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Search results; Over 1,000 homes in Key West

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Houseboat in Key West
Happys Houseboat
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.79 out of 5 average rating, 280 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 Cabana at 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
Havana Cabana at 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
Silver Palms Inn & Historic Homes, Margaret King .
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.94 out of 5 average rating, 159 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
4–9 Oct
4.73 out of 5 average rating, 37 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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Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds, 4 bathrooms
4–9 Oct
4.92 out of 5 average rating, 218 reviews
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Guest favourite
Flat in Key West
Casa Caribe 2bed2bath sleeps 6 beautiful decorated
2 bedrooms, 3 beds, 2.5 bathrooms
9–14 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.95 out of 5 average rating, 20 reviews
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Guest favourite
Hotel room in Key West
The Sanchez House Room #3
1 bedroom, 1 queen bed, 1 bathroom
29 Nov – 4 Dec
4.88 out of 5 average rating, 695 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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Superhost
Home in Key West
Private Parking, Heated Pool - Sweet Caroline
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.57 out of 5 average rating, 136 reviews
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
4.9 out of 5 average rating, 158 reviews
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Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bedroom, 2 beds, 1 bathroom
9–14 Oct
4.91 out of 5 average rating, 903 reviews
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Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 37 reviews
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Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 141 reviews