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Search results; Over 1,000 homes in Key West

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Featured hotel
Hotel in Key West
Classic Double Queen City/Balcony
1 bedroom, 2 queen beds, 1 bathroom
3–8 Oct
4.8 out of 5 average rating, 75 reviews
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Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds, 1 bathroom
17–22 Sept
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Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.71 out of 5 average rating, 174 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
17–22 Sept
4.71 out of 5 average rating, 35 reviews
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Guest favourite
Home in Key West
Slice of Paradise
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 24 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, 140 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
17–22 Sept
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Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 36 reviews
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Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 bathrooms
7–12 Oct
4.91 out of 5 average rating, 280 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 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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Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
17–22 Sept
4.72 out of 5 average rating, 25 reviews
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Featured hotel
Hotel in Key West
Queen Room
1 bedroom, 1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.95 out of 5 average rating, 19 reviews
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Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
4.86 out of 5 average rating, 35 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, 29 reviews
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Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 22 reviews