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  • Key West

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    Property Types

    • Guesthouse
    • Hostel
    • Hotel
    • Inn
    • Motel
    • Resort
    • Villa
    Seashell Motel Thumbnail
    Seashell Motel
    Key West, 718 South Street
    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).
    7.9 538 Reviews | 2-Star Hotel
    $1134/person
    $2267
    total

    Incl. hotel + flight

    Southwinds Motel Thumbnail
    Southwinds Motel
    Key West, 1321 Simonton Street
    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.
    8.3 1273 Reviews | 2-Star Hotel
    $1224/person
    $2447
    total

    Incl. hotel + flight

    Blue Flamingo Resort Key West Thumbnail
    Blue Flamingo Resort Key West
    Key West, 3820 North Roosevelt Boulevard
    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.
    7.8 926 Reviews | 4-Star Hotel
    $1211/person
    $2465
    $2421
    total

    Incl. hotel + flight

    Beachside Resort & Residences Thumbnail
    Beachside Resort & Residences
    Key West, 3841 North Roosevelt Boulevard
    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.
    8.2 1107 Reviews | 3.5-Star Hotel
    $1338/person
    $2676
    total

    Incl. hotel + flight

    Seascape Tropical Inn Thumbnail
    Seascape Tropical Inn
    Key West, 420 Olivia Street
    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.
    8.6 287 Reviews | 3-Star Hotel
    $1470/person
    $2940
    total

    Incl. hotel + flight

    Nyah - Adult Exclusive Thumbnail
    Nyah - Adult Exclusive
    Key West, 420 Margaret Street
    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.
    7.5 993 Reviews | 3-Star Hotel
    $1287/person
    $2573
    total

    Incl. hotel + flight

    New Orleans House - Gay Male Adult Guesthouse Thumbnail
    New Orleans House - Gay Male Adult Guesthouse
    Key West, 724 Duval Street
    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.
    8.4 329 Reviews | 2-Star Hotel
    $1486/person
    $2971
    total

    Incl. hotel + flight

    Pegasus International Hotel Thumbnail
    Pegasus International Hotel
    Key West, 501 Southard Street
    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.
    7.8 847 Reviews | 2.5-Star Hotel
    $1389/person
    $2778
    total

    Incl. hotel + flight

    Orchid Key Inn-Adult Only Thumbnail
    Orchid Key Inn-Adult Only
    Key West, 1004 Duval Street
    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.
    9.5 205 Reviews | 3.5-Star Hotel
    $1708/person
    $3415
    total

    Incl. hotel + flight

    The Palms Hotel Thumbnail
    The Palms Hotel
    Key West, 820 White Street
    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.
    8.4 1375 Reviews | 3-Star Hotel
    $1523/person
    $3045
    total

    Incl. hotel + flight

    Key West Villas Thumbnail
    Key West Villas
    Key West, 512 Angela Street
    Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided. All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area. Key West Villas guests can hire a bicycle and explore Key West. A guest launderette is available as well. Guests will be within 10 minutes’ walk of The Southernmost Point and the Ernest Hemingway Home and Museum. Mallory Square's shopping and sunset celebrations are also 10 minutes’ walk from the property. "Please note, rooms are located on a raised ground floor, accessible via a few steps."
    9.8 205 Reviews |
    $1797/person
    $3594
    total

    Incl. hotel + flight

    Key West Harbor Inn - Adults Only Thumbnail
    Key West Harbor Inn - Adults Only
    Key West, 219 Elizabeth Street
    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.
    9.3 278 Reviews |
    $1728/person
    $3455
    total

    Incl. hotel + flight

    Parrot Key Hotel & Villas Thumbnail
    Parrot Key Hotel & Villas
    Key West, 2801 North Roosevelt Boulevard
    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)
    8.5 1635 Reviews | 4-Star Hotel
    $1614/person
    $3228
    total

    Incl. hotel + flight

    Oceans Edge Key West Thumbnail
    Oceans Edge Key West
    Key West, 5950 Peninsular Ave
    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.
    8.5 843 Reviews | 4-Star Hotel
    $1643/person
    $3286
    total

    Incl. hotel + flight

    Lighthouse Hotel - Key West Historic Inns Thumbnail
    Lighthouse Hotel - Key West Historic Inns
    Key West, 902 Whitehead Street
    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.
    8.3 445 Reviews | 3.5-Star Hotel
    $1652/person
    $3303
    total

    Incl. hotel + flight

    Duval Inn - Key West Thumbnail
    Duval Inn - Key West
    Key West, 511 Angela Street
    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.
    8.2 658 Reviews | 3-Star Hotel
    $1654/person
    $3307
    total

    Incl. hotel + flight

    Courtney's Place Historic Cottages & Inns Thumbnail
    Courtney's Place Historic Cottages & Inns
    Key West, 720 Whitmarsh Lane
    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.
    9.0 842 Reviews | 2-Star Hotel
    $1825/person
    $3650
    total

