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
    $202 nightly
    The price is $227 total per night from Jun 3 to Jun 4
    $227 total
    Jun 3 - Jun 4
    Total with taxes and fees
    8.4/10 Very Good! (2,214 reviews)
    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Boulevard Key West FL
    $222 nightly
    The price is $250 total per night from Jun 8 to Jun 9
    $250 total
    Jun 8 - Jun 9
    Total with taxes and fees
    8.8/10 Excellent! (1,818 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $283 nightly
    The price is $319 total per night from May 26 to May 27
    $319 total
    May 26 - May 27
    Total with taxes and fees
    8.8/10 Excellent! (3,311 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
$227
Highest Price
$1,489
Popular accommodation
MAY SPEC 10-15 & 25-30@ 169 LOD. per ngt. + extras 30$ off a ngt. , Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10, BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, Key West Dreamin` - Private Pool Steps Off Duval, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!, Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location

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