House holiday rentals in Windsor Hills

A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.

4.98 out of 5 average rating, 106 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

A playful bedroom features twin beds with a colorful 'Aloha' theme. The living area showcases a dining table for six and a comfortable seating arrangement. A screened patio displays a private pool. An entertainment room is equipped with game tables and superhero-themed decor.

5 out of 5 average rating, 14 reviews

Disney Family Fun Villa

Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 142 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

A townhouse exterior is shown beneath a gentle rainbow. Flanking palm trees provide a tropical setting, while the structure features multiple windows with white frames and dark shutters. A parked vehicle can be seen in front, enhancing the suburban feel.

4.88 out of 5 average rating, 120 reviews

Disney Escape at Windsor Hills

This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

The exterior of the house displays a light blue facade with white trim and multiple windows. A well-manicured garden with shrubs borders the entrance, while a concrete pathway leads to the front door. Tall trees provide shade in the front yard.

4.88 out of 5 average rating, 216 reviews

Disney Home Windsor Hills 3BED 3BATH Pool Parking

Recently renovated. Steps to Clubhouse + no rear neighbour. 500 mb wi-fi! The Disney Vacation Home is well located: the resort is one of the closest to the parks entrances. 10 minutes away from Animal Kingdom, Epcot, Hollywood Studios and 25 minutes away from Universal Studios, Island of Adventure and Volcano Bay. With an easy access to the airport (US 192, FL 417 and I-4 roads), Downtown Orlando, Miami and all the attractions in Central Florida (Daytona Beach, Clearwater and St. Petersburg).

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

4.96 out of 5 average rating, 172 reviews

4 bedroom, south facing pool 3 miles to Disney

Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

The exterior of the house is showcased, featuring a two-story design with light-colored walls and a prominent entrance. A spacious driveway accommodates up to four vehicles, bordered by well-maintained green lawns and trees. The property is set within a landscaped community.

4.97 out of 5 average rating, 143 reviews

Highest Rated Minutes to Disney! -Newly Renovated

• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

An outdoor dining area features a large, custom-built farmhouse table surrounded by benches. Refreshments and fruit are displayed on the table, with a private pool visible in the background, enclosed by a screened lanai. Lush green grass complements the serene atmosphere.

4.95 out of 5 average rating, 208 reviews

★Completely Renovated★ 3 mi to Disney+Free Resort!

Closest FREE resort to Disney Parks! Sandpiper Shores is a 6 bedroom 4 bathroom luxury villa that sleeps 14. BEST STAR RATING - OVER 200 REVIEWS! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting, & ROCK CLIMBING WALL! * Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW grill, & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

New place to stay

Disney Escape – 5-Bed Villa with Pool

Welcome to your ultimate vacation getaway at the highly desirable Windsor Hills Resort! This modern and spacious 5-bedroom, 5-bathroom villa with a private pool, spa, themed kids’ rooms, and a fully equipped game room is perfect for large families or groups seeking comfort, privacy, and convenience. Each bedroom features its own ensuite bathroom, ensuring everyone can relax in their own private retreat after a fun-filled day exploring all the attractions Orlando has to offer.

5 out of 5 average rating, 12 reviews

Free Waterpark|Game Room|Near Dis!

Welcome to Playcation Paradise by Cosmic Vacations. This is your dream getaway in Windsor Hills Resort—just 3 miles from Disney World, 15 miles from Universal, and only 0.4 miles to Windsor Hills’ incredible amenities! Enjoy your private pool and spa, or have a blast in the custom game room with commercial-grade arcade games set to free play. Plus, you’ll have free access to Windsor Hills’ top-tier amenities, including a lagoon-style pool, water slides, and sports courts.

A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.

5 out of 5 average rating, 239 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

4.98 out of 5 average rating, 176 reviews

*Private Modern Oasis: Pool, Spa, Cinema, Arcades

Experience the perfect blend of STYLISH DESIGN, LUXURIOUS COMFORT & ENDLESS ENTERTAINMENT in this stunning home at Reunion Resort. Enjoy a sprawling 2400 ft² southwest-facing pool deck with outdoor kitchen, private pool & overflow spa, plus no rear neighbors. Inside, find a movie room, billiards game room, STAR WARS & FROZEN II kids’ theme rooms with tube slide, and both Xbox & PlayStation for nonstop fun.

Popular amenities for house rentals in Windsor Hills

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A collage of images showcases the villa's vibrant interiors and amenities. The staircase features colorful beach-themed decor. The open living area contains comfortable seating and artistic wall murals. Bedrooms are themed with playful elements, and the outdoor area features a private pool and spa surrounded by greenery.

4.95 out of 5 average rating, 20 reviews

Paradise Cove at Windsor Hills Resorts

A collage showcases a vibrant water park with colorful slides, a game room featuring a pool table and retro arcade games, a spacious villa exterior with palm landscaping, and a sunlit pool area enclosed by a screened lanai, inviting relaxation.

4.78 out of 5 average rating, 36 reviews

Luxurious home 2 miles from Disney - Windsor Hill

An expansive lagoon-style pool is surrounded by lush palm trees and comfortable seating areas, inviting relaxation. Below, a dining table is set with white plates, bowls, and cutlery, arranged on a decorative placemat, showcasing a cozy dining atmosphere.

