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

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Camper van/Motorhome in Big Pine Key
Camper in RV park in the Keys- Tiki Breezy
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.44 out of 5 average rating, 52 reviews
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Featured hotel
Hotel in Summerland Key
King room
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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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
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Home in Big Pine Key
Your Perfect Florida Keys Escape
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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
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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
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Guest favourite
Home in Big Pine Key
The Tarpon Retreat
2 bedrooms, 2 king beds, 2 bathrooms
1–8 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Room in Big Pine Key
Old Island Life
1 queen bed, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 621 reviews
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Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp
3 bedrooms, 6 beds, 1 bathroom
12–17 Oct
4.93 out of 5 average rating, 127 reviews
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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
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Superhost
Home in Big Pine Key
Twin Palms Canal Front
2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
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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
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Top guest favourite
Home in Cudjoe Key
Tiki Time in Cudjoe Key 136
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 60 reviews
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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
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Camper van/Motorhome in Cudjoe Key
Venture Out Ocean View Canal RV lot in Cudjoe Key
1 bed, WC
1–6 Oct
New place to stay
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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
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Superhost
Home in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock
2 bedrooms, 4 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 185 reviews
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Guest favourite
Home in Little Torch Key
Sterling Bay House
6 bedrooms, 8 beds, 6.5 bathrooms
1–8 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 51 reviews