We have created a list with cool, unusual and unique hotels in Key West, USA. We have also included accommodation in historic buildings, holiday homes, boats, manor houses, romantic hotels, villas and apartments. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Ella Hofer & Maryna Kravets. Updated March 2024.
Villa.Great value. Popular among women. 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." . Show full description
The property features a pool and spa in a tranquil courtyard, providing a relaxing atmosphere. With a variety of choices such as suites, cottages, and villas, visitors can easily find the ideal accommodation for their stay.
Boutique hotel.Relaxing atmosphere. Gorgeous surroundings. Popular among couples. Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach. Featuring a concierge service, this property also provides guests with a sun terrace. Featuring free WiFi throughout the property, the non-smoking hotel has a hot tub. Popular points of interest near the hotel include Higgs Beach, Rest Beach and Ernest Hemingway Home and Museum. The nearest airport is Key West International Airport, 3 km from The Mermaid & The Alligator.Show full description
Lovely little boutique hotel with gorgeous territory full of orchids and fountains. Great garden, excellent location, historic building, and interior - a tropical gem!
Boat hotel.Newly opened, November 2023. Located in Key West, 7.1 km from Ernest Hemingway Home and Museum and 7.1 km from Duval Street, Beautiful Houseboat in Key West provides sea views and free WiFi. Guests can benefit from a patio and a sun terrace. Mallory Square is 7.7 km from Beautiful Houseboat in Key West, while Key West Aquarium is 7.7 km away. The property is non-smoking and is situated 7.4 km from Southernmost Point. The air-conditioned boat consists of 2 separate bedrooms, 1 bathroom and a living room. Towels and bed linen are provided in the boat. Guests at the boat will be able to enjoy activities in and around Key West, like canoeing. The boat has a picnic area where you can spend a day out in the open. The nearest airport is Key West International, 3 km from the accommodation, and the property offers a paid airport shuttle service.Show full description
Boutique hotel.Lively. Great bar. Popular among couples. Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer. A concierge service is available at the adults-only property. Southernmost Point is 300 metres from La Te Da, while the Ernest Hemingway Home and Museum is 300 metres away.Show full description
Boutique hotel.Highly elegant. Great location. This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor pool with a hot tub and a daily continental breakfast. All accommodations feature a satellite TV, microwave, and small refrigerator. Tea and coffee-making facilities and a patio are also included. Almond Tree Inn - Adults Only guests can lounge in the Florida sun on the sun deck alongside the pool and enjoy a happy hour with complimentary beverages. Guests can also stay connected during their stay with free Wi-Fi. The inn is 4 minutes’ walk from the Historic Lighthouse and 9 minutes’ walk from the Southernmost Point. The Key West Butterfly and Nature Conservatory is 6 minutes’ walk away.Show full description
This hotel is a lush tropical oasis! Such a gorgeous well-maintained courtyard and big outdoor pool. Spacious rooms are stylish and extremely comfortable. Let me tell you a secret, they have a Happy Hour from 5-7 pm, and discounted bike rental!
Resort.Elegant. Rooftop pool. Popular among couples. This adult-only Key West H2O Suites is 200 metres 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 400 metres from H2O Suites, while Ernest Hemingway Home and Museum is 500 metres from the property. The nearest airport is Key West International Airport, 4 km from the property.Show full description
Magnificent hotel with a great pool and top-notch services. Beautiful spacious rooms with great design and fab facilities including an ice maker and a coffee maker in each room. They also bring you complimentary homemade muffins every day - such a sweet touch!
Bed and Breakfast.Hip. This adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas. Every room at this bed and breakfast is air conditioned and is fitted with a flat-screen TV. The rooms come with a private bathroom equipped with a shower. For your comfort, you will find bath robes and free toiletries. A TV is featured. You will find luggage storage space at the property. Ernest Hemingway Home and Museum is 400 metres from The Conch House Heritage Inn, while Duval Street is 500 metres away.Show full description
I think this place could be the coolest and most HISTORIC bed and breakfast in Key West.
