Key West Vacation Homes

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Key West

Don't see what you're looking for?
See all available properties in Key West
View all properties
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

    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $189 nightly
    The price is $212 total per night from Oct 28 to Oct 29
    $212 total
    Oct 28 - Oct 29
    Total with taxes and fees
    8.8/10 Excellent! (1,738 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $218 nightly
    The price is $246 total per night from Oct 20 to Oct 21
    $246 total
    Oct 20 - Oct 21
    Total with taxes and fees
    8.6/10 Excellent! (2,804 reviews)
    Hyatt Centric Key West Resort and Spa

    Hyatt Centric Key West Resort and Spa

    601 Front St, Key West, FL
    $242 nightly
    The price is $272 total per night from Oct 27 to Oct 28
    $272 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.8/10 Excellent! (1,010 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
1055 Vacation Homes
Lowest Price
$212
Highest Price
$1,769
Popular accommodation
Tropical Key West out of the way , The Hemingway Caribbean Townhome & Private Pool Near Beach in charming Key West, Perfect Location, Private Heated Pool, Pristine Luxury Home!, LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool, Spacious Key West Conch Cottage with WiFi & Private Hot Tub - Dogs OK, KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!, Kingfish Keep | Lively Escape on Duval! Balcony!, PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8, ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking

More to Explore