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Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

Photo gallery for Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

Game Room Pool Table, Air Hockey Has AC
Living Room 60" Smart TV Sound Bar
Living Room (Angle)
Living Room (Angle 2)
Kitchen

Reviews

9.2 out of 10
Wonderful
5 bedrooms5 bathroomsSleeps 10217.0 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪2 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

King Suite Bedroom Upstairs

1 King Bed

Master King Bedroom Downstairs

1 King Bed

Master King Bedroom Downstairs

1 King Bed

Two Twins Bedfroom Downstairs

2 Single Beds

Two Twins Bedroom Upstairs

2 Single Beds

5 bathrooms

King Suite Bathroom

Bathtub or shower · Bathtub · Toilet

Master King Bathroom

Toilet · Shower only

Master King Bathroom

Toilet · Shower only

Twin/Twin Shared Bathroom

Bathtub or shower · Bathtub · Toilet

Twin/Twin Suite Bathroom

Bathtub or shower · Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

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 4 at the breakfast table
* Private pool with spa faces West in screened-in lanai.
* Outdoor Dining Seats 6
* Sun Loungers
* 8-minute walk to the Clubhouse
* Dog-Friendly (+$)

BEDROOMS 1st Floor (Downstairs)
- Bedroom 1: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 2: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 3: Two Twins Bedroom (Shared Bathroom) 50" Roku TV

BEDROOMS 2nd Floor (Upstairs)
- Bedroom 4: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 5: Two Twins Bedroom (Attached Bathroom) 46" TV

* This is a pet-friendly home!
- An additional non-refundable cleaning fee of $150 plus tax will apply when you let us know you're bringing your dog.
- There is a two-dog limit.
- Pet must be disclosed and an additional fee must be paid prior to arrival

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 Dinville 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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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. 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 nearby swimming, or enjoy the great outdoors with ecotours.
View more Holiday homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.4 km
  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 6 min drive - 4.7 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney Springs™ - 12 min drive - 13.7 km

Getting around

  • Kissimmee Station - 27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 31 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 Pool Home Pet Friendly have a pool?

Yes, this property has a pool.

How much does it cost to stay at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

As of 13 Apr 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly on 9 June 2026 start from AU$439, 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 Pool Home Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

On-site parking is available at the property.

What time is check-in at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

Checkout is at 10:00 AM.

Where is Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly 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 2.3 mi (3.6 km) away.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 15 out of 23 reviews
Rating 8 - Good. 5 out of 23 reviews
Rating 6 - Okay. 3 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

8.8/10

Cleanliness

6.0/10

Amenities

4.0/10

Property conditions & facilities

9.4/10

Check-in

9.4/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Liesl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall a very good stay. Heating for the pool required maintenance and it didn’t look like the pool had been cleaned. We found the property well stocked and easy to work wit the management company.
Stayed 7 nights in Mar 2026
Verified

8/10 Good

Erik N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot. Nice rooms and very clean. AC was broken when we got there. They fixed it promptly. Video game systems didn’t work. Otherwise, amazing stay.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Chris E.

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

Was amazing setup!

Loved our stay and will stay again.
Stayed 6 nights in Mar 2021
Verified

10/10 Excellent

Sandy H.

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

Granny

Came down with two grandmas and two teenagers. We spent the week in Florida. The house was absolutely gorgeous and we enjoyed our stay very much. Would absolutely rent the house again
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Tina J.

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

Perfect!

Very clean! Kitchen well equipped. Beds were very comfortable. Check in, check out and all instructions very clear. Quick response anytime I had a question.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Jonathan A.

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

Awesome House

The house was great, the community was great, and close proximity to lots of fun.
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Maria Q.

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

Awesome stay!!!!!!!

Everything was available for our needs in the kitchen, beds were comfortable. Loved disney parks, grocery /shopping center were all in close proximity. Excellent and spacious. Would stay again in a heartbeat😊😊😊😊😊😊😊
Stayed 7 nights in Sep 2022
Verified

8/10 Good

Caleb M.

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

Great home to vacation in Disney with the family !

