
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.

Villa Sol Quite Family Pool/Hot tub Home
Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

NEW Unique 6BR,private pool,Full game room, + MORE
Create memorable moments with family and friends in this unique,family-friendly vacation home. Comfort,positive energy and GOOD VIBES ONLY Amazing 6 BD/ 5.5 BR home for all ages. Unique,well distributed spaces suited for socializing and playing,or just relaxing.Amazing themed rooms,TVs throughout,complete kitchen, private swimming pool and BBQ area,incredible game room,with arcade games,pool table,play area,tube slide,bar and the most wanted PS5!You are guaranteed a Wild Wild Stay! Fun is Here!

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!

OMG! Disney Area, Movie Theater, Game Room & Pool!
"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney
Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

*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!

4mi to Disney | Games | Private Pool
Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included in stays after 10 Dec 2025!).

*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.

Private Pool & Free Heat - Close to Disney!
3 bed, 3 bath luxury villa in exclusive gated community 10 mins from Disney. Private pool & hot tub with free heat not overlooked by other homes. Main rooms open onto pool. Kitchen with granite counter tops. Outside bar, loungers, table & chairs. Master bedroom with double sink ensuite and twin with ensuite shower room. Queen is separate to main house providing additional privacy when travelling with friends/family. 32 inch tv's and comfortable beds with pillow top mattresses in all bedrooms

Minutes to Disney 6BR Immaculate Vacation Villa
This stunning Storey Lake Resort Villa is the perfect getaway to relax and enjoy your time in Orlando, Florida. Just minutes to Disney World & within easy reach of attractions, shopping and dining. This immaculate & exceptional villa has a heated pool and spa (no additional charge) to relax in after a busy day at the parks. Family friendly featuring Super Mario & Frozen bedrooms, as well as three king size bedrooms, along with a Harry Potter themed movie loft & Spider-Man themed game room!

Magical 5-Bedroom Villa Near Universal's Wizarding
Ensure an enchanted holiday in Orlando. Inspired by everyone’s 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.
Popular amenities for Kissimmee villa rentals
Private villa rentals

Luxury 8BD Theater Game Pool Golf Firepit - Disney

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

Rest & Relax at Sunset by the Lake with SPA!

Dog friendly, no rear neighbors, open field views.

Luxury Villa! /Game Room/ Pool Heater

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

WaterView 4 miles to Disney 3Br 2Ba Pool Home

Tranquility at Lake Wilson Preserve, lake view
Luxury villa rentals

Epic Escape Villa-Concierge-Hosted 9BR Near Disney

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

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

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

15 min2parks! 9B/Lakeview/Vgames/*Pool heat Promo

Bowling| video wall TV | theater| pool | sleeps 40

Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV

Luxury Themed Villa 9 BR | Close to Disney
Villa rentals with a pool

Casita Kissimmee!Family Vacation Villa! 8minDisney

Amazing large villa with large South facing pool!

Luxury Townhouse Near Disney | 3BR

Mickey's Pool House

Magical 5BR Themed Pool home + Game Room!

127 Stylish House close Disney Park

Perfect Disney Holiday! Private Pool, Spa, Resort!

2817 Story Lakes
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,689 GYD | G$50,039 GYD | G$48,154 GYD | G$47,317 GYD | G$41,873 GYD | G$48,154 GYD | G$51,504 GYD | G$42,083 GYD | G$38,733 GYD | G$40,827 GYD | G$46,689 GYD | G$53,598 GYD |
| 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 G$4,187 GYD 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
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
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- Aquatica
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- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
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