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Southernmost Point Guest HousevsIsland House

Both hotels are rated very highly by expert reviewers. On balance, Southernmost Point Guest House is preferred by most professionals compared to Island House. Southernmost Point Guest House has a TripExpert Score of 76 with accolades from 3 sources like The Telegraph, DK Eyewitness and Frommer's.

Southernmost Point Guest House
7/10
1327 Duval Street, Key West, FL 33040
From $183/night
  • Free Internet
  • Free Breakfast
  • Laundry Service
  • Laundy Room
  • Pool
  • Free Parking
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DK Eyewitness DK Eyewitness
"Pets and children are welcome at this guesthouse, which still manages to retain its romantic and historic air."
The Telegraph The Telegraph
9.0
"One of Key West’s most recognisable buildings, Southernmost House is an icon at the southern end of Duval Street just a block away from the Southernmost Point buoy." Full review
Frommer's Frommer's
"It offers a nice respite with its outdoor patios, hammocks, a small pool, and a half-dozen appealing rooms with contemporary decor, watercolors, wicker furniture, and mosquito-netting-draped beds." Full review
Island House
7/10
1129 Fleming St., Key West, FL 33040
From $334/night
  • Pet Friendly
  • Bar/Lounge
  • Hot Tub
  • Free Internet
  • Room Service
  • Laundry Service
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Fodor's Fodor's
"Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and rooms in historic digs." Full review
Rough Guide Rough Guide
"Men-only, clothing optional resort that’s one of the few remaining cruisey accommodation options in town: there’s a sauna, video room and large pool-cum-sundeck."
Oyster Oyster
Upper-middle-range
"Located in historic Key West, Island House is a 34-room boutique designed exclusively for gay men." Full review
Time Out Time Out
"Here, amid lush foliage and gingerbread architecture, guests shed their clothes and inhibitions. Bronzed Muscle Marys glisten under the mist spray system on the sun deck or bare all by the pool." Full review

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