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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
,
4.75 out of 5 average rating, 156 reviews
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
4.89 out of 5 average rating, 616 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Superhost
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
4.87 out of 5 average rating, 125 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug
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
9–14 Aug
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
4.78 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 98 reviews, 3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
Featured hotel
Hotel in Summerland Key
King room
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bathroom
8–13 Aug
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
Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
5.0 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 202 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4.95 out of 5 average rating, 114 reviews, 4 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
Guest favourite
Flat in Big Pine Key
New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2
4.92 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Marathon
Marina View Getaway | Pool & Free Breakfast
4.94 out of 5 average rating, 18 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 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
Guest favourite
Home in Cudjoe Key
Pelican's Roost, Waterfront comfort at Venture Out
4.89 out of 5 average rating, 35 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
4.97 out of 5 average rating, 87 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Key Colony Beach
*New* Turtles Pace-Private Beach
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–28 Jul
Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
4.94 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug