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

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
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 99 reviews, 3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
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 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
Superhost
Home in Big Pine Key
Twin Palms Canal Front
2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
New place to stay, 1 king bed, 1 bathroom
24–29 Aug
Superhost
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
4.89 out of 5 average rating, 183 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 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
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
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms, 3 beds, 1.5 bathrooms
11–16 Aug
Superhost
Cottage in Cudjoe Key
Turtle Cove Views at Venture Out
4.87 out of 5 average rating, 78 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Apartment in Key West
Steps to Duval Street, beach, Mallory Square, more
4.92 out of 5 average rating, 59 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
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
Top guest favourite
Home in Marathon
NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 2.5 bathrooms
15–22 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
1–8 Aug