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Search results; Over 1,000 homes in Big Pine Key

Houseboat in Big Pine Key
2-Bedroom Aqualodge # 11 Grouper
2 bedrooms, 3 beds, 1 private bathroom
13–18 Aug
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4.75 out of 5 average rating, 155 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 98 reviews
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
2 bedrooms, 3 beds
1–6 Nov
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp!
3 bedrooms, 6 beds
8–13 Aug
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed
2–7 Aug
4.89 out of 5 average rating, 615 reviews
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4 bedrooms, 6 beds
8–13 Aug
4.95 out of 5 average rating, 114 reviews
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms, 3 beds
11–16 Aug
Superhost
Home in Little Torch Key
New House on Little Torch Key
3 bedrooms, 6 beds
21–28 Jul
Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms, 2 beds
25–30 Jul
4.94 out of 5 average rating, 88 reviews
Guest favourite
Home in Cudjoe Key
Blue Palms Retreat
3 bedrooms, 4 beds
1–8 Aug
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds
14–19 Aug
4.91 out of 5 average rating, 116 reviews
Superhost
Home in Big Pine Key
Florida Keys Retreat
2 bedrooms, 4 beds
9–14 Aug
New place to stay
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
15–20 Aug
4.97 out of 5 average rating, 201 reviews
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 27 reviews
Superhost
Home in Marathon
Waterfront Pool • Dock • Atlantic & Gulf Access
2 bedrooms, 2 king beds
9–16 Aug
New place to stay
Flat in Big Pine Key
New Deluxe Duplex Unit, 2 Queen Beds, Unit J-7
2 bedrooms, 2 beds
9–14 Aug
4.9 out of 5 average rating, 68 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
24–29 Jul
4.97 out of 5 average rating, 30 reviews