Key West Vacation Rentals

Choose from over 1,163 amazing properties in Key West that can fit your every need. BookandStay analyzes every property to ensure it meets our high standards, saving you from spending time and money on low quality Key West listings. Of the 1,163 premium properties in Key West, 48% are Houses. In case you're looking for something different there are many other types of rentals available, such as Apartments and Resorts, the next most popular properties in Key West. BookandStay sources our properties from top rated rental websites like HomeAway, VacationRentals.com, Vrbo (Vacation Rentals By Owner), and more.

Popular Key West Amenities
  • 834 rentals with a Pool
  • 997 rentals with Internet
  • 943 rentals with TV
  • 11 rentals with a Fireplace
  • 1,027 rentals with Air Conditioning
  • 302 rentals with a Hot Tub
  • 882 rentals with Parking
  • 971 rentals with Laundry
  • 963 rentals with a Kitchen

Top Rated Properties

Live Like a Local & Experience True Key West Living!
House - Sleeps 4
89 reviews
Front of house with off-street parking
House - Sleeps 4
76 reviews
The pool area at Bahamian Bamboo is the perfect private oasis for your vacation...
House - Sleeps 8
60 reviews
Living Room
House - Sleeps 6
56 reviews

Top Properties With Pools or Hot Tubs

The pool area at Bahamian Bamboo is the perfect private oasis for your vacation...
House - Sleeps 6
60 reviews
Noonas Mansion is an impressive six bedroom private home located in Truman Annex...
House - Sleeps 6
89 reviews
The Ibis & The Crane are two side-by-side two-story townhomes with six large bedrooms, two private pools, off-street parking, and a prime Old Town location...
House - Sleeps 6
29 reviews
House - Sleeps 6
72 reviews

Top Pet Friendly Properties

Live Like a Local & Experience True Key West Living!
House - Sleeps 6
89 reviews
Front of house with off-street parking
House - Sleeps 6
76 reviews
The pool area at Bahamian Bamboo is the perfect private oasis for your vacation...
House - Sleeps 6
60 reviews
Living Room
House - Sleeps 6
56 reviews