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Search results; Over 1,000 homes

Superhost
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
2 bedrooms, 4 beds, 1 private bathroom
1–6 Aug
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4.88 out of 5 average rating, 182 reviews
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
4.93 out of 5 average rating, 124 reviews, 3 bedrooms, 6 beds, 1 bathroom
22–27 Aug
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Guest favourite
Home in Little Torch Key
Sterling Bay House
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 8 beds, 6.5 bathrooms
8–15 Aug
Superhost
Home in Little Torch Key
New House on Little Torch Key
3 bedrooms, 6 beds, 2 bathrooms
15–22 Jul
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 97 reviews, 3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
5.0 out of 5 average rating, 8 reviews, 6 bedrooms, 10 beds, 6 bathrooms
7–12 Sept
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
4.88 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Featured hotel
Hotel in Summerland Key
King room
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bathroom
23–28 Jul
Guest favourite
Home in Cudjoe Key
Betty's Place
4.91 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 201 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
4.83 out of 5 average rating, 111 reviews, 5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
4.78 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Top guest favourite
Home in Marathon
Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
4.97 out of 5 average rating, 35 reviews, 7 bedrooms, 8 beds, 6 bathrooms
29 Aug – 5 Sept
Guest favourite
Home in Marathon
Beach House in Marathon with Amazing Backyard!
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
10–17 Aug
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4.83 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
Guest favourite
Home in Marathon
Soothing Nest
4.84 out of 5 average rating, 32 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept