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Search results; Over 1,000 homes in Key West

Superhost
Apartment in Key West
Anchor Drop modern elegance upgrades throughout vi
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Oct
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4.85 out of 5 average rating, 160 reviews
Featured hotel
Hotel in Key West
Classic Double Queen City/Balcony
1 bedroom, 2 queen beds
15–20 Sept
4.8 out of 5 average rating, 75 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed
18–23 Sept
5.0 out of 5 average rating, 18 reviews
Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds
15–20 Sept
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds
15–20 Sept
4.71 out of 5 average rating, 174 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
15–20 Sept
4.71 out of 5 average rating, 35 reviews
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
15–20 Sept
4.72 out of 5 average rating, 25 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
29 Sept – 4 Oct
4.94 out of 5 average rating, 159 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
17–22 Oct
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
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
28 Sept – 3 Oct
4.83 out of 5 average rating, 24 reviews
Guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
4–9 Oct
4.92 out of 5 average rating, 217 reviews
Top guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed
20–25 Sept
4.89 out of 5 average rating, 528 reviews
Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed
15–20 Sept
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds
7–12 Oct
4.91 out of 5 average rating, 280 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
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
2–7 Oct
4.81 out of 5 average rating, 27 reviews