotel + flight

The Marker Key West Harbor Resort Thumbnail

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort features a garden, terrace, a restaurant and bar in Key West. With free WiFi, this 4-star resort offers room service and a 24-hour front desk. The property is a 7-minute walk from Simonton Street Beach, and within 0.6 miles of the city center. The resort has an outdoor pool. Popular points of interest near The Marker Key West Harbor Resort include Key West Aquarium, Mallory Dock and Mallory Square. Key West International Airport is 2.5 miles away.

$1840/person
$3790
$3680
total

Incl. hotel + flight

Los Angeles - Key West packages
See more Los Angeles - Key West packages
Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1411/person
$2822
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1271/person
$2542
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$1361/person
$2722
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1552/person
$3104
total

Incl. hotel + flight

Blue Flamingo Resort Key West Thumbnail

Blue Flamingo Resort Key West

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The hotel offers taxi and shuttle amenities for your ease in navigating around Key West (FL). When arriving by car, take advantage of the hotel's convenient on-site parking facilities. The hotel offers reception amenities including concierge service, express check-in or check-out and luggage storage to ensure a comfortable stay for guests. Should you require assistance, the ticket service and tours can also aid in booking tickets and securing reservations at the finest shows and events in the vicinity. Whether you're here for an extended stay or simply require fresh garments, the hotel ensures your cherished travel attire remains spotless and accessible with the convenience of dry cleaning service located on the premises. The hotel's daily housekeeping ensures an excellent option for your stay.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Smoking is permitted solely in the specified smoking zones allocated by hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure a pleasant stay, a selection of rooms at hotel come furnished with linen service, blackout curtains and air conditioning, all designed with your ease in mind. Several chosen accommodations at Blue Flamingo Resort Key West have a separate living room incorporated into the room design. In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs. Within specific rooms, a refrigerator, a coffee or tea maker, bottled water, instant tea and mini bar is conveniently available for your use. Understanding the significance of bathroom facilities in enhancing visitor contentment, hotel offers a hair dryer and toiletries within a few chosen chambers. How about kicking off each day of your getaway with a delicious cup of coffee? At the hotel, relish in the invigorating taste of a freshly brewed, excellent coffee. Various excellent meal offerings at hotel ensure that enticing and easily accessible options are constantly available. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Throughout the day, engage in the entertaining activities available at Blue Flamingo Resort Key West.Unwind by the pool at hotel and cherish a leisurely moment. Enjoy a refreshing beverage al fresco at hotel's poolside bar savoring your preferred concoction. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

$1350/person
$2794
$2700
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1443/person
$2885
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1737/person
$3474
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1641/person
$3281
total

Incl. hotel + flight

Nyah - Adult Exclusive Thumbnail

Nyah - Adult Exclusive

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

$1491/person
$2981
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1677/person
$3354
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1694/person
$3388
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1676/person
$3351
total

Incl. hotel + flight

The Perry Hotel Key West Thumbnail

The Perry Hotel Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

$1856/person
$3712
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1643/person
$3285
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1794/person
$3588
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1804/person
$3696
$3608
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$1904/person
$3807
total

Incl. hotel + flight

Hyatt Residence Club Key West, Windward Pointe Thumbnail

Hyatt Residence Club Key West, Windward Pointe

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment. Additional en suite amenities include a private bathroom, balcony and ironing facilities. A separate living room is also included. Enjoy the on-site barbecue facilities at Hyatt Vacation Club at Windward Pointe. Bicycle hires are available, and fishing, scuba diving and parasailing are available nearby. Southernmost Point is 3.1 mi from Hyatt Windward Pointe, while Duval Street is 3.1 mi away. The nearest airport is Key West International Airport, 0.6 mi from the property.

$2041/person
$4082
total

Incl. hotel + flight

Havana Cabana at Key West Thumbnail

Havana Cabana at Key West

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive. A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes. Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby. Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

$1909/person
$4224
$3818
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1972/person
$3944
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1746/person
$3492
total

Incl. hotel + flight

Margaritaville Beach House Key West Thumbnail

Margaritaville Beach House Key West

Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness center and bar in Key West. 0.9 mi from Higgs Beach and 1.6 mi from Duval Street, the property features a garden and a terrace. The accommodations provides a 24-hour front desk, room service and organizing tours for guests. Margaritaville Beach House Key West offers a hot tub. Southernmost Point is 1.6 mi from the accommodations, while Ernest Hemingway Home and Museum is 1.7 mi away. The nearest airport is Key West International, 0.6 mi from Margaritaville Beach House Key West and the property offers a paid airport shuttle service.

