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

Descriptions are based on details hosts provide
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
220-foot dock with open-water views
4.91 out of 5 average rating, 97 reviews, 3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
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 Big Pine Key
Canal-side home with a pool
4.78 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Superhost
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
4.88 out of 5 average rating, 123 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Guest suite in Big Pine Key
In the National Key Deer Refuge
4.89 out of 5 average rating, 615 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Guest favourite
Home in Summerland Key
Waterfront with a 200-foot dock and pool
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Home in Big Pine Key
Canal-front with a 75-foot dock
2 bedrooms, 3 beds, 1.5 bathrooms
11–16 Aug
Guest favourite
Home in Cudjoe Key
New stilt home with water-view decks
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 2 bathrooms
15–20 Jul
Flat in Big Pine Key
New Deluxe Duplex Unit, 2 Queen Beds, Unit H-5
4.94 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
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
Cottage in Cudjoe Key
Gated resort with marina in Lower Keys
4.97 out of 5 average rating, 124 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Jul
Superhost
Cottage in Little Torch Key
Waterfront with a 250-foot dock
4.88 out of 5 average rating, 182 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
Featured hotel
Hotel in Summerland Key
Waterfront two bedroom cottage
1 bedroom, 1 bathroom
10–15 Aug
Guest favourite
Cottage in Cudjoe Key
Waterfront with a 35’ dock, Cudjoe Key
4.84 out of 5 average rating, 32 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Guest favourite
Home in Cudjoe Key
Relaxing Home in the Keys
4.88 out of 5 average rating, 57 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Cudjoe Key
Heated pool with Atlantic Ocean views
4.87 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Home in Cudjoe Key
Gated resort with pool and marina
4.67 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul