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$10 - $1,000+
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2,311 Key West Holiday Rentals

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Compare Key West holiday rentals from 9 rental sites including HomeAway, Expedia, Booking.com and more, from $40 a night.

Key West Information

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 you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Key West offers 2311 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 1990 properties with high-speed WiFi Internet, 1107 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home 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 $16289 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Key West has 2311 gorgeous homes with 619 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 9 vacation rental sites in Key West where the top providers in that area are HomeAway, Expedia, and Booking.com. There are 1086 HomeAway rentals, 505 Expedia short term rentals and 287 Booking.com vacation rentals.