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Southernmost Point Guest HousevsSimonton Court Historic Inn and Cottages

Southernmost Point Guest House and Simonton Court Historic Inn and Cottages are both praised by experts. On balance, Southernmost Point Guest House ranks marginally higher than Simonton Court Historic Inn and Cottages. Southernmost Point Guest House comes in at 78 with approval from 3 reviews like The Telegraph, Frommer's and DK Eyewitness.

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
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
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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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