
Condo vacation rentals in Windsor Hills
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Top-rated condo rentals in Windsor Hills
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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!

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).

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.

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.

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.

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.

🏖 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.

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

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

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.

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!

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!
Popular amenities for Windsor Hills condo rentals
Luxury condo rentals

Orlando Dream- Minutes from everything important

Vista Cay Huge Lake Front Penthouse / Corner

Luxury 1-Bedroom Villa | Sheraton Vistana Orlando

2 bdrm onsite disney! family friendly!

Vista Cay Lakeview Fantasy, Next to EPIC and OCCC

Marriott's Imperial Palms | Three-Bedroom Villa

Reunion Golfview/Balcony Early CheckInLateChckout

Modern Resort + FREE Waterpark Near Disney | 3171
Weekly condo rentals

Poolside 3 Bed Vacation Retreat in Windsor Hills

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

Renovated Luxury Condo in Windsor Hills Resort!

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

Magical Getaway • 10 Min to Disney • Pool & Resort

Windsor Hills Condo Near Disney

Windsor Hills Bright Condo, Pool, Spa, By Disney

*Pixie Dust Penthouse* Totally Remodeled, Luxury
Pet-friendly condo rentals

Penthouse Lakeview Minutes to Disney/ Universal

3 Bedroom w/large patio on Resort Golf Course

Waterfront Condo minutes to Disney & Universal

Beautiful Lake View Condo, Vista Cay-1004

Magically Close to Disney- Serene LakeView Condo

Pet Friendly in Orlando Area near Disney.

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Family Apartment Near to Disney Orlando Universal
Quick stats about condo rentals in Windsor Hills

Total vacation rentals
Explore 50 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Windsor Hills vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
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- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida




