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Featured Vacation Rentals in Key West

Private & Peaceful Cottage Feel, Discounted Rate 25$ off 2019 Nightly Rates!
Private & Peaceful Cottage Feel, Discounted Rate 25$ off 2019 Nightly Rates!
Key West, FL
4.0/5 (1 reviews)

Bed too hard for my wife Place very tiny especially the bathroom

Reviewed on Oct 14, 2019
This resort is a smoke-free resort.
Real World MTV House---not Just a House Your Own Private Resort
Real World MTV House---not Just a House Your Own Private Resort
Key West, FL
$1,799
Guests staying at this resort enjoy a fitness center, a spa tub, and an outdoor tennis court. Transportation is made easy with limo/town car service. Other amenities ...
Casa Calypso-new Beautiful Tropical Style House 3 King Beds Pool 2 mi to Beach
Casa Calypso-new Beautiful Tropical Style House 3 King Beds Pool 2 mi to Beach
Key West, FL
Guests staying at this vacation home enjoy features like a fitness center.
Old Town Key West - Historic & Charming - 2 Blks From Duval
Old Town Key West - Historic & Charming - 2 Blks From Duval
Key West, FL
Guests of this vacation home enjoy features like a spa tub.
Spacious Home With Pool, Balcony, and a Block From Duval Street
Spacious Home With Pool, Balcony, and a Block From Duval Street
Key West, FL
$402
This vacation home is a smoke-free vacation home.
Oversized Oldtown Home for the Whole Family With Private Pool and Dock!
Oversized Oldtown Home for the Whole Family With Private Pool and Dock!
Key West, FL
A spa tub and an outdoor tennis court are featured at this vacation home.
Dog-friendly Home w/ Private Pool Offers Fantastic Location in Central Key West
Dog-friendly Home w/ Private Pool Offers Fantastic Location in Central Key West
Key West, FL
This vacation home is a smoke-free vacation home.
A Castle On An Island!! Your Key West Retreat!!
A Castle On An Island!! Your Key West Retreat!!
Key West, FL
$1,399
At this vacation home, guests have access to a spa tub, an outdoor tennis court, and an arcade/game room. This historic vacation home also has a garden.
Cute, Clean, Cozy & Close to All! Discounted Rates $25 off 2019 Nightly Rate !
Cute, Clean, Cozy & Close to All! Discounted Rates $25 off 2019 Nightly Rate !
Key West, FL
Guests of this vacation home enjoy features like an outdoor tennis court.
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Vacation Rentals

Book vacation rentals 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 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 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.

Hotel Options in Key West

See all 582 Properties in Key West
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.