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Found 30 listings
Featured
Key West Historic Inns
Our timeless inns offer something for every type of traveler, all within easy reach of iconic sites, hidden gems and new discoveries. From the low-key luxury of a 19th century mansion to resort-like bungalows and an inclusive social scene. Find the perfect backdrop for afternoon mojitos or a tranquil spot to lay your head after a day of exploration. Authentic, eclectic and carefree—just like Key West.
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Featured
New Orleans House
Part of the world famous Bourbon Street Complex. Tropical pool bar open to 4 am. Waterfall pool and 15-man Jacuzzi. Clothing optional sun deck and secure hotel parking.
Address:
724 Duval Street
Phone:
305-293-9800
Website:
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Featured
Island House
Clothing-optional resort for men. Poolside cafe and bar. Luxury rooms with our heavenly beds. Heated pool, fully equipped gym, sauna, steam room, two Jacuzzi's, erotic video room. Island House was recently named The best gay men’s resort in the world.” by OUT Traveler Magazine. Toll Free 800-890-6284
Address:
1129 Fleming Street 33040
Phone:
305-294-6284
Website:
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Featured
Alexander’s Guesthouse
Luxury guesthouse catering to gay and lesbian Clientele. Complimentary daily breakfast, buffet & open bar. Multiple sun decks, 24 hour pool and hot tub. Toll Free: 800-654-9919
Address:
1118 Fleming Street 33040
Phone:
305-294-9919
Website:
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Scarlet Mango Inn
Purchased in 2022 by Key West residents James and Heather Warren, the Scarlet Mango Inn was given award-winning renovations to preserve history and provide modern guest house amenities. Come and go as you please on this beautiful property, equipped with private, luxurious rooms and inviting common areas.
Phone:
(305) 394-4944
Website:
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Speakeasy Inn & Rum Bar
Conveniently Located in the Southernmost Area of Old Town Key West Boutique and Gallery District, this landmark offers an elegant and romantic retreat. Its right on Duval Street where you can shop or walk two blocks to the beach or a short stroll to world-famous Sunset Celebrations in Mallory Square. The Rum Bar sits on the ground floor of the Speakeasy Inn. The vibe is laid back with good music and plenty of conversation amongst the visitors and locals.
Address:
1117 Duval Street, Key West, Florida 33040
Website:
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