Apartment holiday rentals in Windsor Hills

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, 194 reviews

Poolside, Waterpark, 3Br Windsor Hills, Disney 2mi

Your Windsor Hills Getaway starts here! This beautiful condo overlooks the resort pool, waterpark with waterslides, lake and 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 and Lake! The clubhouse is steps away, with a store, food, drinks, game room arcade, movie theater and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

A cheerful family bedroom is decorated in a Mickey Mouse theme, featuring two full-size beds with vibrant blue and patterned bedding. Wall art displays colorful Mickey images, complemented by a nightstand with a lamp. A plush Mickey toy rests on one bed, adding a playful touch.

4.85 out of 5 average rating, 207 reviews

Luxurious Mickey's Dream Home!

Wonderful Mickey-themed 2 bed 2 bath condo in the Windsor Hills Resort located 2 miles from Disney World Entrance! Our Condo is a modern, clean & upgraded condo, that offers the comforts & convenience of home. Features: Granite counter-topped well-stocked kitchen, comfortable beds with clean linens, Smart TVs in all rooms, cable TV, free WiFi. Washer & dryer in unit, Valet trash pickup, with 2 elevators in the building. Free Parking, Free access to resort pool, waterpark & lots more (see below)

4.92 out of 5 average rating, 161 reviews

New Luxury Condo near Disney

A passos da piscina e parque aquático. Covid-19 safe. Wi-fi de 500 megabytes! O apartamento possui localização privilegiada: está no condomínio fechado Windsor Hills, o mais próximo dos parques. A 10 minutos do Animal Kingdom, Epcot, Hollywood Studios e Magic Kingdom e a 25 minutos dos parques da Universal. Além disso, possui fácil acesso ao aeroporto (US 192, FL 417 e I-4), Downtown Orlando, Miami e a todos os atrativos da região da Central Flórida (Daytona Beach, Clearwater, St. Petersburg).

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, 207 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. Slide and Water Park will not reopen until Wednesday, February 18th.

A vibrant outdoor water park is depicted, featuring two large water slides and a colorful kids' splash area. Surrounding palm trees provide shade, and a spacious pool area is visible in the background, inviting relaxation and fun.

4.91 out of 5 average rating, 228 reviews

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!

Welcome to your dream vacation! This 3 bedroom, 2 bath, is right on Disney's doorstep, this amazing vacation rental has all the amenities you'd put on your dream list. Two water slides, a kids splash park, walk in pool, movie theater with wheelchair access, game room, fitness center, putting green, playground, shop for snacks, and more! This condo also comes fully furnished with a washer/dryer, WiFi, elevator for wheelchair access, and more. This is sure to be your relaxation destination.

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

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.

4.98 out of 5 average rating, 121 reviews

Disney, Windsor Hills, 11 am checkout, Family,

Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

An inviting living space features a modern gray sofa centered around a round coffee table, set on a plush area rug adorned with a playful pattern. A wall-mounted fan circulates air beneath a vibrant Mickey Mouse artwork, while a dining table for four is positioned nearby.

4.93 out of 5 average rating, 187 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

4.88 out of 5 average rating, 102 reviews

Themed 3bd/2ba Condo_Water Park_ 2 miles to Disney

¡Welcome to Mickey’s Casa! Located just 2 miles away from Disney World, Windsor Hills is an upscale gated community resort offering: Resort with 24hr Security Giant Resort Pool + Sun Deck 2 Story Water Slide & Children Splash Area Gaming and Arcade Center Family Activities at Clubhouse Movie Theatre Professional Fitness Center Basketball, Tennis, Pickle Ball, and Sand Volleyball Putting Green Grills and picnic pavilion Multiple playgrounds Newly renovated Market Grill and Cafe

An aerial view captures the resort's inviting pool area, featuring a large, curvilinear swimming pool surrounded by lounge chairs. Adjacent, a water park offers colorful slides and play structures. The three-story condo is visible in the background, highlighted by lush landscaping.

4.91 out of 5 average rating, 174 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

The living area features a comfortable sofa facing a large smart TV mounted on the wall. Natural light enters through windows, enhancing the space. A round coffee table sits in the center, surrounded by potted plants, with a dining area and a modern kitchen visible in the background.

4.93 out of 5 average rating, 215 reviews

Magical Stay Near Disney & ESPN

🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

A spacious pool area is surrounded by palm trees and tropical landscaping. Sun loungers line the pool deck, and a water park with slides is visible nearby. The multi-level condo buildings create a vibrant backdrop, ensuring a family-friendly environment.

4.8 out of 5 average rating, 156 reviews

Lovely vacation condo close to Disney & Universal!

Family friendly 3 bedroom 2 bath condo on first level (handicap accessible) at Windsor Hills Resort. Gated access with private parking. Go straight to the condo with Lockbox access code. 7 minute drive to all Disney parks. As a guest you have access to the beautiful pool, hot tub, Water Park, gym, movie theater, Community Center at no extra cost. Everything is open and available.

Popular amenities for Windsor Hills apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A cozy dormitory space features two bunk beds draped with red fabric. A wooden door leads to the room, where a starry ceiling complements golden light fixtures. A Victorian-style chair and a small trunk add charm, while natural light filters through a window with red curtains.

4.93 out of 5 average rating, 60 reviews

Fully Themed Harry Potter Magical Experience!

An aerial view of a large lagoon-style pool area surrounded by lush greenery. Water slides and water park features are visible alongside a spacious deck with lounge chairs. The clubhouse is tucked behind the pool, offering additional resort amenities.

4.74 out of 5 average rating, 58 reviews

2 MI TO DISNEY WITH POOL, WATER PARK & WATER SLIDE

4.93 out of 5 average rating, 27 reviews

Lovely Place at Windsor Hills - Condo 2 bd / 2 bh

The image showcases four views, including a modern kitchen with granite countertops, a vibrant water park with slides, a spacious pool area with sun loungers, and a cozy bedroom featuring a comfortable bed and natural light from large windows.

4.9 out of 5 average rating, 29 reviews

Windsor Hills Condo Near Disney

5 out of 5 average rating, 14 reviews

Family Friendly II

5 out of 5 average rating, 43 reviews

Harry Potter Family Vacation! Near Disney + Pool!

5 out of 5 average rating, 49 reviews

Windsor Hills, 3 Bedrooms, Disney, 24/7 Security

4.98 out of 5 average rating, 53 reviews

Crete Poolside Condo near Disney - Windsor Hills R

Pet-friendly apartment rentals

4.85 out of 5 average rating, 294 reviews

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

Apartment in Davenport

Magical Champions Gate 3/2 Tuscan Penthouse

4.96 out of 5 average rating, 108 reviews

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

Apartment in Orlando

Penthouse Lakeview Minutes to Disney/ Universal

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.78 out of 5 average rating, 295 reviews

King Bed Small Studio Disney World Universal

The living room features a spacious sectional sofa and a flat-screen TV mounted on a wooden console. Large glass doors provide a view of the patio and golf course, while natural light fills the room through the sheer curtains. A potted plant adds a touch of greenery.

4.94 out of 5 average rating, 144 reviews

3 Bedroom w/large patio on Resort Golf Course

4.96 out of 5 average rating, 168 reviews

Apartment in Orlando

Magically Close to Disney- Serene LakeView Condo

4.92 out of 5 average rating, 134 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Apartment in Celebration

Pet Friendly in Orlando Area near Disney.

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.91 out of 5 average rating, 151 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

4.88 out of 5 average rating, 83 reviews

A large zero-entry pool is illuminated with soft lighting, surrounded by palm trees and sun loungers. The resort's main building, featuring a tile roof and stone accents, is visible in the background, providing a welcoming atmosphere for guests.

Apartment in Davenport

Ohana Oasis • Family-Friendly Disney Resort w/Pool

Apartment rentals with a pool

Superhost

The open-concept living area features a large sectional sofa with soft cushions and a glass coffee table. A flat-screen Smart TV is mounted on the wall, displaying a beach scene. Natural light fills the room through large windows with light curtains.

4.57 out of 5 average rating, 54 reviews

Resort Oasis! 3BR w Pool Access near Disney World

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, 212 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

A view of a spacious resort-style pool area featuring various sections including a water park with slides and a splash pad. Surrounding palm trees offer shade, while lounge chairs are positioned around the pool's edge, creating an inviting atmosphere for relaxation.

4.94 out of 5 average rating, 98 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

4.94 out of 5 average rating, 83 reviews

Windsor Hills Resort Condo-Disney, Golf, and Fun!

4.95 out of 5 average rating, 21 reviews

Apartment in Reunion

Exquisite 3rd floor condo w/phenomenal golf views

The living area features sleek white tile flooring and a modern aesthetic. A large flat-screen TV is mounted on the wall, while a stylish coffee table sits at the center. Sunlight filters through the window, illuminating a lush green plant beside the entrance.

4.77 out of 5 average rating, 94 reviews

BEAUTIFUL NEW APARTMENT A FEW MINUTES FROM DISNEY

4.95 out of 5 average rating, 20 reviews

Apartment in Davenport

Cozy condo in waterpark resorts and golf course

An aerial view captures the expansive water park and Olympic-sized pool at Windsor Hills Resort. Colorful water slides are visible alongside lounge areas with green seating. Surrounding palm trees and lush landscaping enhance the outdoor recreational space, inviting families to enjoy the amenities.