The gated community is beautiful and so close to Disney! The home is well equipped with all necessary appliances, furniture and entertainment games. The cleaning crew need to pay more attention to the dust, kitchen and rugs and floors also need more cleaning.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Mary S.

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

We had a great time

We really enjoyed our stay in this beautiful home. This pet friendly home was very clean and very well cared for and I wouldn't hesitate to stay here again. Global as always, made it easy for us and was able to accommodate our simple request without issue. Windsor Hills is as beautiful as ever. They work very hard in that community to keep it clean and manicured and it shows.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Hattie F.

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

Fathers Day Weekend

Property was very clean and spacious. All rooms were setup as described. The wait for check in at the Entrance Gate took little longer than expected 20-25 minutes.
Stayed 3 nights in Jun 2024
Verified

6/10 Okay

Melissa

Disliked: Cleanliness, property conditions & facilities
Mild problem was so bad in the master we couldn’t sleep in it. Make sure this is fixed before you consider renting here. Otherwise not a bad place.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Kathy J.

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

Family Fun

Good property for a family. All suites is great plus. Downstairs master suites were nice with nice shower. Beds comfortable. Fully stocked kitchen. Trouble with the patio door as others mentioned. Nearly impossible to lock and unlock. Door does not slide smooth. Nice location to Disney. Enjoyed the hot tub. Had some issues with entrance security, not the smoothest process. Fitness center was small and not much equipment. Parking was an issue because of the size of the driveway. If you have 3 cars they don't fit without blocking the sidewalk, which is not allowed. Can't park in the street. Had to park a car parallel to the street, between sidewalk and street to fit 3 cars. Overall, would stay here again. Management company was great to work with. Super fast to respond to every question.
Stayed 5 nights in Jan 2023
Verified

8/10 Good

Sarah K.

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

Great House - we had some issues - should be great now that a lot of issues have been fixed

The positives. Great house, well stocked, all hard surface floors, comfortable beds, space for a large family(s). Pool area is very nice and the deck furniture comfortable. Enjoyed the well appointed kitchen and choices of dining areas. Loved that each bedroom had it's own bath. Very clean/no issues with checking in at gate or house. Our party: us, the grandparents, 3 adult children and one adult grandchild. They all live in Orlando and were to join us the first night.Challenges: upon arrival the upstairs was 91. The ac for the 2nd floor wasn't working. This kept our locals from joining us the first night. We contacted Global and they sent out someone who put in coolant, told us there is a leak and he didn't have approval to fix it and he thought it would hold for our 6 night stay. Also reported ceiling fan in one master that would only run at slow speed. They sent someone to replace it but it still only ran on slow speed. 2 days later - ac upstairs goes out again. We reported and waited. By the time he came, Global was trying to get us to move to another property. We had almost completely packed when the ac guy got the leak repaired and assured us it should last the rest of our trip.Addl. issues: advertised ac in gameroom didn't work (was not fixed during stay) could not use.The spa drained all water out (fixed), squirrel got in pool screen hole (fixed), one toilet handle defective (fixed).Request comp for two nights - got one.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Barbara P.

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

Great stay, one major dispute

The home was very accommodating. One day into our trip we’re waken up at 6:45 by roofers on the house next door. By afternoon I had a pounding headache and called management. I was informed there was nothing they could do, and houses need roofs sometimes. They banged away until 7:00 pm. (But on my vacation!!!) after several messages to management and negative solution I demanded to speak with manager. He too reiterated there was nothing he could do, house belonged to someone else. Somehow they stopped the following day, just worked two hours in evening. I’m not sure if roofers just stopped or management was responsible. It was so bad I wanted to leave and get refund. Just heads up, not good.
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

Lori E.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great place but pool safety is lacking

The house is great but the gate around the pool cannot be locked and both doors to the area cannot be locked. Anyone can get into the pool. That leads to disaster. Upon arriving, we found we were at the wrong gate to enter. Instructions didn’t specify where to go to enter the property. Had to drive around until we got to the right gate Tried to call the office and was in the auto phone circle of hell with no way of contacting anyone with our gate dilemma. So glad we were able to find it on our own
Stayed 5 nights in Nov 2021
Verified

10/10 Excellent

Michaelyn P.

