filters

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

Photo 1 of 6
Top guest favourite
Room in Big Pine Key
Old Island Life
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
,
4.9 out of 5 average rating, 621 reviews
Photo 1 of 17
Featured hotel
Hotel in Summerland Key
Parmer's Resort, King room
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 29
Guest favourite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
1 bedroom, 3 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 133 reviews
Photo 1 of 29
Home in Big Pine Key
Your Perfect Florida Keys Escape
3 bedrooms, 3 beds, 2 bathrooms
9–14 Nov
New place to stay
Photo 1 of 29
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
25–30 Oct
4.89 out of 5 average rating, 104 reviews
Photo 1 of 29
Home in Big Pine Key
Pool-3 BR 2 BR-Water Front with a Fixed bridge
3 bedrooms, 7 beds, 2 bathrooms
1–8 Oct
Photo 1 of 29
Featured hotel
Hotel in Marathon
Tranquility Bay Beachfront Hotel and Resort, Trop.
1 bedroom, 1 king bed, 1 bathroom
17–22 Oct
New place to stay
Photo 1 of 24
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp
4 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 116 reviews
Photo 1 of 13
Houseboat in Big Pine Key
1 Bedroom Floating Cabin # 9 Hammerhead
1 bedroom, 1 sofa bed, 1 bathroom
11–16 Oct
4.69 out of 5 average rating, 65 reviews
Photo 1 of 19
Guest favourite
Home in Cudjoe Key
Relaxing and Inviting home with 35' Private Dock
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 61 reviews
Photo 1 of 25
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 55 reviews
Photo 1 of 29
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool
4 bedrooms, 5 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Home in Cudjoe Key
Blue Heaven Waterfront Home
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.89 out of 5 average rating, 18 reviews
Photo 1 of 29
Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 92 reviews
Photo 1 of 29
Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
25–30 Nov
4.89 out of 5 average rating, 9 reviews
Photo 1 of 13
Guest favourite
Boat in Big Pine Key
2 Bedroom Aqua Lodge # 15 Porgie
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 26
Superhost
Home in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock
2 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.89 out of 5 average rating, 185 reviews
Photo 1 of 29
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 37 reviews
Photo 1 of 29
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
2–7 Nov
4.83 out of 5 average rating, 112 reviews