The 30 best holiday rentals in Key West

#1 of 103 Holiday rentals in Key West

• “Best location to stay in Key West”
• “Amazingly welcoming staff and incredible amenities.”
• “Perfect location for Old Key West. Room size was great. Overall Kevin and Heather were great hosts”
• See more reviews of Key West Villas
• • Downtown Key West

#3 of 103 Holiday rentals in Key West

• “Clean, comfortable”
• “Absolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless.”
• “Fabulous!”
• See more reviews of Rose Lane Villas
• • Downtown Key West

#5 of 103 Holiday rentals in Key West

• “Perfect! Would come back!”
• “Perfect location…close to old town, but quiet.”
• “Good”
• See more reviews of The Bartlum by Brightwild-Luxurious Studio
• • Downtown Key West

#6 of 103 Holiday rentals in Key West

• “The apartment was in a great location and was very...”
• “Enjoyed Key West and that we could walk everywhere.”
• “Lovely place with wonderful people.”
• See more reviews of Truman @ Duval
• • Downtown Key West

#9 of 103 Holiday rentals in Key West

• “I would definitely stay there again.”
• “Very spacious place, Located close to a lot of restaurants and bars. Would definitely stay here again.”
• “We enjoyed our stay immensely.”
• Casa Cubana @ Duval Square R14 has been reviewed 7 times. Some users didn't leave a comment, while other reviews are written in Español or English (US).
• • Downtown Key West

#13 of 103 Holiday rentals in Key West

• “Clean spacious apartment but loud music from restaurant underneath.”
• “It was very relaxing”
• “Great few days in Key West”
• See more reviews of Villa Coastal by Brightwild-Pool & Free Parking
• • Downtown Key West

#16 of 103 Holiday rentals in Key West

• “location, quiet.”
• “Lovely apartments in an amazing garden”
• “Great trip!”
• See more reviews of The Island Suite at KW Vacation
• • Downtown Key West

#17 of 103 Holiday rentals in Key West

• “it was nice”
• “great location and had everything we needed for our stay”
• “Excellent Stay in Key West”
• Bahama House has been reviewed 5 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti.
• • Downtown Key West

#18 of 103 Holiday rentals in Key West

• “Unique way for three couples to share a space but still have privacy. Definitely worked for us.”
• “Would definitely stay again”
• Julia Whitehead Guest Suites has been reviewed 3 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti.
• • Downtown Key West

#20 of 103 Holiday rentals in Key West

• “It was nice”
• “Easy to book with good directions for access”
• “We paid over $1000 for two nights to stay with termites”
• See more reviews of Tropical Village
• • Downtown Key West

#23 of 103 Holiday rentals in Key West

• “Amazing experience. Would definitely stay here again. Great location.”
• “Good place to stay”
• “Great location.”
• See more reviews of Seagrass Suite
• • Downtown Key West

#24 of 103 Holiday rentals in Key West

• “Was pleasant but disappointed with parking & no early check in”
• “We had a great stay at a very conveniently located, well maintained, property.”
• “Great location and cute house!”
• See more reviews of Four Flowers Guesthouse
• • Downtown Key West

#27 of 103 Holiday rentals in Key West

• “Great value! Great location!”
• “Overall wonderful!”
• “Total rip-off at $540 per night for a tired room in an antequated building. Do not use Vacasa !!!”
• See more reviews of Pescado Penthouse On Duval
• • Downtown Key West

#28 of 103 Holiday rentals in Key West

• “Nice location in the center of Key West.”
• “Enjoyable”
• “Excellent stay, much better than any of those large hotels (small rooms, etc)”
• See more reviews of Papa's Hideaway
• • Downtown Key West

#29 of 103 Holiday rentals in Key West

• “Loved!”
• “Location”
• “Very convenience location”
• See more reviews of Traveler's Palm by Brightwild
• • Downtown Key West