The 30 best holiday rentals in Key West
based on 2,490 holiday rental reviews on Booking.com
Guests' Choice
Key West Villas
#1 of 102 Holiday rentals in Key West
Last review posted: 3 days ago
“Perfect location for Old Key West. Room size was great. Overall Kevin and Heather were great hosts”
“Amazing stay here, we will definitely come back”
“We will be returning!!”
See more reviews of Key West Villas
The Andros by Brightwild-4th Floor Sunset View
#2 of 102 Holiday rentals in Key West
Last review posted: 8 days ago
“Thoroughly enjoyed my stay and regret I couldn't stay longer.”
“Spacious and clean”
“The property was clean and confortable”
See more reviews of The Andros by Brightwild-4th Floor Sunset View
Rose Lane Villas
#3 of 102 Holiday rentals in Key West
Last review posted: 4 days ago
“Will come back!!”
“Had a great relaxing time”
“Loved the pool and having two bedrooms.”
See more reviews of Rose Lane Villas
Grand Marina Suite by Brightwild-Waterfront Condo
#4 of 102 Holiday rentals in Key West
Last review posted: 5 days ago
“Bday weekend”
“Rooms”
“Over all we had a good time. The area is beautiful.”
See more reviews of Grand Marina Suite by Brightwild-Waterfront Condo
The Bartlum by Brightwild-Luxurious Studio
#5 of 102 Holiday rentals in Key West
Last review posted: 3 days ago
“Perfect! Would come back!”
“Perfect location…close to old town, but quiet.”
“Good”
See more reviews of The Bartlum by Brightwild-Luxurious Studio
Truman @ Duval
#6 of 102 Holiday rentals in Key West
Last review posted: 27 days ago
“Lovely place with wonderful people.”
“The facilities were excellent. Parking is a major issue.”
“Enjoyed the location, it was tough to sleep though with bed mattress being terrible and pullout couc”
See more reviews of Truman @ Duval
Sunrise Suites Big Kahuna Suite #202
#7 of 102 Holiday rentals in Key West
Last review posted: 12 days ago
“Great place to stay for a visit to Key West”
“Nice weekend”
“I would definitely return in the future. We were continuously updated and well-informed every step of the way from booki”
See more reviews of Sunrise Suites Big Kahuna Suite #202
Sunrise Suites - Sea Breeze Suite 101
#8 of 102 Holiday rentals in Key West
Last review posted: 10 days ago
“Breakfast not included.”
“It was fun and amazing”
“comfortable and good price”
Sunrise Suites - Sea Breeze Suite 101 has been reviewed 7 times. Some users didn't leave a comment, while other reviews are written in Español or English (US) .
Villa Coastal by Brightwild-Pool & Free Parking
#9 of 102 Holiday rentals in Key West
Last review posted: 189 days ago
“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
Casa Cubana @ Duval Square R14
#10 of 102 Holiday rentals in Key West
Last review posted: 233 days ago
“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) .
The Salt Cay by Brightwild-Modern & Pet Friendly
#11 of 102 Holiday rentals in Key West
Last review posted: 17 days ago
“Everything was very comfortable and accommodating.”
“Condo was beautiful, comfortable and clean as well as the...”
“horrible”
See more reviews of The Salt Cay by Brightwild-Modern & Pet Friendly
The Samana Cay by Brightwild-Private Balcony
#12 of 102 Holiday rentals in Key West
Last review posted: 40 days ago
“Great Place to Stay for a Keys Weekend and perfect for a Family”
“Great location, clean accommodation and friendly staff.”
“I would not consider this location again if I go to Keys.”
See more reviews of The Samana Cay by Brightwild-Private Balcony
The Barbados by Brightwild-Bright Condo w Pool
#13 of 102 Holiday rentals in Key West
Last review posted: 37 days ago
“Nice place but needs attention.”
“We had a great time and the staff were amazing.”
“Dont be fooled by the pictures of this Apparment. It’s not worth the money.”
See more reviews of The Barbados by Brightwild-Bright Condo w Pool
Tropical Village
#14 of 102 Holiday rentals in Key West
Last review posted: 16 days ago
“We paid over $1000 for two nights to stay with termites”
“Great place and nice people.”
“Wonderful.”
See more reviews of Tropical Village
Sunrise Suites Tahiti Suite #104
#15 of 102 Holiday rentals in Key West
Last review posted: 44 days ago
“Great place for our needs”
“Enjoyable. Great location.”
