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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
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
9–14 Aug
New place to stay
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Key West
Turtle Nest Condo + Pool
1 bedroom, 1 king bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
4.92 out of 5 average rating, 333 reviews
Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 204 reviews
Featured hotel
Room in Key West
Accessible Classic King City/Balcony
1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 7 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.87 out of 5 average rating, 93 reviews
Superhost
Home in Key West
Sea Glass Cottage in Historic Key West
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Key West
Oceanview condo w/pool, jacuzzi and tennis court
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Key West
Ocean front 1BR/1BA Suite w/ kitchen & living rm
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.88 out of 5 average rating, 66 reviews
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 138 reviews
Hotel room in Key West
Authentic Stay! Swimming Pool and Pets Allowed!
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug