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Location, Location, Location! | Windsor Hills 6 Bedroom Rental

South facing pool, minutes walk to new splashpad and water slides, plus across the street from Windsor HIlls' biggest playground

Windsor Hills Resort

6 bedrooms (sleeps 14)

4 bathrooms (2 en-suites)

Property ID: 5239

Contact Details


+001 701 6411974
Call US from UK

+001 701 5392331
Office number, try mobile first

+1 701 641-1974
within North America

Languages: English

Joined 2010

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
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  • Kitchen
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  • Windsor Hills Vacation Rental | 6 Bedroom


Extensively updated September 2018, with an updated kitchen and pool, this luxury villa has everything you need for a relaxing, fun Orlando holiday! It boasts 6 bedrooms, 4 bathrooms (2 are fully en suite), a large pool, and fully equipped kitchen.

Windsor Hills is the nearest gated community to Walt Disney World - just two miles!! All the other major attractions, such as Universal Studios, Islands of Adventure, Sea World, water parks, designer outlet shopping malls, plus many other activities and attractions are located within a 20-minute drive. Florida Legoland is 40 minutes away. Windsor Hills features small cinema, putting green, basketball court, tennis courts, gym, and communal pool with new water slides - all free with your booking!


Smoking is not permited anywhere on the villa premises, including the pool area, front yard and driveway.  


The villa features two living areas, a front lounge and family room.  Both have plenty of seating.  The family room has a 55" flat screen TV, video game console, and DVD player.


The kitchen is fully equipped and features new appliances, countiops, and backsplash.  


There is seating for eight at the dining table.  The kitchen nook can seat four.


6 bedrooms, sleeps 14.

The master king bedroom is ensuite . The second ensuite bedroom also features a king bed.  There is a princess bedroom and Cars bedroom for the younger set.  The princess room has two twin beds.  The Cars bedroom has a double bunk bed.  The remaining upstairs bedroom features a king size bed and walk-in closet.  Downstairs there is a queen bedroom with the downstairs bath adjacent.


4 bathrooms, 2 en-suites.

The master ensuite bath features a walk-in tub, double sinks, and soaking tub.  The family bath has a water closet, double sinks, and bathtub room.  The smaller ensuite bath is large with a tub/shower combo.  Downstairs features a large bathroom with a tub/shower combo and is adjacent to the downstairs bedroom.

Games Room

Our game room is updated and features your favorite super heroes.  You'll find pool, ping pong, air hockey, foosball, and an electronic dartboard to enjoy. 


The villa has a south facing pool, guaranteeing you sunshine. A new Pebble-Tec pool and tile were recently installed.   There is a pool door alarm plus a pool fence.  The lanai has ceiling fans,chaise loungers, seating at the outdoor table for six, a new barbecue, and a new Roku flat screen TV. We provide the propane for the barbecue free of charge.


The villa is located across the street from Windsor Hills' largest playground and within a few minutes walk to the community center which now features an new splash pad and water slides.


Free WiFi is provided.

Baby Equipment

A stroller, high chair, Pac n' Play, and portable crib are available free of charge.

Wheelchair Accessible - No
Pets Considered - No


Windsor Hills Resort Clubhouse with Water Slides and Splash Park

PLEASE NOTE - The clubhouse pool will be closed for resurfacing for 4 weeks in September 2024, the start date is weather dependant, so this could also run into the beginning of October 2024.  The resurfacing is essential to maintain the quality and safety of the pool for everyone's benefit.

Windsor Hills Resort Villas & Vacation Rentals By Owner in Orlando, Florida. Situated in the heart of Kissimmee and less than 3 miles from the Disney's main gate.

This upscale and very popular gated resort maintains its exclusive feel and privacy with the benefit of 24 hr security. We have a selection of over 40 luxury Windsor Hills vacation rentals and villas. Consider Windsor Hills for your next Florida holiday, all with private pools and many with spas. NO SERVICE FEES

The Windsor Hills Resort clubhouse pool was extended to include slides and a splash pad for kids.  This is a fantastic addtion to the Orlando resort and we know guests are going to love it. Please see the video below which shows the Windsor Hills Resort water slides and splash pad. 

Windsor Hills Resort Youtube Video

Windsor Hills Resort Rentals from 3 - 6 Bedrooms

All our Windsor Hills Orlando rental villas have fully equipped kitchens. So you can cook a four course meal if you like. They all also have laundry rooms with washers, dryers and ironing boards. Don't live out of a suitcase while on holiday! One of the great things about the Windsor Hills villas is the ratio of bathrooms to bedrooms. Meaning you don't have to share if you don't want too. Many of the 4 and 5 bedroom vacation homes having all en-suites. Even the 6 bedroom Windsor Hills villas have 4 or 5 bathrooms. With at least 3 en-suites making them ideal for large families.

Windsor Hills Resort Vimeo Video

A lot of the Windsor Hills Resort vacation rentals have themed bedrooms. Some of the most popular are Mickey Mouse, Princess, Tinker Bell, Harry Potter and even a Pirates of the Caribbean. A great treat for the kids and something a little bit different to the normal rooms.

Less than 30 mins from Orlando International Airport

We have added details of how to get from Orlando Airport to the Windsor Hills Resort. Please check out our blog post - Driving Direction from Orlando Airport (MCO) to the Windsor Hills Resort

Most of our Windsor Hills vacation rentals by owner have games rooms. With pool tables, table football, darts and even bikes for the kids. Some may also include tennis rackets for use on the free courts.

Lots of owners have added games consoles, ideal to keep the kids happy after a long day at the parks. Let them play while you relax by the pool with a glass of wine. Please check each of the Windsor Hills Resort rental homes descriptions to see what games consoles they have. One thing to note, if you are coming from the UK your games won't work on the US systems.

A great feature that all the Windsor Hills villas have is a covered area by the pool. This is known as the lanai. Great for the summer months when it 100F and you want a little shade. It's also it's ideal for small children to play in without the fear of getting burnt. Florida is known for having some amazing storms especially in the summer months. Having the covered lanai allows you sit outside and watch them with a cold drink which can be great fun.

The Windsor Hills Clubhouse is Open All Year Round

The Windsor Hills Orlando Resort also has a clubhouse which is open to guests all year round. It features a large communal pool with water slide and hot tub. Loads of sun loungers so you can choose to sit in the sun or shade.

Windsor Hills also has a sundry shop open from 8am - 10pm everyday selling groceries, newspapers, drinks, ice creams and toiletries. If the xbox isn't enough to keep the kids busy then the clubhouse has a games arcade and pool room.

If you want to have a workout the Windsor Hills clubhouse has a state of the art gym. This is also open to all guests free of charge. The Windsor Hills clubhouse also has a 50 seater cinema. Showing movies daily so please check with clubhouse reception to see what's playing.

Watch a Movie in the 50 Seater Clubhouse Cinema

There are also two on site playgrounds with swings, slides and roundabouts. Tennis and basket balls courts with flood lights. And a 7 hole putting green and sand volleyball court. You will need to take your own equipment for all the courts.

No matter what you are looking for Windsor Hills Resort has it covered. This is why it's one of the most sort after Florida vacation rental communities in Orlando.

We have luxury Windsor Hills vacation rentals located across the whole community. With a great choice of different accommodation for this popular Orlando community.

Over 25 Golf Courses within 15 mins of Windsor Hills

Keen golfers will be pleased to note Windsor Hills Resort is directly next to the Mystic Dunes Golf Course. This is one of the best golf courses in Orlando and a great test for all skill levels.

Other golfs courses within 5 minutes of Windsor Hills include Falcons Fire, Celebration and the 4 courses at Disney World. The Disney courses are the home of the Children's Miracle Classic PGA Tour Event. This is played in November on the Magnolia and Lake Buena Vista courses.

There are another 25 golf courses within 15 minutes of Windsor Hills Resort. And over 100 within 60 minutes so you will never have to play the same course twice.

Within a 2 mile radius of the Windsor Hills Resort is a Publix supermarket. There is also a brand new Wal-Mart, a Walgreen's pharmacy and numerous restaurants. There are actually so many restaurants you can eat somewhere different every night!

Windsor Hills Reserve was the second part of the Windsor Hills Resort to be built. The whole resort community is now complete.

We have a selection of Windsor Hills Florida rentals available. Please contact them direct to ask any question, check availability or book. Don't just take our word for it you can also read Windsor Hills villa reviews from previous guests. To see the reviews click on the review stars or go to the review tab for each villa listing.

Driving Distances from the Windsor Hills to the Orlando Theme Parks

We have added the actual driving distances to all the main Orlando theme parks below. These are not the distances to the main gate which most people quote. These are the distances to the actual car park for each attraction. Most journeys to the Orlando theme parks are via highways or interstates. Driving at speeds between 55-65 MPH so it's pretty quick to get to all of them.

  • Animal Kingdom - 3 miles
  • Hollywood Studios - 5.5 miles
  • Magic Kingdom - 7 miles
  • Epcot - 7 miles
  • SeaWorld - 11.5 miles
  • Universal Studios - 15.5 miles

Things to know when staying at the Windsor Hills Resort

We have put together some blog posts that we hope will help your stay on the Windsor Hills Resort. They have lots of FAQ's so please check it out - Windsor Hills Resort Review and Tips

Restaurants near the Windsor Hills Resort

We have put together a list of over 50 restaurants along HWY192 in Kissimmee. These are all less than 5 minutes away from the Windsor Hills Resort. The list includes links to menus as well as google / trip advisor reviews. There is so much choice that you should be able to eat somewhere different every night.

Other Nearby Orlando Communities

If you can't find what you are looking for on the Windsor Hills Resort below is a list other nearby vacation rental communities. We have over 850 Orlando villas to rent on 100 different communities so you should be able to find something that suits your needs.



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Rental rates additional information

The rates include all taxes and cleaning fees. A $400.00 damage deposit will be added to the final payment amount. A 20% deposit is required 72-hours after quote acceptance.

Please contact the owner to check rental rates


Have you stayed here? Share your thoughts – 

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Excellent Stay

We spent 10 glorious days here! It was super clean and a great location to everything. Highly recommend this home. Darcy and Leslie were amazing to deal with also!

Date of stay:     Reviewer name: , Dartmouth Nova Scotia Canada

Owners reply
Thank you so much for the review. We would love to host you again.
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Excellent Stay

We spent 10 glorious days here! It was super clean and a great location to everything. Highly recommend this home. Darcy and Leslie were amazing to deal with also!

Date of stay: April 2023    Reviewer name: Downing Family , Dartmouth Nova Scotia Canada

Owners reply
Thank you so much for the review. We would love to host you again.