Windsor Hills Resort

Windsor Hills Resort

Windsor Hills Resort is considered a premier vacation resort with first class resort amenities, located in Kissimmee, only 2 miles from Disney's main gate. Windsor Hills Resort is a highly popular gated community features wide tree lined boulevards, pavements, street lighting and recreation areas - a safe environment for children of all ages, especially the zero entry beach style double Olympic sized community swimming pool.

Location Location Location

Windsor Hills Resort is one of the closest vacation home communities to Walt Disney World, just minutes from the entrance to the parks. The location offers easy and fast access to all attractions, shopping malls and restaurants in the area. This enviable location allows you to spend your holiday enjoying your self rather than stuck in traffic on the US192.

Windsor Hills Resort is located closer to Disney World parks than some of Disney’s own “on site” resorts!! The fantastic location of Windsor Hills Resort allows you to visit the parks in the morning, come back for a dip in the pool and be back in the parks for dinner and fireworks.

If you would rather not drive at all, why not use the regular and reliable shuttle service to take you to all of the local attractions. Windsor Hills allows you the ultimate flexibility to really enjoy your vacation rental holiday.

2 miles to Disney Main Entrance
15 minutes to Universal Studios & Islands of Adventure
20 minutes to Orlando International airport
35 minutes to Sanford International airport
Less than 5 minutes to shops, restaurants, golf, banks, etc.

Windsor Hills Map

Resort Amenities

As you pass through the entrance into the exclusive gated vacation rental home resort of Windsor Hills, you'll be transported to a tropical paradise. The 10,000 sq ft clubhouse and tropical pool complex offer first-class amenities including;

  • Luxury double Olympic-sized heated lagoon-style zero-entry swimming pool with fountains
  • Communal hot tub/spa, waterslides and a sandy beach - Please note waterslide has a 42" height restriction
  • Equipped with plenty of loungers to relax on and enjoy the Florida sun amidst the palms
  • Separate toddler pool for the little ones
  • Luxuriously furnished outdoor shady seating area to enjoy a cool drink
  • Video gaming area, pool tables, Nintendo Wii, DVD Rental Kiosk and ATM
  • Internet Cafe / Business Centre offering full internet access & business facilities - charged at $10/hour
  • On-site convenience store selling drinks, snacks, ice cream, newspapers, postcards, gifts and sundries (see below for more info)
  • Tiki bar located in the convenience store serves lunchtime snacks, beers & wines from 8am - 10pm (high season)
  • Gym/fitness room with the latest state-of-the-art cardiovascular and weight machines for over 18's
  • HD cinema with surround sound, with a choice of over 400 movies played throughout the day
  • Floodlit tennis courts, sand volleyball courts, basketball courts and putting green
  • Fabulous kids play area with “Castle” playground for under 12's
  • Beautifully landscaped walkways to enjoy a morning walk or a moonlit stroll
  • Theme Parks Shuttle Service (chargeable)
  • Picnic and barbeque area
  • RV parking area

Windsor Hills Resort has all the amenities of a 5-star resort, but with the comfort and convenience of your own private villa rental home with pool, townhouse or condo. Windsor Hills Resort is fast becoming the most sought-after resorts to rent a luxury villa near Disney.

Convenience Store

The Windsor Hills sundry shop or convenience store is under new ownership and is now known as the Windsor Hills Marketplace & Grill.

The Windsor Hills Marketplace is ideal for getting those small things that you either forgot to pick up at the supermarket or to hold you over until your supermarket trip and beats driving out to the store every time.

The sundry shop also serves hot food and beverages.

Here are a few examples of what you can find at the sundry shop:

  • Snacks
  • Hot and cold food
  • Fresh milk, eggs and bread
  • Ice-cold drinks, including beer & wine
  • Newspapers and magazines
  • Sunscreen
  • Pool toys
  • Ice cream
  • and lots more...

