Luxury Hotels in Downtown Key West, Key West, Florida, United States

Simonton Court Historic Inn & Cottages

9.3 "Fabulous"
(815 reviews)
320 Simonton Street, Downtown Key West, Key West, FL 33040, United States
Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access... (Learn more)
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Opal Key Resort & Marina

8.5 "Very good"
(1426 reviews)
245 Front Street, Downtown Key West, Key West, 33040, United States
Centrally located in the old town area of Key West, Florida, this waterfront hotel features an outdoor heated pool and h... (Learn more)
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Kimpton Winslow's Bungalows, an IHG Hotel

8.4 "Very good"
(813 reviews)
725 Truman Avenue, Downtown Key West, Key West, FL 33040, United States
Located in Key West, Florida, Kimpton Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary... (Learn more)
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Santa Maria Suites Resort

9.2 "Fabulous"
(406 reviews)
1401 Simonton Street, Downtown Key West, Key West, FL 33040, United States
This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a... (Learn more)
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H2O Suites- Adults Only

9.4 "Fabulous"
(311 reviews)
1212 Simonton Street, Downtown Key West, Key West, FL 33040, United States
This adult-only Key West H2O Suites is 200 m from Duval Street and features a year-round outdoor rooftop pool with a sun... (Learn more)
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Hyatt Centric Key West Resort & Spa

8.3 "Very good"
(526 reviews)
601 Front Street, Downtown Key West, Key West, FL 33040, United States
This waterfront resort features an on-site spa and fitness centre and is located on Key West Island. Guests can enjoy t... (Learn more)
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Douglas House

9.1 "Fabulous"
(1896 reviews)
419 Amelia Street, Downtown Key West, Key West, FL 33040, United States
Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a ... (Learn more)
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Pier House Resort & Spa

8.3 "Very good"
(450 reviews)
One Duval Street, Downtown Key West, Key West, FL 33040, United States
Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant be... (Learn more)
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Truman Hotel

8.8 "Very good"
(1963 reviews)
611 Truman Avenue, Downtown Key West, Key West, FL 33040, United States
This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and fl... (Learn more)
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The Reach Key West, Curio Collection by Hilton

7.2 "Good"
(257 reviews)
1435 Simonton Street, Downtown Key West, Key West, FL 33040, United States
Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137 m private ... (Learn more)
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Silver Palms Inn

8.6 "Very good"
(2233 reviews)
830 Truman Avenue, Downtown Key West, Key West, FL 33040, United States
Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Mus... (Learn more)
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Southernmost Point Guest House

9.3 "Fabulous"
(1178 reviews)
1327 Duval Sreet, Downtown Key West, Key West, FL 33040, United States
This Key West, Florida Southernmost Point Guest House is located on Duval Street 110 m from the Southernmost Point and 7... (Learn more)
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Crowne Plaza Key West-La Concha

7.5 "Good"
(555 reviews)
430 Duval Street, Downtown Key West, Key West, FL 33040, United States
Situated along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wire... (Learn more)
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Wicker Guesthouse

7.9 "Good"
(2059 reviews)
913 Duval Street, Downtown Key West, Key West, FL 33040, United States
Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse offers a large tropic... (Learn more)
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The Gardens Hotel

9.4 "Fabulous"
(121 reviews)
526 Angela Street, Downtown Key West, Key West, FL 33040, United States
Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and ... (Learn more)
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Casa Marina Key West, Curio Collection by Hilton

6 "Pleasant"
(393 reviews)
1500 Reynolds Street, Downtown Key West, Key West, FL 33040, United States
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort ... (Learn more)
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Old Town Manor

9.1 "Fabulous"
(705 reviews)
511 Eaton Street, Downtown Key West, Key West, FL 33040, United States
This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Souther... (Learn more)
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Ocean Key Resort & Spa, a Noble House Resort

8.6 "Very good"
(162 reviews)
Zero Duval, Downtown Key West, Key West, FL 33040, United States
Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi ... (Learn more)
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Island City House

9.1 "Fabulous"
(541 reviews)
411 William Street, Downtown Key West, Key West, FL 33040, United States
Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. ... (Learn more)
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Coco Plum Inn

8.8 "Very good"
(670 reviews)
615 Whitehead Street, Downtown Key West, Key West, FL 33040, United States
Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast an... (Learn more)
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Ambrosia Key West

8.8 "Very good"
(662 reviews)
622 Fleming Street, Downtown Key West, Key West, FL 33040, United States
This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can... (Learn more)
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The Palms Hotel

7.8 "Good"
(1418 reviews)
820 White Street, Downtown Key West, Key West, FL 33040, United States
Located just 1.6 km from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continen... (Learn more)
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The Grand Guesthouse

9.2 "Fabulous"
(455 reviews)
1116 Grinnell Street, Downtown Key West, Key West, FL 33040, United States
This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. This environmentally... (Learn more)
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Eden House

8.3 "Very good"
(824 reviews)
1015 Fleming Street, Downtown Key West, Key West, FL 33040, United States
Locally owned and operated since 1975, this art deco hotel offers relaxing amenities and first-rate services in the cent... (Learn more)
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The Casablanca Hotel

8.8 "Very good"
(560 reviews)
904 Duval Street, Downtown Key West, Key West, FL 33040, United States
Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest room... (Learn more)
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Hyatt Residence Club Key West, Sunset Harbor

8.2 "Very good"
(145 reviews)
200 Sunset Lane, Downtown Key West, Key West, 33040, United States
Hyatt Sunset Harbor Resort is situated in Key West, 700 m from Mallory Square. Key West Aquarium is 800 m from the prope... (Learn more)
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Nyah - Adult Exclusive

