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Search results; Over 1,000 homes in Key West

Flat in Key West
Coconut Mallory 2 Bedroom w/ Pool 114
2 bedrooms, 3 beds, No bathroom
20–25 Nov
,
4.83 out of 5 average rating, 12 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.71 out of 5 average rating, 173 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Oct
New place to stay
Guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Boat in Key West
Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.89 out of 5 average rating, 36 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
18–23 Oct
4.95 out of 5 average rating, 40 reviews
Guest favourite
Home in Key West
Thompson Island USA !! Your Key West Retreat !!
9 bedrooms, 10 king beds, 6.5 bathrooms
6–11 Sept
4.79 out of 5 average rating, 105 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 561 reviews
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds, 4 bathrooms
27 Oct – 1 Nov
4.93 out of 5 average rating, 116 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 210 reviews
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
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Room in Key West
Accessible Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
20–25 Sept
4.71 out of 5 average rating, 7 reviews
Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
2 bedrooms, 3 beds, 2 bathrooms
6–11 Dec
4.88 out of 5 average rating, 100 reviews