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

Great stay for our family and our Doodle!

We had a great time at this property. The house was big enough for our family of 6 (and our doodle) to get our own space when needed and had plenty of family spaces available for that together time that we so needed. A few extra towels would have been nice, but the washer/dryer makes that not such a big issue. The mattresses could all use replacing, but it wasn't so bad that my middle age back was aching or anything. Just noticeably dipping. The pool was great and the heater was definitely not needed in the summer! (Unless you want it for the hot tub!) We didn't even go to the community pool because the convenience of this one was just perfect. Not to mention the pool table and air hockey in the garage! That was a great selling item for my younger kiddos.The location of this property can't be beat. It is around the corner from Disney property and took less than 10 minutes to get to Animal Kingdom and Hollywood Studios. I will say that the Walmart down the street is a zoo! I only braved that once and visited a Publix and a CVS down the street for incidentals after that. Would love to visit again. Highly recommend! It would've been nice to know ahead of time that there was an issue with the dryer. As luck would have it, the day we needed to use it, someone showed up to fix it. They gave it a temporary fix by disconnecting something, but I found that it actually only remained on and working if you set it on one particular setting. Once I found that out by trial and error, it was fine, but it was a little frustrating until then.
Stayed 8 nights in May 2021
Verified

10/10 Excellent

Mandy S.

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

Just book it!

The resort was nice, the property was clean and plenty big for 8 people, located close to restaurants, and grocery stores...
Stayed 4 nights in Jun 2021
Verified

6/10 Okay

Kristin A.

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

Good size house for families but could use some improvement

The house was a great size for a big family vacation. Every couple/family group had its own room and bathroom. Kitchen was stocked with essentials and living area is a good size. The floors in the common areas could use a better cleaning as our feet were full of dirt from walking around the first night. The master bath was dirty. We had issues with the ac in the same master, it did not cool the room it was muggy. Also the WiFi has a password and we could not access the internet. We called and reset it but could not get on. Service in that area was bad. The dryer kept turning off every 10 mins. It took a whole day to dry clothes and it was still damp. Also the blinds were broken in the living room. We suffer from allergies so it may have been the carpet that aggravated it but there was a lot of dust in the house. We woke up coughing with sore throats and our eyes itching.
Stayed 5 nights in May 2021
Verified

6/10 Okay

Patricia C.

Liked: Check-in, communication, listing accuracy

Nicely appointed home

The home was attractive and well layed out. The pool at the home was beautiful. The resort itself was nice, nothing spectacular. However, we found the home to have several defects that needed/need repairs, and we outlined those in several emails to the staff. We took pictures of everything in the house so that we get our damage deposit returned. We would consider returning to this home if the needed repairs are made.
Stayed 6 nights in Nov 2019
Verified

8/10 Good

Leslie C.

Liked: Cleanliness, communication, location, listing accuracy

Family vacation

Overall this was an excellent stay. There was some issues with excessive bugs and squirrels in the pool area due to rips in the screens outside. Other than that, I enjoyed the house and all it’s space and amenities. I think it was a very family centered home which was exactly what I was looking for. The management team is very accommodating and attentive to all concerns. Great gated community with excellent security system at the gates which gave me peace of mind for safety with my children. Will absolutely come back! Thank you!
Stayed 16 nights in Jul 2019
Verified

10/10 Excellent

marquis r.

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

Enjoyed my stay

Felt like home all the way around. Kids couldn’t get enough of the pool!
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Mark H.

Excellent place to stay!

We had such a great stay at this property! Plenty of room for everyone in our family.
Stayed 8 nights in May 2019
Verified

8/10 Good

Jennifer C.

Stayed 6 nights in Jul 2025

About the host

Hosted by Global Resort Homes

Host profile image
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 available.

Languages:

English, Spanish, Portuguese

Premier Host

They consistently provide great experiences for their guests
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