7.5 "Good"
(1409 reviews)
420 Margaret Street, Downtown Key West, Key West, FL 33040, United States
This bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools an... (Learn more)
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The Inn on Fleming

8.8 "Very good"
(439 reviews)
1016 Fleming Street, Downtown Key West, Key West, FL 33040, United States
This Key West bed and breakfast is 10 minutes' walk from historic Duval Street. All accommodations feature a small refri... (Learn more)
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Knowles House B&B - Adult Only

8.9 "Very good"
(380 reviews)
1004 Eaton Street, Downtown Key West, Key West, FL 33040, United States
This adult-only, restored 1800’s conch house in Key West boasts a rooftop sundeck. It is only 5 blocks from Duval Street... (Learn more)
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Almond Tree Inn - Adults Only

9.4 "Fabulous"
(258 reviews)
512 Truman Ave, Downtown Key West, Key West, 33040, United States
This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults ... (Learn more)
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Pegasus International Hotel

7.6 "Good"
(899 reviews)
501 Southard Street, Downtown Key West, Key West, FL 33040, United States
This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest ro... (Learn more)
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Southernmost Inn Adult Exclusive

7.4 "Good"
(1075 reviews)
525 United Street, Downtown Key West, Key West, FL 33040, United States
This adults only Key West resort is 1 minutes' walk from Duval Street and 5 minutes' walk from the Atlantic Ocean. It fe... (Learn more)
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Orchid Key Inn - Adults Only

9.4 "Fabulous"
(224 reviews)
1004 Duval Street, Downtown Key West, Key West, 33040, United States
This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House a... (Learn more)
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The Cabana Inn Key West - Adult Exclusive

7.9 "Good"
(588 reviews)
413 Appelrouth Lane, Downtown Key West, Key West, FL 33040, United States
Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a... (Learn more)
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Paradise Inn - Adult Exclusive

8.4 "Very good"
(387 reviews)
819 Simonton Street, Downtown Key West, Key West, FL 33040, United States
Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond ... (Learn more)
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Kimpton Lighthouse Hotel, an IHG Hotel

8.2 "Very good"
(446 reviews)
902 Whitehead Street, Downtown Key West, Key West, FL 33040, United States
Kimpton Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and t... (Learn more)
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Seascape Tropical Inn

8.6 "Very good"
(318 reviews)
420 Olivia Street, Downtown Key West, Key West, FL 33040, United States
Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A br... (Learn more)
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Blue Marlin Motel

8.6 "Very good"
(3576 reviews)
1320 Simonton Street, Downtown Key West, Key West, FL 33040, United States
This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Na... (Learn more)
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La Te Da - Adult Only, 21 or older

9.3 "Fabulous"
(137 reviews)
1125 Duval Street, Downtown Key West, Key West, FL 33040, United States
Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-scr... (Learn more)
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The Artist House

9.2 "Fabulous"
(140 reviews)
534 Eaton Street, Downtown Key West, Key West, FL 33040, United States
This historical Key West bed and breakfast is 1.6 km from the Southernmost Point and 3 minute’s walk from iconic Duval S... (Learn more)
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Old Town Suites

8.5 "Very good"
(208 reviews)
517 Truman Avenue, Downtown Key West, Key West, FL 33040, United States
Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Ho... (Learn more)
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Kimpton Fitch Lodge, an IHG Hotel

7.8 "Good"
(272 reviews)
1030 Eaton Street, Downtown Key West, Key West, FL 33040, United States
Located in the heart of Old Town, a few blocks from the historic harbor and Ferry Terminal and walkable to many museums.... (Learn more)
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Kimpton Ridley House-Adult Only, an IHG Hotel

8.6 "Very good"
(139 reviews)
601 Caroline Street, Downtown Key West, Key West, FL 33040, United States
This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a ... (Learn more)
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Courtney's Place Historic Cottages & Inns

9 "Fabulous"
(1021 reviews)
720 Whitmarsh Lane, Downtown Key West, Key West, FL 33040, United States
Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a lig... (Learn more)
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Kimpton Ella's Cottages, an IHG Hotel

8.5 "Very good"
(110 reviews)
811 Simonton Street, Downtown Key West, Key West, FL 33040, United States
Offering a heated outdoor pool, this boutique Kimpton Ella's Cottages is located in Old Town Key West 2 minutes' walk fr... (Learn more)
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Southwinds Motel

8.1 "Very good"
(1507 reviews)
1321 Simonton Street, Downtown Key West, Key West, FL 33040, United States
Offering 3 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duva... (Learn more)
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El Patio Motel

7.8 "Good"
(1790 reviews)
800 Washington Street, Downtown Key West, Key West, FL 33040, United States
Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors... (Learn more)
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The Garden House

9 "Fabulous"
(305 reviews)
329 Elizabeth St, Downtown Key West, Key West, FL 33040, United States
Located in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also... (Learn more)
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La Pensione Inn - Adult Exclusive

8.6 "Very good"
(389 reviews)
809 Truman Avenue, Downtown Key West, Key West, FL 33040, United States
Located in Key West, this ages 21 and older adult-only Florida bed and breakfast features an outdoor swimming pool and a... (Learn more)
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Galleon Resort and Marina

7.7 "Good"
(72 reviews)
617 Front Street, Downtown Key West, Key West, FL 33040, United States
Located in Key West on a private Gulf of Mexico beach, Galleon Resort and Marina offers an outdoor pool and on-site wate... (Learn more)
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