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Westwinds InnvsSimonton Court Historic Inn and Cottages

Westwinds Inn and Simonton Court Historic Inn and Cottages are both highly recommended by professional reviewers. On balance, Simonton Court Historic Inn and Cottages is the choice of most reviewers compared to Westwinds Inn. Simonton Court Historic Inn and Cottages comes in at #33 in Key West with approval from 3 publications including Frommer's, Fodor's and Travel + Leisure.

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."
Simonton Court Historic Inn and Cottages
7/10
320 Simonton Street, Key West, FL 33040
From $263/night
  • Free Internet
  • Free Breakfast
  • Laundry Service
  • Concierge
  • Pool
  • Multilingual
show all amenities
Fodor's Fodor's
"A small world all its own, this adult lodging makes you feel deliciously sequestered from Key West's crasser side, but close enough to get there on foot." Full review
Travel + Leisure Travel + Leisure
"This adults-only private resort covers two secluded miles in the center of Old Town." Full review
Star Service Star Service
"This well-crafted hotel is a delightful redoubt for romantic weekenders, and management enforces a two-day minimum for almost all stays. " Full review
Frommer's Frommer's
"People love the place so much, they book years in advance. Once you stay here, if you're lucky, you'll understand why." Full review

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