Holiday rentals with a home theatre in Windsor Hills

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!

4.94 out of 5 average rating, 186 reviews

5 miles to Disney- Private Pool - Arcade Games

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!

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, 194 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

Welcome to Windsor Hills' Gated Vacation Community! Perfect for an adventurous family vacation or a relaxing getaway in the sun. I am excited to host your stay. Your unit is located on the 3rd floor. Get a quick exercise and hike up (39 stairs) to the front door or catch a break and use the elevator located on the ground level. Once inside, enjoy the newly remodeled 2Bdr, 2Bth condo, fully equipped to accommodate your stay. We are a PET and SMOKE-FREE property. Additional cleaning fee applied.

A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.

4.98 out of 5 average rating, 172 reviews

Poolside 3Br~Windsor Hills~Waterpark~2mi to Disney

Your Windsor Hills Getaway starts here! This top-rated condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

4.97 out of 5 average rating, 135 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!

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.

4.85 out of 5 average rating, 157 reviews

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

Welcome to our Star Wars themed rental in Kissimmee, FL, just 3 miles from Disney World! Experience the ultimate vacation in a galaxy far, far away. Located in Windsor Hills Resort with a heated community pool and two water slides. The kids bedroom has Star Wars decor, twin bunk beds, and an electronic pinball machine. The condo is decorated with Star Wars artwork and a half-sized Darth Vader figure. The kitchen is fully equipped. Don't miss this chance to live out your Star Wars fantasies.

4.92 out of 5 average rating, 146 reviews

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.

Villa in Kissimmee

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!

4.96 out of 5 average rating, 145 reviews

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.

Villa in Kissimmee

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 queen bed with white linens is centered in this room, complemented by matching nightstands and lamps. Behind the bed, a large mural depicts a castle under a starry sky. A mirror reflects the room's decor, adding to the bright and open atmosphere.

4.96 out of 5 average rating, 167 reviews

Heated Mickey Pool, Frozen, Slides, Next 2 Disney

✨ Experience the magic as you step into our 3 bedroom townhome in the closest resort to the Disney Parks, Windsor Hills. Relax in your private, heated Mickey pool. Be transported to a land of ice and snow in a Frozen-themed bedroom. Watch your favorite movie on one of 4 smart TVs. Take a break from the parks by enjoying the resort pool, hot tubs, water park, movie theater, playgrounds, and more. Experience all the magic together with family and friends. Book today! ✨

A themed bedroom features two twin-sized beds with light bedding. The walls are adorned with a vibrant mural depicting beloved Star Wars characters amidst a nature backdrop. Natural light enters through a window dressed with sheer curtains, while a bedside lamp adds a subtle glow.

4.97 out of 5 average rating, 140 reviews

Star Wars Themed Br Pool w/ Free Resort Waterpark

🔮 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!

The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.

4.86 out of 5 average rating, 192 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.

A view of the resort showcases a large water park with colorful slides and play areas. The adjacent splash pool provides a refreshing retreat, complemented by lounge chairs. The vibrant theme rooms feature playful designs inspired by popular children's characters, inviting fun and relaxation for families.

4.86 out of 5 average rating, 118 reviews

Themed Pool Home 2 Miles to Disney

Welcome to your dream vacation home! - 3 bedroom, 3 bathroom themed private pool home - Newly remodeled with no carpet - Amazing theme rooms kids will LOVE - Private splash pool fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, double Olympic sized pool, playgrounds, clubhouse, and gym - Free Wifi and fast internet for your Zoom meetings

Popular amenities for Windsor Hills Accommodation with Home Cinema

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a home theatre

An aerial view of a spacious resort-style community pool area is displayed, featuring a large heated pool surrounded by lounge chairs and palm trees. The clubhouse is visible, along with a tiki bar and landscaped grounds providing an inviting atmosphere for relaxation.

4.86 out of 5 average rating, 64 reviews

King Bed• 14 min to Disney • $0 Parking • No Fees

Superhost

An expansive outdoor area features a large swimming pool surrounded by lounge chairs and palm trees. Water slides in vibrant green and blue colors lead into a separate water play area, complemented by colorful play structures. The serene landscape includes well-maintained gardens and recreational spaces.

