filters

Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Affordable Beachfront Luxury Condo Sleeps 6
2 bedrooms, 3 beds, 2 private bathrooms
9–14 Aug
,
4.78 out of 5 average rating, 314 reviews
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
5–10 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
15–22 Aug
5.0 out of 5 average rating, 85 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds
4–9 Aug
4.91 out of 5 average rating, 135 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
18–23 Aug
4.91 out of 5 average rating, 555 reviews
Superhost
Apartment in Key West
Downtown Key West "Bonaire Suite", half-block
1 bedroom, 3 beds
2–7 Aug
4.63 out of 5 average rating, 97 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
1–6 Aug
New place to stay
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds
21–26 Aug
4.92 out of 5 average rating, 88 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds
2–7 Aug
4.76 out of 5 average rating, 178 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
16–21 Aug
4.81 out of 5 average rating, 62 reviews
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
2–7 Aug
4.82 out of 5 average rating, 28 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
4–9 Aug
4.93 out of 5 average rating, 84 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds
1–8 Aug
5.0 out of 5 average rating, 16 reviews