
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.

150 Inch 4K Movie Theater Pool & Spa sleeps 16
"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

Time to relax and enjoy family time
Endless Summer Villa is the perfect vacation destination. With a game room, 4 bedrooms & 4 bathrooms, our villa is handicap accessible and perfect for families. Take a splash in the private pool or relax in one of our two master suites, each outfitted with top-quality furnishings and bedding. Let our beautifully landscaped pool transport you to a tropical paradise, all while being just a short drive away from Disney, SeaWorld, and Universal. Book your stay with Orista Endless Summer Villa today!

Enchanted Villa with Lake View 6-Bedroom in Resort
In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

Sunny Family Retreat ~ Peaceful Pool ~ Game Room
Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

8 BR Villa, Private Pool, Theater, Min to Disney!
Big and Beautiful Themed Vacation Villa in premium gated Encore Resort. Spacious main floor for entertaining large groups - bring the family and friends! Enjoy the included resort amenities a minute's walk from the front door. Or, relax around your private pool and custom summer kitchen. Enjoy big-screen movies and sound in the theater in premium loungers, and play classic arcade games! 10-15 min from Disney, one of the closest villa resorts. Tons of shopping and dining nearby!

5BR Family Vacation Villa w/Free Pool Heat
Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

OMG Private Pool Oasis! LED Lights! Mini Golf!
This is the place! Look no further for the most magical immersive dream vacay! Welcome to your own private tropical paradise oasis minutes from Disney World! In Encore Resort by Reunion (gated community) enjoy your private pool, hot tub/jacuzzi, hammock swings, tiki bar, unique mini golf experience. The LED lighting in the backyard & throughout the house will wow you! Gorgeous decor and immersive themed rooms for the kids! The perfect place for your dream family vacation!

House by the Mouse: Something for Everyone!
Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
**Exclusive Discount!** Mention **Disney Serenity** when booking 90+ days in advance for special savings! 🏡 **Welcome to Disney Serenity** – a family-friendly villa near Disney World! Enjoy a **private heated pool**, **game room**, and **cinematic home theater**. Plus, access resort amenities like a **lazy river, gym, and tiki bar**. **Wheelchair-friendly** and perfectly located for Disney & Universal adventures. Book now for a magical stay! ✨

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Walk2Clubhouse|PickleBall|Pool Movies|GameRm|Theat
Sky Lantern Manor is your dream Disney escape! With 3 luxe Master Suites and 3 themed kids’ rooms (Rapunzel, Moana & Avengers), plus a Star Wars theater, outdoor movies, karaoke, and a game room with Xbox & arcades, the fun never stops! Splash at the Oasis Club’s lazy river & slides or dive into the Retreat Club’s new waterpark. Make every moment magical—your storybook adventure starts here!

Disney area 4-bedrooms spacious villa for rent
Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.
Popular amenities for villa rentals in Kissimmee
Private villa rentals

Family villa w/ screened pool & spa

Vacation 3 bedroom 2 bath Villa+pool

Florida Cottage Getaway - (4958TV)

Lakefront Private Pool Villa, 10min to Disney

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

South facing Modern villa in quiet gated estate

The Balmoral Manor: Luxurious & Bright 5BR Oasis

*Special Offer*NearDisney/LakeView/PrivatePool 5BR
Luxury villa rentals

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

15min2parks! 9B, Pool/Spa/Theater/Karaoke/Vgames

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

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

Lakeview Luxury Villa with Everything!

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

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

Luxury Villa 6BR/6.5 BA Near Disney/Sleeps16/Pool

Casita Kissimmee!Family Vacation Villa! 8minDisney

7BR Disney Villa Escape Room+ Pool +Cinema+Game Rm

Disc rate Spacious View4bdrm SplashPool & Yoga Rm

Private Family Villa w/ Pool, Game Room, Resort

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

Beautiful 4 bedrooms with South/West facing pool

2817 Story Lakes
Quick stats about villa rentals in Kissimmee

Total holiday rentals
Explore 720 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 20,140 verified reviews to help you choose

Family-friendly holiday rentals
720 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
680 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wifi availability
620 of Kissimmee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kissimmee rentals

4.6 Average rating
Kissimmee stays receive an average rating of 4.6 out of 5 from guests
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- Villa rentals Osceola County
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Ventura Country Club

