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$10 - $1,000+
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2 286 Key West Holiday Accommodations

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 accommodations from 9 rental sites including HomeAway, Expedia, Booking.com and more, from $39 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

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Key West offers 2294 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Key West start at an average price of $348 a night with long-term rentals averaging $16289 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 1977 of Key West’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 1104 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 1938 vacation home rentals.

Traveling with your dog or cat? Choose from 604 pet-friendly rentals in Key West that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

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 1067 HomeAway rentals, 507 Expedia short term rentals and 287 Booking.com vacation rentals.