Windsor Hills Resort 5 Bedroom Private Pool+Spa Home
Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access!
Our 5-bedroom, 5-bathroom, private pool & spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer.
* Windsor Hills Resort Private Pool Home Sleeps up to 10 * 5 bedrooms/ 5 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table * Additional seating for 6 at the breakfast table * Private pool with spa faces North in screened-in lanai. * Outdoor Dining Seats 6 * Avengers Themed Game Room * Sun Loungers * 5-minute walk to the Clubhouse
BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 42" TV - Bedroom 2: One King Bedroom (Attached Bathroom) 42" TV - Bedroom 3: One Queen Bedroom (Shared Bathroom) 40" TV
BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: One King Bedroom 42" TV - Bedroom 5: Two Twin Bedroom 43" Roku TV
Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis.
Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk
Windsor Hills Resort Amenity Access Included with Rental:
* Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade
Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 5 Bedroom Unit - Maximum of 12 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest.
Distances to Shopping & Attractions: Home is located on Comrow Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile
Why Choose this Rental? - Professionally managed to serve all your needs - Management company has over 26 years of experience hosting well over 200,000 families - Go straight to your rental with online email check-in - 24/7 on-call maintenance - No Resort Fees - Free On-Site Parking - Smoke-free for your comfort - Towels and linens are provided - Complimentary WiFi - Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.)
Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice.
FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.
Our prices include all fees. No hidden fees.
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Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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Windsor Hills
5 BR Themed Villa | Game Room | Private Pool & Spa
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Kissimmee
Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and near a water park. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Blizzard Beach Water Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Animal Kingdom® Theme Park. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with ecotours.
Disney's Animal Kingdom® Theme Park - 7 min drive - 4.2 km
Disney Springs™ - 11 min drive - 13.4 km
Magic Kingdom® Park - 14 min drive - 15.0 km
Getting around
Kissimmee Station - 26 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 32 min drive
Restaurants
McDonald's - 4 min drive
Starbucks - 3 min drive
Del Taco - 3 min drive
Osaka Bay Buffet - 3 min drive
Sickies Garage Burgers & Brews - 4 min drive
Frequently asked questions
Does Windsor Hills Resort 5 Bedroom Private Pool+Spa Home have a pool?
Yes, this property has a pool.
How much does it cost to stay at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?
As of 25 Apr 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home on 7 Aug 2026 start from £176, 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 Windsor Hills Resort 5 Bedroom Private Pool+Spa Home pet-friendly?
No, pets are not allowed at this property.
How much is parking at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?
On-site parking is available at the property.
What time is check-in at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?
Check-in begins at 4:00 PM.
What time is check-out at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?
Checkout is at 10:00 AM.
Where is Windsor Hills Resort 5 Bedroom Private Pool+Spa Home 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
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We have stayed in Windsor Hills several times during our visits to Kissimmee, but this home was the BEST one we've stayed at so far! It was clean, spacious, and full of amenities. The bedrooms were comfortable - I enjoyed the fact that they weren't obnoxiously decorated. In fact, the entire place is beautifully and tastefully decorated! The game room was also the BEST we've ever had access to. Carpeted! I've NEVER seen that before! The kitchen was nicely stocked for any in-house cooking you plan to do. The pool was the perfect escape. Location is also ideal, very close to the community pool and fitness center. Just a fantastic stay! We will definitely be back!
Erin S.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 14 Dec 2025
Thank you for your glowing review
We're so happy you enjoyed the home and everything it had to offer. We work hard to give each guest the best possible experience and look forward to your return!
Loved the house, perfect for a family. The Club House pool was very nice...nice little convenience store. Bedrooms and bathrooms were placed nicely.
MARY M.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 2 Aug 2023
Thank you for your stay, and we are so happy that you enjoyed our wonderful property. We hope to have you back again soon
Verified
6/10 Okay
Trish M.
