0 Bedrooms for 1 Guest
Price $10 - $1000+

2,028 Key West Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Key West holiday rentals from 11 rental sites including HomeAway, Booking.com, VaycayHero, and more, ranging from $44 to $7995 a night. 
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    Information about Key West

    About Key West

    Key West is proud to be the southernmost city in the continental US. With such a prominent claim to fame, Key West has become a destination for those seeking a budget beach vacation. Off the tip of mainland Florida and hooked into the Gulf of Mexico, the climate is nearly tropical with mild winters and warm summers. A multitude of activities for everyone in the family makes Key West a wonderful place for anyone to travel to.

    Things to Do in Key West

    For pride’s sake, the first thing to do is check out the “Southernmost Point” buoy that marks Key West’s distinct location. After that, you can move on to attractions like the house of Ernest Hemingway or the Key West Aquarium on Mallory Square. Dry Tortugas Park has really cool marine life and for divers the Vandenberg Wreck is an underwater wonder. As with any Gulf of Mexico vacation destination, fishing and golfing activities are abundant! The location historically has been an important naval center, so for navy brats and Civil War buffs the Key West Naval Station and Fort Zachary Taylor State Park are the go to locations.

    Key West Accommodations

    In Key West, staying somewhat off the main streets will avoid the noise coming from the energetic nightlife crowd. You can find a lot of Key West vacation rentals that are situated right on the beach, sometimes even on a private beach. Criteria should be focused on amenities. You’ll want air conditioning to cool off, beach towels to bring to the beach, and a barbeque for your freshly caught fish.

    Vacation Rentals in Key West

    Looking for a vacation rental in Key West? Tripping.com has 2,028 rental homes available in Key West. Potential renters will find 27 studios, 857 1-bedroom, 661 2-bedroom and 483 rentals with 3 or more bedrooms ranging from $44 a night to $7995 a night. Many of these properties are instantly bookable.

    The average price of a nightly rental in Key West is $346 while the average price of a weekly rental is $2166. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Key West home is $6025.

    Wondering if you can bring your favorite dog or cat with you? We have 550 pet friendly vacation rentals available for you. In addition to accommodating pets, Key West rentals offer a variety of amenities. In particular, 1,253 rentals have internet and wifi, 1,878 have TV and/or cable and 944 have a pool or hot tub.

    Search properties from 11 rental sites in Key West where the top providers in that area are HomeAway, Booking.com, and VaycayHero. There are 938 HomeAway rentals, 604 Booking.com short term rentals and 250 VaycayHero vacation rentals.