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Cities

  • Key West

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    Property Types

    • Apartment
    • Guesthouse
    • Hotel
    • Inn
    • Motel
    • Resort
    • Villa
    Blue Marlin Motel Thumbnail
    Blue Marlin Motel
    Key West, 1320 Simonton Street
    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.
    8.9 2042 Reviews | 2-Star Hotel
    $1339/person
    $2678
    total

    Incl. hotel + flight

    The Garden House Thumbnail
    The Garden House
    Key West, 329 Elizabeth St
    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.
    8.9 249 Reviews | 3-Star Hotel
    $1344/person
    $2687
    total

    Incl. hotel + flight

    Duval House Thumbnail
    Duval House
    Key West, 815 Duval Street
    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.
    8.9 597 Reviews | 3-Star Hotel
    $1418/person
    $2836
    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
    $1480/person
    $2960
    total

    Incl. hotel + flight

    The Artist House Thumbnail
    The Artist House
    Key West, 534 Eaton Street
    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.
    9.4 203 Reviews | 3.5-Star Hotel
    $1573/person
    $3145
    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
    $1511/person
    $3021
    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
    $1728/person
    $3455
    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
    $1551/person
    $3102
    total

    Incl. hotel + flight

    Coco Plum Inn Thumbnail
    Coco Plum Inn
    Key West, 615 Whitehead Street
    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.
    8.9 450 Reviews | 3-Star Hotel
    $1653/person
    $3305
    total

    Incl. hotel + flight

    Paradise Inn Thumbnail
    Paradise Inn
    Key West, 819 Simonton Street
    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.
    8.7 421 Reviews | 3.5-Star Hotel
    $1616/person
    $3232
    total

    Incl. hotel + flight

    Douglas House Adult Only Thumbnail
    Douglas House Adult Only
    Key West, 419 Amelia Street
    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.
    9.0 1522 Reviews | 3-Star Hotel
    $1694/person
    $3387
    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
    $1623/person
    $3246
    total

    Incl. hotel + flight

    Colors on White Thumbnail
    Colors on White
    Key West, 913 Duval Street (Check In Only)
    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.
    7.6 129 Reviews | 3-Star Hotel
    $1435/person
    $2870
    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 |
    $1793/person
    $3586
    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
    $1646/person
    $3292
    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
    $1604/person
    $3207
    total

    Incl. hotel + flight

    Rose Lane Villas Thumbnail
    Rose Lane Villas
    Key West, 511 Eaton Street (Check-In Location)
    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.
    8.8 240 Reviews |
    $1801/person
    $3601
    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
    $1716/person
    $3432
    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
    $1843/person
    $3685
    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
    $1874/person
    $3748
    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
    $1694/person
    $3387
    total

    Incl. hotel + flight

    The Cabana Inn Thumbnail
    The Cabana Inn
    Key West, 413 Appelrouth Lane
    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.
    8.6 574 Reviews | 3-Star Hotel
    $1930/person
    $3860
    total

    Incl. hotel + flight

    Santa Maria Suites Resort Thumbnail
    Santa Maria Suites Resort
    Key West, 1401 Simonton Street
    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.
    9.3 468 Reviews | 4-Star Hotel
    $2104/person
    $4208
    total

    Incl. hotel + flight

    H2O Suites- Adults Only Thumbnail
    H2O Suites- Adults Only
    Key West, 1212 Simonton Street
    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.
    9.5 405 Reviews | 3.5-Star Hotel
    $2172/person
    $4343
    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
    $1932/person
    $3864
    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
    $1920/person
    $3839
    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
    $2248/person
    $4496
    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
    $2006/person
    $4011
    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
    $2351/person
    $4702
    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
    $2502/person
    $5004
    total

    Incl. hotel + flight

    How Far in Advance Customers Book

    Travel trends favor early bookings for holidays.

    The peak month for package bookings from Detroit to Key West appears to align with bookings made 9 weeks in advance, where 17% occurred, likely influenced by pre-holiday travel planning. Weakest months might correlate with last-minute bookings (0–2 weeks), indicating a preference for advance planning during travel seasons.

    Customer Preference by Hotel Category

    4-star hotels lead in bookings with discounts.

    In Key West, 4-star hotels dominate at 73% of bookings with a 17% discount, followed by 3-star hotels at 23% with a 4% discount. The gap is large, suggesting a preference for more luxurious options and value.

    Average Length of Stay

    4-day trips dominate; discounts influence behavior.

    In package bookings from Detroit to Key West, the most common trip duration is 4 days, with an 18% discount. This indicates a preference for medium stays, likely reflecting customers' desire for affordable holiday experiences.

    Most Popular Travel Months

    March peaks; October weakest, indicating seasonal trends.

    In Key West, March shows peak bookings at 23%, likely influenced by spring break travel. Conversely, October reflects the weakest month at 3%, with minimal discounts. Overall, the data suggests strong seasonal demand in spring and winter.

    Hotels in Key West

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