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

1,849 Key West Vacation Rentals & Short Term Rentals

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 vacation rentals from 10 rental sites including HomeAway, Booking.com, TripAdvisor, and more, ranging from $49 to $7995 a night. 

    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 the perfect vacation rental for your Key West getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Key West offers 1,847 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 1,091 properties with high-speed internet, 816 full with jacuzzi and pool, and NaN homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

    For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $6138 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Key West has 1,847 gorgeous homes with 425 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

    Search properties from 10 rental sites in Key West where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 946 HomeAway rentals, 604 Booking.com short term rentals and 98 TripAdvisor vacation rentals.