Villa holiday 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, 283 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 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, 111 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!

4.97 out of 5 average rating, 114 reviews

7BR Stunning Resort Villa Free Spa & Pool Heat

Expansive7BR Stargazer Villas Orlando area vacation home is close to Disney World & includes complimentary heated pool & spa. Within the gated community of Solara Resort, enjoy fantastic amenities like the wave simulator, water park, fitness center, sports courts, and dining. Perfect for memorable family adventures our renovated modern design villa ensures each day is filled with joy, comfort, and unforgettable memories in the heart of Florida's magic, creating the ultimate vacation 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, 128 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, 148 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!

Villa in Championsgate Village

An entertainment area is visible with a pool table positioned under a modern light fixture. Nearby, a cozy seating arrangement surrounds a circular table, while large windows offer natural light. A vibrant themed room is accented with bunk beds, sporty decor, and a bold area rug.

4.96 out of 5 average rating, 159 reviews

Luxury Fun Stay w/Pool/Spa/WaterPark

This stunning 5BR pool home is in the sought-after Champions Gate resort. Just 12 miles to Disney and 19 miles to Universal Studios, it's a short 9-min walk to the clubhouse, offering free access to the lazy river, fitness center, water park, movie theater, and more. With exceptional facilities, the villa comfortably accommodates up to 14 guests, making it perfect for family fun and gatherings. Enjoy a relaxing retreat near top restaurants, attractions, landmarks, and the famous Disney World!

A single-story home features a prominent entrance with arched windows and a welcoming front door. Lush green landscaping surrounds the property, while palm trees sway gently in the foreground. A two-car garage is visible, set against a backdrop of blue skies and puffy clouds.

4.93 out of 5 average rating, 131 reviews

Themed Resort Villa | Pool | Spa | Mins to Disney

The Magic Escape – a luxurious 4-bedroom, 3-bath home in the gated Windsor Palms resort, known for its cleanliness and thematic allure. Just a short drive from Disney World, this retreat has two master suites with en-suite bathrooms, a Mickey Mouse themed bedroom, and a Harry Potter themed bedroom. Enjoy a private, air-conditioned Star Wars movie theater and Marvel game room with shuffleboard and foosball. The private pool and spa, under an enclosed lanai, ensure your privacy and relaxation.

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.

4.89 out of 5 average rating, 127 reviews

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

Embark on a galactic adventure in our Star Wars-themed 7-bedroom, 4.5-bathroom villa just 3 miles to Disney. Close to Celebration, Old Town & downtown Orlando, this retreat features a fully equipped kitchen, private pool & patio. Each room transports you to iconic Star Wars locations like Tatooine, Mos Eisley Cantina, Jabba's Palace, Dagobah, Death Star, Coruscant, Millennium Falcon & Bespin. The community offers resort amenities including pools, trails, gym, mini golf, tennis & basketball.

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, 150 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

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

4.91 out of 5 average rating, 249 reviews

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!

An overview of luxury amenities includes a vibrant water park with slides, a spacious pool surrounded by palm trees, and a modern game room featuring foosball and striking wall art. Nearby, a tranquil bedroom setup and an inviting private pool are also highlighted.

4.98 out of 5 average rating, 106 reviews

Luxury Villa in Windsor Hills Resort, 2 miles / 5

4 bed and 4 bath LUXURY VILLA located in the top rated WINDSOR HILLS RESORT, just 2 MILES / 5 MINUTES AWAY from Walt Disney World This Villa is newly renovated, immaculately clean, and has all you need for a fun and comfortable vacation. The Villa offers the ultimate game room, outdoor dinning, and a screened private pool & spa. All guests also have access to resort amenities. Lots of entertainment for all. * Security Deposit Required with reservation

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

4.92 out of 5 average rating, 124 reviews

Gorgeous 3 bed, 2 bath villa 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**

Popular amenities for Windsor Hills villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

5 out of 5 average rating, 13 reviews

Casita Kissimmee!Family Vacation Villa! 8minDisney

4.9 out of 5 average rating, 72 reviews

4 Miles to Disney - Pretty In Pink

The open living area features a spacious L-shaped black leather couch set around a circular accent rug. Art displays adorn the walls, and natural light floods the room through large windows. A dining area with a modern table and chairs is visible in the background.

4.88 out of 5 average rating, 93 reviews

Jabba the House – Southern Pool, Star Wars Themed!

4.78 out of 5 average rating, 18 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

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.

