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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
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
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed
17–22 Aug
4.89 out of 5 average rating, 619 reviews
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
2 bedrooms, 3 beds
15–20 Nov
4.82 out of 5 average rating, 11 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
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom, 2 beds
18–23 Aug
4.8 out of 5 average rating, 85 reviews
Guest favourite
Boat in Big Pine Key
2 Bedroom Aqua Lodge # 15 Porgie
1 bedroom, 2 beds
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
18–23 Aug
4.94 out of 5 average rating, 79 reviews
Home in Cudjoe Key
NEW Listing•Solace by the Sea•Ocean Views
2 bedrooms, 3 beds
20–25 Aug
New place to stay
Guest favourite
Home in Cudjoe Key
Blue Heaven Waterfront Home
2 bedrooms, 3 beds
29 Aug – 3 Sept
4.89 out of 5 average rating, 18 reviews
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
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms, 3 beds
17–22 Aug
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
Top guest favourite
Home in Marathon
Cozy home with dock & direct Atlantic access
1 bedroom
1–6 Jan
5.0 out of 5 average rating, 6 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
Top guest favourite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 bedroom, 1 queen bed
22–29 Aug
4.99 out of 5 average rating, 141 reviews
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 24 reviews