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10% off 7 nights 3 Bed Townhome With Free Water Park & Resort

Windsor Hills Retreat

Windsor Hills Resort

3 bedrooms (sleeps 6)

3 bathrooms (2 en-suites)

Property ID: 6210

From (USD) $1295 - $1365 / week

Contact Details


+1 8633991092

Languages: English

Joined 2014

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
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This 3 bedroom 3 bathroom 1440 sq. ft. luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION!

? This 3 bedroom villa has 1 KING/1 QUEEN/ 2 TWIN BEDS. All bedrooms include TVs and are beautifully themed in rooms, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel.

? At the Windsor Hills clubhouse, boasting a five-start rating , you will have full access to all resort amenities including a guest welcome center, double Olympic size resort swimming pool, sun deck with lounge chairs, movie theater, game room, multiple playgrounds, fitness center, Jacuzzi, tennis and volleyball courts, basketball court, golf putting green, and a BRAND NEW water park! (Grand opening was late 2018)



Fantastic free resort facilieis approx 5 mins from the house.


Open plan livingroom overlooking that private fully screened pool area.


Fully equipped kitchen inlcudes washer and dryer


Dining table for 6 guests.


3 bedrooms, sleeps 6.

1 king master en-suite

1 Queen bedroom (Ground Floor)

1 twin bedroom en-suite


3 bathrooms, 2 en-suites.

2 en-suites


Private pool area


Pool heating if required if $28 a day and must be requested before arrival.


Outside seating and loungers to enjoy the sunshine


Ful speed internet

Baby Equipment

Pack n play / highchair on request

Wheelchair Accessible - Yes
Pets Considered - No

No Pets


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.



Rental rates quoted in (approx)
Season Start Date End Date Weekly Rate Min Stay Notes
Any Week  01/05/2024  20/11/2024  $1295  5 nights  RATES FROM 
Holiday  21/11/2024  28/11/2024  $1365  5 nights  RATES FROM 
Any Week  29/11/2024  20/12/2024  $1295  5 nights  RATES FROM 
Holiday  21/12/2024  05/01/2025  $1365  5 nights  RATES FROM 

Rental rates additional information

20% deposit to secure your dates, balance due 10 weeks before arrival. Pool heat if required is $28 a day.


Have you stayed here? Share your thoughts – 

write a review

Great spot for a family location - really close to the community pool!

Date of stay:     Reviewer name: , Netherlands

Owners reply
Hi, Always a pleasure thank you.
William S

This was a perfect size resort and location. Property manager was extremely prompt to respond to every item. Highly recommend.

Date of stay:     Reviewer name: , USA

Owners reply
So glad you enjoyed your stay. Sharon

The property was clean, spacious and well kept. It was close to the Club house which we did not know when booking but realized how wonderful the placement was since we spent a lot of time by the pool. The pool at the property itself was way too cold to swim in, that was the only draw back with this property. Everything else was wonderful

Date of stay:     Reviewer name: , UK

Owners reply
Hi Sandy, Thanks or taken the time to review. Sharon
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Great spot for a family location - really close to the community pool!

Date of stay: March 2023    Reviewer name: Johanna, Netherlands

Owners reply
Hi, Always a pleasure thank you.