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Search results; Over 1,000 homes

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Camper van/Motorhome in Geiger Key
Waterfront Airstream sleeps 3 "Tarpon"
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.57 out of 5 average rating, 35 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 Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds, 1 bathroom
16–21 Oct
4.82 out of 5 average rating, 84 reviews
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Featured hotel
Hotel in Key West
Seashell Motel, Queen Room
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 21 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
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Featured hotel
Hotel in Key West
H2O Suites, Luxury second floor balcony suite
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 17 reviews
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Featured hotel
Hotel in Key West
Ella's Cottages - Key West Historic Inns, King ci.
1 bedroom, 1 king bed, 1 bathroom
5–10 Oct
4.96 out of 5 average rating, 28 reviews
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Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms, 1 bathroom
10–15 Oct
4.9 out of 5 average rating, 41 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
11–16 Oct
4.88 out of 5 average rating, 177 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.96 out of 5 average rating, 213 reviews
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Luxe
Home in Key West
The Starboard House at Solaire Lunara Bay
8 bedrooms, 11 beds, 8.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
4.85 out of 5 average rating, 112 reviews
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Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
17–24 Oct
New place to stay
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Top guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 711 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
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
14–19 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds, 1 bathroom
31 Oct – 5 Nov
4.97 out of 5 average rating, 97 reviews
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Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
4.86 out of 5 average rating, 36 reviews