Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort.
Welcome to your dream vacation retreat at Windsor Hills Resort! This magnificent 4-bedroom, 4-bathroom villa offers a spacious and luxurious getaway for families and friends seeking the ultimate Orlando experience.
Step inside this one-story haven, boasting 1186 sq ft of beautifully designed living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, allowing for effortless entertaining and quality time together. The stylishly furnished living room offers plush seating to relax and unwind after a day of adventure.
The fully equipped kitchen features all appliances and ample counter space, making meal preparation a breeze. Gather around the dining table with seating for six guests, perfect for enjoying delicious home-cooked meals or engaging in lively conversations.
But the true highlight of this villa awaits you outdoors. Step onto the private pool deck, where you'll find a refreshing pool and invigorating spa. Lounge on the comfortable deck chairs, soak up the Florida sun, or dine alfresco at the outdoor dining table, accommodating up to 6 guests. The pool area provides a serene and private oasis where you can relax, unwind, and create cherished memories.
Entertainment options abound in the game room, featuring a pool table. Challenge your family and friends to friendly competitions or enjoy some downtime on the plush leather sofas while watching your favorite shows on TV. If you need to catch up on work or want to plan your next adventure, there is a dedicated desk area where you can comfortably sit and focus.
Located just minutes away from world-famous theme parks, shopping outlets, and dining options, Windsor Hills Resort provides the perfect base for your Orlando adventures.
Indulge in the comfort, luxury, and entertainment of this 4-bedroom, 4-bathroom villa, and create lifelong memories in the heart of the prestigious Windsor Hills Resort.
|| Pool with raised, bubbling spa (not a hot tub) || Optional pool and spa heating (additional charges apply) || Sundeck and shaded lanai || Contemporary furnishings and decor || Full family-sized kitchen with all appliances || Laundry with washer and dryer || Family games room with pool table || Laptop-friendly workspace || FREE Wi-Fi high-speed internet (500 Mbps) || Digital entry/lock system with unique, private code
While unavailable in person, we have a 24/7 concierge service to answer any questions.
Pool heating is a seasonal (October - May) option and can be purchased at an additional fee.
Welcome to the extraordinary world of Windsor Hills Resort, where luxury, excitement, and relaxation converge to create the ultimate vacation experience in Orlando. Nestled within beautifully landscaped grounds, this prestigious Resort offers a captivating escape for families, couples, and friends alike.
As you enter the Resort, you'll be greeted by grandeur and elegance. Impeccably designed, Windsor Hills Resort features a variety of luxurious accommodations, ranging from spacious villas to stylish townhomes, each exuding its unique charm and offering the utmost comfort and convenience.
The Resort's central focal point is the magnificent Clubhouse, a hub of activity and entertainment. Step inside to discover a world of amenities at your fingertips. Dive into the large lagoon-style swimming pool, with thrilling water slides to delight kids and adults. Relax on the sun loungers by the poolside or unwind in the soothing waters of the hot tub.
For those seeking a more active vacation, Windsor Hills Resort has you covered. Challenge yourself on the sports courts with basketball, tennis, and volleyball, or keep up with your fitness routine at the state-of-the-art fitness center. The Resort also boasts a movie theater, where you can enjoy family-friendly films or catch up on the latest blockbusters in a comfortable and immersive setting.
Younger guests will be delighted by the playgrounds and the interactive splash pad, providing endless fun and laughter. And for added convenience, the Resort offers a sundry shop where you can find essentials, snacks, and souvenirs.
Windsor Hills Resort's prime location is another major draw. Situated just minutes from Walt Disney World Resort, Universal Orlando Resort, and other renowned theme parks, you'll have easy access to enchantment and adventure. Explore the magic of Disney, experience the thrills of Universal's attractions, or discover the wonders of SeaWorld.
In addition, the Resort is conveniently close to premier shopping outlets, championship golf courses, and a wide array of dining options to suit every palate.
