Book Holiday Homes in Kissimmee
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Featured Holiday Homes in Kissimmee

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
Kissimmee Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kissimmee vacation homes are the perfect way for you to wing it.
Holiday houses in Kissimmee let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kissimmee in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kissimmee adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kissimmee with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kissimmee vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Kissimmee Holiday Homes essential information
Accommodation | 16378 Holiday Homes |
---|---|
Lowest Price | NZ$121 |
Highest Price | NZ$1,038 |
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 |
More accommodations in Kissimmee
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Vacation Village at Parkway

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Ramada by Wyndham Kissimmee Gateway

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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^Subject to availability and chosen travel dates.