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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Affordable Beachfront Luxury Condo Sleeps 6
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.78 out of 5 average rating, 314 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
8–13 Aug
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
22–27 Aug
New place to stay
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed
10–15 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Room in Key West
Pensione Inn Adults Only – Cortez Suite
1 king bed
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed
10–15 Aug
4.92 out of 5 average rating, 356 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds
22–27 Jul
4.9 out of 5 average rating, 242 reviews
Apartment in Key West
Ocean Front Suite with Direct Beach Access
1 bedroom, 2 beds
25–30 Jul
4.79 out of 5 average rating, 164 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 queen bed
21–26 Aug
4.85 out of 5 average rating, 705 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
21–26 Jul
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds
13–18 Sept
4.97 out of 5 average rating, 316 reviews
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed
6–11 Sept
4.94 out of 5 average rating, 361 reviews
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds
10–15 Aug
4.99 out of 5 average rating, 138 reviews
Guest favourite
Apartment in Key West
Rooftop Penthouse
2 bedrooms, 3 beds
16–21 Aug
4.88 out of 5 average rating, 190 reviews
Guest favourite
Flat in Key West
Oceanview condo w/pool, jacuzzi and tennis court
2 bedrooms, 4 beds
3–8 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Key West
Studio Blu -Hip Studio/Old Town
1 bedroom, 1 queen bed
22–27 Aug
4.95 out of 5 average rating, 475 reviews
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds
25–30 Jul
5.0 out of 5 average rating, 5 reviews