Windsor Hills Resort

Windsor Hills Resort is located just minutes from Walt Disney World & other top vacation attractions!

Welcome to Windsor Hills Resort

As you pass through the gate into this exclusive vacation rental home resort, you’ll be transported to a tropical paradise that’s just minutes away from Disney World and all of the attractions of Orlando.

Windsor Hills resort and club house offers a tremendous choice of complimentary amenities available to all guests staying at one of our vacation rental properties in this beautiful oasis. The popular club house at Windsor Hills provides the perfect place to sit around wonderful lagoon pool, spa pool, hot tub, fountain, water jets, and water slides for the kids, lots of cushioned loungers, and many more features to enjoy as you soak in the Florida sunshine or stay in shape in the fitness room. Meet other families and kids from around the US and the world and make new friends.

Kids of all ages will want to stop at the video games room, play a game of pool or ping-pong in the club house. There’s even an on-site 40-seat private cinema for guests that has regular showings of popular and recent family friendly movie releases.

Outside of the clubhouse, you’ll find picnic and barbecue stands, a kids tot-lot. There’s even a sundry shop in the clubhouse if you run short of sun block or need a drink and a snack. A little ways into Windsor Hills you will find a fabulous “Castle” play area for the kids – which they’ll want to return to again and again.

Windsor Hills is the closest vacation rental home resort to Disney located right on Mickey’s doorstep less than 2,5 miles away! The location offers easy and fast access to the parks, attractions, shopping malls and restaurants in the area, allowing you the time to enjoy yourselves on vacation – not sitting in traffic! If you’re a golfer – you couldn’t have come to a more convenient spot, with several championship and executive courses located within 5 miles of Windsor Hills.

Directions to Windsor Hills Resort

Please make sure that you use 2600 N Old Lake Wilson Road, Kissimmee, FL 34747 as the address for your GPS or any online directions. This will take you to the main gate of Windsor Hills resort where our security officers will let you get access to the resort. If you use the street address of your rental you might arrive at the rear gate, which can NOT be use for arrival of guests!

Arrival at Windsor Hills Resort

All guests must be pre-registered and will receive an email or text with your a rental voucher. Keep this voucher available for your first visit as it will contain the address to Royal Ascot, your details & the length of your stay. After validating the voucher the Security Officer will issue you a entry/parking pass. This pass allows you free access in & out the resort after a quick inspection by security.

What is the Windsor Hills Resort Clubhouse?

This is the “heart” of our 5 star resort! You will find the clubhouse just after you have entered the gates at Windsor Hills Resort. In the clubhouse at Windsor Hills Resort you will find a Welcome Center, Market Place & Grill, Games Room, Fitness Center, Cinema, ATM, DVD rental kiosk and of course the lagoon style pool, water park and spa.

The Welcome Center

The Welcome Center is next doors to the market Place & Grill in the Windsor Hills Clubhouse and is open daily 8AM – 10PM. Every guest should visit the Welcome Center to pick up their wrist band. Windsor Hills Resort use a wrist band to gain entry to many of the amenities you will find in our 5 star resort including the lagoon style community pool, fitness center and playground. You can also reserve one of the tennis courts at Windsor Hills resort and loan sports equipment at the Welcome Center

Windsor Hills Market Place & Grill

Windsor Hills Resort has a market Place & Grill located at the clubhouse. It carries a wide range of products to fill the immediate needs of our guests. Not only can you buy anything from milk, bread to dry goods, basic toiletries and other items for your stay, it also offers freshly prepared hot meals & sandwiches, coffee & snacks and a great selection of draft beers and wines. Why not relax in the seating area next to the community pool or watch the latest game on TV. The normal opening hours for the Market Place & Grill is 9 AM – 8 PM. Please check for current hours when you are at the Windsor Hills Resort Clubhouse.

Guest Relation Services

When you stay at Windsor Hills Resort you have access to the dedicated Guest Relations team at the Welcome Center. They can answer any questions you have about Windsor Hills Resort and information about all the attractions available around the Windsor Hills Resort and Orlando area. They can even arrange a golf round, car rental, bike rental and many other items that will enhance your stay at Windsor Hills Resort. Please note that the Guest Relation Team can’t assist with any problems you may have in your home, for these please contact the management company.

Is Internet available at Windsor Hills Resort?

Yes, Windsor Hills Resort offers a Business Center located in the Welcome Center. It’s equipped with computers and printing for a nominal fee. This is a good option if you would like to print your boarding pass before driving to the airport. No food or drinks are permitted in the Business Center and an adult must accompany any person under the age of 18.

Games Room and Video Arcade

The Windsor Hills Resort offers a Games Room and Video Arcade located in the clubhouse, to the left of the breezeway. The games room includes coin-operated pool tables, several video games, foosball game and a Wii system for use in the game room. The Wii system is available for rent by the hour. Guests must have the Windsor Hills Resort wrist band to gain entrance to the games room. Guests will also find the Cinema, Fitness Center, ATM, DVD rental kiosk and bathrooms in this area of the Windsor Hills Resort Clubhouse.

Fitness Center

The state of the art fitness center at Windsor Hills Resort is located inside the clubhouse. It offers a variety of weight training and cardiovascular equipment. Please note that children under the age of 18 years are not allowed in the workout room. To access the fitness center you need the Windsor Hills Resort wrist band.

Does Windsor Hills Resort offer a Business Center?

You will find the Business Center at the Welcome Center. It offers a desk, computers and printing.

Movie Theater

The Windsor Hills 5 star Resort has it’s own movie theater and it’s free to guests. Movies are played throughout the day and our guests can view the current list of movies and make requests at the Welcome center. The movie theatre is located inside the clubhouse

Pool & Water Park

The Windsor Hills community pool is a lagoon style pool with everything you except from a five-star resort. If the large pool isn’t enough you will also find the Windsor Hills Water Park and the hot tub spa secluded by lush landscaping. You have also access to the bar at the Market Place & Grill for something to eat, a snack or a drink. The pool is located just behind the clubhouse and you need the Windsor Hills Resort wrist band to enter the pool area. Pool and Water park hours vary seasonally, so please check with the Welcome Center for current hours. Please note that the minimum height for the waterslide is 42 inches. 


The Windsor Hills Resort SPA is discretely located a little bit away from the lagoon pool to give you that extra relaxing feeling. In order to use the SPA you have to be over 12 years of age and no child under the age of 18 years should be left unaccompanied by an adult.

Children’s Playgrounds

A favorite activity for children (and adults) is to visit one of Windsor Hills Resort’s several playgrounds. The “main” playground is located at the corner of Dinville St and Teascone Blvd, just a short walk from the Windsor Hills clubhouse. This playground is also know as the Windsor Hills Castle Playground and is a unique, castle themed playground that offers tunnels, slides, multi-levels of fun for climbing and exploring, there are swings, ride-on toys, a dragon sand area and giant chess game. In addition, there are several smaller playgrounds throughout the resort. These are perfect for toddlers – with a small slide and climbing area surrounded by beautiful landscape and benches for mom and dad. Please note these playgrounds are for kids under the age of 12 years.


The Windsor Hills Resort offers 2 tennis courts for the guest who wants to have an “active” vacation. Guests may borrow tennis equipment at the Welcome Center (refundable deposit required)

Sports & Recreation

Not only offers Windsor Hills Resort two tennis courts, we also have basketball courts, a sand volleyball court and even a putting green! The sports & recreation area is convenient located behind the condominiums on Comrow St. Guest may borrow sports equipment from the Welcome center (refundable deposit required). The lights on the tennis, basketball & volleyball courts will be turned off after use.


In order to enter the gated community of Windsor Hills Resort the guest needs to be pre-registered. Windsor Hills has cctv at the gates and throughout the resort.


Pets are not permitted anywhere in the clubhouse or pool areas, tennis courts or any other outside facilities. They are also not permitted on any of the common areas.


The ATM machine in Windsor Hills Resort is located in the games room and accepts all major credit/debit cards

DVD Kiosk

The DVD kiosk for Windsor Hills resort is located in the games room, holds 110 discs available for rental and is operated by using a credit card

Ping Pong

The Ping Pong tables at Windsor Hills resort are located at the pool deck covered area. Equipment is available at the Welcome Center

Parking at Windsor Hills Resort

You can park in the driveway of your rental or in the marked parking spaces. Parking is NOT permitted on any of the resort roads, pavements, sidewalks or grass areas in Windsor Hills. An overflow car park is located next to the tennis courts. If you bring a RV/trailer/boat/camper you need a special permit that can be obtained at the Welcome Center and they must be parked in the overflow car park.

Pool Rules

You cannot reserve a chair, lounge or sun-bed! Any towels found on pool furniture without an occupant will be removed. Don’t even think about asking if the pool attendant can look after your kids while you go for a lunch in your rental! The pool attendant is for the safety of people using the slide & the pool!