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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 private bathrooms
24–29 Aug
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4.97 out of 5 average rating, 99 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
5.0 out of 5 average rating, 3 reviews, 1 king bed, 1 bathroom
24–29 Aug
Featured hotel
Room in Key West
Pool view one king bed accessible
New place to stay, 1 bathroom
15–20 Aug
Top guest favourite
Flat in Key West
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
4.92 out of 5 average rating, 275 reviews, 2 bedrooms, 2 beds, 3 bathrooms
23–28 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 203 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Featured hotel
Room in Key West
La Pensione Inn Adults Only- Deluxe King
4.78 out of 5 average rating, 9 reviews, 1 king bed, 1 bathroom
7–12 Aug
Top guest favourite
Home in Key West
Poolside Paradise/3bed, 2.5 bath/Pvt. Pool and Spa
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 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
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
4.87 out of 5 average rating, 92 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Superhost
Flat in Key West
Turtle Nest Condo + Pool
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Superhost
Home in Key West
Sea Glass Cottage in Historic Key West
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
4.92 out of 5 average rating, 332 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Flat in Key West
Oceanview condo w/pool, jacuzzi and tennis court
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
4.73 out of 5 average rating, 129 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
5.0 out of 5 average rating, 8 reviews, 2 queen beds, 1 bathroom
29 Sept – 4 Oct
Guest favourite
Room in Key West
The Artist House Key West - Small Queen
5.0 out of 5 average rating, 26 reviews, 1 queen bed, 1 bathroom
11–16 Oct
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug