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Windsor Hills Resort | Why have one villa when you can have two!

Rent Two Stunning Side By Side Windsor Hills 4 Bed 4 Bath Villas (403 and 405) | Close to Sunset Walk / Margaritaville on HWY 192 and Disney's Animal Kingdom

Windsor Hills Resort

8 bedrooms (sleeps 16)

8 bathrooms (8 en-suites)

Property ID: 439

From (GBP) £2790 / week

Contact Details

Claire - Villas In Florida 2 Rent

+44 07419 821288
NO RESORT FEES - Rate quoted is for a low season stay and includes all local taxes. Calendars are automatically updated daily. Over 210 Five Star Business Reviews on Google! Special Offer - Book with Just £195 Deposit.

Languages: English

Joined 2008

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
  • Windsor Hills - Neighbouring 4 Bedroom Villas
  • Lagoon Pool
  • New Windsor Hills Clubhouse Water Park
  • Windsor Hills Clubhouse Pool and Splash Park
  • Wii System
  • Gamesroom
  • Mickey Twin Room
  • Family Room with 52" TV
  • Family Room
  • Family Room
  • Dining Area
  • Kitchen and Breakfast Bar
  • Breakfast Nook with Access to the Pool
  • King Master Bedroom
  • Master Bedroom with Access to the Pool
  • 32" TV
  • Ensuite Shower Room to Master Bedroom
  • 2nd Master Bedroom
  • 32" TV
  • Ensuite Bathroom to 2nd Master Bedroom
  • Mickey Twin Room
  • Ensuite Shower Room to Mickey Room
  • Frozen Twin Room
  • Frozen Twin Room
  • Ensuite Shower Room
  • Pool & Spa
  • Under Cover Lanai
  • Under Cover Lanai
  • Image 66
  • Large Lanai
  • Image 68
  • Image 65
  • Image 69
  • Villa
  • 4 Bed Villa Floorplan
  • 24 Hour Gated Entrance
  • Windsor Hills Clubhouse
  • Open Clubhouse
  • Windsor Hills Resort Clubhouse Cinema
  • Windsor Hills Resort Clubhouse Cinema
  • Slides and Splash Zone
  • Slides and Splash Zone
  • Slides and Splash Zone
  • Lagoon Pool
  • Lagoon Pool
  • Lagoon Pool
  • Lagoon Pool
  • Gamesroom
  • Clubhouse Gym
  • On Site Shop
  • On Site Shop
  • Image 79
  • Mini Golf
  • Mini Golf
  • Image 54
  • Image 65
  • Image 75
  • Play Are
  • Play Area
  • Play Area
  • Play Area
  • Play Area
  • Close to Sunset Walk
  • Close to Sunset Walk


Description details are for one of the two homes, they are decorated in the same manor, as shown in their individual listings - numbers 403 and 405...

Fabulous, 1,816 sq ft, 4 Bed 4 Bath Pool Home in the guarded gated community of Windsor Hills!

This luxury Orlando vacation villa is a four bedroom, four baths, pool and spa home located in the brand new, exclusive rental community of Windsor Hills Reserve, less than five minutes from Walt Disney World!

For more information about each of these Windsor Hills villas see the links below.

Windsor Hills 4 Bedroom 4 Bath ID 403

Windsor Hills 4 Bedroom 4 Bath ID 405


The home has a well established mangement company in Orlando. In addition to ensuring the villa fully complies with Florida State licensing requirements for rented accommodation, they ensure the house is maintained in top condition and are on hand in the event you need assistance during your stay.

For your convenience, you are given a code to access the home, without having to drive to a key collection point or worry about contacting the management company if your travel arrangements are running behind schedule.


As you enter the home the family room is your first stop, with a large leather sofa to slouch in front of the 52" Plasma TV.


Upgraded appliances and cabinets in the fully equipped gourmet kitchen, allow you to cook a meal at home and rest after a day at the park. You also have a washer, dryer and ironing facilities.


You have two eating areas in the home, a more formal setting and a large breakfast table, both overlooking the pool at the rear of the villa.


8 bedrooms, sleeps 16.

Master Bedroom - King bed, 32" TV, access to pool, ensuite double shower room

2nd Master Bedroom - King bed, 32" TV, ensuite bathroom with shower over bath

Tinkerbell - Twin Beds, 32" TV, ensuite bathroom with shower over bath

Mickey - Twin Beds, 32" TV, ensuite double shower room

Added Luxury's - Pillow Top Matresses, luxury towels and linens.


8 bathrooms, 8 en-suites.

Games Room

Fun-filled game room with Wii system connected to 42" TV, Air Hockey Table and Fooseball Table


FREE use of the in home wireless internet.

Baby Equipment

Baby Equipment can be hired locally.

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)

£2790 / week

Rental rates additional information

The weekly rate quoted above is based on a low season stay and includes local taxes. Please contact us through the site for a personalised quote based on the dates you require; rates are not guaranteed until a deposit has been paid. Optional pool heating can be added for the winter months. If booking within 12 weeks of rental then payment is due in full, otherwise you can secure your dates with a 25% non-refundable deposit. A cleaning fee is added to any booking under 7 nights.


Have you stayed here? Share your thoughts – 

write a review
Rented both side by side homes!

Thank you very much! We had a wonderful time the villas were absolutely perfect - we will definitely be coming back to you again!

Date of stay:     Reviewer name: , Tyne and Wear

Home from Home

This is the second time that we have rented these neighbouring villas for our Family vacation. The villas are in a secure gated community with excellent facilities and only 5 mins from the Disney parks. The houses have everything that you would have at home and are in excellent condition. Just offf the 192 they have easy access to all routes and there are plenty of retaurants and shops in the surrounding area. We will have no hesitation in renting these villas again for our next visit to the Orlando Area. Dream Homes in a Dream Setting!

Date of stay:     Reviewer name: , Scotland


We rented the neighbouring four bed homes, firstly can I say the villas were phenomenal. This has been the first villa I have stayed in that provided everything, even down to salt and pepper! The decor was beautiful and the home was clean and so well maintained, so a real credit to the owner and management company. In hindsight I wish we had stayed there for longer. When we return we will definitely be using that home again. It has been a pleasure dealing with you and look forward to doing so again in the future.

Date of stay:     Reviewer name: , Isle of Man


Just wanted to let you know we had a fantastic holiday in Florida. The 2 villas were fabulous and worked really well for us so thank you for organising. I would definitely recommend them again, what a pleasure it was to stay in them.

Date of stay:     Reviewer name: , Lisburn

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Windsor Hills - Neighbouring 4 Bedroom Villas
Rented both side by side homes!

Thank you very much! We had a wonderful time the villas were absolutely perfect - we will definitely be coming back to you again!

Date of stay: October 2017    Reviewer name: Thompson Family, Tyne and Wear