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

    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Blvd Key West FL
    $285 nightly
    The price is $321 total per night from Nov 15 to Nov 16
    $321 total
    Nov 15 - Nov 16
    Total with taxes and fees
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd Key West FL
    $200 nightly
    The price is $225 total per night from Nov 19 to Nov 20
    $225 total
    Nov 19 - Nov 20
    Total with taxes and fees
    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 Nov 2 to Nov 3
    $197 total
    Nov 2 - Nov 3
    Total with taxes and fees

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
924 Vacation Homes
Lowest Price
$197
Highest Price
$2,725
Popular accommodation
3-bedroom house boat in tranquil Key West with AC, Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking, Slice of Paradise, Special @109.lodg. 9-14 to 10-7 With 4 night stay 4th night FREE lodging! , Bayview Retreat- ALL FEES INCLUDED, ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking, ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!, Key West Wabi Sabi - Authentic Downtown Cottage w Pool - Steps Off Duval, **BELLE OF THE BEACH @ CASA EAST** Beach House + Last Key White Glove Service...

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