Key West Vacation Homes

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Featured Vacation Homes in Key West

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Key West

    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $184 nightly
    The price is $207 total per night from May 31 to Jun 1
    $207 total
    May 31 - Jun 1
    Total with taxes and fees
    8.4/10 Very Good! (2,306 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $261 nightly
    The price is $294 total per night from Jun 8 to Jun 9
    $294 total
    Jun 8 - Jun 9
    Total with taxes and fees
    8.8/10 Excellent! (3,333 reviews)
    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Boulevard Key West FL
    $274 nightly
    The price is $308 total per night from Jun 16 to Jun 17
    $308 total
    Jun 16 - Jun 17
    Total with taxes and fees
    8.8/10 Excellent! (1,803 reviews)

Key West Vacation Homes

Book vacation homes in Key West
Next time you take a group getaway top Key West, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Key West vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Key West vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Key West; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Key West rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Key West is sure to be a winner.

Key West Vacation Homes essential information

Accommodation
890 Vacation Homes
Lowest Price
$207
Highest Price
$2,764
Popular accommodation
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, Casa De Cubana | New! Cuban-Style Home Near Duval, Private Heated Pool & Near Duval - The Curry House, Summer Special!! Every Sun. thru Wed. nights lodging Only 129. + extras. , MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

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