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Lodging

1118 Fleming Street, Key West, FL
305 296-9838
Luxury gay & lesbian guesthouse with multiple sundecks, 24 hour pool and hot tub.
622 Fleming Street, Key West, FL
305 296-9838
A quiet, adorable retreat on lovely Fleming Srreet
1500 Reynolds Street, Key West, FL
305 295-3535
Cool luxury, nestled on the island’s southern edge - spanning more than 1,100 feet of private bea...
709 Truman Avenue, Key West, FL
800 845-0825
One of the five 'All Welcome' properties, offering a variety of modern guest rooms and suites fro...
200 Front Street, Key West, FL
305 292-1881
Key West Vacation Rentals offered by Compass Realty. Luxury homes, condominiums, townhomes and wa...
822 Fleming Street, Key West, FL
305 296-2131
Exquisite 1892 restoration, complimentary breakfast, wine and hors d’oeuvres, pool and whirlpool,...
430 Duval Street, Key West, FL
305 296-2991
Situated in the heart of Old Town, on the fabled Duval Street. Roof (or rather, spa) with a view
3990 Roosevelt Blvd, Key West, FL
305 293-1818
This 216-room, full-service, casually elegant, pet friendly resort offers 24 suites, complimentar...
1015 Fleming Street, Key West, FL
305 296-6868
A tranquil, peaceful setting with all the amenities and none of the attitude. Built back in 1924 ...
2400 N Roosevelt Blvd, Key West, FL
(305) 296-5700
The hotel is centrally located in the middle of Key West, and is only minutes away from a variety...
1116 Grinnell Street, Key West, FL
(305) 294-0590
All welcome affordable Bed and Breakfast in the heart of Old Town. Pool, parking.
1109 Duval Street, Key West, FL
(800) 654-5131
An exceptional collection of private vacation accommodations with pools. Selections include histo...
601 Front Street, Key West, FL
(305) 809-1234
A year-round Key West resort on the Gulf of Mexico, within walking distance of shops and attracti...
1129 Fleming Street, Key West, FL
305 294-6284
The clothing optional spot for men—only. Has it all: Luxury rooms with heavenly beds, heated pool...
3841 North Roosevelt Boulevard, Key West, FL
(305) 296-8100
Here personalized service combines with luxury conveniences to make every moment of your stay a m...
3 Duval St, Key West, FL, United States
(877) 815-4227
1004 Eaton Street, Key West, FL
(305) 296-8132
This quaint and charming B&B offer pool, jacuzzi, clothing optional roof-top sundeck, wifi, c...
902 Whitehead Street, Key West, FL
(877) 294-9588
Lighthouse Court is a historic hotel in Old Town. One block from best food & gay bars on Duva...
1219 Duval Street, Key West, FL
(305) 809-6331
Four-room cottage rental with common area perfect for groups. On the quiet end of Duval, yet a qu...
724 Duval Street, Key West, FL
(305) 293-9800
Part of the world famous Bourbon Street Complex. Tropical pool bar open to 4 am. Waterfall pool a...
0 Duval Street, Key West, FL
(305) 296-7701
Ideally situated at Zero Duval Street, between Key West Harbor and lively Mallory Square.
511 Eaton Street, Key West, FL
(305) 292-2170
Old Town Manor, formerly Eaton Lodge, is ideally located just steps from famous Duval Street in t...
525 United Street, Key West, FL
(305) 292-1450
This all-welcome historic inn offers guesthouse ambiance and resort amenities. Pearl’s offers ful...
414 Simonton Street, Key West, FL
(305) 294-8719
A grand two-story Victorian Mansion built circa 1900in the center of the Key West Historical Dist...
1075 Duval Street, Key West, FL
(305) 294-0990
We offer romantic hideaways, distinctive private Old Town residences and elegant waterfront condo...
522-524 Rose Lane, Key West, FL, United States
(305) 292-2170
In the Heart of Old Town, Key West Nestled on a quiet lane close to Hard Rock Cafe, Hog’s Breath,...
1401 Simonton St, Key West, FL
(305) 296-5678
Experience a truly sophisticated and contemporary Key West beach resort when you choose The Santa...
830 Truman Avenue, Key West, FL
(305) 294-8700
Enjoy affordable elegance at Key West's newest hotel, Silver Palms Inn, located in Historic Old T...
320 Simonton Street, Key West, FL 33040
(305) 294-6386
The cottages of Simonton Court retain their original 19th century charm, yet are updated with mod...
1319 Duval Street, Key West, FL
(305) 296-6577
From our AAA four diamond boutique hotels to luxury two bedroom suites to a full service Key West...
1117 Duval Street, Key West, FL
(305) 296-2680
The Speakeasy Inn was the home of Raul Vasquez, who was a cigar selector at the Gato cigar factory.
323 Whitehead Street, Key West, FL
(305) 296-7786
An all welcome lush, tranquil Caribbean estate in the heart of Old Town. Stay in a restored wreck...
526 Angela St, Key West, FL 33040
(305) 294-2661
The Gardens estate houses 17 luxurious guest suites amidst one of Florida’s oldest and most respe...
729 Truman Avenue, Key West, FL
(305) 294-1894
One of the finest Key West Bed & Breakfast Inns in the heart of the historic district of Key ...
1435 Simonton Street, Key West, FL
(305) 296-5000
Boasting Key West’s only natural beach as our backyard, we offer the perfect blend of glistening ...
245 Front Street, Key West, Florida 33040
(305) 294-4000
The Westin Key West Resort & Marina is in the heart of "old town" Key West, Florida. Our spec...
815 Catherine Street, Key West, FL
(305) 304-1751
Travelers Palm, a Key West Guesthouse and Inn, is the perfect getaway accommodation in the tropic...
100 Grinnell St, Key West, FL
(305) 295-9500
Key West Hotels, Florida Keys Condo Rentals, Attractions and more
512 Angela Street, Key West, FL
(305) 296-7893
Just 1/2 block off of Duval and around the corner from Aqua, 801 and Bourbon Street Pub. Recently...
Showing 39 results