Discover Windsor Hills in Kissimmee, Florida - All You Need to Know

The Windsor Hills Resort community is a distinct vacation rental home community. Known for its incredibly close distance to Walt Disney World and family friendly resort-style amenities. With owners and staff devoted to providing a secure, comfortable, and pleasurable atmosphere for families visiting World-famous attractions in Central Florida. The 5-star resort-style community is only two miles from Walt Disney World, places to shop, World class restaurants, supermarkets, and everything in between.

Windsor Hills Community has 999 condominiums, townhomes, and single-family homes that guests can choose as their vacation home. The vacation rentals at Windsor Hills provide guests with an abundance of fun amenities, including: a resort-style pool, clubhouse, and hot tub. A kids splash park and slide area are close by. With a welcome center & guest services featuring computers, printers, and fax machines. The community features many large grassy areas and a few recreation parks. It is one of the most well-kept and a premier destination for guests year after year.

By the clubhouse you have a movie theater, fitness center, marketplace and grill, game room, and ping-pong. There are sand volleyball and basketball courts, as well as kids’ playgrounds, tennis courts, community charcoal grills, and more. This perfect vacation rental destination in Central Florida has everything you need for an unforgettable holiday, or staycation. If you’re looking to stay at the World-famous Windsor Hills, continue reading for the most frequently asked questions.

What Are the Visiting and Parking Regulations for Windsor Hills Resort and Community?

Each booking at Windsor Hills Resort, Orlando is permitted a maximum of 3 vehicles. This number includes visitor vehicles. Visitors and guests to the rental home will be required to provide a valid driver’s license if driving. Guests will be issued a temporary entry pass to show on their vehicle's windshield. The parking pass is valid till midnight on the arrival date. Parking is plentiful in Windsor Hills. The homes have 2 driveway spots available for parking. As well as close overflow parking available. There is also an oversized parking lot near the Clubhouse of Windsor Hills Resort, Florida.

May I park on the street, or sidewalks at Windsor Hills?

Please note that street parking is not authorized within the Resort; parking is only permitted in designated places, and parked vehicles are not allowed to obstruct sidewalks. Windsor Hills Resort has active security vehicles on-site 24/7. All cars discovered to violate the Windsor Hills Resort rules and regulations will be towed. Owners will be fined by the Homeowners Association and that is billable back to guests.

How Many Vacation Rentals Are Available Around Windsor Hills Resort and Community?

Windsor Hill Resort, Kissimmee has 320 condominiums, 210 townhomes, and 469 single-family homes.

How Many Guests can sleep at the Vacation Rentals in Windsor Hills?

Depending on the size of your vacation rental. You can sleep anywhere between 6-14 people in Windsor Hills. The typical arrangement is 2 per bedroom and 2 in the main area. Some owners may set their own restrictions, so make sure to check before booking. As occupancy is specific to each unit based on certain preferences, and regulations.  

What Theme Parks Are the Closest to Windsor Hills Resort and Community?

Walt Disney World is merely a 2-mile drive away if you’re headed to Animal Kingdom. Guests are about 5 miles to Blizzard Beach and downtown Disney. Then you’re only about 5 to 7 miles from Disney’s Transportation and Ticket Center, Magic Kingdom, or Epcot. Windsor Hills sits as one of the closest vacation rental destinations off Disney property. You can’t beat the price, amenities, or location!

Windsor Hills is only a 16-mile drive from Windsor Hills Resort to Universal Studios, Island of Adventure, Volcano Bay. Legoland Florida is about 40 miles from Windsor Hills. Sea World and International Drive (where the Orlando eye Ferris wheel is) are only about an 11 to 15-mile drive from Windsor Hills. If you’re looking to get out and go to Busch Gardens in Tampa, Florida. You’re looking at around 64 miles, which is never far for a day trip! Depending on traffic and time of year travel time fluctuates.

Does Windsor Hills have a Security Gate and Manned Guardhouse?

The Windsor Hills Resort is a gated community with security guards on duty 24 hours a day, seven days a week. They have a computerized system that tracks every visitor and vendor that comes and goes. Security cameras are placed in key places across the neighborhood. When you book your rental, you will receive all check-in instructions. As well as communication from your host on the security protocol and information they require. You must present a valid driver’s license if you are driving the vehicle and plan to drive in and out of the community.

Guards will deny access to anyone without a valid physical driver’s license, or ID. Valid photo ID required still even if you are arriving via a ride share like UBER, or LYFT. Registration of primary driver’s will be required prior to arrival. This will make sure guests have a smooth check-in process. Make sure to book with a reputable vacation rental manager (like Vacation Central Florida) to ensure you have no issues upon arrival.

What Are the Best Community Amenities of Windsor Hills Resort?

