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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
1–8 Aug
Superhost
Home in Little Torch Key
New House on Little Torch Key
3 bedrooms, 6 beds, 2 bathrooms
13–20 Jul
Featured hotel
Hotel in Summerland Key
King room
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bathroom
13–18 Jul
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
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
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
4.96 out of 5 average rating, 27 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 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
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
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
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 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
14–19 Aug
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
Top guest favourite
Home in Key West
Another Day in Paradise
4.95 out of 5 average rating, 60 reviews, 3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
4.87 out of 5 average rating, 588 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Holiday home in Key Colony Beach
Waterfront 4BR | Dual Living | Hot Tub | Dock
5.0 out of 5 average rating, 27 reviews, 4 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4.56 out of 5 average rating, 25 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug