Why Windsor Hills Is Your Best Luxury Rental

Taking a vacation in Orlando is one way to create some magical moments with the whole family as here’s where you’ll find some of the best theme parks in the country that attract thousands of visitors and locals every year. This is not surprising given that Walt Disney World and Universal Studios are located here and the city has so much to offer guests from thrilling rides, to fun-filled amusement centers, shopping centers, museums, you name it and you’ll find everything you need within the city. 

Most people will book a stay in a resort or hotel during their stay in Orlando, which means that both will quickly fill up, especially when you’re traveling during the peak season. If you’ll be traveling with the whole family, or a larger group,  why not take a look at a luxury vacation rental community like Windsor Hills Resort rentals? 

What is a Luxury Vacation Rental Community?

If you want to make your vacation extra special, planning a stay in a luxury vacation rental community like Windsor Hills Resort is highly recommended. Windsor Hills is a beautiful luxury  gated community set on several acres of beautifully landscaped grounds, and offers luxury homes and villas land that are designed to create a luxurious yet comfortable and private community where homeowners and travelers can stay in luxurious surroundings. The community amenities rival those of a 5 star resort including Olympic style pools, Club house, fitness center, putting green and more. 

In this type of community, you’ll find vacation homes and luxury villas that can accommodate up to 20 people or more. These are gorgeous and well appointed luxury homes and villas that are built as vacation homes for the discriminating and the elite,  offered as short term vacation rentals. These homes can range in size from 3 to 6 bedrooms with sprawling gardens, private pool, and other home amenities that rival that of hotels or resorts in the area. There will be a dedicated staff available as well as fully furnished home to make your stay that more extraordinary.

windsor hills resort

What Does Windsor Hills Have to Offer?

If you’re looking for a vacation rental in Orlando that will accommodate everyone in your group, whether it is an extended family, golf group, girlfriends getaway or other larger party, Windsor Hills Resort rentals are certainly worth checking out. Windsor Hills Resort is found in Kissimmee, Florida, and is conveniently located about 2 miles away from Walt Disney World Resort. This community has everything that you would expect of a high-end resort, combined with privacy, comfort, as well as the convenience of having a private vacation home waiting for you and your family.  In addition to its great accessible location, Windsor Hills offer their resort amenities free of charge to its guests which means that you can have an amazing vacation without even leaving your rental community. 

What is included as part of your rental at Windsor Hills Resort? There are tons of  amenities waiting for you such as: 

  • Double Olympic-sized resort pool
  • Clubhouse with billiard room and arcade
  • Lighted basketball courts, a sand volleyball court, and tennis courts
  • DVD rental and ATM 
  • Taxi and bus shuttle service to parks and shops
  • 24-hour gated community security 
  • RV and boat parking 

These are just a few examples of amenities that you will find in this posh  resort community, all of which you can take advantage  when you’re a registered guest here.

Homes and Villas Available in Windsor Hills Resort

If you want to be near the action while you’re in Orlando, booking one of the unique and beautiful vacation homes in Windsor Hills Resort in Kissimmee is a great option for you. You’ll have your choice of staying in a 3 to 6  bedroom house or luxury villa. Each home is fully furnished with a fully equipped kitchen that you can use any time you want, with lots of other upscale features that vary from one home to the next. 

Single family homes can accommodate up to 10 guests with a Master suite and additional rooms available. Your  yard will have its own swimming pool with a lanai and other features depending on the property that you choose.

Why Stay in a Luxury Rental Home?

Maybe you’re torn between staying in a hotel, which is a familiar option for you, and booking a luxury rental home within a gated community. If you’re weighing your options, here are some benefits of staying in a luxury  rental property that you  may want to consider:

Resort amenities

One of the greatest benefits of renting  Windsor Hills homes is that you’ll have full access to their resort amenities like their double Olympic size swimming pool, fitness center, tennis court, water park, splash pad, in-house movie theater and even toddler pool just to name a few. You may not even want to leave the community some days! 

families enjoying amenities at Villatel Village in Orlando FL


Another one of the greatest benefits that you’ll enjoy when you choose to book a stay in one of the vacation homes in Windsor Hills is the tremendous privacy. Just imagine spending your vacation in the comforts of a luxuriously decorated home, with a private pool at your disposal, with a spillover spa, spacious interiors, your private gym, entertainment room, and even a game room to keep your kids entertained. Everyone can have their own bedroom and bath. And because you’re in a gated community, and that each house is a good distance away from one another, you won’t even notice your neighbors.

Promotes togetherness

One of the benefits that you may overlook when planning your stay is the feeling of togetherness with the whole family. The luxury of a movie together, a game in your own pool, or even a potluck dinner leisurely prepared by the entire gang. No more worrying about  renting separate rooms in a hotel to accommodate everyone in your party. The best part? Everyone will have a comfortable bedroom to stay in and that you get to hang out without the hassle of going to one hotel room to the next. 

Rest and relaxation

You can’t beat the relaxation of a quiet morning coffee by the pool, or a late night swim or hot tub before bed.  You’ll be in your perfect luxury hideaway to keep you in that vacation frame of mind. When you’re staying in a five-star hotel the communal pools can get crowded quickly and it may take a while before you find an available lounge chair. In a vacation rental, you’ll have full access to your own private pool and hot tub without having to wait for your turn! 


