
Villa vacation rentals in Kissimmee
Find and book unique villas on Airbnb
Top-rated villa rentals in Kissimmee
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kissimmee villa rentals
Private villa rentals

Golf Oasis-Game Room-Pool-Disney South Face Pool

Lakefront Private Pool Villa, 10min to Disney

The Golden Bear Villa | Private Pool & Theater

Private Pool & Free Heat - Close to Disney!

Lavish Disney Villa - Theater Pool Gaming fits 26

Lux 4BRVilla w/ Hot Tub&Grill -Private Heated Pool

25 Min to Disney-Gated Community-Free Hot Tub

*Brand New!* Minutes to Disney + Free Resort!
Luxury villa rentals

8BR Mansion: Packed with Family Fun! 10min Disney

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Rotating VR Machine, Arcade, Slide | 3mi to Disney

Space Bowling Villa, POOL TV, 10 mins from Disney!

33 Disney Villa Game Room Movie Theater Pool

Luxury Themed Villa 9 BR | Close to Disney

Luxury Villa | Pool, Spa, Game Room | Near Disney
Villa rentals with a pool

5 Bed Spacious Villa in Solterra Resort

Family Clubhouse - Private Pool 5 Miles to Disney!

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Private Tropical Pool Retreat

Dreamy 4BR Escape | Pool, Games & Spa

Luxury home | Lakeside Landing

Beautiful 4 Bedrooms on a Peaceful Conservation

The Balmoral Manor: Luxurious & Bright 5BR Oasis
Quick stats about villa rentals in Kissimmee
Total rentals
740 properties
Nightly prices starting at
$41 CAD before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
730 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
690 properties have a pool
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure