Kissimmee Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Kissimmee

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL

$138 nightly

$155 total

Jun 11 - Jun 12

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at The Berkley, Orlando in Kissimmee, you'll be a 5-minute drive from Flamingo Crossings Town Center and 8 minutes from Walt Disney World® Resort.

Pool

Hot Tub

Pool, Hot Tub+Game Rm, Mins to Disney & Universal | Sunshine Ridge by AvantStay

Kissimmee FL

Located in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and Island H2O Live!.

Pool

Hot Tub

Spacious 5-bedroom house, mins from Disney World & major attractions

Kissimmee FL

With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club.

Pool

Kitchen

3 bedroom villa with oversize pool, minutes from Disney

Kissimmee FL

With a stay at this vacation home in Kissimmee (Country Creek Estates), you'll be within a 15-minute drive of Disney Springs™ and Walt Disney World® Resort.

Washer

Dryer

Themed 8BR | Arcade | 2 Theaters | Pool & Spa

Kissimmee FL

When you stay at this vacation home in Kissimmee, you'll be on the waterfront, within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center.

Pool

Hot Tub

Lovely 4-bedroom house in nice Kissimmee Disney

Kissimmee FL

$349 nightly

$390 total

Jun 15 - Jun 16

Total with taxes and fees

With a stay at this vacation home in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 9 minutes from Walt Disney World® Resort.

Pool

Hot Tub

Kids Go Wild! 8BR Disney Themed Home Pool, Kids Waterpark, Flow Rider, Gym

Kissimmee FL

With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.

Pool

Hot Tub

Upstay - 18-Guest Mansion w Pool, Games, Cinema

Kissimmee FL

With a stay at this vacation home, you'll be centrally located in Kissimmee, within a 15-minute drive of Disney Springs™ and Old Town.

Pool

Hot Tub

Disney, Resort Style, 4 BDRM, Sleeps 8, 3 Bath

Kissimmee FL

When you stay at this vacation home in Kissimmee, you'll be on a lake, a 3-minute drive from Old Town and 9 minutes from Walt Disney World® Resort.

Pool

Hot Tub

Your dream holiday home in Champions Gate

Davenport FL

With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club.

Pool

Kitchen

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

Kissimmee FL

With a stay at this vacation home, you'll be centrally located in Kissimmee, within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.

Pool

Hot Tub

Magical Home in Orlando/Disney/Close to Parks

Kissimmee FL

With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.

Pool

Kitchen

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.