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Search results; Over 1,000 homes in Key West

Guest favourite
Bed and breakfast in Key West
Steps off Duval - Paris - Beautiful Queen Room, Included in the price: breakfast, happy hour, bicycles.
1 bedroom, 1 bed, 1 private bathroom
11–16 Sept
,
4.97 out of 5 average rating, 157 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
18–23 Aug
4.91 out of 5 average rating, 556 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
8–13 Aug
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Home in Marathon
Keys Coastal Getaway | King + 2Q | 10 Min Sombrero
2 bedrooms, 3 beds
1–8 Aug
New place to stay
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
22–29 Aug
5.0 out of 5 average rating, 86 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 101 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
26 Sept – 1 Oct
4.83 out of 5 average rating, 111 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
2–7 Aug
4.86 out of 5 average rating, 42 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds
21–26 Aug
4.92 out of 5 average rating, 88 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
16–21 Aug
4.81 out of 5 average rating, 62 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
2–7 Aug
4.56 out of 5 average rating, 25 reviews
Superhost
Home in Key West
Mango Cottage, a charming Key West home ready for
3 bedrooms, 4 beds
27 Aug – 1 Sept
4.91 out of 5 average rating, 130 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Key West
The Dreamside House at Lunara Bay
8 bedrooms, 8 king beds
7–12 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews