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

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, 102 reviews
Home in Big Pine Key
Your Perfect Florida Keys Escape
3 bedrooms, 3 beds
21–26 Aug
New place to stay
Guest favourite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
1 bedroom, 3 beds
23–28 Aug
4.88 out of 5 average rating, 130 reviews
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
2 bedrooms, 3 beds
15–20 Nov
4.83 out of 5 average rating, 12 reviews
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
3 bedrooms, 6 beds
22–27 Aug
4.93 out of 5 average rating, 127 reviews
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed
24–29 Aug
4.89 out of 5 average rating, 619 reviews
Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
3 bedrooms, 3 beds
13–18 Sept
4.88 out of 5 average rating, 42 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
28 Aug – 2 Sept
New place to stay
Flat in Big Pine Key
New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.81 out of 5 average rating, 104 reviews
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds
25–30 Aug
4.92 out of 5 average rating, 119 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
25–30 Sept
5.0 out of 5 average rating, 14 reviews
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms, 3 beds
21–26 Aug
Top guest favourite
Home in Marathon
70ft Dock, Bikes, Beach, Spacious, VACA23-16
3 bedrooms, 5 beds
23–30 Aug
4.94 out of 5 average rating, 204 reviews
Top guest favourite
Home in Cudjoe Key
Oceanside home 111, dock,kayaks,bikes,pool,fishing
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
2 bedrooms, 2 beds
31 Oct – 5 Nov
4.89 out of 5 average rating, 157 reviews
Superhost
Home in Marathon
Mar de Cielo - Waterfront - Heated Pool - Dock
4 bedrooms, 9 beds
21–28 Aug
New place to stay
Superhost
Home in Big Pine Key
Twin Palms Canal Front
2 bedrooms, 3 beds
1–6 Mar
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
23–28 Aug
4.97 out of 5 average rating, 35 reviews