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Bed & Breakfast (Guesthouses)

622 Fleming Street, Key West, FL
305 296-9838
A quiet, adorable retreat on lovely Fleming Srreet
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...
822 Fleming Street, Key West, FL
305 296-2131
Exquisite 1892 restoration, complimentary breakfast, wine and hors d’oeuvres, pool and whirlpool,...
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 ...
1116 Grinnell Street, Key West, FL
(305) 294-0590
All welcome affordable Bed and Breakfast in the heart of Old Town. Pool, parking.
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...
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...
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...
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 ...
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...
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 17 results