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Search results; Over 1,000 homes in Key West

Top guest favorite
Apartment in Key West
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
2 bedrooms, 2 beds, 3 private baths
Aug 23 – 28
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4.92 out of 5 average rating, 277 reviews
Guest favorite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bath
Aug 18 – 23
4.91 out of 5 average rating, 557 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bath
Aug 17 – 22
4.86 out of 5 average rating, 602 reviews
Featured hotel
Room in Key West
Superior King Pool/Balcony
1 king bed, 1 bath
Aug 16 – 21
4.73 out of 5 average rating, 15 reviews
Guest favorite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bath
Sep 27 – Oct 2
4.92 out of 5 average rating, 90 reviews
Top guest favorite
Condo in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 baths
Sep 22 – 27
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 baths
Aug 17 – 22
4.88 out of 5 average rating, 176 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bath
Aug 18 – 23
4.71 out of 5 average rating, 134 reviews
Featured hotel
Room in Key West
One king bed
1 bath
Aug 12 – 17
New place to stay
Guest favorite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bath
Aug 25 – 30
4.92 out of 5 average rating, 358 reviews
Top guest favorite
Apartment in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
4.99 out of 5 average rating, 84 reviews
Guest favorite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 baths
Aug 21 – 26
4.93 out of 5 average rating, 85 reviews
Guest favorite
Vacation home in Key West
Historic Cigar House. 3rd floor Suite W/Kitchen
1 bedroom, 2 beds, 1 bath
Sep 14 – 19
4.85 out of 5 average rating, 392 reviews
Guest favorite
Condo in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds, 1 bath
Aug 16 – 21
4.97 out of 5 average rating, 36 reviews
Guest favorite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bath
Sep 1 – 6
4.9 out of 5 average rating, 244 reviews
Guest favorite
Apartment in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 baths
Aug 16 – 21
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bath
Aug 23 – 28
4.97 out of 5 average rating, 33 reviews
Guest favorite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bath
Aug 12 – 17
4.86 out of 5 average rating, 671 reviews
Top guest favorite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 10 reviews