Kissimmee Vacation Homes

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 Kissimmee

Don't see what you're looking for?
See all available properties in Kissimmee
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 Kissimmee

    Vacation Village at Parkway

    Vacation Village at Parkway

    2975 Arabian Nights Blvd, Kissimmee, FL
    The price is $106 per night from Apr 21 to Apr 22
    $106
    includes taxes & fees
    $94 per night
    Apr 21 - Apr 22
    8.4/10 Very Good! (1,866 reviews)
    Holiday Inn Club Vacations at Orange Lake Resort by IHG

    Holiday Inn Club Vacations at Orange Lake Resort by IHG

    8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
    The price is $200 per night from Apr 2 to Apr 3
    $200
    includes taxes & fees
    $178 per night
    Apr 2 - Apr 3
    8.6/10 Excellent! (1,818 reviews)
    Ramada by Wyndham Kissimmee Gateway

    Ramada by Wyndham Kissimmee Gateway

    7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
    The price is $90 per night from Apr 28 to Apr 29
    $90
    includes taxes & fees
    $80 per night
    Apr 28 - Apr 29
    7.6/10 Good! (4,165 reviews)

Kissimmee Vacation Homes

Book vacation homes in Kissimmee
Next time you take a group getaway top Kissimmee, 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 Kissimmee vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Kissimmee 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 Kissimmee; 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 Kissimmee 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 Kissimmee is sure to be a winner.

Kissimmee Vacation Homes essential information

Accommodation
16212 Vacation Homes
Lowest Price
$69
Highest Price
$593
Popular accommodation
The Berkley, Orlando, Maple Leaf Inn & Suites, Formosa Valley Resort by UNE Homes, Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney, Encore Resort, Beautiful and cozy home at Sonoma Resort, Tropical villa overlooking the lake with a private pool, spa, grill, & AC, Single Story, Private Pool, Water Views, Game Room | Sleeps 11, Upstay - 27 Guest Home w Private Pool & Hot Tub