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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.95 out of 5 average rating, 212 reviews
Featured hotel
Hotel in Key West
Pensione Inn Adults Only – Cortez Suite
1 bedroom, 1 king bed, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 7 reviews
Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
2 bedrooms, 1 bathroom
28 Sept – 3 Oct
4.83 out of 5 average rating, 24 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 25 reviews
Featured hotel
Hotel in Key West
Havana king room
1 bedroom, 2 king beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
15–20 Sept
Featured hotel
Hotel in Key West
Queen Room
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 18 reviews
Featured hotel
Hotel in Key West
Marker residences one bedroom suite
1 bedroom, 2 king beds, 1 bathroom
21–26 Sept
New place to stay
Featured hotel
Hotel in Key West
Annex king patio
1 bedroom, 1 king bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 562 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 41 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
15–20 Sept
4.71 out of 5 average rating, 35 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
17–22 Sept
4.88 out of 5 average rating, 177 reviews
Guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Boat in Key West
*Off Grid Boat Key West
1 queen bed, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 95 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
4.86 out of 5 average rating, 35 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 3 reviews
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
15–20 Sept
4.72 out of 5 average rating, 25 reviews
Top guest favourite
Home in Key West
Poolside Paradise/3Brs, 2.5 bath/Pvt. Pool/Spa
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 36 reviews