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 AU$341 per night from 24 Apr to 25 Apr
AU$341
includes taxes & fees
24 Apr - 25 Apr
With a stay at The Berkley, Orlando in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.
The Berkley, Orlando
Maple Leaf Inn & Suites

Maple Leaf Inn & Suites

2.5 out of 5
Kissimmee
The price is AU$110 per night from 30 Mar to 31 Mar
AU$110
includes taxes & fees
30 Mar - 31 Mar
With a stay at Maple Leaf Inn & Suites in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.
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
With a stay at Formosa Valley Resort by UNE Homes in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® ...
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
With a stay at this vacation home in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town.
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
Located in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and Disney's Hollywood Studios®.
Encore Resort
Beautiful and cozy home at Sonoma Resort

Beautiful and cozy home at Sonoma Resort

Kissimmee
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of 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
With a stay at this vacation home in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
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
With a stay at this vacation home in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
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
With a stay at this vacation home, you'll be centrally located in Kissimmee, within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
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
16212 Holiday Homes
Lowest Price
AU$110
Highest Price
AU$341
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 AU$194 per night from 7 Apr to 8 Apr
AU$194
includes taxes & fees
7 Apr - 8 Apr
Located in Kissimmee, Vacation Village at Parkway is in the entertainment district, within a 5-minute drive of Old Town and Fun Spot America.
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 AU$319 per night from 31 Mar to 1 Apr
AU$319
includes taxes & fees
31 Mar - 1 Apr
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and ChampionsGate Golf ...
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 AU$144 per night from 28 Apr to 29 Apr
AU$144
includes taxes & fees
28 Apr - 29 Apr
Located in Kissimmee, Ramada by Wyndham Kissimmee Gateway is on the Strip, within a 10-minute drive of ESPN Wide World of Sports Complex and Disney's Hollywood ...
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 AU$184 per night from 30 Mar to 31 Mar
AU$184
includes taxes & fees
30 Mar - 31 Mar
With a stay at Holiday Inn & Suites Orlando SW - Celebration Area by IHG, you'll be centrally located in Kissimmee, within a 10-minute walk of Old Town and Fun ...
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.