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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
12–17 Aug
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4.89 out of 5 average rating, 183 reviews
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
Guest favourite
Home in Little Torch Key
Waterfront Beach Houses with Dock & Heated Pool!
4.89 out of 5 average rating, 83 reviews, 8 bedrooms, 15 beds, 5 bathrooms
20–25 Sept
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4.95 out of 5 average rating, 115 reviews, 4 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp!
4.96 out of 5 average rating, 54 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
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
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
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 5 Sept
Home in Marathon
The Lucky Fisherman Retreat
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 3 bathrooms
18–25 Aug
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 100 reviews, 3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
Featured hotel
Hotel in Summerland Key
Waterfront two bedroom cottage
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bathroom
10–15 Aug
Superhost
Home in Big Pine Key
Private Island - The true privilege of seclusion
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
7–14 Aug
Guest favourite
Home in Marathon
Beach House in Marathon with Amazing Backyard!
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–16 Aug
Home in Marathon
Updated 4BR view, pet friendly, private pool, dock
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 9 beds, 3.5 bathrooms
22–29 Aug
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
4.91 out of 5 average rating, 135 reviews, 2 bedrooms, 4 beds, 1 bathroom
4–9 Aug
Superhost
Tiny home in Summerland Key
Cottage
4.93 out of 5 average rating, 72 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Superhost
Home in Little Torch Key
New House on Little Torch Key
3 bedrooms, 6 beds, 2 bathrooms
1–8 Aug
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
4.97 out of 5 average rating, 32 reviews, 1 bedroom, 3 beds, 1 bathroom
3–8 Aug