
Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Kissimmee
Private villa rentals

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

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Lakefront Private Pool Villa, 10min to Disney

Charming 4 Bdr~ Villa near Disney

Private Pool & Free Heat - Close to Disney!

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

Beautiful 4 bedrooms with South/West facing pool

Luxury Villa w/ Hot Tub-Grill-Private Heated Pool
Luxury villa rentals

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Magical Disney House-Pool & Hot Tub,Free Waterpark

The Golden Bear Villa | Private Pool & Theater

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

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

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

Fantastic home w/ Resort amenities included

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

Vacation 3 bedroom 2 bath Villa+pool

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Private Family Villa w/ Pool, Game Room, Resort

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

Luxury home | Lakeside Landing

Dreamy 5 Bed w/ Game Room, Pool & Themed Bedrooms!

Quiet Villa w/ pool close to Theme Parks and golf!

6Bd/5.5Ba/ Sleeps 16! Modern Mickey Villa
Quick stats about villa rentals in Kissimmee
Total rentals
710 properties
Nightly prices starting at
£22 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 Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Rentals with an accessible-height toilet Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with beach access Kissimmee
- Family-friendly rentals Kissimmee
- Flat rentals Kissimmee
- House rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- Beachfront rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a cinema Kissimmee
- Holiday home rentals Kissimmee
- Rentals with a sauna Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Guest house rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with pools Kissimmee
- Pet-friendly rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a kayak Kissimmee
- Private suite rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with an EV charger Kissimmee
- Mansion rentals Kissimmee
- Hotel rentals 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
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Crayola Experience