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The Reach Key West, Curio Collection by HiltonvsIsland House

The Reach, A Waldorf Astoria Resort and Island House are both praised by professional travelers. Overall, The Reach, A Waldorf Astoria Resort is the choice of most professionals compared to Island House. The Reach, A Waldorf Astoria Resort is ranked #7 in Key West with accolades from 7 reviewers like Jetsetter, oyster.com and DK Eyewitness.

The Reach Key West, Curio Collection by Hilton
8/10
1435 Simonton Street, Key West, FL 33040
From $369/night
  • Pet Friendly
  • Bar/Lounge
  • Room Service
  • Shuttle Bus
  • Laundry Service
  • Concierge
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Frommer's Frommer's
"Newly refurbished guest rooms are large, with modernized decor and custom furnishings that are vibrant and crisp." Full review
Travel + Leisure Travel + Leisure
"All 150 breezy rooms at the Reach Resort have coconut-shell headboards, bathrooms with abstract art, and private balconies." Full review
DK Eyewitness DK Eyewitness
"Near Duval Street, the Reach Resort sits on stilts and overlooks the water. Rooms are large, light, and furnished in wicker. Try to book one with ocean views."
Star Service Star Service
"The air-conditioned lobby is a cool retreat in the sweltering summer months. The decor is bold, theatrical and contemporary, and has much in common with current South Beach trends." Full review
Gayot Gayot
"Vacationers to Key West in search of serene and elegant accommodations will find just what the doctor ordered at The Reach... The crown jewel of the resort is its 450-foot, white-sand private beach."
Fodor's Fodor's
"Embracing Key West's only natural beach, this full-service resort has its roots in the 1980s when locals rallied against the loss of the topless beach it displaced." Full review
Jetsetter Jetsetter
"Historic style with Waldorf Astoria polish on Key West's only stretch of natural beach." Full review
Condé Nast Traveler Condé Nast Traveler
"Rebranded as a Hilton in 2019." Full review
Travel + Leisure Travel + Leisure
"The perfect place to plop down near all the fun of Old Town, but with a sweet bit of beach, a romantic pier to stroll, and a beautiful restaurant and bar with a broad terrace for taking the breeze."
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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