filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 private bathrooms
8–13 Oct
,
4.87 out of 5 average rating, 307 reviews
Photo 1 of 16
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
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, 1 bathroom
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, 4.5 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 112 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
4.9 out of 5 average rating, 157 reviews
Photo 1 of 29
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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
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, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 141 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
25–30 Sept
4.93 out of 5 average rating, 130 reviews
Photo 1 of 12
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 562 reviews
Photo 1 of 29
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.83 out of 5 average rating, 30 reviews
Photo 1 of 11
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.86 out of 5 average rating, 617 reviews
Photo 1 of 29
Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
3–10 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 41 reviews
Photo 1 of 29
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
13–18 Oct
4.9 out of 5 average rating, 265 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
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, 2 bathrooms
5–10 Oct
4.93 out of 5 average rating, 87 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Harbor House Penthouse- B
4 bedrooms, 5 beds, 4 bathrooms
27 Sept – 2 Oct
4.84 out of 5 average rating, 38 reviews