Escape to Windsor Hills Resort and immerse yourself in a world of luxury, excitement, and relaxation. With its outstanding amenities, unparalleled location, and commitment to exceptional guest experiences, this Resort is the perfect choice for an unforgettable Orlando getaway.
|| Resort clubhouse with lagoon pool || Resort children's adventure playgrounds (3) || Resort putting green || Resort volleyball court || Resort tennis courts || Resort basketball press courts || Poolside spa and hot tub || Poolside kid's water slide || Poolside shaded pergolas || Clubhouse 58-seat cinema || Clubhouse video arcade || Clubhouse games room || Clubhouse fitness center || Clubhouse Sundry shop || Clubhouse Wi-Fi || Manned gated resort entry
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5/5 Pool home with AC game room & themed rooms in Windsor Hills-5 mins to Disney
The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 7597946
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Kissimmee
Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and near a water park. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Travelling with kids? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex. Discover the area's water adventures with jet skiing and waterskiing nearby, or enjoy the great outdoors with horse riding and cycling.
Disney's Animal Kingdom® Theme Park - 9 min drive - 5.8 km
Disney Springs™ - 13 min drive - 15.3 km
Magic Kingdom® Park - 14 min drive - 16.0 km
Getting around
Kissimmee Station - 26 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive
Restaurants
McDonald's - 3 min drive
Starbucks - 3 min drive
Del Taco - 3 min drive
Osaka Bay Buffet - 3 min drive
Sickies Garage Burgers & Brews - 3 min drive
Frequently asked questions
Does Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort. have a pool?
Yes, this property has a pool.
How much does it cost to stay at Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort.?
As of 19 May, 2026, prices found for a 1-night stay for 2 adults at Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort. on 9 Jun, 2026 start from S$269, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort. pet-friendly?
No, pets are not allowed at this property.
How much is parking at Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort.?
On-site parking is available at the property.
What time is check-in at Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort.?
Check-in begins at 4:00 PM.
What time is check-out at Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort.?
Checkout is at 10:00 AM.
Where is Luxury and Leisure Await: Unwind in Our 4-Bedroom Villa at Windsor Hills Resort. located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.5 mi (4 km) away.
Reviews
8.6
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a wonderful time. Liked the open floor plan. It looks like they have remodeled some of it. Needs a little tlc but nothing to keep me from coming back.
The house is in a great, gated community and only about 10-15 minutes from the parks. Pool and spa tub heater was wonderful and kitchen had everything we needed.
Erin W.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 18 Mar, 2025
Hi Erin - Thanks for leaving a review. We're happy that you enjoyed your stay and hope you'll come back and visit with us again!
Really enjoyed my stay at the house. They should really consider maintaining the pool monthly, it’s unsightly full of dirt and dead bugs, that should not be the responsibility of the guest to remove that to enjoy the pool.
Darryl M.
Stayed 1 night in Aug 2022
Response from VrboOwner on 2 Aug, 2023
Hi Darryl
Thanks for your review and the feedback. We were happy to read that you enjoyed your stay.
We are surprised at our comments regarding the pool and wonder if it's (perhaps) aimed at the community/resort pool? We service the pool at the home every week. Occasionally bugs and debris will fall into the pool and will fall to the bottom - for the main drain to filter. This is why we provide a pool net for guests to use during their stay.
We hope to welcome you back again in the future.
The house was much larger than the pictures made it seem. It had all the amenities needed to stay for a week. Love how close this is to the parks. We've stayed at other Windsor Hills properties in the past but this is by far our favorite.
Laura P.
Stayed 6 nights in Feb 2022
Response from VrboOwner on 2 Aug, 2023
Hi Laura - thanks for making the effort to write a review and provide us with feedback - we appreciate you taking the time.
We're glad that you had such a great time and that you enjoyed the house. We hope that you'll come back and stay with us again soon.
Lovely, spacious home! Very clean and all the amenities you need! Each bedroom has their own bathroom. Updated and comfortable. Close to everything. Highly recommended for families. The decor is fun and colorful. Private inground pool. Great place to make happy memories.
Ms. Stephanie D.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 17 Feb, 2025
Hi Stephanie
Thanks for taking the time to leave a review. We're happy that you enjoyed your stay and hope that you'll come back soon!
We came to Kissimmee so our kids could cheer at a competition. Two families stayed together as we are more family than friends. This property was perfect and Windsor Hills is a beautiful resort! This property could use some updates but was just fine for our vacation.
Steffanie M.
