filters

Search results; Over 1,000 homes in Key West

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 shared bathrooms
3–8 Oct
,
4.99 out of 5 average rating, 141 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
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
Photo 1 of 29
Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
10–17 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
4.71 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
1–6 Oct
4.68 out of 5 average rating, 28 reviews
Photo 1 of 17
Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 bedroom, 1 king bed, 1 bathroom
2–7 Oct
4.77 out of 5 average rating, 22 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
4.87 out of 5 average rating, 307 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 29
Guest favourite
Apartment in Key West
Waterfront Dock Pool Pet Friendly Near Duval St
4 bedrooms, 9 beds, 4 bathrooms
12–17 Oct
4.88 out of 5 average rating, 230 reviews
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
11–16 Oct
4.98 out of 5 average rating, 80 reviews
Photo 1 of 29
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
3 bedrooms, 4 beds, 3 bathrooms
1–8 Oct
5.0 out of 5 average rating, 81 reviews
Photo 1 of 29
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.71 out of 5 average rating, 174 reviews
Photo 1 of 29
Top guest favourite
Home in Marathon
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
4 bedrooms, 4 beds, 3.5 bathrooms
3–10 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 25
Guest favourite
Apartment in Key West
The Saint Martin Suite | Delightfully Updated!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 20 reviews
Photo 1 of 22
Top guest favourite
Flat in Key West
The Perch on Duval- Hip & Modern Duval Suite
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 118 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds, 6.5 bathrooms
15–20 Oct
5.0 out of 5 average rating, 28 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
15–20 Nov
5.0 out of 5 average rating, 23 reviews