See where Key West’s hotels are located – stay where YOU want to stay.
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Old Town hotels
New Town hotels
Historic Victorian building houses this B&B in the heart of Old Town, Key West.
415 William St, Key West, FL 33040
Bed & breakfast in the heart of the historic quarter of Key West, known as Old Town. Lush landscaping and richly decorated interior of these Victorian structures has made this a popular and often-visited lodging option on the island.
729 Truman Ave, Key West, FL 33040
Quaint bed & breakfast (B&B), located in the heart of the Old Town historic district. Walking distance to Duval Street and numerous attractions.
611 Whitehead St, Key West, FL 33040
7-room charming B&B located in the middle of Old Town. Just a one block walk to Duval Street.
Includes on-site swimming pool, free wifi, and tropical-modern decor.
Located in the "Gatoville" section of Old Town (where Key West's biggest cigar factory was located nearby), this property was recently constructed.
All suites come with kitchenettes, wifi, and fridges. Property features neighborhood feel and on-site swimming pool. Nearby is El Siboney - considered by many locals as among Key West's best Cuban restaurants.
Lush, luxurious, and lovely - the Gardens Hotel is among uniquely Key West properties. Located just a block from Duval Street, and hidden behind privacy walls, this boutique hotel welcomes adults only.
Guests enjoy poolside bar, breakfast, and impressive wine tasting room.
Charming small hotel located in the middle of Old Town, Key West. Numerous nearby restaurants and attractions. Duval Street is less than two blocks away.
Property features on-site swimming pool, free breakfast, and free wifi in their 37 rooms.
Time-share condo units that are rented out just like a hotel.
Each unit comes with a full kitchen, balconies, and WIFI access. The property overlooks the Key West harbor and is very convenient for watersports, Mallory Square, and the rest of Old Town, Key West.
Nine-room bed & breakfast in Old Town, Key West. Structure was built in 1896.
Features free WIFI, breakfast, swimming pool, and spa tub.
Located just past one of the main "entrances" to Old Town, this property serves a daily continental breakfast by the pool.
All rooms come with fridges and free WIFI.
Distinct historic structure in the heart of Old Town. One block walk to Duval Street.
Rooms include daily continental breakfast, free WIFI, swimming pool, and in room fridges.
Retro-modern motel/motor lodge that was recently renovated to impressive success.
Located on the quieter end of Duval Street, there is so much to do and see nearby you'll be kept busy. Or relax at the swimming pool, enjoy the hip bar, and find your own Key West pace.
Just steps from Duval Street, this updated motel features modern decor, on-site swimming pool, and poolside bar.
All rooms include free WIFI, pillow-top mattresses, and FREE breakfast.
Tropical inn with updated, modern Caribbean feel.
This place is surrounded by history: it's located directly across from the famous Hemingway House and next door to the Key West lighthouse.
Newly constructed, for Old Town standards, the Silver Palms features a modern-tropical decor. Central swimming pool with rooms surrounding. Located in the middle of Old Town.
Under the shade of one of Key West's largest banyan trees (known for their exotic appearance with long tendrils that form roots and supports), this "green" resort is located one block from Duval Street in the heart of the historic district.
Three-story wooden mansion has the look and feel of authentic Key West. Tropical plants, on-site pool, and excellent location in historic Old Town. You'll feel like a local here.
Updated and current, this new-school motel features a great location in the historic district, on-site swimming pool, and free wifi.
Upscale inn located in a historic, wood-framed building. On-site restaurant is one of Key West's finer dining establishments.
Numerous swimming pools, attention to detail, and authentic Key West atmosphere. Children under 14 are not permitted due to the unsupervised pools in the courtyard.
In the heart of the historic district, this low-key, laid back 20-room hotel has the feel of living like a local. Often a good choice for those on a budget looking to stay in Old Town.
Features include on-site swimming pool and daily breakfast.
Tropical foliage abounds around the on-site swimming pool with a decidedly Key West ambiance. Arranged as a compound, the multi-bungalo property is laid back and in a convenient Old Town location.
Nearby restaurants, arts, and attractions will keep you entertained and relaxed. Children under 12 not allowed due to the unsupervised open swimming pool in the courtyard.
Situated across the Key West harbor are the Sunset Key Guest Cottages, one of the most luxurious accommodations on in Key West. Their sister property, the Westin Resort & Marina, provides a boat shuttle from take you to and from the island.
Sandy beaches, gourmet dining, and stunning views of the emerald seas promise a memorable vacation.
Originally home to the local United States Weather Bureau, this 8-room hotel is located in the historic Truman Annex neighborhood of Old Town, Key West.
Secluded and quiet, with easy access to nearby restaurants and attractions (nearby Truman's Little White House is a must visit), including Duval Street.
Family-friendly B&B located in the historic district with a bit of old Florida feel.
On-site swimming pool.
This 11-room hotel is located on one of Old Town's borders, with convenient access to the historic quarter.
Property has a bit of old Florida feel, with a dash of funky. Features include breakfast (continental), wifi, and swimming pool.
Charming ADULTS ONLY B&B located in an historic wood framed building in Old Town, Key West.
Property features on-site swimming pool, wifi, wide porches, and authentic Key West style.
Take a long stroll along the beach from this condominium located on the south side of the island and overlooking the Atlantic Ocean. Bike riding and strolling along the esplanade is popular with locals and visitors alike.
