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Search results; Over 1,000 homes in Key West

Guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 bed, 1 shared bathroom
16–21 Aug
,
4.89 out of 5 average rating, 519 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 551 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4.93 out of 5 average rating, 111 reviews, 4 bedrooms, 7 beds, 4 bathrooms
4–9 Jul
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4.97 out of 5 average rating, 144 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–19 Sept
Luxe
Home in Marathon
The Pearl at SeaGlass Cove Waterfront Luxury Home!
5 bedrooms, 5 beds, 4.5 bathrooms
9–16 Jul
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
4–9 Jul
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
New place to stay, 2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.87 out of 5 average rating, 175 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Marathon
Water Views | Private Pool Oasis + Gazebo + Kayaks
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
26 Sept – 3 Oct
Luxe
Home in Key West
Floralee House at Lunara Bay
4.97 out of 5 average rating, 35 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Jul
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
5.0 out of 5 average rating, 26 reviews, 6 bedrooms, 6 beds, 6.5 bathrooms
2–7 Aug
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
4.92 out of 5 average rating, 354 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4.54 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug