
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

Golfers! Updated! 4/3, grill, GR, pool&spa 136

Disney 8-bedroom Villa Pool Resort BBQ Game Room

Vacation 3 bedroom 2 bath Villa+pool

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Lakefront Private Pool Villa, 10min to Disney

Rest & Relax at Sunset by the Lake with SPA!

Charming 4 Bdr~ Villa near Disney

Private Pool & Free Heat - Close to Disney!
Luxury villa rentals

4mi to Disney | Games | Private Pool

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Magical Disney House-Pool & Hot Tub,Free Waterpark

EPIC! Mini Golf*Arcade*Theater*10minDisney*Theming

NEW Unique 6BR,private pool,Full game room, + MORE

Lakeview Luxury Villa with Everything!

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

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

Florida Cottage Getaway - (4958TV)

Private Family Villa w/ Pool, Game Room, Resort

Beautiful 3bed 2bath house with pool near Disney

Luxury 4BR Retreat | Pool + Game Room | Sept Deal

Beauty 4 miles to Disney 3Br 2Ba Pool Home

*Special Offer*NearDisney/LakeView/PrivatePool 5BR

Walk to Clubhouse | 6BR Pool, Theater,Themed Rooms

Quiet Villa w/ pool close to Theme Parks and golf!
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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- Cottage rentals Kissimmee
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- Condo rentals Kissimmee
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- Rentals with an accessible height bed Kissimmee
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- Villa rentals Osceola County
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- 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
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ChampionsGate Golf Club
- ICON Park
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Crayola Experience