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Super upgraded Windsor Hills Resort 6 bed home

South West facing pool deck not overlooked from behind

Windsor Hills Resort

6 bedrooms (sleeps 12)

4 bathrooms (2 en-suites)

Property ID: 1582

From (GBP) £1500 - £3000 / week

Contact Details

Steve and Dee

+001 863 4206100

+001 321 4021856

+001 321 4021855

Languages: English

Joined 2014

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
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This truly luxurious home was designer decorated to a very high standard. 6 bedrooms with 2 kind en-suites. Two futher Queen bedrooms ( one on the ground floor, next to the 4th bathroom ). 2 kids themed rooms with twin beds. Tv's in every bedroom, with large living room smart TV. The games room has a pool table and air-hockey table and Playstation 5 games console. The games room has a separate A/C unit and small fridge for drinks.

The home has 2 living areas, one with a dining table seating 8. A fully equoipped luxury kitchen with breakfast nook leading out to the pool deck area that has a table seating 8 and 6 loungers. The pool is not overlooked along one side and to the rear.

Guests have the use of all the Windsor Hill Resort ameneties, whilst staying on property, with the main clubhouse and water park a 5 min walk away.

All new photos taken Nov 2022


For your safety the home is equipped with a whole home UV-C santising system. This is installed in the central HVAC and ensures clean virus and bacteria free air is circulated throughout the home.


2 living area, one with dining table seating 8


Luxury kitchen with all appliances and kitchenware for 12 guests.


The dining table sits 8 guests and a table in the kitchen nook area sits 4, along with bar stools at the kitchen island.


6 bedrooms, sleeps 12.

  • Bedroom 1 - king en-suite
  • Bedroom 2 - King en-suite
  • Bedroom 3 - Queen 
  • Bedroom 4 - Queen
  • Bedroom 5 - 2 x twin
  • Bedroom 6 - 2x twin

4 bathrooms, 2 en-suites.

Games Room

The games room has a pool table and air-hockey. Fully air-conditioned, with a small fridge and Playstation 5 games console


Private pool and hot-tub, on oversized screened in pool deck. Pool and hot-tub can be heated in the cooler months for additional fee.


A gas BBQ grill rental is available for $55. This way you get a clean grill with full tank of propane and do not have to clean it at the end of your stay.


There is free high speed WiFi internet access.

Baby Equipment

The home has a pack n play crib and highchair for your convenience. Additional equipment and wooden cots can be rented for an extra 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 quoted in (approx)

£1500 - £3000 / week

Rental rates additional information

All rates include Florida Taxes of 13.5%. Pool and spa heating is an additional £25 per night inc tax. We require a 20% deposit to secure any reservation, with the balance due 60 days prior to arrival. We accept direct BACS credit for no fee. We also accept all credit cards or PayPal. Note a 3% convenience fee will be added to PayPal or credit card payments.

Please note discounts and offers are available for last minute bookings and extended stays ( 2 weeks or more ). Rates are based upon season, please enquire for an accurate quote.

Stays of 6 nights or less subject to a clean fee of £175


Have you stayed here? Share your thoughts – 

write a review
Excellent Experience !!

We have stayed in many VRBO's but this is the first one I will definitely return to. The home was immaculate and the amenities provided were clearly a cut above the rest! Everything we could want and then some. Dee and Steve were terrific. An excellent stay.

Date of stay:     Reviewer name: , Wisconsin


Communication with property owner was excellent. Great house with superb amenities. Location was awesome for access to Disney.

Date of stay:     Reviewer name: , Wisconsin

Review of Property

We stayed at this home for a month during the winter of 2018. The home was well maintained, clean and decorated very nicely. It was in a very quiet area and close to highways, restaurants and golf courses. We enjoyed the serenity of the neighborhood. Dee, our contact person and Property Manager was prompt and efficient when we contacted her . Our Wifi went out and she was there within the hour to replace the unit and then took care of all the other little things that needed attention. We would recommend this home - especially for families.

Date of stay:     Reviewer name: , Michigan - USA

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Excellent Experience !!

We have stayed in many VRBO's but this is the first one I will definitely return to. The home was immaculate and the amenities provided were clearly a cut above the rest! Everything we could want and then some. Dee and Steve were terrific. An excellent stay.

Date of stay: October 2022    Reviewer name: Karen Z, Wisconsin