Condo vacation rentals in Windsor Hills

4.93 out of 5 average rating, 176 reviews

New Luxury Condo near Disney

Steps from the swimming pool and water park. Covid-19 safe. 500 megabytes of Wi-Fi! The apartment has a privileged location: it is in the gated community of Windsor Hills, the closest to the parks. 10 minutes from Animal Kingdom, Epcot, Hollywood Studios and Magic Kingdom and 25 minutes from Universal parks. In addition, it has easy access to the airport (US 192, FL 417 and I-4), Downtown Orlando, Miami and all the attractions of the Central Florida region (Daytona Beach, Clearwater, St. Petersburg).

ValueFamilyCheckout

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.

4.95 out of 5 average rating, 114 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

All the comforts of home will be with you in this modern poolside unit within this premium Windsor Hills Vacation Resort location. This spacious 3 bed/2bath ground floor condo overlooking the pool offers over 1440 sq. ft that features a full kitchen, in-suite laundry, dining area, as well as living area with cable, wifi, and Xbox. Located just 4 miles from Disney World and 25 miles from Orlando airport. Close to many amenities and shopping. This is the perfect spot for your next vacation.

LocationFamilyParks

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, 210 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)

LocationValueNearby

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, 242 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.

FamilyLocationGrill

4.98 out of 5 average rating, 125 reviews

11 am checkout, Windsor Hills, Family, Disney.

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.

LocationValueGrill

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.

4.94 out of 5 average rating, 212 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.

LocationFamilyBeach

Superhost

4.89 out of 5 average rating, 105 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 Slides & 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

FamilyValueBathroom

An aerial view showcases a resort-style pool surrounded by lounge chairs. A colorful water park with slides is located nearby, complemented by lush greenery and palm trees. Multiple buildings are visible in the background, offering a welcoming atmosphere for families.

4.85 out of 5 average rating, 189 reviews

WH Condo. Pool/Waterpark and close to Disney!

Take an elevator to unit 302 and witness beautifully decorated Disney themed rooms. Directly outside is a lovely pool and kid-friendly waterpark. All amenities included in cost: game room, theater, exercise room, tennis courts, play grounds, sand volleyball, putting green, basketball court and a marketplace and grill. Located 15 minutes to all 4 Disney parks and Sea World! Looking for more space? Check out our townhome also located in Windsor Hills at 7668 Fitzclarence

ValueFamilyCheck-in

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, 181 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.

FamilyValueHot tub

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, 218 reviews

Magical Disney Retreat | Near ESPN | Pool | 3BR

🏰 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!

LocationValueSleep quality

4.94 out of 5 average rating, 247 reviews

Andy's Toy Chest at Resort Minutes from Disney!

This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

FamilyLocationWalkability

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.