Westwinds InnvsCaribbean House
Both Westwinds Inn and Caribbean House are endorsed by those who travel for a living. On balance, Westwinds Inn ranks marginally higher than Caribbean House. Westwinds Inn has a TripExpert Score of 72 with praise from 3 sources like Frommer's, Fodor's and DK Eyewitness.
Westwinds Inn Fodor's
 Fodor's Frommer's
 Frommer's DK Eyewitness
 DK Eyewitness
914 Eaton Street, Key West, FL 33040
From $267/night
- Free Internet
- Free Breakfast
- Laundry Service
- Pool
- Multilingual
- Air Conditioning
 "This cluster of historic gingerbread-trimmed houses has individually decorated rooms that make you feel right at home." 
 "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
 "A charming 19th-century clapboard house that exudes tranquility, Westwinds is shaded by lime trees." 
Caribbean House Lonely Planet
 Lonely Planet Rough Guide
 Rough Guide Frommer's
 Frommer's
226 Petronia Street, Key West, FL 33040
From $255/night
- Pet Friendly
- Free Internet
- Free Parking
- Air Conditioning
- Breakfast buffet
- Baggage storage
 "In the heart of Bahama Village. The 10 small, brightly colored guest rooms aren’t too fancy, but it’s a happy, cozy bargain." Full review
 "Offering good value in a central location, the ten vibrant, spotless chambers at this Bahama Village guesthouse come with wi-fi, free coffee and cable TV." 
 "Its 10 spotless (though admittedly petite) rooms are mood-lifters, too, with their bright colors and cool modern art...if you love to travel with your dog(s), these may be the best digs on the island" Full review