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Search results; Over 1,000 homes in Key West

Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
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4.9 out of 5 average rating, 245 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
7–12 Sept
4.8 out of 5 average rating, 71 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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, 68 reviews
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 140 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Featured hotel
Room in Key West
Havana 2 queens
2 queen beds, 1 bathroom
6–11 Sept
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, 158 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.88 out of 5 average rating, 304 reviews
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds, 4 bathrooms
12–17 Oct
4.98 out of 5 average rating, 60 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
Home in Key West
Poolside Paradise/3Brs, 2.5 bath/Pvt. Pool/Spa
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Key West
Key West House
3 bedrooms, 4 beds, 3 bathrooms
31 Mar – 5 Apr
4.84 out of 5 average rating, 19 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, 12 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
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
7–12 Sept
4.85 out of 5 average rating, 33 reviews