filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Guest favourite
Apartment in Key West
Key Wes't Best- Upgraded condo 5 mins to Smathers
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Oct
,
4.89 out of 5 average rating, 108 reviews
Photo 1 of 21
Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana 2 queens
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
Photo 1 of 9
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, 20 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 24
Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.93 out of 5 average rating, 130 reviews
Photo 1 of 12
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
Photo 1 of 29
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
Photo 1 of 29
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
Photo 1 of 29
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.89 out of 5 average rating, 123 reviews
Photo 1 of 21
Top guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.85 out of 5 average rating, 711 reviews
Photo 1 of 16
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
3–8 Oct
4.73 out of 5 average rating, 37 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
Photo 1 of 29
Luxe
Home in Key West
The Starboard House at Solaire Lunara Bay
8 bedrooms, 11 beds, 8.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 12 reviews
Photo 1 of 16
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.69 out of 5 average rating, 29 reviews
Photo 1 of 29
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.96 out of 5 average rating, 213 reviews