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, 267 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 features a sparkling blue pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned on the pool deck, with tropical landscaping visible in the background under a clear blue sky.

4.93 out of 5 average rating, 136 reviews

South facing landscaped pool and spa 4 bed 4 bath

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!

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!

A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.

4.86 out of 5 average rating, 189 reviews

Near Disney Gated LakeView Pvt Heated Pool

Lowest Cleaning fee! Free pool heating Oct 17-19! Military discnts. New Sofa, Dolby Home theatre, wall mnt 65" LED TV w/ Airplay. Dedicated Remote office. Sunset Lakes is a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing Rod/dock. Fully furnished & sparkling clean w/ 5 beds - 1 King, 2 Queens, 2 Twin beds with 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.

4.94 out of 5 average rating, 122 reviews

❤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!

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, 135 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!

4.99 out of 5 average rating, 130 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.

A private pool deck is enclosed with mesh, providing a clear view of the surrounding greenery. Two comfortable loungers are arranged beside the inviting swimming pool, adorned with orange striped towels. The peaceful outdoor space is well-lit by natural sunlight.

4.86 out of 5 average rating, 118 reviews

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!

A resort-style pool is framed by palm trees, featuring clear turquoise water. The spacious clubhouse, with a distinctive architectural style, is visible in the background, characterized by a large entryway and a welcoming facade. Green shrubs are neatly arranged around the pool area.

4.92 out of 5 average rating, 146 reviews

Top Florida Resort Pool Home 4 Miles to Disney

Step into your own beachy paradise! Just 4 miles from Disney, this 4BR/3BA Florida villa is a masterpiece of beauty and comfort. Picture yourself enjoying the resort-style pool, beach volleyball, tiki bar, and more. Your private pool and game room add an extra touch of luxury. Don't miss out on the ultimate getaway—book now and let the magic unfold! Your dream escape is just a click away. Seize the moment and secure your reservation for an unforgettable experience in this tropical haven!

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, 110 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! 10-15 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, 119 reviews

5BR Family 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.

A recreational game room is presented, featuring an air hockey table and a pool table centered in the space. Two gaming chairs are positioned near flat-screen monitors on the wall. Colorful LED lighting creates an engaging atmosphere in the room.

4.96 out of 5 average rating, 145 reviews

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

Popular amenities for Windsor Hills villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.84 out of 5 average rating, 19 reviews

Villa in Clermont

Spacious family retreat w/ pool & spa

A private pool area is framed by a screen enclosure, with views of the lake in the background. Clear blue skies and fluffy clouds reflect in the water. Surrounding greenery adds a natural touch, creating a serene outdoor space ideal for relaxation.

4.95 out of 5 average rating, 79 reviews

Lakefront Private Pool Villa, 10min to Disney

4.79 out of 5 average rating, 24 reviews

Amazing home 5 mins to Disney Orlando

A vibrant pool area features floating toys around the water. The themed bedroom showcases a spacious bed with grey bedding against a colorful mural. A green water slide spirals down into a bright play area, while a character and colorful beds highlight fun for young guests. An arcade room displays classic games alongside modern consoles.

4.94 out of 5 average rating, 51 reviews

Themed Family Pool Home 10 Min to Disney Game Room

A modern coastal farmhouse is pictured, featuring a light-colored exterior with a covered porch. Lush green lawns surround the home, and a spacious driveway provides access to a two-car garage. Trees in the background add a natural touch to the setting.

4.92 out of 5 average rating, 111 reviews

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

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, 92 reviews

Luxury Villa! /Game Room/ Pool Heater

A heated swimming pool is enclosed by screen protection, providing a clear view of the water. Surrounding greenery adds privacy, while a patio area features sun loungers and a grill for outdoor dining. Sunlight reflects off the water, creating a bright atmosphere.

4.85 out of 5 average rating, 48 reviews

South facing Modern villa in quiet gated estate

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, 99 reviews

Pool Movies|Water Park|Movie Theater|Arcade|Themed

Luxury villa rentals

The open living area features a large sectional couch in a neutral tone, arranged for comfort. High ceilings enhance the space, while a vibrant turquoise accent wall and themed artwork add color. A wall-mounted TV and decorative elements complement the coastal ambiance.

4.92 out of 5 average rating, 116 reviews

Just Renovated+Private Salt Pool/Spa+5mi to Disney

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, 110 reviews

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

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, 116 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

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, 133 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.

4.88 out of 5 average rating, 226 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

A Star Wars-themed game room is featured, complete with multiple screens displaying iconic scenes. An air hockey table and foosball setup are visible, alongside gaming chairs arranged for comfortable seating. The room is brightly lit, emphasizing the vibrant decor that adds to the entertainment atmosphere.

4.98 out of 5 average rating, 176 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

4.94 out of 5 average rating, 152 reviews

S-StoreyLake 9BR Sleeps 26 w/pool 5mil to Disney

A large wooden dining table is surrounded by eight wooden chairs, set against a backdrop of stone-like walls with arched windows. A metal chandelier hangs overhead, while a decorative knight statue stands in the corner, adding character to the atmospheric space.

4.87 out of 5 average rating, 540 reviews

Magical 5-Bedroom Villa Near Universal's Wizarding

Villa rentals with a pool

5 out of 5 average rating, 9 reviews

Casita Kissimmee!Family Vacation Villa! 8minDisney

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.

4.72 out of 5 average rating, 18 reviews

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

4.63 out of 5 average rating, 30 reviews

PlutosPad Villa

4.83 out of 5 average rating, 54 reviews

An inviting pool area is illuminated with soft blue lighting, featuring a screened enclosure. A projector screen is set up nearby for outdoor movie viewing, ensuring a cozy atmosphere for evenings by the water.

Villa in Clermont

3 Bed Villa with Pool cinema Close to Theme Parks

4.79 out of 5 average rating, 14 reviews

An aerial view showcases the spacious house surrounded by well-maintained lawns and vibrant greenery. A tranquil lake can be seen at the rear, reflecting the clear blue sky. Nearby homes contribute to a charming residential atmosphere.

Villa in Four Corners

Fabulous 4 bed South facing Lake view near Disney

The outdoor pool area features a screened enclosure allowing natural light to flood a spacious pool and attached spa. Lounge chairs are positioned on the pool deck, and surrounding greenery provides a sense of privacy.

4.99 out of 5 average rating, 82 reviews

Palm Villa | 6BR Disney Retreat + Heated Pool/Spa

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.

4.94 out of 5 average rating, 93 reviews

Private Pool & Free Heat - Close to Disney!