$1940/person
$3880
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2368/person
$4735
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$2022/person
$4043
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2574/person
$5148
total

Incl. hotel + flight

Hyatt Residence Club Key West, Sunset Harbor Thumbnail

Hyatt Residence Club Key West, Sunset Harbor

Hyatt Sunset Harbor Resort is located in Key West, 2297 feet from Mallory Square. Key West Aquarium is 2625 feet from the property. All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven. Hyatt Sunset Harbor Resort also includes a spa center. On-site launderette facilities are available for guests' use. Mallory Dock is 2625 feet from Hyatt Sunset Harbor Resort. The nearest airport is Key West International Airport, 3.7 mi from Hyatt Sunset Harbor Resort. Please contact property directly for updates on available amenities.

$2378/person
$4756
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2707/person
$5414
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$2962/person
$5924
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$4557/person
$9114
total

Incl. hotel + flight

The Marker Key West Harbor Resort Thumbnail

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort features a garden, terrace, a restaurant and bar in Key West. With free WiFi, this 4-star resort offers room service and a 24-hour front desk. The property is a 7-minute walk from Simonton Street Beach, and within 0.6 miles of the city center. The resort has an outdoor pool. Popular points of interest near The Marker Key West Harbor Resort include Key West Aquarium, Mallory Dock and Mallory Square. Key West International Airport is 2.5 miles away.

$1686/person
$3482
$3372
total

Incl. hotel + flight

Miami - Key West packages
See more Miami - Key West packages
Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1353/person
$2706
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1214/person
$2427
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$1304/person
$2607
total

Incl. hotel + flight

Blue Flamingo Resort Key West Thumbnail

Blue Flamingo Resort Key West

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The hotel offers taxi and shuttle amenities for your ease in navigating around Key West (FL). When arriving by car, take advantage of the hotel's convenient on-site parking facilities. The hotel offers reception amenities including concierge service, express check-in or check-out and luggage storage to ensure a comfortable stay for guests. Should you require assistance, the ticket service and tours can also aid in booking tickets and securing reservations at the finest shows and events in the vicinity. Whether you're here for an extended stay or simply require fresh garments, the hotel ensures your cherished travel attire remains spotless and accessible with the convenience of dry cleaning service located on the premises. The hotel's daily housekeeping ensures an excellent option for your stay.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Smoking is permitted solely in the specified smoking zones allocated by hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure a pleasant stay, a selection of rooms at hotel come furnished with linen service, blackout curtains and air conditioning, all designed with your ease in mind. Several chosen accommodations at Blue Flamingo Resort Key West have a separate living room incorporated into the room design. In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs. Within specific rooms, a refrigerator, a coffee or tea maker, bottled water, instant tea and mini bar is conveniently available for your use. Understanding the significance of bathroom facilities in enhancing visitor contentment, hotel offers a hair dryer and toiletries within a few chosen chambers. How about kicking off each day of your getaway with a delicious cup of coffee? At the hotel, relish in the invigorating taste of a freshly brewed, excellent coffee. Various excellent meal offerings at hotel ensure that enticing and easily accessible options are constantly available. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Throughout the day, engage in the entertaining activities available at Blue Flamingo Resort Key West.Unwind by the pool at hotel and cherish a leisurely moment. Enjoy a refreshing beverage al fresco at hotel's poolside bar savoring your preferred concoction. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

$1293/person
$2677
$2585
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1494/person
$2988
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1385/person
$2769
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1680/person
$3359
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1583/person
$3166
total

Incl. hotel + flight

Nyah - Adult Exclusive Thumbnail

Nyah - Adult Exclusive

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

$1433/person
$2866
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1620/person
$3239
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1637/person
$3273
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1618/person
$3236
total

Incl. hotel + flight

The Perry Hotel Key West Thumbnail

The Perry Hotel Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

$1798/person
$3596
total

Incl. hotel + flight

Pegasus International Hotel Thumbnail

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

$1585/person
$3170
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1737/person
$3473
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1747/person
$3579
$3493
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$1846/person
$3692
total

Incl. hotel + flight

Havana Cabana at Key West Thumbnail

Havana Cabana at Key West

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive. A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes. Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby. Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

$1851/person
$4108
$3702
total

Incl. hotel + flight

Hyatt Residence Club Key West, Windward Pointe Thumbnail

Hyatt Residence Club Key West, Windward Pointe

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment. Additional en suite amenities include a private bathroom, balcony and ironing facilities. A separate living room is also included. Enjoy the on-site barbecue facilities at Hyatt Vacation Club at Windward Pointe. Bicycle hires are available, and fishing, scuba diving and parasailing are available nearby. Southernmost Point is 3.1 mi from Hyatt Windward Pointe, while Duval Street is 3.1 mi away. The nearest airport is Key West International Airport, 0.6 mi from the property.

