Holiday rentals with a home theatre in Windsor Hills

4.97 out of 5 average rating, 102 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

BOOK EARLY! Rated top 1% & Guest Favorite. Our popular home fills up 3-4 months in advance. 3BR/3BA Private Pool Villa in Windsor Hills Resort, Kissimmee! Newly renovated, gated resort, 3 miles to Disney World. Modern beach-coastal design, updated kitchen, family-friendly layout. Free parking, Wi-Fi, full resort access (pool, splash park, gym, playground). Near Universal (20 min), SeaWorld (18 min), Legoland (40 min). Perfect location for vacations Disney trips, sports events, and conventions.

An expansive game room features themed decor, including a vibrant mural of a surfboarder. The private pool area, enclosed with a screen, showcases a clear blue water surface surrounded by spacious lounge chairs. Aerial views of the community pool and water park amenities are also visible.

4.83 out of 5 average rating, 144 reviews

Magical Adv 5 Star Villa Movie Room Arcade Pool an

Experience enchantment at Magical Adventure Villa, a top-rated 6-bedroom and 4-bath home for 12 guests. Conveniently located in Windsor Hills Resort, just 2 miles from Disney World®. Experience the highly acclaimed getaway that has garnered rave reviews. Enjoy a private pool, home theater, and a thrilling arcade. Unleash your inner Jedi at the state-of-the-art Star Wars gaming center with a movie theater, Xbox One, Nintendo Switch, and immersive 3D designs. *Work vehicles are not permitted to b

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, 131 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!

4.95 out of 5 average rating, 201 reviews

Townhouse in Kissimmee

Themed room Walk to amenities 5 miles to Disney

Just 4 miles from Disney, our luxury townhome is your family’s perfect escape! With a private splash pool, brand-new 65” Smart TV, and family-friendly gear (stroller, pack n’ play, high chair), you’ll have everything needed for a carefree stay. Located across from Windsor Hills Resort’s clubhouse, enjoy resort perks like a pool, splash pad, fitness center, and theater! Sleeps 8 comfortably with 3 en-suite bedrooms, including a themed Disney beach kids’ room. Fun, comfort, and convenience await!

A vibrant water park area features colorful slides and splash pads. Water sprays from various playful fixtures, and guests can be seen enjoying the amenities. The backdrop includes a multi-story building with palm trees surrounding the area, providing a fun and engaging environment.

4.95 out of 5 average rating, 115 reviews

Newly Renovated Condo! 1.5 miles from Disney World

Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

A spacious living area is seen, featuring a large sectional sofa adorned with decorative pillows. Natural light enters through expansive glass doors, providing a view of the backyard and pool area. Elegant light fixtures hang from the ceiling, complementing the neutral color palette.

5 out of 5 average rating, 109 reviews

Cinderella's HolidayVilla-Minutes from Disney-NEW!

• 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 FULLY REMODELED in Sept 2022!

4.97 out of 5 average rating, 157 reviews

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.

Villa in Kissimmee

*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!

4.95 out of 5 average rating, 102 reviews

Disney Family Vacation Deal! Windsor Hills+Pool

Perfect for families traveling to Disney, our spacious 3 bedroom condo at Windsor Hills offers resort-style pools, waterpark access, and fun Disney-themed bedrooms just minutes from Disney World. What Makes It Special: - Walk to the resort’s pool & waterpark - all included! - Complimentary fast Wi-Fi + free parking - No hidden resort fees - Family & kid-friendly rooms with Disney themes - Fully equipped kitchen Superhost (nearly 100 reviews!) , Guest Favorite, Excellent customer service!

4.74 out of 5 average rating, 156 reviews

A private splash pool is visible, surrounded by a fully screened-in area, providing a safe environment. Nearby, a vibrant water park can be seen, featuring colorful slides and play areas. The living space showcases modern furnishings, inviting family gatherings, and themed decor appealing to children.

