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Search results; Over 1,000 places

Houseboat in Key West
A slice of paradise in the Florida Keys
7-min drive
May 28 – Jun. 2
4.68 out of 5 average rating, 126 reviews
Apartment in Key West
King Bed No Cleaning Fee & Access To 4 Pools
7-min drive
Apr. 21 – 26
4.36 out of 5 average rating, 118 reviews
Guest favourite
Apartment in Key West
At Mine | Lovely Suite steps from Duval Street
17-min drive
Apr. 20 – 25
4.93 out of 5 average rating, 1020 reviews
Superhost
Tiny homes in Big Pine Key
Breezy pines 28 foot 5th wheel trailer .
43-min drive
May 9 – 14
4.8 out of 5 average rating, 88 reviews
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
24-min drive
Jun. 1 – 6
4.91 out of 5 average rating, 275 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
15-min drive
May 26 – 31
4.92 out of 5 average rating, 39 reviews
Home in Key West
Waterfront Key West House w/Dock
20-min drive
May 8 – 14
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Cudjoe Key
Newly Renovated Oceanside House with Pool
29-min drive
May 21 – 26
4.88 out of 5 average rating, 188 reviews
Superhost
Place to stay in Key West
General King Room
7-min drive
Apr. 18 – 23
5.0 out of 5 average rating, 4 reviews
Superhost
Houseboat in Key West
Key West Houseboat Paradise
7-min drive
Apr. 21 – 26
4.81 out of 5 average rating, 252 reviews
Guest favourite
Guesthouse in Key West
Old Town - Room Opens to Pool and Garden
15-min drive
May 28 – Jun. 2
4.93 out of 5 average rating, 526 reviews
Guest favourite
Townhouse in Key West
3/3 Tropical Key West Home Get Away
5-min drive
May 6 – 11
4.88 out of 5 average rating, 75 reviews
Guest favourite
Houseboat in Key West
Key West Luxury Houseboat
10-min drive
Apr. 21 – 26
4.91 out of 5 average rating, 191 reviews
Guest favourite
Condo in Key West
Gorgeous Ocean View in Paradise
9-min drive
Jun. 10 – 15
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Lighthouse
32-min drive
May 19 – 24
4.87 out of 5 average rating, 45 reviews
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Hemingway
32-min drive
Apr. 20 – 25
4.86 out of 5 average rating, 63 reviews
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
18-min drive
Jul. 28 – Aug. 2
4.83 out of 5 average rating, 311 reviews
Superhost
Home in Sugarloaf Key
Bungalows at Sugarloaf Beach - Mi Azucar
32-min drive
Apr. 28 – May 3
4.75 out of 5 average rating, 111 reviews