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Windsor Hills Resort 5 Bedroom Private Pool+Spa Home

Family-friendly stay near Walt Disney World® Resort

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Resort Pool
A hotel entrance with a covered walkway, palm trees, and well-maintained gardens.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.
Living Room (Angle 2)
Clubhouse

Reviews

9.0 out of 10
Wonderful

Entire home

5 bedrooms5 bathroomsSleeps 102382 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪5 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

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About the neighborhood

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills vacation home places you within 3 miles (5 km) of Walt Disney World® Resort and Island H2O Live!. ESPN Wide World of Sports Complex and Old Town are also within 6 miles (10 km).
View more Vacation Homes in OrlandoOpens in a new window

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 1.7 miles
  • Mighty Jungle Golf - 3 min drive - 1.9 miles
  • Mystic Dunes Golf Club - 4 min drive - 1.5 miles
  • Island H2O Live! - 5 min drive - 3.0 miles
  • Orange Lake Golf - 7 min drive - 4.7 miles

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
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
* Poolside Cabana Rentals- (arrange to rent cabanas at the clubhouse for additional fee)
* 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.

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Windsor Hills Resort 4 Bedroom Home with Pool+Spa 4 Home
Windsor Hills
  • Washer
  • Dryer
  • Free WiFi
Windsor Hills Resort 4 Bedroom Home with Pool+Spa 4 Home

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Bus station shuttle (surcharge)
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Water park
  • Basketball nearby
  • Ecotours nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher

General

  • Gated community
  • Property located in a resort
  • Unit size: 2,382 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

438763

Frequently asked questions

How close is Windsor Hills Resort 5 Bedroom Private Pool+Spa Home to the airport?

This vacation home is 12.6 mi (32-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Windsor Hills Resort 5 Bedroom Private Pool+Spa Home have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Windsor Hills Resort 5 Bedroom Private Pool+Spa Home to the beach?

This vacation home is 8.7 mi (13-min drive) from Beachcomber Beach and 9.3 mi (18-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Windsor Hills Resort 5 Bedroom Private Pool+Spa Home offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?

No, there is no casino at this vacation home.

What time is check-in at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?

Check-in begins at 4:00 PM.

Is there free parking at Windsor Hills Resort 5 Bedroom Private Pool+Spa Home?

Free parking is not available at this vacation home.

Does Windsor Hills Resort 5 Bedroom Private Pool+Spa Home have a pool?

Yes, there's a private pool.

Does Windsor Hills Resort 5 Bedroom Private Pool+Spa Home have a spa?

There are no spa services available at this vacation home.

How close is Windsor Hills Resort 5 Bedroom Private Pool+Spa Home to downtown Kissimmee?

This vacation home is 2.3 mi away from Four Corners.

Windsor Hills Resort 5 Bedroom Private Pool+Spa Home Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 19 out of 30 reviews
Rating 8 - Good. 8 out of 30 reviews
Rating 6 - Okay. 2 out of 30 reviews
Rating 4 - Poor. 1 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

8.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family time

We enjoyed our stay.
Stayed 7 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

We loved our stay at this home and can’t wait to rent it again
Stayed 4 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing amazing location

My family had such a great time
Stayed 5 nights in Jun 2023
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy

Women getaway

Loved the house, perfect for a family. The Club House pool was very nice...nice little convenience store. Bedrooms and bathrooms were placed nicely.
Stayed 5 nights in Apr 2023
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Just what we needed

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.
Stayed 8 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean! Great Communication! Great House!

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!
Stayed 7 nights in Dec 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windsor Hill Resort

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.
Stayed 8 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic family vacation!

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!
Stayed 8 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Nov 2025
Verified review

8/10 Good

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).
Stayed 7 nights in May 2019
Verified review

6/10 Okay

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.
Stayed 3 nights in Jan 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windsor Hills

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!
Stayed 7 nights in Jul 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house very close to Disney! Great size for our family of 8. Overall, this house was great! Had a few problems with the pool temperature during our stay, but the host was very responsive to our emails and always sent someone out right away to try to fix the issue. Also, it would’ve been nice to have had a Keurig coffee maker, so we didn’t have to make a whole pot of coffee for only one or two people everyday. We always stay in Windsor Hills when we visit the Orlando area and it never disappoints!
Stayed 14 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

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.
Stayed 8 nights in Nov 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy & convenient

Communication with management was prompt & easy. House was very close to WDW parks, walmart w/in 1.5 miles. great location
Stayed 7 nights in Jan 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Definitely recommend

Everything was great! Very close to Disney!
Stayed 7 nights in Dec 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Resort!

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.
Stayed 7 nights in Nov 2019
Verified review

4/10 Poor

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)
Stayed 14 nights in Sep 2019
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay and Disney trip!

Terrific stay but -There were ants and spiders all over counter and stove☹️May need to spray or have checked out. Thank you!
Stayed 7 nights in Oct 2019
Verified review

10/10 Excellent

Great place

Loved our week at this place!
Stayed 7 nights in May 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Brilliant Holiday and great house

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.
Stayed 14 nights in May 2019
Verified review

10/10 Excellent

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.
Stayed 7 nights in Apr 2019
Verified review

10/10 Excellent

Ótima casa e ótima localização

Funcional muito bem equipado Nós gostamos muito. Alugaria de novo
Stayed 11 nights in Jan 2019
Verified review

8/10 Good

Very Good!

Close to parks, management company was responsive when we had to call with an issue.
Stayed 6 nights in Dec 2018