Stayed 8 nights in Apr 2021
Response from VrboOwner on 2 Aug, 2023
Hi Steffanie
We're delighted that the home was perfect for your needs and that you enjoyed Windsor Hills Resort during your stay. We've passed on your comments regarding the needed updates - and the owner has agreed to upgrade many of the amenities in the home soon.
Please remember that you can get a returning guest discount the next time you book through VillaDirect.
We had no issues with the property though a could if questions. The owner responded quickly.
Scott W.
Stayed 4 nights in Jul 2021
Response from VrboOwner on 2 Aug, 2023
Hi Scott
Thanks for taking the time to leave a review - it's appreciated.
We're glad that you had a good stay at the property and hope that you'll come back again soon.
Verified
8/10 Good
John D.
7 Nov, 2018
Satisfactory Stay
Our stay was satisfying. However, the furniture could use some updating. The house could also use some minor updates as you could see that it was used often. The game room was a fun area, but the air hockey table did not work. The location is excellent and being that close to the clubhouse is a plus. With some minor work, this place could easily be a five-star house.
We stayed with 5 adults and a 3 year old. Such a great location! close to Disney, major grocery stores and dining. Some of our party even walked to Walmart Because it was so close.
The location within Windsor Hills was also perfect , Short walk to the clubhouse and beautiful landscaping around the backyard with palm trees. Being a corner house it felt pretty secluded which was nice.
There were lots of towels And having the laundry in house was great we came home With suitcases full of clean clothes.
As noted in a few of the other reviews, there are some tiles that need fixing In the main living area. But everything was clean, and we really enjoyed our stay.
The pool area was really nice we spent most of our time in the pool!
Meaghan M.
Stayed 7 nights in Sep 2024
Response from VrboOwner on 30 Sept, 2024
Hi Meaghan - Thanks for leaving a review - we appreciate it. We're glad you had such a great time!
We've let the owner know about the tiles (again) and hope that he'll approve a fix or address it soon. We hope that you'll come back again soon and we look forward to welcoming you back.
The home was well appointed and located in a quiet, gated community. Clean and roomy. There were 4 of us there to celebrate a birthday and could have not picked a better place. The cleanliness was outstanding and we each had our own room with private bath. Made getting ready a breeze in the morning to hit the parks and not have to wait our turn. The host was Absolutely Awesome. We used them for all our needs. They took care of a scooter that saved us a lot of inconvenience. We will definitely be back and hope that it’s available during the time we meet. Our next trip, twice a year we hit the parks, this will be #1 on our list. Thank you and give them a shot. You will NOT be disappointed.❤️
Gary R.
Stayed 4 nights in Nov 2024
Response from VrboOwner on 22 Nov, 2024
Hi Gary, thank you so much for the kind words, we really appreciate you booking our home, more importantly we are so glad you had a wonderful time and we were able to help when we could, we really hope to host you again on your next trip. Have a Great Day.
The VillaDirect Team
Excellent location close to the resort pool, great to have plenty of dishes and kitchen items available. Bathroom toiletries, extra dishwasher tabs and garbage bags provided. Even had mattress protectors which was nice with our kids. Quick responsiveness when we asked to add heat to the pool! There are some things in the entryway that need fixing-loose floor tiles and large gap underneath front door, remotes didn't all have batteries. The A/C was not working when we checked in and it was fixed within a few hours. Lisa was amazing to work with! A family with 2 adults and 4 kids had plenty of space to eat and lounge when relaxing. Pool was clean, plenty of towels, comfortable blankets. We will be back!
The property was very nice , it was starting to show some wear and tear. The sliding doors were in need of repair. One was hard to close and the other main slider the lock was broken so it was hard to even get it to lock properly. The management company Villas Direct could use some customer service education. When we got there somebody drained the pool completely and they had to fill it back up with the water hose which made the pool water way to cold to swim in on top of that the water wasn't as clear as it should be, I asked if they could turn the pool heater on to get it at least warm enough to swim in The management company's answer was that it'll heat up on it's own. When we got to the property the management company supplied 1 small towel per person for showers, We have stayed at Windsor Hills for at least the past 15 years at many different units from Condos to Townhomes and Homes and we always have sufficient towels, But Villas Direct answer to me was that's why there's a washer in the unit. I told them I didn't bring my wife on vacation to do laundry. I was not happy with them and will not rent another unit that they are managing. That is unfortunate because I would rent this again.
Charles K.
Stayed 10 nights in Aug 2025
Verified
4/10 Poor
Kristi H.
19 Feb, 2025
Liked: Location
Disliked: Cleanliness, communication
Don’t pay extra for pool heat
From the start didn’t receive check in packet. Arrived front entry fall hazard tile is popped up, we found a snake in the garage rec room, the twin bed sheets were not changed they had Cheetos dust on pillow case and under the covers lots of chip Crumbs. Toilet is hall bath doesn’t flush. Paid extra for pool heat and spa never got warm until last day after daily complaints and excuses from management that it wasn’t a hot tub and told us it does not gets hotter than pool yet last day it was so hot we could barely get in. Paying for pool heat at any of these homes in Windsor Hills is a rip off, my 3rd time and never heated properly. Refused to give refund on heat
We had a good stay at this condo. The check-in was easy. We were worried that the pool would not get warm for our children (as the weather in Florida was less than ideal at 57, 67, etc.) However, the pool was warm and the kids seemed happy. We did pay for pool heat. There was a plumbing issue with a bathroom tub draining slowly and we called about it. Walmart is nearby and the airport is close- maybe 30minutes. I would caution against using tap water to make coffee as I believe the tap water may not be good as all of the water smells horrible. We are now having stomach issues so don't make our mistake. Overall, it is a very nice space. We have stayed at Windsor Hills many times and it feels safe. It is a 9 minute drive to Disney world.
Enjoyed the property layout. Disappointed in the outdated bedroom furniture . Extremely disappointed in the pool and cement deck. Had mold in a lot of the cement blocks. I feel this should have been cleaned before we checked in. I was told it gets cleaned quarterly. The adults we were with chose not to use the pool because of the unsightly . A waste of paying for the heated pool .
Loved the community pool and center and the extremely close proximity of the house to the community center and pools. They were very clean and friendly people
Pam S.
Stayed 7 nights in Nov 2021
Response from VrboOwner on 2 Aug, 2023
Hi Pam
Thanks for providing us with your feedback following your stay. The problems you had with the pool deck are addressed quarterly, as you were advised. The pool has trees all around it, which cause more shade in certain areas - which leads to the algae build-up on the deck pavers.
Verified
6/10 Okay
Marc R.
9 Aug, 2021
Liked: Cleanliness, location
Disliked: Communication
Clean and Close, but with caveats
To start with the positive, the house was clean and the proximity to the parks was great. Also, the house is bigger than the photos would have you believe. It easily sleeps 8. On the downside, it has definitely seen a lot of mileage and there is a fair amount of wear on everything. The most disappointing factor was the utter lack of paper products and dishwashing supplies. For what I paid for this place, I should not have to go buy toilet paper, paper towels, dish soap and dishwashing tablets. Finally it was clear this is run by a company and not an individual because there was no communication from any owner to speak of.
Marc R.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 2 Aug, 2023
Hi Marc
Thanks very much for taking the time to write us your feedback - it's really appreciated!
The property has been heavily booked over many years and we have asked the owner to upgrade and refresh the home and its amenities for some time. This home does not represent the standard of our properties.
As for the paper products, as standard we provide starter products of toilet paper in each bathroom, kitchen towel in the kitchen and soaps on every bathroom bowl/vanity. We are looking at adding dishwasher and washing detergent tabs, plus shampoo and other amenities for guests in the near future.
We hope that you'll come back to visit again soon! Please remember that you can receive a returning guest discount and save money the next time you book and stay in any vacation home from VillaDirect.
VillaDirect provides families with the very best 'home away from home' vacation experience and value in Orlando. With world-class hospitality from a dedicated guest service team, a variety of 2-9 bedroom luxury vacation villas, townhomes, and condominiums located near the Disney theme parks, and prices to fit every budget, VillaDirect has become a leader in the Orlando vacation home industry. We help make family travel simple with our guest-centric approach, innovative rental concepts, reliable service, and commitment to providing our customers the very best value for their budget.