Windsor Hills Resort-style and Community amenities include the oversized clubhouse, resort swimming pool, kids splash park and slide area, welcome center & guest services, recreation park, movie theater, fitness center, Windsor marketplace & grill, game room, ping-pong, sand volleyball court, basketball courts, kids’ playground, tennis, community charcoal grill, and ATM. Guests can be entitled to use all these free of charge. Some may require a small cash deposit if they require equipment from the clubhouse.

How Far Is Windsor Hills Resort from Disney World?

Walt Disney World is merely a 2-mile drive away if you’re headed to Animal Kingdom. Guests are about 5 miles to Blizzard Beach and Disney Springs (formerly known as Downtown Disney). Then you’re only about 5 to 7 miles from Disney’s Transportation and Ticket Center, Magic Kingdom, or Epcot. Windsor Hills sits as one of the closest vacation rental destinations off Disney property.

Is There a Shuttle Bus Service to and From the Parks and shopping malls In Windsor Hills?

There is no shuttle bus service to and from the Windsor Hills Resort community. Several private companies operate scheduled services that you can search and schedule. You may also have Uber/Lyft/Taxis enter the area and pick you up in front of your rental if you notify security ahead of time and the driver has a valid driver license and your correct address.

What Are Windsor Hills Resort Waterpark Hours?

Windsor Hills Resort pool hours are 8:00 AM to 10:00 PM daily (except on bad weather days). The water slide is open from 10:00 AM - 8:00 PM in summer and 10:00 AM - 6:00 PM in winter.

Are the Clubhouse Pool, Splash Pad, and Hot Tub Heated?

The clubhouse pool and hot tub are heated all year for guests to enjoy. Normally the clubhouse pool heats between 82-85 degrees. Hot tub will heat to normal spa temperatures. The splash pad at Windsor Hills is not heated.

Are Pets Allowed in Windsor Hills Resort?

Windsor Hills Resort does not allow pets inside the condominiums at all. However, there are weight restrictions for the houses and townhouses. Some owners may not allow pets regardless of weight limits. Make sure to check with your host as it depends on each property.

What Is Provided in the Windsor Hills Vacation Homes?

Depending on the vacation rental manager you book with. Some homes come with no supplies. We offer a complimentary starter pack with EVERY booking! We provide starter pack of laundry pods, dishwasher pods, bars of soap, conditioning shampoos, as well as a roll of toilet paper per bathroom, and a starter trash bag in each can. We also provide cleaning items such as a broom, dustpan, and vacuum.

What is a self-catering accommodation?

Please understand that our vacation rentals are "self-catering" accommodations. We leave consumable items and groceries up to the guests. We provide a basic starter pack of soaps and detergents to get you started as mentioned above. We recommend purchasing what you need at the local grocery stores or ordering online. Self-catering accommodations are the best way to get the biggest discount on your stay.

Are There Any Golf Courses Near Windsor Hills?

Enjoy a round of golf at one of Orlando's top tier championship courses, including the Mystic Dunes Golf Club located right next door! Golfers can also enjoy the magnificent Disney courses such as Lake Buena Vista, The Palm, Magnolia, and Oak Trail Golf Courses. All some of the most sought after and most played courses around the area.

Championship level courses are close by at Reunion and Champions Gate, which are both less than 20 minutes away. Golf Courses near Windsor Hills in Kissimmee have superb deals. Don’t feel like going out on a course? Windsor Hills proximity is near Top Golf on I-Drive only 15 miles away! No matter what your play style is. There will be a course nearby for you and your family.

Can the Guests Order Food and Grocery Delivery to the Resort?

Yes, guests can order food and groceries to Windsor Hills if the delivery driver has a valid driving license and the correct address of the rental location. Windsor Hills Resort and Community has a list of preferred vendors for food, grocery, and shuttle services. Feel free to ask us for more information! It is an honor for customer service to connect the guests with their preferred vendors for guests to have everything they need for a comfortable and seamless vacation. The community also has a convenience store where you can grab something quick. Restaurants near Windsor Hills are also available for guests to enjoy countless eating options. You’ll never run out of options!

Are There Any Quiet Hours at the Windsor Hills Vacation Homes?

Yes, Windsor Hills apartments have preset quiet hours from 11:00 PM until 7:00 AM, and all guests must adhere to this.

Are There Any Convenience Stores in the Resort Area?

Yes, Windsor Hills has a sundry shop located inside the Clubhouse. During the summertime Windsor Hills grocery store is open from 8:00 AM to 9:00 PM. During wintertime, hours of operations are 8:00 AM to 9:00 PM. Guests can find Walmart, Target, and Publix within a few minutes of driving range from Windsor Hills Resort Private Rentals. Including many more great places to sit down and eat with the Family!

Final Words

Windsor Hills Resort is a family-friendly resort style community for tourists and locals wanting to experience the thrills and relaxation of Orlando, Florida. Most theme parks, restaurants, shopping malls, and supermarkets are just miles away from Windsor Hills. Book directly with us and save an average of 15%. The next magical stay at Windsor Hills awaits and enjoy an unforgettable vacation with the whole family.