Book Holiday Homes in Kissimmee

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Featured Holiday Homes in Kissimmee

The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$360 per night from 3 Apr to 4 Apr
NZ$360
includes taxes & fees
3 Apr - 4 Apr
Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
The Berkley, Orlando
Maple Leaf Inn & Suites

Maple Leaf Inn & Suites

2.5 out of 5
Kissimmee
The price is NZ$121 per night from 1 Apr to 2 Apr
NZ$121
includes taxes & fees
1 Apr - 2 Apr
Stay at this vacation home in Kissimmee. Enjoy free WiFi, free parking, and room service. Popular attractions Old Town and Disney Springs™ are located ...
Maple Leaf Inn & Suites
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4 out of 5
Formosa Vly Pl, Kissimmee, FL
Stay at this 4-star vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Formosa Valley Resort by UNE Homes
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Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

Kissimmee
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions ESPN Wide World of Sports ...
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney
Encore Resort

Encore Resort

4 out of 5
101 Lasso Drive, Kissimmee, FL
Stay at this 4-star vacation home in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions ESPN Wide World of Sports and Disney's ...
Encore Resort
Beautiful and cozy home at Sonoma Resort

Beautiful and cozy home at Sonoma Resort

Kissimmee
The price is NZ$1,038 per night from 10 Apr to 11 Apr
NZ$1,038
includes taxes & fees
10 Apr - 11 Apr
Stay at this vacation home in Kissimmee. Enjoy private pools, a fitness center, and a pool table. Popular attractions Old Town and Orlando Vineland Premium Outlets ...
Beautiful and cozy home at Sonoma Resort
Tropical villa overlooking the lake with a private pool, spa, grill, & AC

Tropical villa overlooking the lake with a private pool, spa, grill, & AC

Kissimmee
Stay at this vacation home in Kissimmee. Enjoy private pools, a water park, and patios. Popular attractions Old Town and Give Kids the World Village are located ...
Tropical villa overlooking the lake with a private pool, spa, grill, & AC
Single Story, Private Pool, Water Views, Game Room | Sleeps 11

Single Story, Private Pool, Water Views, Game Room | Sleeps 11

Kissimmee
Stay at this vacation home in Kissimmee. Enjoy private pools, a pool table, and patios. Popular attractions Old Town and Give Kids the World Village are located ...
Single Story, Private Pool, Water Views, Game Room | Sleeps 11
Upstay - 27 Guest Home w Private Pool & Hot Tub

Upstay - 27 Guest Home w Private Pool & Hot Tub

Kissimmee
Stay at this vacation home in Kissimmee. Enjoy a fitness center, patios, and cable/satellite TV service. Popular attractions Old Town and Orlando Vineland Premium ...
Upstay - 27 Guest Home w Private Pool & Hot Tub
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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.

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

Top trending hotels in Kissimmee

Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
The price is NZ$186 per night from 13 Apr to 14 Apr
NZ$186
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
Vacation Village at Parkway
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is NZ$341 per night from 1 Apr to 2 Apr
NZ$341
includes taxes & fees
1 Apr - 2 Apr
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 28 Apr to 29 Apr
NZ$158
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
Ramada by Wyndham Kissimmee Gateway
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Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is NZ$216 per night from 27 Apr to 28 Apr
NZ$216
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the helpful ...
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Don't see what you're looking for?
See all available properties in Kissimmee
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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.

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^Subject to availability and chosen travel dates.