“It’s was okay. Very pricey though!”
See more reviews of Sunrise Suites Tahiti Suite #104
Leaward Isle Island Retreat
#16 of 102 Holiday rentals in Key West
Last review posted: 52 days ago
“Quite area”
“All in all the stay was good but would have been better if the beach had been better and next door beach open. Also home”
Leaward Isle Island Retreat has been reviewed 3 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Coconut Palms
#17 of 102 Holiday rentals in Key West
Last review posted: 2 days ago
“We couldn’t recommend staying here until there has been a major refurbishment. A very disappointing experience.”
“The grounds and condo were excellent.”
“Tropical accommodations away from the noise and bustle of Duval St but easily accessible by taxi to anywhere!”
See more reviews of Coconut Palms
Four Flowers Guesthouse
#18 of 102 Holiday rentals in Key West
Last review posted: 14 days ago
“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
Bahama House
#19 of 102 Holiday rentals in Key West
Last review posted: 206 days ago
“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 .
The Trinidad by Brightwild-Pool & Parking
#20 of 102 Holiday rentals in Key West
Last review posted: 14 days ago
“dirty and old”
“All the little things noted above have a big impact on the overall experience.”
“If you have a car – it is a great location to get to the...”
See more reviews of The Trinidad by Brightwild-Pool & Parking
Sunrise Suites Barbados Suite #204
#21 of 102 Holiday rentals in Key West
Last review posted: 5 days ago
“Was such a great location and a huge condo!”
“It was fine”
“Short pleasent stay. 4 adults and 2 kids in a 2bdrm. Sofa bed comfortable for the kids.”
See more reviews of Sunrise Suites Barbados Suite #204
The Island Suite at KW Vacation
#22 of 102 Holiday rentals in Key West
Last review posted: 33 days ago
“Lovely apartments in an amazing garden”
“Great trip!”
“One of the finest vacations our family has enjoyed.”
See more reviews of The Island Suite at KW Vacation
Pescado Penthouse On Duval
#23 of 102 Holiday rentals in Key West
Last review posted: 21 days ago
“Overall wonderful!”
“Total rip-off at $540 per night for a tired room in an antequated building. Do not use Vacasa !!!”
“Good location. Decent for the price. Generally pleased”
See more reviews of Pescado Penthouse On Duval
Sunrise Suites Cozumel Suite #112
#24 of 102 Holiday rentals in Key West
Last review posted: 5 days ago
“It was a nice getaway”
“Good place to stay. I would stay there again.”
“It was very affordable and had everything you could need .”
See more reviews of Sunrise Suites Cozumel Suite #112
The Tortuga by Brightwild-Pool, Parking & Pets!
#25 of 102 Holiday rentals in Key West
Last review posted: 17 days ago
“Asked for an early check in
”
“The apartment is very good and the hosts gave us all the...”
“Cleanliness, spacious”
See more reviews of The Tortuga by Brightwild-Pool, Parking & Pets!
Sunrise Suites Tierra Bomba Suite #403
#26 of 102 Holiday rentals in Key West
Last review posted: 3 days ago
“Affordable and clean!”
“Very disappointing and costly KW outing.”
“Got the job done.”
See more reviews of Sunrise Suites Tierra Bomba Suite #403
Traveler's Palm by Brightwild
#27 of 102 Holiday rentals in Key West
Last review posted: 16 days ago
Papa's Hideaway
#28 of 102 Holiday rentals in Key West
Last review posted: 35 days ago
“Enjoyable”
“Excellent stay, much better than any of those large hotels (small rooms, etc)”
“Our family had an amazing stay at Papa’s Hideaway!”
See more reviews of Papa's Hideaway
Sunrise Suites Antigua Suite #312
#29 of 102 Holiday rentals in Key West
Last review posted: 8 days ago
“Nice space that was perfect for our needs”
“Very good we like it”
“mostly pleasant”
See more reviews of Sunrise Suites Antigua Suite #312
King Suite Balcony by Brightwild- at James House
#30 of 102 Holiday rentals in Key West
Last review posted: 6 days ago
“Adequate albeit overpriced.”
“This place is in a good location, but the water issues would make me stay elsewhere next time.”
“A beautiful historic place with a lot of charm and everything you need for a comfortable stay”
See more reviews of King Suite Balcony by Brightwild- at James House
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