Relaxing atmosphere. Great location. Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen. Guests will also be 960 metres from Mallory Square and Key West Museum of Art & History. A seating area, en suite, and hardwood floors are provided in each Victorian-inspired room. Island City House extras include cable TV, towels, bed linen. Guests can explore the garden and terrace areas of Island City House. Luggage storage and laundry facilities are offered and other available services include car hire and bicycle hire. The hotel is also 12 minutes’ walk from the Key West Aquarium and Sunrise Pier.Show full description
Boutique hotel.Delightful property. Great bar. 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 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel.Show full description
Perfect setting with a tranquil and relaxing atmosphere. The rooms are spotlessly clean with comfortable beds, and set in a very private area with nice landscaping. A private outdoor pool is fantastic and shared among just a few cottages.
Bed and Breakfast. This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay. Each room at this Key West Bed and Breakfast provides free WiFi as well as a flat-screen TV with cable channels and a DVD player. Some rooms offer a private balcony or patio as well as a minibar. Guests can lounge on the courtyard and garden at this Key West Old Town Manor. A sun terrace is also available. This bed and breakfast is adjacent to the night life of Duval Street. The Ernest Hemingway Home and Museum is located 11 minutes' walk away. The comfort of each of our guests is important to us. At this time Old Town Manor does not offer accessibility features in our guest rooms. Any persons in need of assistance while visiting the hotel should direct any requests for assistance to the front desk or to any available staffer. In addition, requests for assistance can be made via email to info@oldtownmanor.com or by phone at (305) 292-2170.Show full description
Bed and Breakfast.Charming. Lovely interior design. Popular among couples. Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool. A flat-screen TV and an iPod docking station are featured in each classic room at this Key West bed and breakfast. Guests will also enjoy the convenience of a refrigerator in their room. Rooms also have a clock radio with auxiliary cables. Concierge services are located on site, as are luggage storage, beach towels, and on-site maid and bike hire services. A complimentary poolside happy hour is available and guestrooms located in the Main Inn offer a hot breakfast. The Ernest Hemingway Home and Museum is less than 5 minutes’ walk from the property and The Southernmost Point of the Continental United States and Mallory Square are just 0.5 miles away.Show full description
Bed and Breakfast.Great views. Popular among women. This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Guests can enjoy happy hour at the on-site bar and receive one complimentary drink ticket each day. There is also free on-site parking, barbecue facilities and a tour desk for added convenience. A balcony or patio are featured in certain rooms. Rooms include a private bathroom equipped with free toiletries, a hairdryer, and a bath or shower. A flat-screen TV is also available in each room. Guests can explore the Key West Butterfly & Nature Conservatory, which is adjacent to the property, or go to the Ernest Hemingway Home and Museum, which is 750 metres from Southernmost Point Guest House & Garden Bar. Sunset Pier is 1.8 km away.Show full description
This charming bed and breakfast has period furniture and a relaxing veranda. Guests can start their day with a delicious hot breakfast and relax in the garden with hammocks and a pool-size hot tub.
Bed and Breakfast.Creative. Set in a 3-story, conch-style home in Key West, Alexander's Gay Lesbian Guesthouse (Adult Only) offers air-conditioned guestrooms with free WiFi. Mallory Dock and Mallory Square are 1.1 km from the accommodation. Select rooms include a microwave while all rooms provide a small refrigerator. Guestrooms come fitted with a flat-screen TV, wardrobe, and private bathroom. A poolside continental breakfast is made available daily at Alexander's Gay Lesbian Guesthouse (Adult Only). Amenities include an outdoor pool and hot tub. Concierge services are available to assist with guests' needs. An early evening cocktail hour serves wine, spirits, and specialty cocktails. The lending library offers books and DVDs on site. Popular points of interest near the accommodation include Duval Street, Southernmost Point and San Carlos Institute Casa Cuba. The nearest airport is Key West International Airport, 4 km from the property.Show full description
This might be the most creative, cosy and lively bed and breakfast in Key West. WOW!