5 out of 5 average rating, 4 reviews

Windsor Hills Resort Kissimmee.

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.

4.9 out of 5 average rating, 49 reviews

Beautiful Condo near Disney

Superhost

5 out of 5 average rating, 4 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, 47 reviews

Tuscana Gem 2 bed 2 bath condo nr Disney and Golf

4.78 out of 5 average rating, 32 reviews

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

Superhost

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.

4.86 out of 5 average rating, 14 reviews

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

A bright and inviting living and dining area features a large table set for dinner, surrounded by colorful decorations. A blue mural and modern light fixtures enhance the atmosphere. Nearby, playful artifacts and themed elements add charm, contributing to a family-friendly environment.

4.93 out of 5 average rating, 44 reviews

3BR Themed Condo • Ground-Floor + Resort Pool

Holiday House Rentals with a home theatre

The exterior of a charming blue house is framed by palm trees and vibrant landscaping. A distinctive Mickey Mouse design made of stones and plants is featured prominently on the lawn, welcoming guests with a friendly smile.

4.82 out of 5 average rating, 138 reviews

Disney 4mi, 2 King Suites, Pool•Spa • Home Theater

4.85 out of 5 average rating, 131 reviews

6BR 4B Resort Villa-4 mi. to Disney-Pool-Game Room

5 out of 5 average rating, 5 reviews

NEW!-Fun-Relaxing-Private-Beautiful Vacation Home

A cheerful bedroom features two twin beds with bright red and white bedding, complemented by decorative pillows. A playful wall mural of Mickey Mouse adds a fun touch. Light enters through a window draped with sheer curtains, while a patterned rug adds warmth to the space.

4.87 out of 5 average rating, 133 reviews

PP8962 - 4 Bedrooms w/ Pool & Resort Access

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

4.86 out of 5 average rating, 130 reviews

6BD/ 6 BA Sleeps 18! Storey Lake (2851 BD)

An enclosed outdoor space features a saltwater pool and spa, surrounded by turquoise lounge chairs. The area is sheltered by a screened roof, allowing soft light to filter through. A seating arrangement is visible in the background, providing a cozy spot for relaxation.

4.91 out of 5 average rating, 127 reviews

Disney Airbnb SaltH2O Heated South Facing Spa/Pool

A spacious bedroom features a large canopy bed with crisp white linens. Stylish lamps are placed on either side of the bed, and large windows allow natural light to brighten the space. Two baby cribs are positioned near the window, offering a safe area for infants.

4.88 out of 5 average rating, 68 reviews

:NEW: CasaD'Disney Spacious Villa- Next 2 DiSNeY

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.

4.86 out of 5 average rating, 128 reviews

Pool Retreat | 15 minutes to Disney

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, 208 reviews

Close To Disney! 3 Bedroom Condo in Windsor Palms

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.

4.91 out of 5 average rating, 116 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.

4.94 out of 5 average rating, 162 reviews

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

An aerial view captures a resort-style pool surrounded by lounge chairs and umbrellas, centered within the community. Nearby, tennis courts and a basketball court are visible, bordered by lush greenery. Ample parking spaces are noted in the surrounding area.

4.97 out of 5 average rating, 129 reviews

Sol y Mar Resort Style Condo - NO RESORT FEES

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.

4.89 out of 5 average rating, 114 reviews

Orlando MCO Florida Theme Parks Disney Universal

The living area features spacious gray sofas arranged around a wooden coffee table. A large wall-mounted TV displays scenic imagery. A dining area with a dark table and chairs can be seen in the background, along with a doorway leading to the kitchen.

4.95 out of 5 average rating, 130 reviews

Spacious Luxury Condo in Windsor Hills Resort!

A spacious living area is featured with a grey sectional sofa and an ottoman, providing ample seating. A large television is mounted on the wall, and natural light is welcomed through the arched doorway in the background, leading to a dining area.