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

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    $194 nightly
    The price is $218 total per night from Jul 21 to Jul 22
    $218 total
    Jul 21 - Jul 22
    Total includes taxes and fees
    8.4/10 Very Good! (1,331 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $259 nightly
    The price is $291 total per night from Aug 4 to Aug 5
    $291 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.6/10 Excellent! (2,625 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $172 nightly
    The price is $193 total per night from Aug 12 to Aug 13
    $193 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    7.6/10 Good! (1,458 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
1063 Vacation Homes
Lowest Price
$193
Highest Price
$970
Popular accommodation
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!, TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!, BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!, Tropical Key West out of the way , DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!, Harbor Walk Hideaways | Group Compound In Old Town!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!