10 Feb 2026
Liked: Check-in, location
Overall the property was ok, but there is room for improvement. We paid for pool/spa heat which wasn't working at all the first day. After that we discovered that the heater would need to run for a full 2 hours before warming up which is less than ideal when spending full days at the theme parks. Hot water was also a challenge in the house taking at least 10 minutes to warm up when trying to shower. The kitchen was reasonably appointed allowing us to prepare our breakfasts on property. The house does have more wear than is shown in the pictures and would benefit from a deep clean and/or updates.
Trish M.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 10 Feb 2026
Our pool heaters are not engineered like commercial ones, they are electric and especially when cold out take significantly longer to heat the water up than what many would expect when comparing to a stand alone or a hotel hot tub. We apologize for the length of time it took to get to temperature. We deep clean the property twice a year and it's due for another shortly! Thank you for your stay!
The house was just what we needed for our family of 8 during our Disney World and Universal Studios trip. The house was spacious, themed great without being too much and we love having a full kitchen and laundry.
Shelley P.
Stayed 8 nights in Jan 2024
Response from VrboOwner on 27 Jan 2024
We are happy to hear that you enjoyed your sstay and look forward to welcoming you back again one day soon!
Verified
8/10 Good
Jan C.
21 Dec 2018
Very Good!
Close to parks, management company was responsive when we had to call with an issue.
Jan C.
Stayed 6 nights in Dec 2018
Response from VrboOwner on 2 Aug 2023
Thank you for the review. I am glad you enjoyed the house, and that we were able to get that issue resolved for you quickly. Please come back and see us again soon.
We enjoyed our stay in this home. It’s super close to the park, stores & restaurants.
With the shorter park hours it was great to come back to the house & have plenty of space to relax & hang out int the hot tub/ pool. We had no issues during our stay. The few request and/or questions I had were taken care of by the awesome Global Resorts staff.! This was our first time using VRBO and I’m very pleased to say everything went well. I highly recommend this home.
Stacy N.
Stayed 7 nights in Apr 2021
Response from VrboOwner on 2 Aug 2023
Thank you for your stay! We'd love to have you return!
This is our third house we stayed at in this gated community. Hands down the best one yet! Everything was clean, as described, and beds were comfortable. Was a great stay! We have a pretty big family and there was plenty of room for us all to spread out. The communication was awesome and fast. Definitely Recommend this House!
Franki E.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 2 Aug 2023
We are so glad that you and your family enjoyed your stay and look forward to welcoming you all back again one day soon!
We stay for a week
And everything was lovely. Cable stop working on the second day. I called and the management company came right over to fix it.
We really enjoyed your stay.
Juanita G.
Stayed 8 nights in May 2023
Response from VrboOwner on 2 Aug 2023
We work hard to make sure our property is vacation-ready for every guest, and make things right as soon as possible.
We cannot wait for you to return!
The house was very clean & welcoming. We all enjoyed the amenities & there was plenty of room for all. We had a tiny issue and Global was very attentive with their response and sending a tech out. The tech was very nice & got the job done! :) I would definitely recommend this property & when we go back to Orlando I hope its available for us again!
christina f.
Stayed 8 nights in Sep 2023
Response from VrboOwner on 18 Oct 2023
Thank you for your stay! We're so happy to hear you enjoyed your time with us. We look forward to your return sometime.
Verified
8/10 Good
Chris R.
16 May 2019
Great family vacation to theme parks!
House in Windsor Hills is the only way to go when visiting theme parks. After a busy day at the parks it was so nice to get away from the crowds and relax in a nice quite environment. The house was a perfect location and very well maintained. I would have given it 5 stars but we were surprised to not have basic supplies like salt and pepper for the kitchen. Overall, I would definitely stay at this house again. The pool and hot tub were great and plenty of room for two families of 4 (8 total).
Chris R.
