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Search results; Over 1,000 homes

Descriptions are based on details hosts provide
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 Little Torch Key
Waterfront with a 200-foot dock and pool
8 bedrooms, 15 beds, 5 bathrooms
20–25 Sept
4.89 out of 5 average rating, 83 reviews
Guest favourite
Home in Summerland Key
Waterfront with boat basin and ramp
4 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
4.95 out of 5 average rating, 114 reviews
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp!
3 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 201 reviews
Guest favourite
Cottage in Cudjoe Key
Gated community with a saltwater pool
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Cudjoe Key
Canal-front stilt home with ocean views
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 92 reviews
Top guest favourite
Home in Cudjoe Key
Waterfront with a dock and sunrise views
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.91 out of 5 average rating, 69 reviews
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
4.88 out of 5 average rating, 155 reviews
Top guest favourite
Cottage in Cudjoe Key
Waterfront with kayaks, bikes, and views
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.94 out of 5 average rating, 175 reviews
Guest favourite
Home in Little Torch Key
Waterfront with a pool and dock
6 bedrooms, 8 beds, 6.5 bathrooms
8–15 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Home in Marathon
Private pool, dock, and kayaks near beach
3 bedrooms, 7 beds, 2 bathrooms
17–24 Aug
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Home in Cudjoe Key
Ocean-view cottage with a 52-foot dock
2 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Home in Cudjoe Key
Oceanfront cottage 30 minutes from Key West
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Marathon
50-foot dock on Boot Key Harbor
3 bedrooms, 2.5 bathrooms
15–22 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Marathon
Oceanfront with a pool, hot tub, and dock
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
4.91 out of 5 average rating, 97 reviews
Home in Marathon
Pool and boat dock near Sombrero Beach
5 bedrooms, 6 beds, 4 bathrooms
30 Aug – 6 Sept
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