Superior 6 bedroom 4 bathroom vacation pool and spa home in the coveted gated community of the Windsor Hills. Offering luxury living this 2,812 sq ft exceptional home is a real treat with an abundance of space for the family or large group to enjoy and the convenience of being less than 2 miles from Disney and nearby shops and attractions. Inside you won't fail to notice the owner's high standards and dedication to creating an idyllic spacious home with high spec appliances and beautiful decoration throughout. There is the additional benefit with 24 hr guard at Windsor Hills and fabulous hotel-style facilities - including a vast clubhouse, where you can attend the private gym or take the children to the large heated communal pool with slides and playground area, or pick up some essentials from the onsite convenience store.
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.
The property boasts 2 sitting areas and is ideal for larger families requiring busy/quiet zones in the house. On entering the villa, the first sitting area at the front of the home is tastefully decorated in chocolate and natural tones, is very sizeable with a double ended modular leather sofa suite and 2 recliner armchairs, coffee table and cherry wood wide media unit with wall hung 60" TV and speakers. This is a favourite location to sit and recline, with a coffee or a glass of wine and flick through some TV channels or read a magazine. The second Family Room is to the rear of the villa with views overlooking the pool. The similar decor continues and the area features a large leather sofa and 2 recliner armchairs, dark wood media unit, and side tables with lamp lighting and 50" wall hung TV. Canvas and wall art tastefully accent the walls.
The exemplary gourmet style kitchen is stunningly appointed with cherry wood cabinets and granite worktops, along with stainless steel appliances and breakfast bar seating for 2. There is a open arch view directly to the dining room on one side and access to the pool on the other. This is a delightful space to spend time preparing a meal for the family. A separate laundry room hosting a washer, dryer and all ironing facilities for guests' use is just off the kitchen.
There are 2 indoor dining spaces in the villa - the formal dining suite adjacent to the family room hosts a stunning large table in dark opulent wood with seating for 6. There is a lovely open arch with view and access directly into the kitchen to ensure the favourite cooks of the group are not left out of the family conversation! It is also handy for serving when entertaining. With views overlooking the pool, the breakfast nook in the kitchen hosts a large ornate table and 4 chairs and is an ideal place to sit and plan the days' family trips over breakfast or enjoy a leisurely lunch in the shade. There is additional seating with 2 bar stools at the breakfast bar.
Luxurious amenities include Pillow Top Mattresses, luxury towels and linens, all provided for guest comfort.
The main Master Bedroom - upstairs at the rear of the villa, this spacious room's decor is tranquil with pale gold soft furnishings and contrasting dark contemporary wenge furniture. Featuring a King Size Bed, 2 nightstands each with lamp lighting, walk in wardrobes and double chest with oversize mirror and 32" flat screen TV. The ensuite bathroom has a separate soak tub and walk in double shower, vanity units and His / Hers sinks.
The 2nd Master Bedroom - Again upstairs, but at the front of the house, with a King Size Bed this room is styled in understated elegance with ornate dark wood furnishings including 2 nightstands with lamp lighting, double walk in wardrobes, and 32" flat screen TV. The Ensuite has a double walk in shower and single sink vanity.
Bedroom 3 - The only bedroom located downstairs in the home. A Queen size bed with views out to the pool area and decor styled with tranquility in mind with a soft, natural colour scheme, contemporary dark wood furnishings, canvas art and 32" flat screen TV. This room neighbours the bathroom downstairs.
Bedroom 4 - A comfortable private sanctuary, hosting a King size bed with pretty wrought iron bedstead, wood furnishings and relaxing cream and neutral decor. A 32" flat screen TV is on the wall for bedtime viewing.
Bedroom 5 (Mickey Room) - A bright and fun Disney themed room located upstairs to the front of the home with twin cherry wood beds and animation wall art, chest and large walk in closet. There is a 32" TV. An enchanting space for younger children to play and sleep.
Bedroom 6 (Frozen) - A pretty twin room theatrically themed, situated upstairs to the rear of the home. There is a 32" TV. Ideal for the little ones with a vivid imagination and a love fairy tales!
The entertainment centre of the home! The games room hosts a generous 42" TV, Air Hockey table and Foosball table. Lots of fun and laughter aplenty here for kids and adults with a variety of competitive sports
A large pool and spa with lanai for enjoying outdoor living and dining. Revitalise with a nap on the sunlounger, or splash in the pool with the children and finish the day with a dip in the spa. The villa is equipped with comfortable sunloungers, and table and seating for 6 for idyllic alfresco dining.
FREE use of the in home wireless internet. There is also a computer in the home for your use.
There is a Pack n Play cot are highchair in the home for your use.
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 30 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
Update Janauary 2019: Just opened (late 2018) the Windsor Hills Resort clubhouse now has a Brand New Water park. Featuring water slides and a splash park for kids. This is a fantastic addtion to the Orlando resort and we know guests are going to love it. We will be adding more information and photos and the new water park very shortly.
Update September 2019: Please see the video below which shows the new Windsor Hills Resort water slides and splash pad. This was opened late 2018 and we already know guests are loving it!
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.
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
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 –
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An easy 5 stars!
If I could have given more, I would have. Before booking our villa through Claire, I read all the reviews and saw how positive they all were. I have to say Claire definitely lived up to these reviews. Every query, no matter how trivial, was dealt with promptly and professionally. We were a family party of 11, 7 adults and 4 children, and we booked a 6 bedroom villa in the gated community of Windsor Hills with Claire. The villa itself was perfect for a large party, and the location was excellent for the parks and the many restaurants on the 192. Walmart was also nearby. The villa was spotlessly clean and had everything we needed. The two living areas gave us plenty of room to spread out, and the pool area also had space for us all, as well as a large table and chairs to relax in the shade. The kids loved the games room and the pool. Thank you very much again, Claire, and we will hopefully be in touch again for our next trip.
Date of stay: July 2023
Reviewer name: Delaney Family, Motherwell, Scotland
Thank you we had an amazing time and absolutely loved the villa, we will definitely be booking again when we come back!
Date of stay: May 2023
Reviewer name: Ben and Becky Moss, Macclesfield
We will be back!
We could not have ask for a better and more helpful company. They were able to answer all of our questions both before and after booking. All the correspondence was straight forward to complete. We requested to make changes to our booking as the holiday had to be delayed due to covid, which they facilitated with hesitation.
Facilities at the villa were as described and had been maintained to a high standard. Will defiantly be booking with them again in the future and recommend them to others.
Date of stay: July 2022
Reviewer name: Mclaughlin Family, Berkshire
We have booked our Florida accommodation with Claire multiple times over the many years. Claire is super responsive and always manages to find us exactly what we are looking for. We have never been disappointed with our fabulous accommodation and she is happy to advise on all things Florida! We will definitely be booking again.
Date of stay: May 2019
Reviewer name: McGrath Family, Haverhill
We had a fab time loved home and location can't wait to return!
Date of stay: July 2017
Reviewer name: Collman Family, Middlesex
The kids made a full holiday out of it and were on the go all day every day. We old ones were exhausted!! So hot and humid at this time of year, we expected this of course so made preparations for coping! The house was great, thanks. The kids loved the pool of course. Thanks for all your help.
Date of stay: July 2017
Reviewer name: Robertson Family, West Lothian
Our holiday was amazing and we all loved the villa! We are all planning another stay!
Date of stay: June 2017
Reviewer name: Rothwell Family, South Yorkshire
We had a fabulous time, thank you. The villa was spectacular and we would definitely recommend it in the future.
Date of stay: April 2017
Reviewer name: Davies Family, Gloucestershire
Best by far!
We have just returned home and wanted to say that out of all the villas we have stayed at in Windsor Hills this one is the best by far! We are incredibly picky when it comes to villas as it’s a huge part of the holiday for us, and my wife has meticulous standards when it comes to cleanliness, and this one passed with flying colours so I just wanted to email to say a huge thank you from all of us. We will definitely be looking to book this villa again for our next trip. We had an amazing time, thank you. We crammed so much into the 10 days, walked 102km in total, saw a rocket launch, went on the wishes cruise and watched the fireworks it was just brilliant. And we all absolutely loved the villa also, it's definitely our favourite and will be our first choice for next time. Its such a big part of the holiday and lovely to come back to the pool at night to cool off, literally couldn't fault it. Best regards!
Date of stay: October 2015
Reviewer name: Gater Family, Kilmarnock
Just want to say that we thought that the villa was beautiful and that we really did enjoy staying there. Many thanks and will 100% recommend it.
Date of stay: July 2015
Reviewer name: Hawbrook Family, Lincoln
We stayed here for 2 weeks in February. The villa is just perfect in everyway - when we arrived the lights were on inside and the villa was perfectly clean with everything we needed for our 2 week stay - very welcoming and we loved it! Windsor Hills is a great area to stay, close to everywhere. We had the pool at the villa but also made use of the larger communal pool area . There is a playpark within yards of the villa and the games room is great for kids! All our booking arrangements were really easy and we would definitely recommend this villa.
Date of stay: February 2015
Reviewer name: Cunningham family, Northern Ireland
Having been to Orlando many times, we know the importance of having a beautiful home to retire to after a long day at Disney and this villa certainly didn't disappoint. Everything was as pictured, no hidden surprises, all beautifully clean, the pool was immaculate and lovely. No dirt or bugs anywhere! I couldn't believe it. Great to have use of the computer and wifi too. Fantastic location, lovely gates community, made us feel very safe. Would definitely stay in again.
Date of stay: October 2014
Reviewer name: Mills family, Bognor Regis, West Sussex, uk
Villa was excellent. Very clean and well kept. Furnished to a very high standard. Alarm and security of property an added bonus on this villa. Also conveniently situated very close to Disney.
Date of stay: October 2013
Reviewer name: Blowers/Holland Families, UK
The house was amazing, we all really enjoyed it, thanks again for your help and hope to book again with you in the near future.
Date of stay: January 2013
Reviewer name: Andy and Gail, Chelmsford, Essex
This is a wonderful, beautiful home and was just the right layout for my family. We were 3 generations and my adult children and grandchildren enjoyed this home as much as we did. The kitchen was well stocked, the washer and dryer was a very nice amenity and everything in the home was very high end. The layout of the home was fantastic and worked well for our family time together. The pool and whirlpool were such life savers; as we all enjoyed them after a day at one of the Walt Disney's park. We swam everyday! Everyone was so helpful at the security gate and we felt very safe at all times. I recommended this home to 2 families so far and we plan to return. You will enjoy this home also especially if you plan to go to WDW as it was very convenient to get to and from the parks. Thank you again.
Date of stay: October 2012
Reviewer name: Donna, USA
I just wanted to say a huge thank you. We had a fantastic time in the villa and will definately recommend it to our friends and family. The villa actually was even better than the photo's and everyone had a great time.
Date of stay: August 2012
Reviewer name: Payne Family, Watford
Better than my real house!
We attended a trade show in Atlanta, and were thrilled with this house. We had more than enough room (my bedroom was about four times larger than my home in Austin), and we loved having our own pool and use of the beautiful club house. The game room in the garage was an added plus. It was conveniently located, close to Disney, the outlet malls, Epcot, Sea World and everything else. Two thumbs up!
Date of stay: June 2012
Reviewer name: Ruth, Austin, TX
Our stay at the Villa was 1000% positive. Everything was lovely and exactly as described and pictured on the website.
We rented the home for an extended family vacation - kids and grandkids. Everyone was easily accomodated and the layout of the house was perfect in that there were large gathering spaces, yet also plenty of privacy in terms of bedrooms and baths. Proximity to Disney couldn't be more convenient and having the private pool was "icing on the cake".
Everything was perfect. We will definitely return and rent again!
Date of stay: May 2012
Reviewer name: Susie, USA
We had an amazing time and have highly recommended the villa to anyone who has mentioned they want to go to Florida! Thanks again for all the speedy contact you gave.
Date of stay: May 2012
Reviewer name: Davies Family, Swansea
Lovely house and great amenities
The house was perfect, just as described and full of wonderful amenities. The kitchen was really well equiped to be able to prepare and cook meals. We loved the pool area and the hot tub, perfect for our family and we made good use of the games room.The bedrooms were really nicely presented and comfy too, just like being at home. We used the community area pool and shop along with the playgrounds, everything was so close by. Thank you, we had a great holiday.
Date of stay: March 2012
Reviewer name: Sarah, USA
The house was as we expected and we all had a super time.
Date of stay: June 2011
Reviewer name: Lahy Family, Bradford, UK