Stayed 7 nights in May 2019
Response from VrboOwner on 2 Aug 2023
Thank you so much for the review, and for your business. We loved welcoming you, and I am thrilled the house met you needs and was the perfect location for your family. Also, glad you found the house well maintained. Sorry if you were disappointed about the lack of salt and pepper. Since the home is a rental, it present a hazard leaving anything perishable in the homes. You never know what a previous guest might do with items like that. That's truly the reason we do not leave them to make sure the guest is protected. We do provide towels, linens, toilet paper, paper towels, dishwasher detergent, soaps, shampoos, and all of the hardware you would need for the kitchen. Please come back and see us!
All good with the exception of pool service company. Gave us a difficult time about our request to vacuum pool. Other then that absolutely fine!
Michael Z.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 2 Aug 2023
We are happy to hear that you enjoyed your stay and will make sure to see about the cons that you reported. We always appreciate the pros and cons to make things perfect for our guests and to hopefully welcome you back again one day soon!
We have stayed at multiple vacation homes in the area over the past few years. This has been the closest proximity to Disney. This is cool, but means more traffic. The house itself is dated, but in great condition and the neighborhood is a lot quieter than many other developments. We have been in a few that get obnoxious at night in the past!
I particularly like that the majority of the bedrooms & bathrooms are on the ground level in this house. A lot of vacation homes tend to have fragile feeling and/or impractical furniture for families. This one was appointed very well and I wasn’t nervous about glass dining tables or flimsy patio furniture. Only issue was the lack of a remote control in the game room. I had to swing out to Walmart and grab a cheap universal remote at Walmart so the kids could play their Nintendo switch in there. Foosball table was also a little odd in that the hall hit the floor upon scoring each goal! 😂
We did have a slight concern with the water levels in the pool seemingly being on the decline throughout the course of our stay, but otherwise it functioned well and was perfect as we paid to have it heated. This was one of the larger pools in over a dozen home rentals we have had in Orlando.
I also really liked Global’s process for check in & checkout. They have their SOP’s in place and the whole experience was a breeze. Also in Windsor’s favor was the gates worked better than at other complexes. At first I was concerned it wouldn’t be the case as it was a barcode versus a QR code like at the newer developments, but it actually scans easier so you aren’t caught in long lines of people struggling. If there are issues they are also better staffed than many other places so they can expedite the bottleneck.
One negative on Windsor’s side is the pool and water park incomparison to all other places we have stayed. Pool wasn’t as big and the water park was very underwhelming as many others have more slides and a lazy river. They also have full bars and grills. That being said, the staff was very friendly and the F&B was surprisingly good, despite the facility. Not that I care about live entertainment at these places, but the guy playing music was acting like he had an larger, engaged audience. So like the rest of the staff it just made for a better experience.
Phil M.
Stayed 8 nights in Nov 2021
Response from VrboOwner on 24 Sept 2023
Thank you for your stay! We're happy to hear you and your family enjoyed your time with us. We'd love to have you return!
Windsor Hills is a great resort!! The location couldn’t be better, everything we needed was in a 5-mile radius and it took no more than 10-15 minutes to get to any of the parks. The house was very nice, clean and spacious. We had 9 in our group and had plenty of space. The only negative was the pool was not heated when we arrived (even though we called 48 hours before to set up), but Management was responsive and had someone out the next morning to fix the problem.
Maria S.
Stayed 7 nights in Nov 2019
Response from VrboOwner on 2 Aug 2023
Thank you for staying with us!
We love our location! We work hard to make sure our house is vacation-ready for every guest.
We are sorry about the pool heat, but I am very glad it was tended to right away!
Come see us again soon!
Verified
4/10 Poor
Ian H.
25 Oct 2019
Liked: Check-in, location, listing accuracy
Lovely house let down by poor preparation
Lovely 5 bedroom house in great location near to Disney and 192.
Sadly let down by poor preparation by the rental team.
Pool not heated as requested and paid for
Jacuzzi that emptied out on its own
Filthy BBQ
Sound system that didn’t work
A hairdryer that burst into flames when used for first time
Faulty air conditioning upstairs
All the above were reported to the management company but only some got repaired.
