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

Campsite in Big Pine Key
Bring Your Own RV! Our Lot Your RV B6 No Tents
8 beds, No bathroom
13–18 Sept
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4.75 out of 5 average rating, 130 reviews
Home in Big Pine Key
Your Perfect Florida Keys Escape
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
4.89 out of 5 average rating, 103 reviews
Guest favourite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 132 reviews
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 621 reviews
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp!
3 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 55 reviews
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
4.95 out of 5 average rating, 116 reviews
Top guest favourite
Home in Summerland Key
Ocean front classic keys cottage
3 bedrooms, 5 beds, 2 bathrooms
1–8 Nov
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.88 out of 5 average rating, 43 reviews
Top guest favourite
Home in Key Colony Beach
Dock, Quick Access, Cabana Club, Fishing, Spacious
3 bedrooms, 5 beds, 3 bathrooms
26 Sept – 3 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Home in Marathon
NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
3 bedrooms, 2.5 bathrooms
23–30 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Home in Marathon
Waterfront Keys Home, Pool, Dock & Sombrero Beach
4 bedrooms, 5 beds, 3 bathrooms
25 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
3 bedrooms, 4 beds, 3 bathrooms
20–27 Sept
5.0 out of 5 average rating, 81 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
4.86 out of 5 average rating, 35 reviews
Houseboat in Big Pine Key
1 Bedroom Floating Cabin # 9 Hammerhead
1 bedroom, 1 sofa bed, 1 bathroom
13–18 Sept
4.69 out of 5 average rating, 65 reviews
Guest favourite
Home in Marathon
New oceanfront 5BR home w/pool, slip, and beach
5 bedrooms, 8 beds, 4 bathrooms
20–27 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Marathon
70ft Dock, Bikes, Beach, Spacious, VACA23-16
3 bedrooms, 5 beds, 3 bathrooms
30 Nov – 7 Dec
4.94 out of 5 average rating, 205 reviews