4.94 out of 5 average rating, 50 reviews

Rest & Relax at Sunset by the Lake with SPA!

A lively game room is showcased, featuring bright blue flooring and vibrant wall colors of pink and green. Retro arcade machines line one side, while a play area includes a two-story playhouse and colorful seating, providing a fun retreat for guests of all ages.

4.96 out of 5 average rating, 110 reviews

Epic Disney Villa • Hidden Arcade & Playroom!

The image showcases a bright living area featuring a colorfully themed Mickey blanket draped over a spacious bed. A view of the outdoor pool and hot tub area is visible through a large window, with dining space in the background, highlighting seating arrangements and decor.

4.96 out of 5 average rating, 85 reviews

Disney, Pool, Hot Tub, Gym!

A modern kitchen is equipped with white shaker cabinets and stainless steel appliances, featuring a spacious island with seating for four. A blue tiled backsplash adds a pop of color, while bright overhead lights illuminate the area.

4.9 out of 5 average rating, 82 reviews

4 Bdrm Villa, 2 miles from Disneyworld at Windsor

Luxury villa rentals

The Marvel-themed game room features vibrant wall art and iconic character posters. Equipped with a foosball table and comfortable gaming chairs, this space is designed for entertainment and fun. Bright lighting highlights the colorful décor, creating an engaging atmosphere for family and friends.

4.98 out of 5 average rating, 167 reviews

Sleeps 20✦Free Pool Heat✦15 min to Disney✦Hot Tub

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, 115 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.

4.98 out of 5 average rating, 123 reviews

Poolside Movies | 3Min.Walk to Waterpark| Game Roo

An interactive stage area is presented, featuring musical instruments including an electronic drum set and keyboard. A large mural of a guitar and palm trees creates a vibrant backdrop. The space is equipped with seating and surrounded by a lush green carpet.

4.97 out of 5 average rating, 116 reviews

Luxe Villa/15min2parks/Lakeview/Vgames/Theater

4.99 out of 5 average rating, 136 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

4.92 out of 5 average rating, 125 reviews

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

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, 107 reviews

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

Aerial view of the Solara Resort showcases a large swimming pool surrounded by palm trees and lounge chairs. Outdoor dining areas are visible, along with recreational facilities like basketball courts and water attractions, set against a backdrop of well-maintained greenery.

5 out of 5 average rating, 112 reviews

Solara Resort Luxury Retreat-Kid + Family Paradise

Villa rentals with a pool

The open-plan living area features a spacious L-shaped sofa and a large wall-mounted Smart TV. Light-colored walls enhance the bright atmosphere, while natural light filters in through the window. A stylish black and white accent chair adds a unique touch to the space.

4.94 out of 5 average rating, 17 reviews

20% OFF |Family Villa|5BR (4 EN-SUITE)|Pool |Game

5 out of 5 average rating, 6 reviews

Newly Renovated 6 Bedroom Windsor Hills Disney Hom

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.

4.74 out of 5 average rating, 23 reviews

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

The outdoor dining space features a large table set with vibrant plates and glassware under a screened enclosure. A glistening private pool is visible in the background, surrounded by lush greenery. Bright patterns on the table linens add a cheerful touch.

4.9 out of 5 average rating, 10 reviews

Starlight Magic 7BR Disney Villa + BBQ

The pool deck features a spacious swimming pool surrounded by a screened enclosure. Four sun loungers are positioned nearby, accompanied by a cantilevered umbrella for shade. The tranquil conservation area is visible in the background, providing a peaceful setting.

4.98 out of 5 average rating, 53 reviews

Beautiful 4 bedrooms with South/West facing pool

The image highlights a private pool area featuring a sparkling blue pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and a relaxing spa is integrated into the design. A vibrant game room with themed decor and a pool table is also included, providing entertainment options.

4.97 out of 5 average rating, 34 reviews

Luxurious home 2 miles from Disney - Windsor Hills

4.85 out of 5 average rating, 27 reviews

A spacious pool area is surrounded by palm trees, featuring a large swimming pool and lounge chairs arranged around it. The elegant clubhouse with a sloped roof is visible in the background, complemented by the horizon line of nearby buildings and lush greenery.

Villa in Four Corners

Reunion Resort 5 Star Resort Near Disney World

The living area features two brown leather sofas facing a coffee table with a chess set. A wall-mounted flat-screen TV is above a black console table. The room is decorated with Harry Potter-themed artwork, and natural light streams in through sliding glass doors.