Booking a stay in a hotel if you are planning on spending a week or more, or if you have a larger party and require suites or multiple rooms, costs can add up quickly. Add to that 3 meals per day, and snacks, drinks, and waters for all in your party, mini-bar, valet, and the number grows quickly.  Choosing Windsor Hills vacation rentals can actually mean a better experience at a very reasonable price when you factor the per person cost, as well as all of those extras. 

windsor hills savings

Fully equipped kitchen

What other benefits await you when renting vacation homes? How about being able to enjoy coffee when you want it and how you want it, without hassling with room service or dressing to go down to the lobby? Hungry for a late night snack? No problem, just whip up something in your gourmet kitchen. Cocktails by the pool? Make them the way you want them. Dining out is great, but nothing says bonding like an ad hoc pizza party at home and a dip in the pool.  This is one of the advantages of having a fully equipped kitchen at your disposal. You’ll find all the ingredients you need from the local grocery or market and can enjoy cooking your own meals and snacks easily whenever you want. 

What Special Community Amenities are Available at Windsor Hills Resort?

Windsor Hills Resort has something for everyone with its amenities unparalleled at other resorts in Kissimmee area. For starters, it provides its guests with a 24-hour security service to give you that feeling of safety and security. You’ll also be able to enjoy the following: 

Windsor Hills Pool and Water Slide

This resort’s pool is a 140,000 gallon double Olympic size zero entry lagoon-style pool that comes with a spa, dancing waters for younger guests, and a two story water slide to give you that extra splash as you swim around. It is near the clubhouse as well as the new water park too which means easy access to everyone in the community. Your kids may not even want to leave to go to the parks!

Windsor Hills Pool

Windsor Hills Clubhouse

The 10,000 sq ft clubhouse overlooks the large, heated community pool and is home to ping pong tables, sundry shop, pool table, fitness room, and video game area as well. You’ll also find extra parking areas in the clubhouse if you’ll be bringing extra cars during your trip. 

Windsor Hills Recreation Area

If you’re looking for recreational activity or maybe a boost in energy, you can choose from the resort’s sand volleyball court, lighted tennis courts and basketball courts, golf practice putting/chipping green, and charcoal BBQ area which is just six minutes away from their villas. 

Windsor Hills Recreation Area

Windsor Hills Children’s Playground

Children will never feel left out while they’re Windsor Hills because they can choose a playground among the several located within the resort. The castle playground is by far the largest where you will find a giant chess set, swings, ride-on toys, tunnels, slides, and even a giant dragon sand area just to name a few. Kids of all ages will have a great day here for sure.

What Kinds of Accommodations are Available at Windsor Hills Resort?

If you’re considering booking a stay in one of Windsor Hills Resort rentals, you’re probably wondering what options you’ll have to choose from. Just to give you an idea of what to expect in this gated community, here are a few examples to take into consideration. Naturally, each home is unique and availability varies daily. But here are some examples:

6 bedroom villa

This 3,500 square foot six bedroom villa provides with 4 bathrooms. It’s about 2.5 miles from Walt Disney World Resort which makes it super accessible to your family. This luxury villa has 3 king beds, 1 queen bed, 2 full and 2 twin beds, plus a crib which you can ask for prior to arriving. All of the bedrooms have a large LED TV with neutral design to suit guests of all ages. There is a private pool and spa with screened lanai for added privacy. A child safety fence is available to keep kids from accessing the pool on their own, as well as patio furniture for you to enjoy the outdoors. There is free WiFi throughout the property, a dryer and washer, and game room with air hockey table, pool table, and foosball.

bowling alley at Villatel Orlando vacation rentals

5 bedroom home

This 2,966 square foot property has 5 bedrooms and 5 bathrooms and can easily accommodate up to 10 guests. There is 1 king bed, 2 queen beds, and 2 rooms with twin beds in them. The living room TV has a PS4 gaming console, as well as VCR and DVD player at your disposal. All bedrooms have their own flat screen TV with an east facing swimming pool and spa at the back of the property. This gives you the privacy that you want while enjoying some quality time with the rest of your family. The kitchen is fully equipped with seating for everyone.

Spending your much-needed vacation in Orlando makes a fabulous vacation,  especially when you can rent one of the fabulous vacation homes in Windsor Hills. Not only will you get the best value for your money, but you will be spending time in luxurious surroundings with easy access to resort-style amenities, as well as major theme parks like Walt Disney World and Universal Studios. And if you’re looking for other attractions to enjoy such as golf courses, shopping centers, and restaurants,, you’ll find that they are just a few minutes’ drive from your vacation home in Kissimmee. How cool is that? 

Windsor Hills Resort Rentals Resources:

[1] The Luxury Signature; Luxury Villa Rentals - Definition, Tips, & More, Darrel Bella, December 16,2004.
[2] Windsor Hills; Welcome Hills Resort, the Closets Community to the Disney Parks!, 2016.
[3] Luxury Rental Collection; Save Money & Get More.
[4] Windsor Hills Resort Amenities; About Windsor Hills Resort Amenities.
[5] Global Resort; About this Windsor Hillas Resort vacation home, 2019.



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