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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
,
4.88 out of 5 average rating, 182 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & 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 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
Guest favourite
Home in Big Pine Key
220-foot dock with open-water views
3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
4.91 out of 5 average rating, 97 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Superhost
Home in Little Torch Key
New waterfront home with a dock
3 bedrooms, 6 beds, 2 bathrooms
16–23 Jul
Featured hotel
Hotel in Summerland Key
King room
1 bedroom, 1 king bed, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bathroom
24–29 Jul
4.97 out of 5 average rating, 30 reviews
Hotel room in Little Torch Key
Tropical Escape w/ Kitchen, Breakfast & Pool!
2 bedrooms, 1 bathroom
10–15 Aug
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds, 2.5 bathrooms
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Home in Big Pine Key
Canal-front with a 75-foot dock
2 bedrooms, 3 beds, 1.5 bathrooms
11–16 Aug
Luxe
Home in Marathon
Oceanfront with a private pool and views
5 bedrooms, 5 bathrooms
25 Jul – 1 Aug
Home in Marathon
Bayfront with a pool, dock, and kayaks
4 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Marathon
Oceanfront with a 70-foot private dock
4 bedrooms, 4 beds, 3.5 bathrooms
5–12 Sept
New place to stay
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
4.91 out of 5 average rating, 115 reviews
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
5 bedrooms, 6 beds, 4 bathrooms
30 Aug – 6 Sept
New place to stay