filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Superhost
Apartment in Key West
Sunrise Suites Resort, Key West FL U #408 2bdr2bth
2 bedrooms, 2 beds, 2 private bathrooms
28 Sept – 3 Oct
,
4.73 out of 5 average rating, 242 reviews
Photo 1 of 16
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
19–24 Sept
4.73 out of 5 average rating, 26 reviews
Photo 1 of 12
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
27 Sept – 2 Oct
4.91 out of 5 average rating, 562 reviews
Photo 1 of 17
Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds
20–25 Sept
4.81 out of 5 average rating, 79 reviews
Photo 1 of 16
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
20–25 Sept
4.71 out of 5 average rating, 35 reviews
Photo 1 of 29
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
2–7 Oct
4.83 out of 5 average rating, 30 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds
27 Sept – 2 Oct
4.85 out of 5 average rating, 112 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
17–22 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 25
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
7–12 Oct
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Guest favourite
Boat in Key West
*Off Grid Boat Key West
1 queen bed
19–24 Sept
4.96 out of 5 average rating, 95 reviews
Photo 1 of 22
Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms
19–24 Sept
4.9 out of 5 average rating, 41 reviews
Photo 1 of 22
Superhost
Boat in Key West
Houseboat in Key West
1 bedroom, 1 bed
28 Sept – 3 Oct
4.85 out of 5 average rating, 74 reviews
Photo 1 of 26
Guest favourite
Apartment in Key West
Hyatt Beach House-Quiet Key West Spot!
2 bedrooms, 3 beds
4–11 Oct
5.0 out of 5 average rating, 22 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds
25–30 Oct
4.97 out of 5 average rating, 327 reviews
Photo 1 of 23
Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.95 out of 5 average rating, 212 reviews
Photo 1 of 29
Guest favourite
Flat in Key West
Key West Beachside 1400sf, 2 Bedroom Condo
2 bedrooms, 2 king beds
20–25 Sept
4.9 out of 5 average rating, 168 reviews
Photo 1 of 13
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
19–24 Sept
4.99 out of 5 average rating, 86 reviews
Photo 1 of 22
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed
4–9 Oct
4.93 out of 5 average rating, 98 reviews