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Superhost
Home in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock
2 bedrooms, 4 beds, 1 private bathroom
11–16 Oct
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4.89 out of 5 average rating, 185 reviews
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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
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Guest favourite
Home in Little Torch Key
Waterfront Beach Houses with Dock & Heated Pool
8 bedrooms, 15 beds, 5 bathrooms
13–18 Oct
4.89 out of 5 average rating, 84 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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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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Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
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Featured hotel
Hotel in Marathon
Tranquility Bay Beachfront Hotel and Resort, Trop.
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
New place to stay
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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
9–14 Nov
New place to stay
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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
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Guest favourite
Houseboat in Key West
Key West Outpost: eco-vacation
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 84 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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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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Top guest favourite
Home in Cudjoe Key
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 reviews
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Superhost
Home in Upper Sugarloaf Key
The Lighthouse - Beach Houses Key West
2 bedrooms, 1 sofa bed, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 134 reviews
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Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
6–11 Nov
4.89 out of 5 average rating, 247 reviews
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Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.83 out of 5 average rating, 30 reviews
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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 Cudjoe Key
Heron House at Venture Out Resort
2 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 8 reviews