4.96 out of 5 average rating, 81 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

4.8 out of 5 average rating, 10 reviews

Windsor Hills Home w/Arcade Game Room|Near Disney

A private heated pool area is surrounded by a screened enclosure, featuring lounge chairs and outdoor dining options. The pool is complemented by multi-colored lights, creating an inviting space. The image also includes three themed kids' bedrooms, showcasing vibrant decor and comfortable sleeping arrangements.

4.9 out of 5 average rating, 68 reviews

Themed Windsor Hills 6BR Private Pool Gameroom

An immersive game room features themed decor, multiple gaming stations, and comfortable seating. Bunk beds create a playful atmosphere in a Star Wars-themed bedroom. A stylish living area displays modern furniture and decor, while a private pool area is surrounded by screens, showcasing outdoor seating and lush greenery.

4.87 out of 5 average rating, 31 reviews

5 BR Oasis By Disney | Game Rm + Themed BRs + Pool

An outdoor dining area is displayed, featuring a white table surrounded by six grey chairs. A large TV is mounted on the wall, showcasing a performance. A stainless steel grill is positioned nearby, complemented by drinks and a platter of fresh strawberries on the table.

5 out of 5 average rating, 39 reviews

Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm

A private backyard oasis features a heated pool and hot tub, framed by a screened enclosure. Large sun loungers are placed on the pool deck, offering a relaxing space. The scenic view includes lush greenery with no rear neighbors, ensuring privacy for guests.

4.86 out of 5 average rating, 36 reviews

Family Disney Home | Pool | Game Room | Hot Tub

Weekly house rentals

A single-story home with a light blue exterior is framed by well-maintained greenery and a palm tree. The front porch is marked by arched windows and a double garage door. A clear path leads to the entrance, offering an inviting first impression.

5 out of 5 average rating, 20 reviews

ClosetoDisney/southpool/4bdrm

4.97 out of 5 average rating, 38 reviews

4 Miles to Disney! Private pool -5 Bedroom Home

4.96 out of 5 average rating, 24 reviews

Charlie's Funhouse and Games near Animal Kingdom

A serene pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a built-in hot tub. Two white lounge chairs are positioned alongside the pool, surrounded by lush greenery visible through the screens.

4.83 out of 5 average rating, 81 reviews

Windsor Hills Resort Home Disney Free Pool Heat

A vibrant gaming room features a blend of classic arcade machines and modern gaming consoles. Two large screens display colorful graphics, while two Daytona USA racing machines and various arcade units provide entertainment. A sleek red and black couch offers comfortable seating in this lively space.

4.94 out of 5 average rating, 84 reviews

Ultimate Adventure Villa Top Rated 5 Star Disney m

The image showcases a colorful game room featuring themed decor, cozy lounging spots, and engaging game tables. A separate view displays a vibrant community water park with palm trees and pool areas. The combined images highlight the fun and relaxation available in the villa's surroundings.

4.91 out of 5 average rating, 53 reviews

ReDesigned | Windsor Hills | Location | Water Park

4.97 out of 5 average rating, 73 reviews

Home mins to Disney, pool, arcade, waterslides

5 out of 5 average rating, 17 reviews

Luxury Home | Pool, Spa | Game Room | Golf View

Private house rentals

A movie room designed for family entertainment features comfortable seating arranged in rows facing a large screen displaying animated characters. The walls are dark, enhancing the cinematic experience, while a framed movie poster adds a touch of décor to the space.

4.79 out of 5 average rating, 112 reviews

*Windsor Hills Ohana Oasis* 4/4 Disney Pool Home

A dining area features a long wooden table set for ten, accompanied by white upholstered chairs. Decorative plates and turquoise glasses are arranged neatly. Large windows allow natural light to fill the space, and modern artwork adorns the walls, enhancing the overall aesthetic.

4.9 out of 5 average rating, 21 reviews

Dazzling 5 bedroom Windsor Hills Home 7781

A single-story residence is framed by lush green grass and tropical landscaping. Palm trees and ornamental plants are positioned near the entrance, while a wide driveway leads to a two-car garage. Large windows allow natural light to illuminate the inviting façade.

5 out of 5 average rating, 22 reviews

Modern home with Private Pool near Disney

5 out of 5 average rating, 30 reviews

BRAND NEW 3 mi to Disney Clean Modern Diamond

A spacious living room features comfortable seating arranged for relaxation and entertainment, while a large window allows natural light to brighten the area. The dining space is visible, seamlessly connected to the open kitchen design. The heated pool area showcases inviting blue water with a surrounding patio.

4.87 out of 5 average rating, 161 reviews

Contemporary Lakefront Villa, Minutes from Disney

An open-plan living area features a comfortable sofa beside a wooden coffee table, set against a backdrop of a vibrant landscape artwork. A well-equipped kitchen with modern cabinetry and bar seating is visible, illuminated by natural light flowing through large windows.

4.97 out of 5 average rating, 168 reviews

Luxury 2 Master Suite Pool Hot Tub Pool Table BBQ

The exterior of a light blue house features a welcoming entrance with a dark blue door and decorative molding. Large windows allow natural light to illuminate the interior, surrounded by well-maintained green shrubs. The pathway leads up to the entrance, enhancing accessibility.

4.79 out of 5 average rating, 24 reviews

Windsor Hills Town Home

An inviting private pool area is shown within a screened enclosure, featuring clear blue water and a rounded pool shape. Comfortable outdoor seating is placed beside the pool, with lush greenery decoratively lining the wall, enhancing the tranquil space.