The Windsor Hills Marketplace & Grill is open daily from 8am to 8pm and in the summer they’re open even later from 8am to 10pm.


Golfing Near Windsor Hills Resort

Next door to Windsor Hills Resort, is the Mystic Dunes Resort & Golf Club. Designed by PGA Tour player Gary Koch you can experience 18 holes made up of two distinct nines. The first reminiscent of a Carolina classic course and the second that of a typical British Links. The course is immaculately kept with excellent facilities. You couldn't have come to a more convenient spot, with several championship and executive courses located within 5 miles of Windsor Hills Resort.

Getting Around Without A Rental Car

Florida Transport offer an amazing private transfer service - they can pick you up from the airport and take you to the villa and even stop off for you buy some essential groceries before taking you to your villa.  They also offer a taxi service to take you to theme parks, beaches, shopping, nights out etc....

If you don't want to drive on the day you arrive but want a hire car from the day after, they can also cater for this as well - please click here to view more details of Florida Transport services

Taxis & Shuttles

Alternatively, we also recommend UBER who is considerably cheaper and more reliable than your typical taxi companies. UBER provides great & friendly service at an affordable cost for families who do not plan on driving during their vacation.

Download the UBER app on your phone and then requesting a suitable vehicle is dead easy, convenient and affordable.

Walking Times To The Shops & Restaurants on the US192

To give you an indication of scale, to walk to the US192 in order to reach the many restaurants & shops, would take about 25 – 30 minutes from Windsor Hills Resort - alternatively 3 minutes by taxi !! You will find a great selection of restaurants and bars on the US192. There is now a brand new Walmart superstore only a 4 minute drive away.

How to avoid the US192 traffic jams to all attractions

The directions below will help you avoid the US192 which can get backed up for miles during park entry & closing times.

Disney Parks

1. Turn left leaving Windsor Resort onto N Old Lake Wilson Rd / Entry Point Blvd
2. At US-192 intersection go straight across onto Sherberth Rd and follow the road passing Disney Casting on right
3. Turn LEFT at Osceola Pkwy crossroads if you are going to Animal Kingdom


4. Turn RIGHT at Osceola Pkwy and follow signs for the rest of the Theme Parks & Water Parks

SeaWorld / Discovery Cove / Aquatica

1. As for Disney, but turn RIGHT on Osceola Pkwy
2. Stay on Osceola Pkwy following signs for I-4 East
3. Merge on I-4 East via the ramp to the left to Orlando
4. Take exit 71 toward SeaWorld
5. Merge onto Central Florida Pkwy
6. Follow the signs to Sea World / Discovery Cove / Aquatica

Universal Studios / Islands of Adventure

1. As for Disney, but turn RIGHT on Osceola Pkwy
2. Stay on Osceola Pkwy following signs for I-4 East
3. Merge on I-4 East via the ramp to the left to Orlando
4. Take exit 74A for Sand Lake Rd/SR-482 toward International Dr
5. Turn left at W Sand Lake Rd/SR-482 W - Continue to follow W Sand Lake Rd
6. Turn right at CR-439 N/Turkey Lake Rd and follow signs to the parks
7. At busy times, watch automated signs directing you to parks by alternative route

NASA / Kennedy Space Center

1. As for Disney, but turn RIGHT on Osceola Pkwy
2. Stay on Osceola Pkwy following signs for Central Florida Greenway 417 Toll
3. Pass under the bridge and take the exit right to merge on 417 via the ramp to Orlando International Airport
4. Stay on 417 Toll until you reach exit 26 for 528 Toll Beeline Expressway heading 528 East
5. At exit 37, take the SR-407 exit on the left toward NASA Kennedy Space Center/I-95 N/Titusville
6. Merge onto Challenger Memorial Pkwy/407 N. for approximately 6 miles
7. Turn right onto Columbia Blvd/FL-405 E
8. Follow the Signs to Kennedy Space Center