Villa vacation rentals in Windsor Hills

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

4.82 out of 5 average rating, 275 reviews

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.

A private pool area is enclosed by a screen, showcasing clear waters reflecting the sky. A colorful inflatable float adds a playful touch beside a grassy landscape and glimmering water beyond. Sunlight bathes the scene, enhancing the tranquil atmosphere.

4.94 out of 5 average rating, 191 reviews

3mi to Disney Heated Pool Arcade Villa Sleeps 10

Relax and enjoy a peaceful vacation with family and friends at our beautiful home only 3 miles from Disney World. Our newly renovated game room is equipped with 4 Arcade Machines, Pool Table & Air Hockey. Enjoy the private pool and a fully equipped kitchen. Just recently upgraded smart home with smart color LED lights throughout. Our community is the closest to Disney and other theme parks. We are located 6 mins from attractions, dining & shopping. Spa/sauna avail @ clubhouse Just renovated pool

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

4.99 out of 5 average rating, 137 reviews

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!

A private pool area is enclosed with a screened patio. The pool features a built-in spa and a spacious deck, providing ample space for relaxation. Comfortable seating options are arranged nearby, overlooking the water. The area is designed for leisure and comfort.

4.9 out of 5 average rating, 107 reviews

Luxurious Pool Villa, Minutes From Disney World

Enjoy the big private pool after a long day at the themes park with family. Sun bath in a spacious pool deck all day or get a back massage by our spa. The villa had a gentle light system combined with the main cold color tone to create a feeling of comfort and relaxation. Your kids will love the Mickey twin beds and the game room very much. Our villa located within 5-15minutes of majors shopping center/outlets, restaurants, bars, water park, and themes park. We had everything, just missing you!

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

4.97 out of 5 average rating, 141 reviews

*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!

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

4.98 out of 5 average rating, 120 reviews

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!).

4.99 out of 5 average rating, 132 reviews

A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.

Villa in Osceola County

*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.

The image captures a view from the pool, showcasing the villa's large glass windows and covered outdoor seating area. Loungers are positioned around the pool, offering ample space for relaxation. The sparkling water reflects the modern architecture above, framed by a screened enclosure.

4.93 out of 5 average rating, 98 reviews

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

The exterior of a two-story home is showcased, featuring a well-manicured lawn and palm trees in the front yard. A spacious driveway leads to a garage with a white door, while the house displays a neutral color scheme and large windows allowing natural light.

4.93 out of 5 average rating, 107 reviews

Disney Dream Villa- 10 Minutes From Disney!

Get ready for the home of your dreams! Disney Villa is a spacious 5 bedroom, 3.5 bathroom home that is inspired by the magic of Disney, and is about 10 minutes from the parks! This home sleeps a whopping 10 people, perfect for large families! The home also has a living room, dining room, full kitchen, a game room, laundry area, and a private pool and lanai area. Guests have access to Windsor Palms' many on-site amenities. If you're looking to be close to the magic, this is the home for you!

Villa in Championsgate Village

A vibrant game room displays an air hockey table and foosball station, with colorful LED lights casting an engaging glow. An adjoining indoor theater features plush seating and a large screen, while a private pool area invites relaxation, surrounded by lush greenery and floatation devices.

4.97 out of 5 average rating, 102 reviews

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!

The outdoor living space features a cozy seating area surrounding a fire pit and a large dining table. A private swimming pool is illuminated in blue, with sun loungers lining the edge. The backyard is framed by palm trees, creating a tropical ambiance at dusk.

5 out of 5 average rating, 113 reviews

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! min from Disney, one of the closest villa resorts. Tons of shopping and dining nearby!

The image showcases a vibrant collage of the villa's features. The top left displays a colorful Encanto-themed bedroom with a playful bed. The top right features the modern living area with large windows and comfortable seating. The bottom left presents a private pool area, and the bottom right highlights a Mario-themed game room with arcade games.

4.98 out of 5 average rating, 124 reviews

Magical 5BR Family Vacation Villa

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.

Popular amenities for Windsor Hills villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Superhost

An outdoor view of a screened private pool area shows a refreshing pool surrounded by lounge chairs, with a tranquil landscape in the background. The enclosed space provides interruption-free relaxation.

4.7 out of 5 average rating, 20 reviews

Funtastic Villa 6br4ba,pool, sleeps 14-Near Disney

4.81 out of 5 average rating, 26 reviews

Amazing home 5 mins to Disney Orlando

The image showcases a vibrant gaming area with a glowing dance floor, a relaxing outdoor space featuring lounge chairs near the pool, a themed sleeping area with bunk beds, and a foosball table positioned in a cozy game room filled with colorful lighting.