$1984/person
$3967
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1689/person
$3377
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1915/person
$3829
total

Incl. hotel + flight

Margaritaville Beach House Key West Thumbnail

Margaritaville Beach House Key West

Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness center and bar in Key West. 0.9 mi from Higgs Beach and 1.6 mi from Duval Street, the property features a garden and a terrace. The accommodations provides a 24-hour front desk, room service and organizing tours for guests. Margaritaville Beach House Key West offers a hot tub. Southernmost Point is 1.6 mi from the accommodations, while Ernest Hemingway Home and Museum is 1.7 mi away. The nearest airport is Key West International, 0.6 mi from Margaritaville Beach House Key West and the property offers a paid airport shuttle service.

$1883/person
$3765
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2310/person
$4620
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$1964/person
$3928
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2517/person
$5033
total

Incl. hotel + flight

Hyatt Residence Club Key West, Sunset Harbor Thumbnail

Hyatt Residence Club Key West, Sunset Harbor

Hyatt Sunset Harbor Resort is located in Key West, 2297 feet from Mallory Square. Key West Aquarium is 2625 feet from the property. All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven. Hyatt Sunset Harbor Resort also includes a spa center. On-site launderette facilities are available for guests' use. Mallory Dock is 2625 feet from Hyatt Sunset Harbor Resort. The nearest airport is Key West International Airport, 3.7 mi from Hyatt Sunset Harbor Resort. Please contact property directly for updates on available amenities.

$2321/person
$4641
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2650/person
$5299
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$2905/person
$5809
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$4500/person
$8999
total

Incl. hotel + flight

The Marker Key West Harbor Resort Thumbnail

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort features a garden, terrace, a restaurant and bar in Key West. With free WiFi, this 4-star resort offers room service and a 24-hour front desk. The property is a 7-minute walk from Simonton Street Beach, and within 0.6 miles of the city center. The resort has an outdoor pool. Popular points of interest near The Marker Key West Harbor Resort include Key West Aquarium, Mallory Dock and Mallory Square. Key West International Airport is 2.5 miles away.

$1628/person
$3368
$3256
total

Incl. hotel + flight

New York City - Key West packages
See more New York City - Key West packages
Blue Marlin Motel Thumbnail

Blue Marlin Motel

This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.

$1215/person
$2430
total

Incl. hotel + flight

Southwinds Motel Thumbnail

Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

$1165/person
$2330
total

Incl. hotel + flight

Seashell Motel Thumbnail

Seashell Motel

Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).

$1113/person
$2225
total

Incl. hotel + flight

Courtney's Place Historic Cottages & Inns Thumbnail

Courtney's Place Historic Cottages & Inns

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

$1334/person
$2667
total

Incl. hotel + flight

The Garden House Thumbnail

The Garden House

The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum. With a garden, the 2-star guest house has air-conditioned rooms with free Wifi, each with a private bathroom. The property is a 8-minute walk from Simonton Street Beach, and within 0.4 miles of the city center. At the guest house, all units are equipped with a seating area. Guests at the guest house can enjoy a continental breakfast, and breakfast in the room is also available. Guests can also relax on the sun terrace. Popular points of interest near The Garden House include Duval Street, Key West Aquarium, and Mallory Dock. Key West International Airport is 2.5 miles away.

$1333/person
$2666
total

Incl. hotel + flight

Blue Flamingo Resort Key West Thumbnail

Blue Flamingo Resort Key West

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The hotel offers taxi and shuttle amenities for your ease in navigating around Key West (FL). When arriving by car, take advantage of the hotel's convenient on-site parking facilities. The hotel offers reception amenities including concierge service, express check-in or check-out and luggage storage to ensure a comfortable stay for guests. Should you require assistance, the ticket service and tours can also aid in booking tickets and securing reservations at the finest shows and events in the vicinity. Whether you're here for an extended stay or simply require fresh garments, the hotel ensures your cherished travel attire remains spotless and accessible with the convenience of dry cleaning service located on the premises. The hotel's daily housekeeping ensures an excellent option for your stay.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Smoking is permitted solely in the specified smoking zones allocated by hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure a pleasant stay, a selection of rooms at hotel come furnished with linen service, blackout curtains and air conditioning, all designed with your ease in mind. Several chosen accommodations at Blue Flamingo Resort Key West have a separate living room incorporated into the room design. In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs. Within specific rooms, a refrigerator, a coffee or tea maker, bottled water, instant tea and mini bar is conveniently available for your use. Understanding the significance of bathroom facilities in enhancing visitor contentment, hotel offers a hair dryer and toiletries within a few chosen chambers. How about kicking off each day of your getaway with a delicious cup of coffee? At the hotel, relish in the invigorating taste of a freshly brewed, excellent coffee. Various excellent meal offerings at hotel ensure that enticing and easily accessible options are constantly available. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Throughout the day, engage in the entertaining activities available at Blue Flamingo Resort Key West.Unwind by the pool at hotel and cherish a leisurely moment. Enjoy a refreshing beverage al fresco at hotel's poolside bar savoring your preferred concoction. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