Townhouse in Kissimmee

Themed Pool Home 2 Miles to Disney

Welcome to your perfect getaway! - Newly remodeled 3 bedroom, 3 bathroom themed private pool home - Amazing theme rooms kids will LOVE - Private splash pool fully screened-in - Free Wifi and fast internet for your Zoom meetings - Access to Windsor Hills Resort amenities, including a NEW WATER PARK - 24-hour security in a gated community - Just 2 miles from Disney and close to shopping and dining - Don't let the fun end at the parks - Every bedroom is themed!

4.87 out of 5 average rating, 102 reviews

Condo in Davenport

A luxurious living just 15 min/Disney!

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

4.97 out of 5 average rating, 146 reviews

The open living area features a spacious grey sofa adorned with colorful cushions. A multi-colored area rug lies beneath a glass coffee table. Large windows invite natural light, offering views of the screened-in lanai and pool area, while a modern ceiling fan provides ventilation.

Townhouse in Kissimmee

Star Wars Br Pool Free Waterpark 2.5 mi to Disney

🔮 2 mi to Disney 🤿 Free Waterpark 🏋️Gym 📺 Smart TVs & Cable 🏊‍♂️ Heated pool 💲 Free Pool Heating 🔐Gated Resort 🎬Movie Theater 🕹️ Arcade 👩‍🍳Fully Stocked Kitchen 🎥 Themed Room 🏀Playgrounds Welcome to Sunny Star Wars home in Windsor Hills Resort, only 10 mins from Disney. Experience open living, sunshine, and safety in our gated community. Welcome home to create cherished memories!

4.96 out of 5 average rating, 208 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.

Popular amenities for Windsor Hills Accommodation with Home Cinema

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a home theatre

An aerial view captures the amenity center surrounded by lush landscaping and palm trees. The heated pool, jacuzzi, and children's splash pad can be seen alongside tennis courts. The well-maintained resort grounds feature pathways and parking areas, set within a scenic residential environment.

4.88 out of 5 average rating, 52 reviews

Disney Close. Resort Savings. Family Paradise. YES

A living area features a comfortable sofa adorned with colorful cushions, complemented by a blue armchair with a yellow accent pillow. A wooden coffee table sits centrally, while a flat-screen TV is positioned on a dark wood console. Natural light enters through sliding glass doors, leading to a private balcony.

4.87 out of 5 average rating, 53 reviews

Beautiful Condo near Disney

4.8 out of 5 average rating, 5 reviews

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

A spacious pool area is surrounded by lush tropical plants and palm trees. The clear blue water reflects the bright sky. Lounge chairs and umbrellas are positioned around the pool, creating inviting spots for relaxation. The vibrant pink flowers add color to the serene landscape.

4.98 out of 5 average rating, 57 reviews

Tuscana Gem 2 bed 2 bath condo nr Disney and Golf

5 out of 5 average rating, 24 reviews

Modern/beautiful Mediterranean Oasis Near Disney

4.8 out of 5 average rating, 40 reviews

1st Floor • $0 Parking • No Fees • 14 mins Disney

A refreshing scene by the poolside is presented, with a large straw hat resting beside a tray. A glass pitcher filled with water infused with lemon slices stands next to two glasses, reflecting the bright blue sky and fluffy clouds above.

4.97 out of 5 average rating, 37 reviews

Family Stay Near Disney 3BR/2BA

A large, inviting swimming pool is surrounded by palm trees and lounge chairs. The pool features a gradual entrance and crystal-clear water, with the community center visible in the background. A bright blue sky casts a calming ambiance over the area.

4.8 out of 5 average rating, 25 reviews

King Bed • 14 min to Disney • Crockpot • 5 to Shop

Holiday House Rentals with a home theatre

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 122 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

4.76 out of 5 average rating, 139 reviews

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

A themed bedroom features a custom bunk bed designed as a tree, adorned with colorful decorations. The room is illuminated with soft blue lights, and a mural depicting a fantasy landscape covers the walls, creating a magical atmosphere for restful sleep.