Bed and Breakfast.Charming. Nice interior design. 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. Key West Museum of Art and History is 7 minutes’ walk from the property. 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. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.Show full description
Look at this cozy beautiful property with a unique design and wonderful patio to relax with a cup of coffee or a glass of wine! Excellent location for walking to any of the restaurants or other attractions. The rooms with a little porch are comfortable and welcoming!
Holiday Home. In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Turtle House offers free WiFi, air conditioning and household amenities such as a fridge and coffee machine. The property features pool and garden views, and is 1.4 km from Simonton Street Beach. During your stay at this holiday home, you can make use of an outdoor swimming pool, as well as a selection of a hot tub and full-day security. Featuring a DVD player, the holiday home has a fully equipped kitchen with an oven, a microwave and a toaster, a living room with a seating area and a dining area, 2 bedrooms, and 1 bathroom with a hot tub and a shower. A flat-screen TV with cable channels is provided. The holiday home offers bed linen, towels and laundry service. Guests can take advantage of the warm weather with the property's barbecue facilities. The area is popular for cycling, and free use of bicycles is available at the holiday home. An indoor play area is also available at Bahama Gardens - Turtle House, while guests can also relax on the sun terrace. Popular points of interest near the accommodation include Duval Street, Ernest Hemingway Home and Museum and Southernmost Point. The nearest airport is Key West International Airport, 4 km from Bahama Gardens - Turtle House.Show full description
Boutique hotel.Very stylish. Superb interior design.Opened December 2020. Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace. Featuring a restaurant, the property also has a bar, as well as a hot tub. The property is non-smoking and is situated 2.1 km from Smathers Beach. The rooms are fitted with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a desk. Rooms include a private bathroom with a hairdryer, while certain rooms have a patio and others also boast sea views. At the hotel all rooms include bed linen and towels. Staff at The Capitana Key West are available to provide advice at the 24-hour front desk. Rest Beach is 2.2 km from the accommodation, while Higgs Beach is 2.5 km from the property. The nearest airport is Key West International Airport, 1 km from The Capitana Key West.Show full description
I think this is one of the most STYLISH boutique hotels in Key West. It also has OUTSTANDING VIEWS.
Resort.Elegant. Great value. Popular among women. 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 and free on-site parking are available. On-site dining is available at Ambrosia, which serves Japanese cuisine. 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 along with nightly turndown service. 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.Show full description
Lively. Great bar. 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 centre is 1.6 km away.Show full description
Holiday Home. Situated in Key West, 1.4 km from Rest Beach and 1.8 km from South Beach, Downtown Waterfront Penthouse Pool Dock Parking features spacious air-conditioned accommodation with a patio and free WiFi. The property is set 2.1 km from Southernmost Point, 2.5 km from Mallory Square and 2.5 km from Key West Aquarium. The holiday home offers parking on-site, an outdoor swimming pool and a lift. The 4-bedroom holiday home features a living room with a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a hair dryer. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. Popular points of interest near the holiday home include Higgs Beach, Ernest Hemingway Home and Museum and Duval Street. The nearest airport is Key West International Airport, 2 km from Downtown Waterfront Penthouse Pool Dock Parking.Show full description
Holiday Home. Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool provides accommodation with free WiFi and free private parking. This holiday home offers air-conditioned accommodation with a patio. The property is non-smoking and is set 1.2 km from Higgs Beach. The spacious holiday home features 2 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. The property has an outdoor dining area. Popular points of interest near the holiday home include Southernmost Point, Ernest Hemingway Home and Museum and Duval Street. The nearest airport is Key West International Airport, 4 km from Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool.Show full description
We do our best to keep this list very up to date. It was last edited in March 2024. If you know of a unique hotel that should be on the list, let us know. Click here to contact us. Thanks!
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