4.96 out of 5 average rating, 57 reviews

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

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

4.95 out of 5 average rating, 96 reviews

Luxury Villa! /Game Room/ Pool Heater

4.96 out of 5 average rating, 23 reviews

Epic Luxury Theme Home w/ Private Pool & Game Room

Villa in Championsgate Village

4.97 out of 5 average rating, 86 reviews

Minnie Mansion II 8 Bedroom Luxury Villa w/Arcade

A private outdoor pool area is framed by lush palm trees and tropical plants. A pink flamingo float is centered in the clear water, while a hot tub and poolside seating are positioned nearby, offering a relaxing atmosphere for guests.

4.98 out of 5 average rating, 41 reviews

Epic 8BR Villa Theater Pool Sauna Gaming at Disney

The private pool area is illuminated with soft lighting, reflecting on the water's surface. The pool includes a spa section, both surrounded by a screened enclosure that offers views of the tranquil lake and surrounding landscape.

4.87 out of 5 average rating, 54 reviews

Lakeside villa. Full remodel for 2026. New pool!

Luxury villa rentals

Superhost

5 out of 5 average rating, 3 reviews

The Keys Villa

Superhost

The themed bedroom showcases a king-sized bed adorned with a textured teal coverlet. A large AT-AT mural in the background complements the vibrant blue walls depicting a tropical Star Wars landscape. Two green and patterned pillows add a playful touch to the bedding.

4.71 out of 5 average rating, 14 reviews

BEST HOUSE! StarWars, HPotter, Princesses, Pirates

A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.

4.94 out of 5 average rating, 111 reviews

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

A spacious living area is presented with a comfortable sectional sofa adorned with various cushions. A large, circular coffee table sits atop a soft rug, while a vibrant mural featuring a sunset over hills acts as a striking backdrop. Warm orange curtains frame the windows, enhancing the inviting ambiance.

4.9 out of 5 average rating, 113 reviews

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.

4.97 out of 5 average rating, 117 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

4.97 out of 5 average rating, 116 reviews

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

A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.

4.99 out of 5 average rating, 138 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

4.97 out of 5 average rating, 106 reviews

A private pool is framed by a stone patio, with lounge chairs positioned nearby for relaxation. Lush greenery and palm trees surround the area, creating a serene outdoor environment. A spa is positioned next to the pool, providing an inviting space for relaxation.

Villa in Four Corners

The Golden Bear Villa | Private Pool & Theater

Villa rentals with a pool

5 out of 5 average rating, 10 reviews

Casita Kissimmee!Family Vacation Villa! 8minDisney

A spacious living room features a large sectional sofa facing a flat-screen television. An elephant artwork adorns the wall, and natural light filters in through expansive sliding glass doors, leading to an outdoor seating area. A neutral color palette complements the wooden flooring.

4.78 out of 5 average rating, 146 reviews

Amazing pool house - 10 MIN FROM DISNEY ORLANDO

The living area features a contemporary design with high ceilings, light-colored walls, and large windows providing access to natural light. A sectional sofa faces a modern entertainment unit with a television. Stylish hanging light fixtures create ambiance, while artwork adorns one wall.

4.96 out of 5 average rating, 24 reviews

4 Suites Villa near Disney+ Hot Tub@ Magic Village

The game room features a pool table at the center, surrounded by a raised seating area and an arcade game cabinet. Dark blue and red walls complement the stylish decor, with art displayed on the walls. A flat-screen TV is mounted for entertainment.

5 out of 5 average rating, 4 reviews

6BD/4BA | Private Pool | Avengers Game Room

A serene pool area is featured, featuring a sparkling blue pool illuminated by soft lighting. A screened enclosure allows for a clear view of the Reedy Creek Lake conservation area, with patio space available for relaxation.

5 out of 5 average rating, 5 reviews

Upscale Fam Villa w/ Pool & Lake View, Near Disney

A private pool and hot tub are surrounded by a screened enclosure, showcasing crystal-clear water. Comfortable lounge chairs are positioned along the edge of the pool deck, with large glass doors offering views of the adjoining living spaces. The sky displays soft colors of twilight.

4.93 out of 5 average rating, 44 reviews

Rest & Relax at Sunset by the Lake with SPA!

4.88 out of 5 average rating, 17 reviews

Mickey's Backyard Themed 6BR with Pool

A private pool area features a heated pool and spa, surrounded by a screened enclosure. Colorful lounge chairs are positioned near the poolside, offering a relaxing space. A shaded dining set is visible, enhancing the outdoor experience in the sunny setting.