
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

Disney 8-bedroom Villa Pool Resort BBQ Game Room

Coastal Home w/ Pool @ Emerald Island Oasis

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Lakefront Private Pool Villa, 10min to Disney

Private Family Villa w/ Pool, Game Room, Resort

Rest & Relax at Sunset by the Lake with SPA!

Private Pool & Free Heat - Close to Disney!

Rotating VR Machine, Arcade, Slide | 3mi to Disney
Luxury villa rentals

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

The Golden Bear Villa | Private Pool & Theater

EPIC 10 min Disney Villa~Mini Golf~Arcade~Theater

Epic Disney Villa • Hidden Arcade & Playroom!

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

Lakeview Luxury Villa with Everything!

Space Bowling Villa, POOL TV, 10 mins from Disney!

Top Rated Luxury Villa @ Storey Lake mins 2 Disney
Villa rentals with a pool

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

Private Tropical Pool Retreat

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

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

6BD/ 6 BA Sleeps 13! Storey Lake (4528 TB)

Tranquility at Lake Wilson Preserve, lake view

The Balmoral Manor: Luxurious & Bright 5BR Oasis

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
£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
- Orlando Holiday rentals
- Saint Johns River 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 a hot tub Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with pools Kissimmee
- Apartment rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with an EV charger Kissimmee
- Beachfront rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with beach access Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a sauna Kissimmee
- Cabin rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Holiday home rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Pet-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Beach house rentals Kissimmee
- Family-friendly rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Tiny house rentals Kissimmee
- Flat rentals Kissimmee
- Guest house rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Private suite rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Resort rentals Kissimmee
- House rentals Kissimmee
- Mansion 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
- 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
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Crayola Experience