4.96 out of 5 average rating, 27 reviews

Charlie's Funhouse and Games near Animal Kingdom

A spacious living area features a comfortable sectional sofa adorned with decorative pillows, alongside a coffee table with a small potted plant. Natural light floods the space through large sliding doors, revealing a view of the outdoor area, while a dining table is positioned in the background.

4.96 out of 5 average rating, 120 reviews

Best Location! Best Location! Villa in Kissimmee

5 out of 5 average rating, 48 reviews

Once upon a galaxy: Star Wars/fairytale retreat

4.91 out of 5 average rating, 11 reviews

Villa 2655, Heated Pool/Grill, Game Rm, & PS5

A vibrant children's bedroom is adorned with a whimsical mural depicting fairytale scenes. Two beds with elegant metal canopies frame the room, each dressed in colorful bedding featuring princess themes. Natural light filters in through a window, complementing the playful decor.

4.95 out of 5 average rating, 172 reviews

🏰 Disney Princess Crownhouse! Closest to Disney!

A spacious poolside dining area is featured, with a large table set for meals. Elegant place settings include green plates and silverware. A large screen is visible, showcasing outdoor entertainment, with colorful sunset hues reflecting through the screened enclosure.

4.94 out of 5 average rating, 82 reviews

8 Mins To Disney W/Poolside Theater & Games Room

Holiday condos with a home theatre

The aerial view showcases a large communal pool surrounded by lounge chairs and umbrellas. Nearby palm trees provide shade, and a hot tub is visible beside the pool. The clubhouse, featuring a spacious patio, is located adjacent to the pool area.

4.87 out of 5 average rating, 149 reviews

Pool Retreat | 15 minutes to Disney

An aerial view of the community water park features vibrant water slides and a children's water play area. Lounge chairs are arranged around the expansive pool, surrounded by lush greenery. Additional seating is provided near the water slides, creating an inviting space for relaxation and fun.

4.85 out of 5 average rating, 213 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

A bright living area features a comfortable brown sofa and loveseat, accented with decorative pillows. A modern coffee table is centered on tiles that enhance the spaciousness. Natural light filters through large windows, while a flat-screen TV is mounted on the wall, framed by stylish light curtains.

4.86 out of 5 average rating, 161 reviews

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

A children's bedroom is decorated with a vibrant Lion King theme. Two twin beds are covered with colorful bedding featuring characters from the movie. A bedside table with a lamp sits between the beds, and a large, eye-catching curtain depicting a jungle scene enhances the playful atmosphere.

4.95 out of 5 average rating, 225 reviews

Close To Disney! 3 Bedroom Condo in Windsor Palms

A spacious living area features a large leather sofa and wall art, creating an inviting space. The open-concept layout connects to the kitchen and dining area, while large windows allow natural light to fill the room. A vibrant resort-style pool area and water slides are visible outside.

4.96 out of 5 average rating, 160 reviews

Disney Oasis

A comfortable living area features a gray sofa and armchairs, arranged around a wooden coffee table. Light enters through a sliding glass door that opens to a screened-in lanai. A potted plant adds a natural element, and a playful Mickey Mouse artwork decorates the wall.

4.92 out of 5 average rating, 132 reviews

Disney Hideaway - *Sleeps 8*

A spacious living area features a comfortable gray couch, a wooden coffee table, and a ceiling fan. A dining space with a 6-person table is visible in the background. The decor includes abstract wall art. Bright colors characterize the children’s bunk room, which has a playful ceiling design.

4.95 out of 5 average rating, 171 reviews

⭐️New listing 2 mi from Disney/ free water park🌊

A bright and cheerful bedroom features two twin beds dressed in vibrant bedding with animated characters. A lamp provides soft lighting beside one bed, while plush toys are positioned atop the covers. A window with light curtains allows natural light to fill the room.