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Westwinds InnvsThe Grand Guesthouse

Both Westwinds Inn and The Grand Guesthouse are recommended by writers. On balance, The Grand Guesthouse is preferred by most professionals compared to Westwinds Inn. The Grand Guesthouse comes in at #29 in Key West with approval from 3 sources like DK Eyewitness, oyster.com and Frommer's.

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."
The Grand Guesthouse
7/10
1116 Grinnell St, Key West, FL 33040
From $143/night
  • Free Internet
  • Free Breakfast
  • Concierge
  • Free Parking
  • Kitchenette
  • Tennis Court
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DK Eyewitness DK Eyewitness
"Definitely one of the better bargains in town, this friendly guesthouse is five blocks from Duval Street."
Oyster Oyster
Budget
"Guest rooms are decorated with tropical flair and local artwork, and have mini-fridges and free Wi-Fi." Full review
Frommer's Frommer's
"Apart from some nice landscaping and a hammock out back, on-premises bells and whistles are at a minimum, but the ten rooms are clean, comfy, and tasteful and come with all the expected mod-cons. " Full review

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