
Villa vacation rentals in Kissimmee
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Top-rated villa rentals in Kissimmee
Guests agree: these villas are highly rated for location, cleanliness, and more.

Charming 4 Bdr~ Villa near Disney
We offer a Luxurious Villa with the things you need to enjoy your stay in the most wonderful experience possible. 4 bedrooms, 3 bathrooms,dedicated game room and private pool you will be able to enjoy all day fun while still having space to relax after a long day at Disney World. Brand new Villa extremely comfortable and well-equipped for up to 8 people, free parking,free wifi and more make it a great choice for families or groups of friends. Have fun with the whole family at this stylish place.

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.

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

*Brand New!* Minutes to Disney + Free Resort!
Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa
Embark on a galactic adventure in our Star Wars-themed 7-bedroom, 4.5-bathroom villa just 3 miles to Disney. Close to Celebration, Old Town & downtown Orlando, this retreat features a fully equipped kitchen, private pool & patio. Each room transports you to iconic Star Wars locations like Tatooine, Mos Eisley Cantina, Jabba's Palace, Dagobah, Death Star, Coruscant, Millennium Falcon & Bespin. The community offers resort amenities including pools, trails, gym, mini golf, tennis & basketball.

Pool Movies|Water Park|Movie Theater|Arcade|Themed
Enjoy our Early Bird Sale and Save! ✨ Discover an enchanting escape at Ice Saber Manor-a stunning 6 bed Villa featuring FROZEN and SPIDER-MAN rooms, 4 gorgeous master suites and endless entertainment options! Immerse yourself in cinematic wonders with a Star Wars MOVIE THEATER, belt out your favorites in the KARAOKE area or revel in our POOLSIDE THEATER! Relax in your heated POOL&SPA or enjoy our WATERPARK! Discover Disney from the comfort of this modern home nestled in a beautiful resort!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Mr. Clean's Cozy Disney Home w/ Luxury Finishes
• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

Villa with pool
Fabulous villa with 4 bedrooms, two bathrooms, a game room, BBQ, and private pool. Fully equipped for your convenience! Centrally located. Just minutes from Disney and other amusement parks. 3 minutes from Walmart, Publix, and various restaurants. Come with your family and have an unforgettable vacation!The house also has the enjoyment of an additional area in the area, which has an extra pool, tennis courts, a park for children and a ramp for boats and jet skis.

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**

Immaculate 6BR Minutes to Disney & Free Pool Heat
Immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation home is a guest favorite and has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!
Popular amenities for Kissimmee villa rentals
Private villa rentals

Family Clubhouse - Private Pool 5 Miles to Disney!

Vacation 3 bedroom 2 bath Villa+pool

Rest & Relax at Sunset by the Lake with SPA!

Luxe Windsor Hills w/Poolside Theatre & GameRoom

Luxury Villa! /Game Room/ Pool Heater

South facing Modern villa in quiet gated estate

Family Retreat Near Disney & Lake Louisa: Sleeps 7

Beautiful 4 bedrooms with South/West facing pool
Luxury villa rentals

Free Pool Heat & BBQ|Disney Nearby|Resort|Waffles

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Close2parks! 9B/Lakeview/Vgames/*Pool heat Promo

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

The Golden Bear Villa | Private Pool & Theater

Epic Disney Villa • Hidden Arcade & Playroom!

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

Crete Prestige Villa - Windsor Palms Resort

10BD Bella Vida House Private Pool (BV 287)

* Top-Rated Villa - Sleeps 14 - Free Resort *

Luxury, Fun & Comfort 7BD Home w/ Home Theater

Private Pool & Free Heat - Close to Disney!

Beauty 4 miles to Disney 3Br 2Ba Pool Home

Evansvilla only 10 mins from Disney

Quiet Villa w/ pool close to Theme Parks and golf!
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 192 | € 206 | € 198 | € 195 | € 172 | € 198 | € 212 | € 173 | € 159 | € 168 | € 192 | € 221 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about villa rentals in Kissimmee

Total vacation rentals
Explore 720 vacation rentals in Kissimmee

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

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

Family-friendly vacation rentals
720 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
680 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
620 of Kissimmee vacation rentals include wi-fi 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park






