filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Guest favourite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
1 bedroom, 1 bed, 1.5 private bathrooms
6–11 Mar
,
4.95 out of 5 average rating, 409 reviews
Photo 1 of 21
Featured hotel
Hotel in 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 king accessible
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
Photo 1 of 29
Featured hotel
Hotel in Key West
Porch swing island room
1 bedroom, 1 double bed, 1 bathroom
4–9 Oct
New place to stay
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 21
Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, La Pensione In.
1 bedroom, 1 king bed, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 7 reviews
Photo 1 of 22
Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 41 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
4.85 out of 5 average rating, 112 reviews
Photo 1 of 29
Superhost
Apartment in Key West
Key West Paradise Condo w/ Pool, Hot Tub, Tennis
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
New place to stay
Photo 1 of 29
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.94 out of 5 average rating, 159 reviews
Photo 1 of 29
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, 72 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, 19 reviews
Photo 1 of 25
Guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 11 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 15
Guest favourite
Flat in Key West
Duval Corner - Pet friendly with Balcony
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.86 out of 5 average rating, 59 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 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 29
Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bedroom, 2 beds, 1 bathroom
9–14 Oct
4.91 out of 5 average rating, 903 reviews