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

    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL
    The price is $337 per night from Oct 29 to Oct 30
    $337
    includes taxes & fees
    $299 per night
    Oct 29 - Oct 30
    8.4/10 Very Good! (2,156 reviews)
    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    The price is $272 per night from Oct 30 to Oct 31
    $272
    includes taxes & fees
    $242 per night
    Oct 30 - Oct 31
    8.4/10 Very Good! (1,003 reviews)
    Havana Cabana at Key West - Adults Only

    Havana Cabana at Key West - Adults Only

    3420 N. Roosevelt Blvd, Key West, FL
    The price is $214 per night from Oct 30 to Oct 31
    $214
    includes taxes & fees
    $191 per night
    Oct 30 - Oct 31
    8.6/10 Excellent! (1,597 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
769 Vacation Homes
Lowest Price
$214
Highest Price
$1,325
Popular accommodation
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!, BAHAMA DREAMING ~ Incredibly Located 3 Bedroom, 2 Bath w/ Private Pool!, OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!, ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL , Spacious Key West Conch Cottage with WiFi & Private Hot Tub - Dogs OK, Poolside Cottage #411, Poolside Cottage #412