$1202/person
$2533
$2403
total

Incl. hotel + flight

Duval Inn - Key West Thumbnail

Duval Inn - Key West

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator. The private bathroom includes free toiletries. Beds are outfitted with linens. Learn about the life and times of writer Ernest Hemingway at Ernest Hemingway Home and Museum (1640 ft) or view the sights and venues of Duval Street (328 ft). Mallory Dock is located 12 minutes' walk away.

$1364/person
$2728
total

Incl. hotel + flight

New Orleans House - Gay Male Adult Guesthouse Thumbnail

New Orleans House - Gay Male Adult Guesthouse

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

$1427/person
$2854
total

Incl. hotel + flight

Seascape Tropical Inn Thumbnail

Seascape Tropical Inn

Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

$1499/person
$2998
total

Incl. hotel + flight

Beachside Resort & Residences Thumbnail

Beachside Resort & Residences

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside bar. A free shuttle to Key West city center is provided. All accommodations at the Key West Beachside include a flat-screen TVs with bluetooth TV speaker. A refrigerator is offered in all rooms. Select rooms feature upgraded amenities such as a full kitchen, balcony, and spa bath. A living area and dining area are also offered in select rooms. Guests may work out at the water view fitness center or soak in the outdoor hot tub. Nearby activities include the Key West Golf Club, biking and jogging trails, and several water sports. Private indoor parking with Private garage parking service is available on site. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies. The Chicken Walk Poolside Bar offers casual meals, light snacks and tropical cocktails. Key West Airport is less than 1.2 mi away.

$1431/person
$2862
total

Incl. hotel + flight

Coco Plum Inn Thumbnail

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.

$1564/person
$3128
total

Incl. hotel + flight

Douglas House Adult Only Thumbnail

Douglas House Adult Only

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.

$1595/person
$3189
total

Incl. hotel + flight

The Palms Hotel Thumbnail

The Palms Hotel

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport.

$1499/person
$2997
total

Incl. hotel + flight

Orchid Key Inn-Adult Only Thumbnail

Orchid Key Inn-Adult Only

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

$1706/person
$3411
total

Incl. hotel + flight

Hampton Inn By Hilton Key West FL Thumbnail

Hampton Inn By Hilton Key West FL

Hampton Inn Key West features a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is offered daily. Complimentary WiFi is provided. Shuttle service to Key West Airport is provided to all guests. Duval Street is 4 mi from the property. These resort rooms are completely nonsmoking and include a microwave and a small refrigerator. A cable TV with HBO® and local art are featured in each room. Select rooms feature a balcony. Convenient laundry facilities are offered. A business center is available for guests. The resort provides a 24-hour multilingual front desk. Cheekie Hut is a poolside bar and grill that serves American cuisine. Guests can also grab a hot beverage at the coffee bar. The Hemingway House is a 13-minute drive from the property. Please note guests must be at least 21 years of age to check-in or accompanied by a parent or legal guardian. Please note all room rates at this hotel are based on 2 guests. Additional charges apply for further guests.

$1570/person
$3139
total

Incl. hotel + flight

Ambrosia Key West Thumbnail

Ambrosia Key West

This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools. All accommodations feature a small refrigerator and microwave. Ambrosia Key West guests will also have in-suite Keurig® tea- and coffee-making facilities. Ambrosia Key West only allows pets in designated rooms. If you plan on bringing a pet please read the room descriptions carefully to ensure that you will be allowed to have a pet in the room you reserve,and offers guests free WiFi. Guests can stroll through picturesque tropical courtyards and lounge in the hot tub or poolside, where snacks and refreshments are offered daily in the early afternoon. Guest will be less than 1 mile from The Ernest Hemingway Home and Museum and the Southernmost Point. An aquarium, shipwreck museum, and sculpture garden are only 1 mile away at Mallory Square.

$1671/person
$3342
total

Incl. hotel + flight

Hyatt Centric Key West Resort & Spa Thumbnail

Hyatt Centric Key West Resort & Spa

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

$1752/person
$3504
total

Incl. hotel + flight

Parrot Key Hotel & Villas Thumbnail

Parrot Key Hotel & Villas

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

$1750/person
$3634
$3500
total

Incl. hotel + flight

Colors on White Thumbnail

Colors on White

Located in Key West, this Florida hotel is 1 mi from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi. A kitchenette and a flat-screen cable TV are provided in all of the rooms at Colors on White. Rooms are individually decorated with bright colors and tropical decor. Colors on White guests can relax on the sun terrace surrounded by tropical vegetation or make meals outside at the barbecue facilities. Bicycles are available for hire and free public parking is available nearby. The Key West Historic Seaport and Harbor Walk, a popular dining area, is less than 10 minutes’ walk from the hotel. Fort Zachary Taylor Beach and Smathers Beach are within 2 mi of the hotel.

$1567/person
$3134
total

Incl. hotel + flight

Ibis Bay Resort Thumbnail

Ibis Bay Resort

Facing the beachfront, Ibis Bay Resort offers 3-star accommodations in Key West and features an outdoor swimming pool, garden and private beach area. Among the facilities of this property are a restaurant, a 24-hour front desk and a concierge service, along with free WiFi. Private parking is available on site. At the resort, every room is equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, guest rooms at Ibis Bay Resort have a flat-screen TV and air conditioning, and selected rooms include a terrace. All rooms will provide guests with a fridge. The area is popular for cycling, and bike rental is available at the accommodation. Ernest Hemingway Home and Museum is 2.5 miles from Ibis Bay Resort, while Duval Street is 2.5 miles away. Key West International Airport is 1.2 miles from the property.

$1570/person
$3139
total

Incl. hotel + flight

Oceans Edge Key West Thumbnail

Oceans Edge Key West

Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.

$1770/person
$3539
total

Incl. hotel + flight

The Reach Key West, Curio Collection by Hilton Thumbnail

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

$1721/person
$3441
total

Incl. hotel + flight

Ridley House - Key West Historic Inns Thumbnail

Ridley House - Key West Historic Inns

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

$1938/person
$3876
total

Incl. hotel + flight

Ella's Cottages-Key West Historic Inns Thumbnail

Ella's Cottages-Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

$1982/person
$3964
total

Incl. hotel + flight

Paradise Inn Thumbnail

Paradise Inn

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodations. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn - Adult Exclusive. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn - Adult Exclusive. The Key West Museum-Art & History is a 15-minute walk away.

$2059/person
$4118
total

Incl. hotel + flight

Casa Marina Key West, Curio Collection by Hilton Thumbnail

Casa Marina Key West, Curio Collection by Hilton

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes’ drive from the resort. Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. Deep-sea fishing, wind surfing, and water sports activities are easily accessible from Casa Marina Key West, Curio Collection by Hilton. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes’ drive and offers 18 holes. Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.

$1857/person
$3713
total

Incl. hotel + flight

Pier House Resort & Spa Thumbnail

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

$2124/person
$4248
total

Incl. hotel + flight

The Grand Guesthouse Thumbnail

The Grand Guesthouse

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.

$2378/person
$4756
total

Incl. hotel + flight

Santa Maria Suites Resort Thumbnail

Santa Maria Suites Resort

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

$2802/person
$5603
total

Incl. hotel + flight

Ocean Key Resort & Spa a Noble House Resort Thumbnail

Ocean Key Resort & Spa a Noble House Resort

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness center and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

$4238/person
$8475
total

Incl. hotel + flight

How Far in Advance Customers Book

Last-minute bookings dominate Key West travel trends.

Key West shows a peak in package bookings one week ahead, likely influenced by last-minute travel behavior. Conversely, distant bookings are minimal, possibly indicating a preference for short-term vacation planning or seasonal spikes in demand.

Customer Preference by Hotel Category

4* hotels dominate Key West bookings with discounts.

In Key West, the most popular hotel category is 4* with 84% of bookings and a 17% package discount. The second most popular category is 3* at 14% bookings with an 8% discount, indicating a large gap in preference.

Average Length of Stay

4-day trips dominate, highlighting city-break behavior.

The most common trip duration for package bookings to Key West is 4 days, which likely reflects customer preferences for city-break vacations. The 16% discount on this duration may encourage longer stays for holiday travelers seeking value.

Most Popular Travel Months

May peaks; post-holiday dip in winter months.

In Key West, May shows peak bookings at 13%, likely due to warm weather and vacations. January, February, November, and December are weakest, maybe influenced by post-holiday declines. Seasonality suggests travel spikes around summer holidays.