The 30 best holiday rentals in Key West
based on 2,518 holiday rental reviews on Booking.com
Guests' Choice
Key West Villas
#1 of 103 Holiday rentals in Key West
Last review posted: 7 days ago
“Amazingly welcoming staff and incredible amenities.”
“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”
See more reviews of Key West Villas
Julia Whitehead Guest Suites
#2 of 103 Holiday rentals in Key West
Last review posted: 28 days ago
“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 .
Studio Blue
#3 of 103 Holiday rentals in Key West
Last review posted: 27 days ago
“Cozy place to stay close to a busy tourist destination.”
“Very good location.”
“Charming, Quiet Oasis in Key West”
See more reviews of Studio Blue
The Andros by Brightwild-4th Floor Sunset View
#4 of 103 Holiday rentals in Key West
Last review posted: 5 days ago
“The property was sufficient, but overly costly.”
“Thoroughly enjoyed my stay and regret I couldn't stay longer.”
“Spacious and clean”
See more reviews of The Andros by Brightwild-4th Floor Sunset View
Seagrass Suite
#5 of 103 Holiday rentals in Key West
Last review posted: 6 days ago
“Amazing experience. Would definitely stay here again. Great location.”
“Good place to stay”
“Great location.”
See more reviews of Seagrass Suite
Leaward Isle Island Retreat
#6 of 103 Holiday rentals in Key West
Last review posted: 60 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 .
Baya House
#7 of 103 Holiday rentals in Key West
Last review posted: 148 days ago
“Close to everythiby.”
“Everything”
“Home away from home”
Baya House has been reviewed 4 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only
#8 of 103 Holiday rentals in Key West
Last review posted: 155 days ago
“Location location location”
“Everything was excellent.”
Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only has been reviewed 3 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Just steps to Duval- Sleeps 10- Heated Pool House
#9 of 103 Holiday rentals in Key West
Last review posted: 80 days ago
“Great house for a group of friends. Super close to good restaurants and the action on Duval!”
“Check in was very easy and smooth.”
Just steps to Duval- Sleeps 10- Heated Pool House has been reviewed 4 times. Some users didn't leave a comment, while other reviews are written in Español or English (US) .
Amelia Home by AvantStay In Historic Old Town w Pool
#10 of 103 Holiday rentals in Key West
Last review posted: 30 days ago
“Beautiful house with pool.”
“We had our fur baby with us and we had the courtesy to pick up and clean up after our babies.”
See more reviews of Amelia Home by AvantStay In Historic Old Town w Pool
Shipyard Perch
#11 of 103 Holiday rentals in Key West
Last review posted: 24 days ago
“Great place”
“Noise from AC unit in bedroom was very loud”
“Our only mistake was leaving! 😁❤️”
Shipyard Perch has been reviewed 6 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Grand Marina Suite by Brightwild-Waterfront Condo
#12 of 103 Holiday rentals in Key West
Last review posted: 4 days ago
“Love the views and the layout.”
“Wonderful stay. I would definitely stay again.”
“Excellent”
See more reviews of Grand Marina Suite by Brightwild-Waterfront Condo
Rose Lane Villas
#13 of 103 Holiday rentals in Key West
Last review posted: 3 days ago
“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
2x2 Fully Updated Old Town Waterfront Corner Condo
#14 of 103 Holiday rentals in Key West
Last review posted: 7 days ago
“Just awesome. And serene. And peaceful.”
“Such a beautiful room, so chill and quiet.”
2x2 Fully Updated Old Town Waterfront Corner Condo has been reviewed 3 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Sunrise on the Atlantic
#15 of 103 Holiday rentals in Key West
Last review posted: 102 days ago
“Beautiful views…comforting surroundings!”
“Gorgeous condo”
“Overall, it was a wonderful, relaxing experience! Would definitely recommend staying here.”
Sunrise on the Atlantic has been reviewed 4 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Bahama House
#16 of 103 Holiday rentals in Key West
Last review posted: 214 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 .
Sky Loft in Key West by Brightwild
#17 of 103 Holiday rentals in Key West
Last review posted: 55 days ago
“Great stay”
“Real character apartment. We loved it.”
“We had a great little getaway and thoroughly enjoyed our stay at Sky Loft.”
See more reviews of Sky Loft in Key West by Brightwild
Sunrise Suites Big Kahuna Suite #202
#18 of 103 Holiday rentals in Key West
Last review posted: 20 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
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
#19 of 103 Holiday rentals in Key West
Last review posted: 7 days ago
“It was wonderful, clean and close to everything.”
“No breakfast”
“We had a lot of fun and it felt like home.”
See more reviews of New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
Sunrise Suites Cat Island Suite #205
#20 of 103 Holiday rentals in Key West
Last review posted: 41 days ago
“Great fun, and wonderful place to visit.”
“Comfortable”
“we’ll cleaned”
Sunrise Suites Cat Island Suite #205 has been reviewed 5 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
The Bartlum by Brightwild-Luxurious Studio
#21 of 103 Holiday rentals in Key West
Last review posted: 11 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
Casa Cubana @ Duval Square R14
#22 of 103 Holiday rentals in Key West
Last review posted: 241 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) .
Sunrise Suites Tahiti Suite #104
#23 of 103 Holiday rentals in Key West
Last review posted: 52 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
Duval Street Suite with pool
#24 of 103 Holiday rentals in Key West
Last review posted: 40 days ago
“Wonderful pool and location”
“It was an awesome place! The unit was very clean, bed was comfortable and the location was great.”
“Stay was nice, checking was inconvenient.”
Duval Street Suite with pool has been reviewed 6 times. Some users didn't leave a comment, while other reviews are written in English (US) or Italiano .
Key Lime Calypso
#25 of 103 Holiday rentals in Key West
Last review posted: 17 days ago
“Very nice time”
Key Lime Calypso has been reviewed 2 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub
#26 of 103 Holiday rentals in Key West
Last review posted: 24 days ago
“great time we would recommend it.”
“Nice unit and good stay.”
Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub has been reviewed 3 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Paradise Found Cayo Hueso
#27 of 103 Holiday rentals in Key West
Last review posted: 51 days ago
“Overall our stay was great and would definitely rent again”
Paradise Found Cayo Hueso has been reviewed 2 times. Some users didn't leave a comment, while other reviews are written in English (US) or Eesti .
Seashore at the Shipyard
#28 of 103 Holiday rentals in Key West
Last review posted: 101 days ago
“it was a wonderful break and enjoyed our week there”
“Ideal location and just what we were looking for”
“We absolutely loved it and will book another stay!”
See more reviews of Seashore at the Shipyard
Mesa House, Uno by Brightwild-Perfect Location
#29 of 103 Holiday rentals in Key West
Last review posted: 11 days ago
“Great location
”
“Very conveniently located near Duval St.”
“Location, everything we needed was available”
See more reviews of Mesa House, Uno by Brightwild-Perfect Location
The Island Suite at KW Vacation
#30 of 103 Holiday rentals in Key West
Last review posted: 41 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
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