    Incl. hotel + flight

    La Concha Key West, Autograph Collection Thumbnail
    La Concha Key West, Autograph Collection
    Key West, 430 Duval Street
    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.
    7.5 249 Reviews | 4-Star Hotel
    $1603/person
    $3205
    total

    Incl. hotel + flight

    Ibis Bay Resort Thumbnail
    Ibis Bay Resort
    Key West, 3101 North Roosevelt Boulevard
    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.
    7.6 1145 Reviews | 2.5-Star Hotel
    $1628/person
    $3256
    total

    Incl. hotel + flight

    Ella's Cottages-Key West Historic Inns Thumbnail
    Ella's Cottages-Key West Historic Inns
    Key West, 811 Simonton Street
    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.
    8.5 213 Reviews | 3.5-Star Hotel
    $1830/person
    $3660
    total

    Incl. hotel + flight

    Ridley House - Key West Historic Inns Thumbnail
    Ridley House - Key West Historic Inns
    Key West, 601 Caroline Street
    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.
    8.6 198 Reviews | 3.5-Star Hotel
    $1946/person
    $3892
    total

    Incl. hotel + flight

    The Reach Key West, Curio Collection by Hilton Thumbnail
    The Reach Key West, Curio Collection by Hilton
    Key West, 1435 Simonton Street
    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.
    7.7 209 Reviews | 4-Star Hotel
    $1748/person
    $3496
    total

    Incl. hotel + flight

    Hyatt Centric Key West Resort & Spa Thumbnail
    Hyatt Centric Key West Resort & Spa
    Key West, 601 Front Street
    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.
    8.6 360 Reviews | 4-Star Hotel
    $1993/person
    $3985
    total

    Incl. hotel + flight

    Hyatt Residence Club Key West, Sunset Harbor Thumbnail
    Hyatt Residence Club Key West, Sunset Harbor
    Key West, 200 Sunset Lane
    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.
    8.1 214 Reviews | 3.5-Star Hotel
    $1953/person
    $3905
    total

    Incl. hotel + flight

    The Gardens Hotel Thumbnail
    The Gardens Hotel
    Key West, 526 Angela Street
    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.
    9.6 113 Reviews | 4-Star Hotel
    $2423/person
    $5088
    $4846
    total

    Incl. hotel + flight

    Pier House Resort & Spa Thumbnail
    Pier House Resort & Spa
    Key West, One Duval Street
    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.
    8.4 519 Reviews | 4-Star Hotel
    $2183/person
    $4365
    total

    Incl. hotel + flight

    Casa Marina Key West, Curio Collection by Hilton Thumbnail
    Casa Marina Key West, Curio Collection by Hilton
    Key West, 1500 Reynolds Street
    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.
    7.4 203 Reviews | 4-Star Hotel
    $1943/person
    $3885
    total

    Incl. hotel + flight

    The Grand Guesthouse Thumbnail
    The Grand Guesthouse
    Key West, 1116 Grinnell Street
    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.
    8.8 377 Reviews | 2.5-Star Hotel
    $2437/person
    $4873
    total

    Incl. hotel + flight

    Ocean Key Resort & Spa a Noble House Resort Thumbnail
    Ocean Key Resort & Spa a Noble House Resort
    Key West, Zero Duval
    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.
    8.5 123 Reviews | 4-Star Hotel
    $4381/person
    $8761
    total

    Incl. hotel + flight

    The Marker Key West Harbor Resort Thumbnail
    The Marker Key West Harbor Resort
    Key West, 200 William Street
    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.
    0 4-Star Hotel
    $1713/person
    $3555
    $3425
    total

    Incl. hotel + flight

    How Far in Advance Customers Book

    Peak last-minute bookings indicate holiday influences.

    The peak period for package bookings to Key West occurs at the last minute (0 weeks ahead) with a discount of 26%, while the weakest month appears to be 15 weeks ahead with no discount. This suggests increased last-minute travel, likely due to seasonal vacation planning.

    Customer Preference by Hotel Category

    4-star hotels dominate Key West bookings.

    In Key West, 4-star hotels lead bookings at 81% with a 24% discount, followed by 2* and 3* hotels at 10% each with a 2% discount. The gap between 4* and the others is large, indicating preference for quality.

    Average Length of Stay

    Dominance of medium stays indicates city-break trends.

    The most common trip duration for package bookings to Key West is 4 days, with a package discount of 23%. Shorter stays represent minimal engagement, while medium to longer stays dominate, suggesting customers may prefer city breaks or holiday travel.

    Most Popular Travel Months

    January peaks, May dips; winter travel patterns evident.

    The peak month for bookings to Key West is January with 19% and an 11% discount, likely driven by winter travel demand. The weakest month is May at 5%, suggesting reduced interest outside the holiday season. Overall, seasonality reflects winter travel preferences.

    Hotels in Key West

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    • North America
    • United States
    • Florida
    • Key West