
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

*Fall Special* Sleeps 22•Pool•Spa•Frozen•Avengers

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Stunning and spacious 5 bedroom villa near Disney

Spectacular 3b/2b With Private Pool And Spa

Lakefront Private Pool Villa, 10min to Disney

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

#925 Private Spa/Pool/Game 5BD/3BA LakefrontDisney
Luxury villa rentals

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Close to Parks, 9Bd, Karaoke, Pool, Spa, Theater

Magical Disney House-Pool & Hot Tub,Free Waterpark

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

33 Disney Villa Game Room Theater Pool EV Charger

Luxury Themed Villa 9 BR | Close to Disney
Villa rentals with a pool

Lux 4BD/2BAVilla/Heated Pool/Private Backyard

Hakuna Ma'Cottage - Southern Pool, Privacy Fence!

Waterfront Luxury Villa Recent Updates!

The Dorset Shire

Private Pool & Free Heat - Close to Disney!

Beauty 4 miles to Disney 3Br 2Ba Pool Home

Epic Luxury Theme Home w/ Private Pool & Game Room

Large Pool Near Disney- Golf Course Views!
Quick stats about villa rentals in Kissimmee
Total rentals
710 properties
Nightly prices starting at
$42 CAD before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
710 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
670 properties have a pool
Destinations to explore
- Seminole Vacation rentals
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- Family-friendly rentals Kissimmee
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- Rentals with an accessible height bed Kissimmee
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- Townhouse rentals Kissimmee
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- Rentals with a washer and dryer Kissimmee
- Rentals with a home theater Kissimmee
- Rentals with outdoor seating Kissimmee
- Villa rentals Osceola County
- Villa rentals Florida
- Villa rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Old Town Kissimmee
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- ESPN Wide World of Sports
- Epcot
- Amway Center
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ChampionsGate Golf Club
- ICON Park
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Ventura Country Club