filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Superhost
Home in Key West
Pool Access + Local Art • Walk to Southernmost
2 bedrooms, 4 beds, 2.5 private bathrooms
3–8 Oct
,
4.81 out of 5 average rating, 103 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, 21 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 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 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
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 29
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.89 out of 5 average rating, 123 reviews
Photo 1 of 6
Guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 443 reviews
Photo 1 of 27
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 673 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
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
Photo 1 of 22
Top guest favourite
Flat in Key West
The Perch on Duval- Hip & Modern Duval Suite
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 119 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds, 2.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 80 reviews
Photo 1 of 29
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 37 reviews
Photo 1 of 14
Top guest favourite
Flat in Key West
Duval Balcony - Suite Mischief
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 815 reviews
Photo 1 of 29
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.96 out of 5 average rating, 213 reviews
Photo 1 of 29
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, 15 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 11 reviews