
Villa holiday rentals in Winter Garden
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Top-rated villa rentals in Winter Garden
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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.

Endless Summer, Endless Memories
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!

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!

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.

Villa con piscina
Fabulosa villa de 4 habitaciones ,dos baños, con sala de juegos, BBQ y piscina privada. Completamente equipada para su conveniencia! Lugar céntrico. Solo a minutos de Disney y de los demás parques de atracción. A 3 minutos de Walmart, Publix y restaurantes variados. Venga con su familia y pase unas vacaciones inolvidables!La casa también cuenta con el disfrute de un área adicional en el área ,que tiene una piscina extra,canchas de tenis un parque para niños y rampa para botes y yeskit .

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!

Beautiful 4 Bedroom Pool Villa Near Disney World
This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Memorable 5BR 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.

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

Sandy's Southern Dunes Villa
This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

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!
Popular amenities for Winter Garden villa rentals
Private villa rentals

Coastal Home w/ Pool @ Emerald Island Oasis

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

Luxury 4BR Retreat | Pool & Spa + Game Room

Private Pool & Free Heat - Close to Disney!

Beautiful 4 bedrooms with South/West facing pool

25 Min to Disney-Gated Community-Free Hot Tub

Amazing Villa near DisneyWorld FREE heated-pool
Luxury villa rentals

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Close to Parks, 9Bd, Karaoke, Pool, Spa, Theater

Magical Disney House-Pool & Hot Tub,Free Waterpark

Epic Disney Villa • Hidden Arcade & Playroom!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

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

At Lakes Upscale Villa/Near to Downtown Orlando
Villa rentals with a pool

Spacious 4BR villa w/ spa & resort access

Golf Oasis-Game Room-Pool-Disney South Face Pool

Luxury 5BR Home w/ Private Pool in Windsor Island

Cozy&Peaceful Family Getaway Near Disney and more!

Amazing home 5 mins to Disney Orlando

The Golden Bear Villa | Private Pool & Theater

Sizzlin' Summer Nights at Disney Dreams Villa

Your home near Disneyworld + Club house access
Destinations to explore
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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
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
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- ICON Park
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
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