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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
7–12 Sept
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4.95 out of 5 average rating, 207 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Featured hotel
Room in Key West
One king bed
1 bathroom
8–13 Aug
New place to stay
Guest favourite
Apartment in Key West
Orchid Bay Condo + Pool • Old Town • Walk to Duval
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 146 reviews
Top guest favourite
Home in Key West
Poolside Paradise/3bed, 2.5 bath/Pvt. Pool and Spa
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 29 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, 332 reviews
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, 3 reviews
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
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 138 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
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, 203 reviews
Superhost
Flat in Key West
Turtle Nest Condo + Pool
1 bedroom, 1 king bed, 1 bathroom
19–24 Aug
New place to stay
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
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
Guest favourite
Hotel room in Key West
The Sanchez House Room #3
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.88 out of 5 average rating, 690 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 361 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