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
    $175 nightly
    The price is $197 total per night from Jun 29 to Jun 30
    $197 total
    Jun 29 - Jun 30
    Total with taxes and fees
    8.4/10 Very Good! (2,459 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $254 nightly
    The price is $286 total per night from Jul 6 to Jul 7
    $286 total
    Jul 6 - Jul 7
    Total with taxes and fees
    8.8/10 Excellent! (3,404 reviews)
    Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3850 N Roosevelt Blvd Key West FL
    $140 nightly
    The price is $158 total per night from Jul 5 to Jul 6
    $158 total
    Jul 5 - Jul 6
    Total with taxes and fees
    8/10 Very Good! (1,251 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
917 Vacation Homes
Lowest Price
$158
Highest Price
$1,051
Popular accommodation
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath, LADY ADMIRAL ~Sweet cottage & guest house with private heated pool off Duval!, Luxury two floor apartment in prime location of famous Duval Street, PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8, ISLAND DAZE ~ Adorable 2 Bedroom, 2 Bathroom Cottage 1/2 block to Duval!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!

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