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

Spacious 4 bed South Facing Pool Villa near Disney

Private Tropical Pool Retreat

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort

Charming 4 Bdr~ Villa near Disney

Private Pool & Free Heat - Close to Disney!

Beautiful 4 Bedrooms on a Peaceful Conservation

10Br Rainforest - sleeps 31
Luxury villa rentals

Blue Paradise-15 Bdrms, Sleeps 36-Theater, GameRm

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

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

Amazing New Villa! Well Maintained! Fun for all!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

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

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
Villa rentals with a pool

Stunning Private Courtyard 3 Bed Villa

Best Value BnB Disney Villa W/ Private Pool & SPA

Pizza Planet Arcade | Resort Amenities Included

The Golden Bear Villa | Private Pool & Theater

Dreamy 4BR Escape | Pool, Games & Spa

4 BED 3 BATH LAKE VIEW & POOL/SPA (sleeps 8) 4681

Tranquility at Lake Wilson Preserve, lake view

NEW* villa w/ pool, spa, theater & themed spaces
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
- 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
- Family-friendly rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
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- Resort rentals Kissimmee
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- Serviced apartment rentals Kissimmee
- Apartment rentals Kissimmee
- Cabin rentals Kissimmee
- Guest house rentals Kissimmee
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- Rentals with a fireplace Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with beach access Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Flat rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a kayak Kissimmee
- Private suite rentals Kissimmee
- Rentals with lake access Kissimmee
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- Fitness-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- House rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Villa rentals Osceola County
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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
- Magic Kingdom Park
- Epcot
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- Island H2O Water Park
- ChampionsGate Golf Club
- Blue Spring State Park
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure