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Search results; Over 1,000 homes in Key West

Flat in Key West
Beach House Resort + Premium Amenities, 2BR Condo
2 bedrooms, 3 beds, 2 private bathrooms
14–20 Sept
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Featured hotel
Hotel in Key West
Classic Double Queen City/Balcony
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
4.81 out of 5 average rating, 73 reviews
Featured hotel
Hotel in Key West
Queen Room
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.71 out of 5 average rating, 174 reviews
Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
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
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
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds, 3 bathrooms
29 Sept – 4 Oct
4.94 out of 5 average rating, 159 reviews
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, 217 reviews
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
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
4.71 out of 5 average rating, 35 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds, 3 bathrooms
16–21 Nov
4.94 out of 5 average rating, 71 reviews
Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
2 bedrooms, 1 bathroom
28 Sept – 3 Oct
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.91 out of 5 average rating, 899 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
4.81 out of 5 average rating, 63 reviews
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.81 out of 5 average rating, 27 reviews