For the amount we paid I’m disappointed that the house was not perfect (or repaired properly when notified)
Terrific stay but -There were ants and spiders all over counter and stove☹️May need to spray or have checked out.
Thank you!
Susan B.
Stayed 7 nights in Oct 2019
Response from VrboOwner on 2 Aug 2023
Thank you for your reply! We will most certainly tend to the pest issues as soon as we are called about them and have noted this to make sure we take care of this issue.
Glad you loved your stay and look forward to welcoming you back!
Verified
10/10 Excellent
David D.
8 Jul 2019
Great place
Loved our week at this place!
David D.
Stayed 7 nights in May 2019
Response from VrboOwner on 2 Aug 2023
Thank you for your feedback! We are glad to hear that you have enjoyed your stay with us. Come see us again for any future stays in the Disney area!
The house was great and we all felt very relaxed and at home there and that's what you need when you've been on your feet all day.
I didn't think I'd want to go back to Florida again but I enjoyed it so much I hope to return in a year or two, hopefully to this house.
The only thing I felt was missing was a welcome pack with instructions for appliances, pool cleaning and information on local facilities, including doctors.
nicholas d.
Stayed 14 nights in May 2019
Response from VrboOwner on 17 Oct 2023
Thank you for your stay! We work hard to give each guest the best experience possible and will have this looked into.
Verified
10/10 Excellent
Todd J.
28 Apr 2019
Great vacation
The house was wonderful. A few minor details, hair dryer in my daughters bedroom was broken and the shower lacked much hot water. Great layout and tons of space for all! Loved the pool and hot tub. Super convenient and fast to get to all Disney Parks and local restaurants. Would definitely stay here again. Thanks.
Todd J.
Stayed 7 nights in Apr 2019
Response from VrboOwner on 2 Aug 2023
Thank you so much for the review. Our goal is always to give our guests the best vacations possible, and I am so glad you loved the home and layout. Sorry to hear about the hair dryer and hot water. I will send maintenance over today to address and repair those issues. If you ever come back, just give us a call and we can send somebody out day of. Thanks again, and I hope to see you again soon!
Verified
10/10 Excellent
KARIN E.
31 Jan 2019
Ótima casa e ótima localização
Funcional muito bem equipado
Nós gostamos muito. Alugaria de novo
KARIN E.
Stayed 11 nights in Jan 2019
Response from VrboOwner on 2 Aug 2023
Thank you so much!
Verified
10/10 Excellent
Natalie T.
6 Nov 2018
Our stay was amazing we absolutely loved the house and pool area
The house was very clean and spacious. We loved the Lay out and everything about the house. We didn’t want to leave. We will definitely be trying to book this house again in the future!
Natalie T.
Stayed 8 nights in Oct 2018
Response from VrboOwner on 2 Aug 2023
Thank you so much for the kind review. I am thrilled you loved the house, and we hope to see you again very soon!
About the host
Hosted by Global Resort Homes
Global is all about bringing families together to create memories they'll never forget! We've hosted over 200,000 families since 1993 and can't wait for you to experience the Global Difference.
Why they chose this property
Welcome to the fabulous Windsor Hills Resort. This spectacular gated community is located in Kissimmee Florida and just moments from the main entrance to Walt Disney World. The amenities in this resort offers tons of activities for the whole family. Fun awaits at the massive lagoon-style pool which features a hot tub and a water slide the kids will love. The resort features every type of outdoor activity once could imagine. You have a children's playground, volleyball court, basketball courts, tennis courts, video arcade, and billiards. There is also a movie theater that features complimentary family-friendly films in the clubhouse. If you would like to get in some exercise on your vacation, take advantage of the state of the art fitness center. Come stay with us at Windsor Hills and enjoy an Orlando vacation your family will never forget.
What makes this property unique
24-hour guest services
Languages:
English, Spanish, Portuguese
Premier Host
They consistently provide great experiences for their guests