Bayfront hotel located on North Roosevelt Blvd in New Town.
Features include swimming pool, wifi, and shuttle to get you downtown.
Restricted to ADULTS ONLY, this quaint B&B is located in Old Town - Key West's historic quarter.
Rent a bike or walk around the charming neighborhood. Nearby restaurants and attractions will keep you busy and happy.
Located on North Roosevelt Blvd, Key West busy oceanfront artery, with quick access to the historic quarter via car or taxi.
Guests enjoy on-site swimming pool and hot breakfast.
Key West's tallest building is located directly on Duval Street and home to the La Concha hotel, famous for once having a rooftop bar with incredible view (it is now being converted into a rooftop spa).
Charming bed & breakfast inn located in the heart of Old Town. Duval Street is a few blocks away, giving you quick access to the excitement, yet tranquil when you return here.
Pet-friendly in some specific rooms.
Owned by the Waldorf Astoria and sister property to the Casa Marina, The Reach is an upscale beachfront resort with superior service and decor.
Located in the historic quarter, nearby attractions and restaurants are numerous.
Located on the south side of the island overlooking the Atlantic Ocean and across the street from Smather's Beach, Key West's largest sandy beach. Features tastefully renovated rooms, on-site swimming pool, complimentary shuttle, and casual on-site restaurant.
Nestled in the historic neighborhood of Old Town, the Eden House is convenient to area restaurants and attractions. Walk or bike around the historic quarter while you enjoy the lush, tropical plants and wood framed homes nearby.
On-site swimming pool.
Harborfront location adjascent to Mallory Square and home to Key West's busiest cruise ship port, this hotel is almost always bustling.
Guests have beach access at the sister property Sunset Key across the harbor (the hotel has a ferry to take you there)
On-site marina has convenient access to watersports.
What was once a modest Old Town motor lodge has been transformed into a modern, hip hotel with multi-level suites. Interior courtyard features a lushly landscaped swimming pool. Plus, Key West's best sushi restaurant, Ambrosia, is located next to the lobby.
On the quiet, eastern end of the island, the Sunrise Suites offers family-friendly, multi-room accommodations with full kitchen. Approximately 3 miles from the historic quarter.
Located on the Key West harbor at 1 Duval Street, the Pier House is one of Key West's most famous resorts. With its own beach and immediate access to lower Duval Street and Mallory Square you won't miss a single sunset. Recently renovated to modern tropical luxury standards.
Boutique, ADULTS-ONLY hotel located in the historic district of Old Town. Known for top-notch service, tranquil setting, and lovely island decor.
Oceanfront property on the eastern end of Key West, close to the Key West Airport (free airport shuttle is provided). Beach is less than 1 mile down the road.
Located in the heart of the historic district, this full-service resort features its own marina, oceanfront views, and on-site dining.
Overlooking the Atlantic Ocean and away from the bustle of the historic district, the Hyatt Windward Pointe offers condo-style accommodation in a quiet setting. Full kitchens, balconies, and multiple bathrooms are just a few of the ammenities in their suites.
Key West's grandest hotel - originally built by Henry Flagler, the man who built the railroad to Key West. Beautifully renovated by the Waldorf Astoria group, this beachfront hotel offers top-notch service, cuisine, and ammenities.
Large resort located on the eastern end of the Key West. Tranquil setting overlooks the Gulf of Mexico and backcountry mangrove islands. On-site beach and fine dining.
Waterfront hotel with on-site restaurant, bay beach, and watersports - including waverunners. Their New Town location overlooks the Gulf of Mexico and backcountry mangrove islands.
Close to everything the historic district has to offer, the Heron House is an adults-only bed and breakfast with genuine Key West flavor. Breakfast is served daily by the pool. Nearby restaurants and attractions are numerous.
Located on the east end of Key West, this modern hotel features a quieter atmosphere than downtown resorts. Plus, their complimentary hotel shuttle adds convenience to getting to Old Town and the nearby beaches.
Mid-priced hotel in New Town. Offers pool and convenient access to supermarkets and other franchise retailers.
At the foot of Duval Street, next to Mallory Square, and overlooking the Key West harbor, the Ocean Key House is a luxury-boutique hotel in the heart of Old Town. Their large "Sunset Pier" is an excellent place to watch sunset and enjoy talented local musicians.
As the name implies, this hotel is near the southernmost point in the United States. This hotel has two sister properties, and staying here gives you access to the pools at all three. Oceanfront and next to a beach, this recently renovated property offers convenient access to the historic district and attractions.
This combination time-share and hotel overlooks Cow Key Channel, the narrow waterway that seperates Key West from Stock Island. There is a dockside bar, working marina, and swimming pool.
Stunningly beautiful example of Queen Anne architecture located at the southern end of Duval Street and overlooking the Atlantic Ocean. Offers a poolside bar and convenient access to the historic district.
Located in the historic district on upper Duval Street, a less wild and more refined part of Key West's famous party route. This hotel is sister to two other properites, and guests here may use the pools at all three.
With one of the largest swimming pools in Key West, the Inn at Key West is a tranquil hotel in New Town. Convenient to supermarkets and big box retailers.
Waterfront resort in New Town, recently constructed and lushly landscaped.
Current Key West Hotel Deals & Availability
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