filters

Search results; Over 1,000 homes in Key West

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, 1 private bathroom
25–30 Oct
,
4.97 out of 5 average rating, 327 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 16
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
20–25 Sept
4.73 out of 5 average rating, 26 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
Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds
22–27 Sept
4.98 out of 5 average rating, 80 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
3–8 Oct
4.99 out of 5 average rating, 140 reviews
Photo 1 of 29
Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds
3–10 Oct
New place to stay
Photo 1 of 17
Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds
28 Sept – 3 Oct
4.81 out of 5 average rating, 79 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 11
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
27 Sept – 2 Oct
4.86 out of 5 average rating, 617 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
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 41 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
25–30 Sept
4.93 out of 5 average rating, 130 reviews
Photo 1 of 27
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed
29 Sept – 4 Oct
4.86 out of 5 average rating, 673 reviews
Photo 1 of 29
Superhost
Apartment in Key West
Key West Paradise Condo w/ Pool, Hot Tub, Tennis
2 bedrooms, 3 beds
22–27 Sept
New place to stay
Photo 1 of 25
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
5–10 Oct
4.93 out of 5 average rating, 87 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds
13–18 Dec
4.96 out of 5 average rating, 47 reviews
Photo 1 of 29
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds
13–18 Oct
4.9 out of 5 average rating, 265 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Harbor House Penthouse- B
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.84 out of 5 average rating, 38 reviews