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

    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL
    The price is $259 per night from May 5 to May 6
    $259
    per night
    May 5 - May 6
    8.6/10 Excellent! (1,444 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    The price is $223 per night from May 12 to May 13
    $223
    per night
    May 12 - May 13
    8.8/10 Excellent! (1,521 reviews)
    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL
    The price is $374 per night from May 27 to May 28
    $374
    per night
    May 27 - May 28
    8.2/10 Very Good! (1,819 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
620 Vacation Homes
Lowest Price
$216
Highest Price
$374
Popular accommodation
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8, Poolside Cottage #411, Robinson Crusoe Cottage, Spacious home with pool & balcony - 1 block from Duval Street, Casa Margarita- 3 bedrooms | 3 baths | sleeps up to 8 | large heated pool & hot, Duval Street Suite in Key West, Duval Square in Key West, Feb 3-10 $245 off the rates close beach full kitchen & patio, Captain's Daughter: Oversized home for the whole family w/private pool & dock