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Westwinds Inn vs Island House

Both Westwinds Inn and Island House are highly recommended by reviewers writing for major publications. Overall, Westwinds Inn ranks marginally better than Island House. Westwinds Inn has a TripExpert Score of 72 with approval from 3 reviewers such as Fodor's, DK Eyewitness and Frommer's.

Westwinds Inn
Westwinds Inn
7 / 10
914 Eaton Street, Key West, FL 33040
From $267 /night
  • Free Internet
  • Free Breakfast
  • Laundry Service
  • Pool
  • Multilingual
  • Air Conditioning
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Fodor's Fodor's
"This cluster of historic gingerbread-trimmed houses has individually decorated rooms that make you feel right at home."
Frommer's Frommer's
"A close second to staying in your own private 19th-century, tin-roofed clapboard house is this tranquil inn, just 4 blocks from Duval Street in the historic seaport district." Full review
DK Eyewitness DK Eyewitness
"A charming 19th-century clapboard house that exudes tranquility, Westwinds is shaded by lime trees."
Island House
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