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, 105 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, 10 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

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, 201 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. Completely renovated in March 2021! * 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 grill, & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

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, 137 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.

4.87 out of 5 average rating, 116 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 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.

4.98 out of 5 average rating, 139 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

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, 236 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.

A spacious living area features a large sectional sofa, paired with a round coffee table. Natural light floods in through sliding glass doors that open to the pool area. Decorative accents include coastal-themed artwork and soft lighting fixtures, enhancing the inviting ambiance.

4.82 out of 5 average rating, 133 reviews

Park Place! 7 Min from Disney, Pool, Theater

Elevate your next getaway at this outstanding 5-bedroom, 3-bathroom home! Nestled in an upscale, gated community, Park Place boasts 2500 sq. ft. of beautiful living space and easily accommodates 10 guests. This home is ideal for families or a small group visiting the magical Orlando area’s countless attractions. Ideally located between theme parks, shops, and restaurants, you're perfectly situated to experience all the area has to offer!

The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.

4.96 out of 5 average rating, 226 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

HOTEL AMENITIES , Reach out to the host if you find similar cottage for cheaper prices for possible price match ( not guaranteed) WHY THIS SPECIFIC COTTAGE IN MARGARITAVILLE ??? ( In the next description we will clarify the difference between this cottage which is rented as a 3 Bedroom Elite Cottage and other different cottages in Margaritaville so you have a clear view to choose the best cottage that fits your needs : ↓ ↓

4.96 out of 5 average rating, 192 reviews

A private pool area featuring a clear blue pool with spa and surrounding palm trees. A giant outdoor chess set is visible nearby, along with a colorful tube slide leading to a vibrant bunk bed room. A game table with billiards is also showcased in the movie theater room.

Home in Four Corners

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated directly on the Jack Nicklaus PGA golf course in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with waterfall, spillover spa, STAR WARS cinema- billiards game room, incredible MARVEL kids room with integrated tube slide and double bunks, both an Xbox and PlayStation, minutes to Disney.

4.87 out of 5 average rating, 132 reviews

7754 Windsor Hills 6B Luxury Pool Home Near Disney

🌟 Welcome to Your Ultimate Windsor Hills Vacation Escape! 🌟 Discover the perfect blend of luxury, comfort, and fun in this newly renovated 6-bedroom, 4-bathroom villa at Windsor Hills Resort Orlando, located just 5 miles from Walt Disney World. With a private pool, game room, and access to world-class resort amenities, this home is designed for families and groups who want an unforgettable Orlando vacation.

The image features a collage of vibrant themed bedrooms and a modern kitchen area. One room showcases a playful bunk bed against a backdrop reminiscent of a train station, while another has colorful Disney-themed décor. A spacious living area boasts light-colored furniture and a contemporary kitchen with stainless steel appliances.

4.97 out of 5 average rating, 105 reviews

3BD/3BA Themed House Near Disney

Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out

Popular amenities for house rentals in Windsor Hills

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting pool area glows in soft blue light against the evening sky. The expansive pool features a raised hot tub, surrounded by lounge chairs and palm trees. Lush greenery enhances the serene atmosphere, creating a perfect retreat for relaxation.

4.97 out of 5 average rating, 30 reviews

Blissful Pool Villa • Bears Den • 6mi to Disney

4.81 out of 5 average rating, 27 reviews

Sweet Magnolia

A spacious living area is filled with natural light, showcasing a dark leather seating arrangement around a wooden coffee table. A geometric purple accent wall complements the decor. A dining area with a dark wood table and chairs is visible in the background, along with a decorative wall art piece.

4.96 out of 5 average rating, 46 reviews

5Bd/4Ba Game Rm Pool Spa Theater Close 2 Theme Pk

4.82 out of 5 average rating, 17 reviews

Themed Rooms with Private Pool in Kissimmee

4.78 out of 5 average rating, 9 reviews

Windsor Hills Home w/Arcade Game Room|Near Disney

A tranquil pool area features a clear blue pool and adjacent spa, both enclosed within a screened-in area. Lush greenery is visible beyond the pool deck, with a serene lake view in the background under a bright, blue sky.

4.92 out of 5 average rating, 84 reviews

Windsor Hills 5 bed/5 bath Pool Home, Games Room

An open living area features a modern sectional sofa facing a large television mounted above a sleek fireplace. Pendant lighting hangs from the ceiling, and a stylish wooden ladder leans against the wall. The space is complemented by natural light from the adjacent kitchen.

5 out of 5 average rating, 30 reviews

Magic Village Resort Gated Community Disney World

4.88 out of 5 average rating, 25 reviews

Fall Deal: Free Pool Heat, Themed Rooms, Disney!

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, 15 reviews

ClosetoDisney/southpool/4bdrm

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.

4.76 out of 5 average rating, 34 reviews

Luxurious home 2 miles from Disney - Windsor Hill

4.93 out of 5 average rating, 61 reviews

Livin' the Dream, 3Kings, Closest FREE Resort WDW

Superhost

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, 20 reviews

Dazzling 5 bedroom Windsor Hills Home 7781

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, 75 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

A spacious living area features two gray sofas facing a television mounted on the wall. A circular ottoman and a round coffee table are placed on a patterned area rug. Natural light enters through vertical blinds, and a potted plant adds a touch of greenery.

4.91 out of 5 average rating, 68 reviews

3 Bedroom / 2.5 Bath Townhome (Mins to Disney)

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.

4.9 out of 5 average rating, 49 reviews

ReDesigned | Windsor Hills | Location | Water Park

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.

4.86 out of 5 average rating, 22 reviews

Windsor Hills Town Home

Private house rentals

Superhost

A spacious two-story villa is surrounded by a manicured lawn and tropical landscaping. A paved driveway leads up to the entrance, framed by palm trees and vibrant greenery. The exterior features a light-colored stucco finish and a welcoming front porch.

4.86 out of 5 average rating, 14 reviews

5BD Formosa Gardens Near Disney (FG 7939)

A private screened patio features a dining set with a glass table and wicker chairs, overlooking a serene lake. The clear blue sky is reflected in the water, while a pool glistens nearby, creating a peaceful outdoor space.

4.98 out of 5 average rating, 44 reviews

Serene 6BR Retreat | Pool, Lake View, Near Disney

Superhost

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

Jeremy’s Windsor Hills Resort Home near Disney

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, 20 reviews

Modern home with Private Pool near Disney

4.97 out of 5 average rating, 70 reviews

Home mins to Disney, pool, arcade, waterslides

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.

4.92 out of 5 average rating, 13 reviews

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths

A game room is featured with a billiard table, framed artwork, and brick wall decor. An outdoor pool area is showcased with crystal-clear water and surrounded by palm trees. A spacious lounge area displays modern white furniture and a large television. A covered outdoor seating area overlooks the pool, offering a shaded retreat.

4.9 out of 5 average rating, 29 reviews

DLuxx Gorgeous Home close to Club At Solara 1706

A screened-in pool area is highlighted by an inviting pool and spa. Two loungers and a covered dining table offer space for relaxation. Soft lighting enhances the atmosphere, while a vibrant sunset paints the sky beyond the enclosure.