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Search results; Over 1,000 homes in Key West

Superhost
Look out over Duval St from the shared balcony of this Key West apartment
Studio, 1 bed, 1 private bath
Aug 20 – 25
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4.84 out of 5 average rating, 891 reviews
Guest favorite
This off-grid floating bungalow in Key West puts you among dolphins and open water
4.91 out of 5 average rating, 557 reviews, 1 bedroom, 1 bed, 1 bath
Aug 18 – 23
Superhost
This Marathon villa sits on the water in a private marina with a pool
4.86 out of 5 average rating, 602 reviews, 1 bedroom, 2 beds, 1 bath
Aug 17 – 22
Featured hotel
Room in Key West
Superior King Pool/Balcony
4.73 out of 5 average rating, 15 reviews, 1 king bed, 1 bath
Aug 16 – 21
Guest favorite
This Marathon houseboat anchors you among mangroves with a kayak and grill
4.92 out of 5 average rating, 90 reviews, 1 bedroom, 1 bed, 1 bath
Sep 27 – Oct 2
Top guest favorite
Look out over the water from this top-floor Key West condo’s wrap-around balcony
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 2 baths
Sep 22 – 27
Top guest favorite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.88 out of 5 average rating, 176 reviews, 3 bedrooms, 3 beds, 2.5 baths
Aug 17 – 22
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
4.71 out of 5 average rating, 134 reviews, 1 bedroom, 2 beds, 1 bath
Aug 18 – 23
Featured hotel
Room in Key West
One king bed
New place to stay, 1 bath
Aug 12 – 17
Guest favorite
Wake to panoramic ocean views on this private Key West houseboat
4.92 out of 5 average rating, 358 reviews, 1 bedroom, 1 bed, 1 bath
Aug 25 – 30
Top guest favorite
Watch sunsets from your balcony at this newly renovated Key West condo
4.99 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
Guest favorite
From your private balcony you’ll overlook the pool at this historic Old Town home
4.85 out of 5 average rating, 392 reviews, 1 bedroom, 2 beds, 1 bath
Sep 14 – 19
Guest favorite
This Stock Island houseboat gives you a rooftop, three decks, and a heated pool
4.93 out of 5 average rating, 85 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 21 – 26
Guest favorite
Sleep under the stars on this Key West boat anchored in a quiet lagoon
4.9 out of 5 average rating, 244 reviews, 1 bedroom, 2 beds, 1 bath
Sep 1 – 6
Guest favorite
This new Sugarloaf Key condo gives you a private deck, pool, and sand beach
4.97 out of 5 average rating, 36 reviews, 1 bedroom, 4 beds, 1 bath
Aug 16 – 21
Top guest favorite
This historic 1880s cottage gives you a private courtyard and spa in Key West
4.92 out of 5 average rating, 277 reviews, 2 bedrooms, 2 beds, 3 baths
Aug 23 – 28
Guest favorite
Sip coffee on your balcony above Duval Street at this two-story Key West loft
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1.5 baths
Aug 16 – 21
Top guest favorite
Wake to the water aboard a 45-ft yacht at this Key West marina
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
Guest favorite
Hotel room in Key West
The Sanchez House Room #1
4.86 out of 5 average rating, 671 reviews, 1 bedroom, 1 bed, 1 bath
Aug 12 – 17