
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.

Near Disney Gated LakeView Pvt Heated Pool
LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

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!

Relaxing Villa | Pool, BBQ & Ping Pong | Disney
Welcome to your dream vacation home in Orlando! Just minutes from Disney World, this stylish 6-bedroom, 4.5-bath villa is perfect for families and large groups. Relax in the private southwest-facing pool, fire up the BBQ grill, and enjoy a loft with basketball, air hockey, and ping pong. Bedrooms feature king and queen-size beds, plus Smart TVs in every room and the living room. Fully equipped and designed for comfort, this home combines relaxation and entertainment for an unforgettable stay.

Feel the Magic: 9 min Disney, Pool & Pet friendly
⨠Looking for comfort, privacy, and fun near Disney? Our home features a private pool and spa, perfect for relaxing after the parks. Optional pool heating is available for $49 per night. Thoughtfully prepared for families, the house welcomes guests, including those traveling with pets, for easy Florida days. Magic Kings House invites you to create unforgettable moments at Windsor Palms, a favorite resort among guests. Every detail has been carefully arranged to provide a memorable stay.

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! Thatās our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney⦠Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! Weāre ready for families and groups, to offer fun, comfort, and luxury.

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!

Magical 5-Bedroom Villa Near Universal's Wizarding
Ensure an enchanted holiday in Orlando. Inspired by everyoneās favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

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!

Cozy 3 bed, 2 bath home 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**

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm
Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and moreāperfect for an unforgettable getaway!
Popular amenities for Kissimmee villa rentals
Villa rentals with a pool

May Special! Star Wars Game Room Near Disney

Lakeview Villa| Heated Pool, BBQ & Near Disney

Fabulous 4 bed South facing Lake view near Disney

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

Evansvilla only 10 mins from Disney

6BR+Spa&Pool+Walk to Clubhouse+Theater+ThemedRooms

*Near Disney* Luxury Villa+PrivatePool+FreeResort

Fun Packed 5 Bedroom Villa, Pool/Spa & Game Room
Villa rentals with a hot tub

Storey Lake 10BR Villa Near Disney, Pool Waterpark

Disney-Themed Home w/ Game Room & Private Hot Tub!

The Golden Bear Villa | Private Pool & Theater

Private Pool & Free Heat - Close to Disney!

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

ā Disney parks! Luxury resort villa ⢠Private pool

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

Beautiful villa home near Disney
Private villa rentals

Fun in the Sun-Dream Solterra Villa

Casita Kissimmee!Family Vacation Villa! 8minDisney

Vacation 3 bedroom 2 bath Villa+pool

Luxury 5BR, Private Pool, Sleeps 18, near Disney

WaterView 4 miles to Disney 3Br 2Ba Pool Home

Stylish Disney Escape | Private Pool and Jacuzzi!

Kissimmee Resort Villa - Pool Heating Included

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 | $239 | $230 | $226 | $200 | $230 | $246 | $201 | $185 | $188 | $217 | $259 |
| Avg. temp | 61°F | 64°F | 67°F | 72°F | 77°F | 81°F | 83°F | 83°F | 81°F | 75°F | 68°F | 63°F |
Quick stats about villa rentals in Kissimmee

Total vacation rentals
Explore 710 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at $30 per night before taxes and fees

Verified guest reviews
Over 21,750 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
670 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wi-Fi availability
710 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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