
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

Vacation 3 bedroom 2 bath Villa+pool

Lakefront Private Pool Villa, 10min to Disney

Private Pool & Free Heat - Close to Disney!

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

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

Beautiful 4 Bedrooms on a Peaceful Conservation

10Br Rainforest - sleeps 31

NEW* villa w/ pool, spa, theater & themed spaces
Luxury villa rentals

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

Private Villa near Disney & Universal W/Pool & Spa

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Magical Disney House-Pool & Hot Tub,Free Waterpark

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

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

Rotating VR Machine, Arcade, Slide | 3mi to Disney
Villa rentals with a pool

Free Arcade! All Rooms Themed! South Facing Pool!

Best Value BnB Disney Villa W/ Private Pool & SPA

Family Clubhouse - Private Pool 5 Miles to Disney!

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Rest & Relax at Sunset by the Lake with SPA!

Dreamy 4BR Escape | Pool, Games & Spa

25 Min to Disney-Gated Community-Free Hot Tub

Quiet Villa w/ pool close to Theme Parks and golf!
Quick stats about villa rentals in Kissimmee
Total rentals
740 properties
Nightly prices starting at
£22 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
- Four Corners Holiday rentals
- Orlando Holiday rentals
- Central Florida Holiday rentals
- Saint Johns River Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Rentals with a sauna Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Hotel rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with an EV charger Kissimmee
- Fitness-friendly rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with a kayak Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Resort rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a cinema Kissimmee
- Serviced apartment rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Mansion rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with a hot tub Kissimmee
- Beachfront rentals Kissimmee
- Rentals with pools Kissimmee
- Family-friendly rentals Kissimmee
- House rentals Kissimmee
- Cabin rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with lake access Kissimmee
- Apartment rentals Kissimmee
- Tiny house rentals Kissimmee
- Lakehouse rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a fireplace Kissimmee
- Villa rentals Osceola County
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure