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Search results; Over 1,000 homes in Key West

Guest favourite
Hotel room in Key West
The Sanchez House Room #3
1 bedroom, 1 bed, 1 shared bathroom
11–16 Aug
,
4.88 out of 5 average rating, 693 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, 557 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, 102 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
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
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 Key West
Waterfront Home in Key Cove Landings
4 bedrooms, 6 beds
15–20 Aug
5.0 out of 5 average rating, 24 reviews
Home in Marathon
Private Island Beach House on Tingler Island
4 bedrooms, 5 beds
15–22 Aug
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds
14–19 Sept
4.92 out of 5 average rating, 88 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
24–31 Oct
5.0 out of 5 average rating, 87 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
30 Aug – 4 Sept
4.86 out of 5 average rating, 42 reviews
Superhost
Home in Marathon
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
4 bedrooms, 5 beds
11–18 Sept
New place to stay
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, 10 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
11–16 Aug
4.67 out of 5 average rating, 3 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, 39 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
11–16 Aug
4.56 out of 5 average rating, 25 reviews
Superhost
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 38 reviews