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Search results; Over 1,000 homes in Key West

Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 private bathroom
18–23 Aug
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4.91 out of 5 average rating, 555 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
5.0 out of 5 average rating, 85 reviews, 4 bedrooms, 8 beds, 3 bathrooms
15–22 Aug
Superhost
Apartment in Key West
Glimmer Glass oceanfront condo by Rent Key West
4.95 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–13 Aug
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
4.91 out of 5 average rating, 135 reviews, 2 bedrooms, 4 beds, 1 bathroom
4–9 Aug
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
4.76 out of 5 average rating, 178 reviews, 1 bedroom, 3 beds, 1.5 bathrooms
2–7 Aug
Superhost
Home in Key West
Mango Cottage, a charming Key West home ready for
4.91 out of 5 average rating, 130 reviews, 2 bedrooms, 4 beds, 2 bathrooms
27 Aug – 1 Sept
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
5.0 out of 5 average rating, 9 reviews, 2 queen beds, 1 bathroom
3–8 Sept
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4.8 out of 5 average rating, 61 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
Superhost
Cottage in Key West
Island Style - the only way to vacation!
4.79 out of 5 average rating, 116 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Flat in Key West
Apartment in Key west
New place to stay, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Key Colony Beach
4/2.5 Waterfront home on Key Colony, Pool, Dockage
4.85 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
14–21 Aug
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
4.93 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Guest favourite
Apartment in Key West
EYW Getaway
4.99 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4.81 out of 5 average rating, 27 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 100 reviews, 3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
5.0 out of 5 average rating, 5 reviews, 1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Flat in Key West
Key West Beach House
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–8 Aug
Luxe
Home in Key West
Altair House at Lunara Bay
4.86 out of 5 average rating, 42 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Aug