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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
Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Featured hotel
Room in Key West
One king bed accessible
New place to stay, 1 bathroom
16–21 Aug
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
1–6 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
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
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
Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
4.97 out of 5 average rating, 318 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
4.95 out of 5 average rating, 401 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
23–28 Aug
Superhost
Apartment in Key West
Free Boat Slip - Waterfront Condo - Key West Pool
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
1–6 Aug
Superhost
Flat in Key West
Turtle Nest Condo + Pool
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Guest favourite
Hotel room in Key West
The Sanchez House Room #3
4.88 out of 5 average rating, 690 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Room in Key West
Queen Room (Garden or Morning Room)
5.0 out of 5 average rating, 25 reviews, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
Featured hotel
Room in Key West
Accessible Classic King City/Balcony
5.0 out of 5 average rating, 7 reviews, 1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Apartment in Key West
Ocean front 1BR/1BA Suite w/ kitchen & living rm
4.88 out of 5 average rating, 66 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Nov
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
4.99 out of 5 average rating, 138 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 204 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct