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Private Pool/Spa | Game Room | FREE On-Site Water Park

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Private pool of the home in Kissimmee, Florida - Experience exceptional privacy while swimming in your exclusive glass-covered pool - Elevate your dining experience with poolside dining table, perfect for unwinding under the sun or stars
Charming 6 persons patio dining area of the home in Kissimmee, Florida - Experience unforgettable meals amidst picturesque views and refreshing breezes - Enjoy the convenience of fresh water throughout the stay
Spectacular bedroom of the home in Kissimmee, Florida - Serene double bed with elegant side lamps - Spacious windows allow natural light, enhancing the room with fresh and open ambiance
Charming kitchen of the home in Kissimmee, Florida - Fully Equipped kitchen with sleek, stainless-steel appliances - Plenty of storage space available to keep counters organized
Windsor Hills Resort Splash Pad

Reviews

7.4 out of 10
Good
5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot tub
  • Air conditioning
  • Gym

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪6 min drive‬
  • ESPN Wide World of Sports Complex
    ‪13 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪20 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪23 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

1 King Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Kitchen
Outdoor play area

About this property

Private Pool/Spa | Game Room | FREE On-Site Water Park

Ever wish you could go on vacation without leaving the comfort of home? Well, this gorgeous, 5 bedroom home in Windsor Hills will turn that dream into a reality!
Windsor Hills is a beautiful spot for a vacation and is as close to Disney World as you can get without physically being there. The resort is about 5 minutes drive from Disney and is situated close to Highway 192, making it ideal for exploring all of Orlando’s attractions.

As a guest of Windsor Hills Resort, you can enjoy free, unlimited access to these amenities, which include:
• 24-Hour Gated Community Security
• Clubhouse with Billiard Room and Video Arcade
• Double Olympic-Sized Pool
• Spiral Water Slide and Hot Tub
• Free In-House 40-Seat Movie Theater
• Tennis Courts, Basketball Court, and Volleyball Sand Court
• Putting Green
• Picnic and BBQ Area
• Castle-Themed Playground
• Fitness Center
• DVD Rental and ATM
• RV and Boat Parking Available
• Cyber Café
• Marketplace and Grill


THE SPACE:
The fully equipped kitchen comes with all the essentials to cook up your families favorite home cooked meals, giving you that home away from home experience! The kitchen also comes with a dinette table with 4 chairs making it the perfect place to enjoy your morning coffee!

The dining room has seating for 6 and with the 4 chairs located at the kitchen table, there is plenty of seating for your family of 10 to enjoy your meals together!

In the living room you'll plenty of cozy seating for the whole family to watch your favorite TV shows and movies together for those nights you feel like staying at home!

This home offers en-suite bathrooms for all 5 bedrooms! Downstairs you'll find 2 master suites both with king size beds as well as a 3rd bedroom with 2 twin size beds. Upstairs you will one room with 2 twin size beds and the other with a king size bed!

**Each bedroom also comes with it's own flat screen TV!**

We know it's hot in Florida and after a long day of fun out at the theme parks there is nothing better than coming back home and jumping into your own private swimming pool! It's the perfect way to cool off and relax at the time! - Optional pool heat is available for $35/day + tax.
**We recommend adding this option to your reservation between the months of November and April.**

This home also comes with a full size washer and dryer and free Wi-Fi!

Book your stay here today!!

Property manager

Casiola vacation homes
Premier Host

Languages

Dutch, English, Portuguese, Spanish

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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Windsor Hills Resort Home with Private Pool , 5 Mins from Disney

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  • Hot tub
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8.6 out of 10, (8 reviews)
Windsor Hills Resort Home with Private Pool , 5 Mins from Disney

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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

Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. 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.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 6 min drive - 3.6 km
  • Disney's Blizzard Beach Water Park - 12 min drive - 8.9 km
  • ESPN Wide World of Sports Complex - 13 min drive - 9.1 km
  • Disney's Hollywood Studios® - 13 min drive - 10.2 km
  • Disney's Animal Kingdom® Theme Park - 20 min drive - 14.2 km

Getting around

  • Kissimmee Station - 27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪IHOP - ‬4 min drive
  • ‪Giordano's - ‬6 min drive

Frequently asked questions

Does Private Pool/Spa | Game Room | FREE On-Site Water Park have a pool?

Yes, this property has a pool.

Is Private Pool/Spa | Game Room | FREE On-Site Water Park pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Private Pool/Spa | Game Room | FREE On-Site Water Park?

Check-in begins at 4:00 PM.

What time is check-out at Private Pool/Spa | Game Room | FREE On-Site Water Park?

Checkout is at 11:00 AM.

Where is Private Pool/Spa | Game Room | FREE On-Site Water Park located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).

Reviews

7.4

Good

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. 9 out of 25 reviews
Rating 8 - Good. 6 out of 25 reviews
Rating 6 - Okay. 4 out of 25 reviews
Rating 4 - Poor. 5 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

7.0/10

Cleanliness

9.2/10

Check-in

8.4/10

Communication

10/10

Location

8.6/10

Listing accuracy

Reviews

10/10 Excellent

Christin W.

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

Perfect vacation home

This home was perfect for our family. Clean and just as described. It’s close to a lot of places, including Disney!
Stayed 4 nights in Jun 2019

8/10 Good

Linda E.

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

Vacation

The property was very nice and clean.
Stayed 4 nights in Jun 2022

10/10 Excellent

Angela C.

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

Relaxing time!

The home was clean and the neighborhood was very safe.
Stayed 7 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andre A.

Very Cozy House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was great, the only thing that we didn't like were the beds. They were way to soft.

4/10 Poor

Tammy S.

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

Florida 23

The house and pool are beautiful. The management team very responsive. Unfortunately the house was not well cleaned, and we had an ant infestation that forced us to throw out food. The living room needs better seating to accommodate all the guests at one time. Great location, easy access to the parks- both Disney and Universal.
Stayed 7 nights in May 2023

10/10 Excellent

Dave A.

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

As expected.

Property was as expected.
Stayed 11 nights in Mar 2021

4/10 Poor

Angela B.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Non working pool

I initially booked at Windsor Hills because it’s a nice property and I previously booked there before with no issues but to drive 1200 miles from Michigan all the way to Florida and get to the property and there’s no water in the pool was very dissatisfying. I reached out to the property manager about the situation which they stated someone will come and take a look at the pool to see what was going on and no one ever showed up, which I think that they were already aware of the situation because all the pool toys were in the garage instead of at the pool. I feel as if this was false advertisement. And that the pool has been down for some time and no one gave me a call or gave me the choice to book another house due to the pool not being assessable as it advertised on Vrbo. An to only offer me a refund 299 for my stay is unacceptable. I will be reaching out to the better business bureau for false advertisement because I don’t appreciate driving all that way to get there and is not what I expected. An then to offer me the day of check-in to book another home somewhere else which I think that option should have been offered to me ahead of time before I fully paid for this booking, which I know the property knew the pool was not assessable. The only reason why I chose this property is because I stayed at this exact address once before and everything was perfect. The first time around can’t say that about this current stay. Very dissatisfied the is the main reason I booked here
Stayed 3 nights in Feb 2025

10/10 Excellent

Jerrie W.

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

Perfect Golf/Disney Location

Each bdr had it's own bath--perfect for all ages. Wonderful floor plan. TWO main floor mstr bdrms! A few spots on the carpet but "things happen". Hard to take care of between bookings. No tv/internet for a few days--but management tried to take care of it--not a big concern. If they'll have us we will book again next year! Loved the common area across the street. Pd for pool heat--never got warm enough for us seniors BUT the hot tub was wonderful. It really got chilly several days so I think the pool heater couldn't keep up, understandable. SEVEN seniors appreciated our "home away from home". Thank you!
Stayed 15 nights in Feb 2022

6/10 Okay

Elizabeth M.

Liked: Check-in, location

DISAPPOINTED HOT TUB GRANNY

We take short weekend vacations to enjoy a private pool and HOT TUB/SPA.... this one NEVER GOT HOT... we had a similar problem last year in windham resort, I paid for a heated pool because there was no hot tub and it never got hot! Time to try somewhere else!
Stayed 2 nights in Jul 2022

8/10 Good

Jeniffer T.

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

Very centric and overall a good place to stay

The property was very centric. The design was very pretty and the house was very spacious. The security of the condominium is very tight so you feel safe. Pool was warn and very nice size. Some things we encounter.: The bed matressess needs to be updated, it was very uncomfortable to sleep in as the bed sink when you lay down more than a regular soft bed. You wake up with a lot of pain on your back. One of the toilets downstairs, the seat, need to be changed as its cracked and when you sit down it pinch you. The central AC vent needs to be clean. When you get inside of the property you can see the black dust on it. Overall it was a good place to saty with the family
Stayed 4 nights in Jul 2021

6/10 Okay

Ashley A.

Liked: Location, listing accuracy

Did the job

We stayed 3 nights and were at Disney most of our stay. We have stayed in Windsor Hills multiple times in amazing houses. This is not what I would describe as amazing. Checkin was supposed to be at 4, they were not done cleaning till closer to 5. The day we checked out, my husband dropped us off at the pool while he packed up. Sometime right after 10, they changed the lock code and he couldn’t get back in. House was WAY over priced. It is spacious, but not kid friendly. For being a “Disney” house with 5 bedrooms, there is nothing for kids in this house. Not even plastic dishes. It did the job and was better than four kids being in a hotel room at Disney, but there is nothing special about this house. The garage isn’t even a game room or movie theater like most houses in the neighborhood. I was overall disappointed and felt like I paid way too much for this three night stay.
Stayed 3 nights in Dec 2021

4/10 Poor

Blaine M.

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness

Disappointed

Many of the beds had not been washed upon arrival. The property only provides one load of laundry soap which we quickly used to watch some bedding. We called the property manager and they failed to assist satisfactorily. Dishes and silverware was put away dirty and all had to be washed again. The property manager must count your nights and then provides one dishwasher soap per day. The home is Ill equipped with necessary items to maintain cleanliness and as a result needs a deep clean everywhere. Flooring is dirty and worn, limited towels and supplies. Community pool passes were not at the home upon check-in. Good location. Maps tries to enter and exit at owner gates where you do not have access. Close to Disney. Pool was cold the first couple of days and was very warm on day three. Holes in the pool netting let in leaves into the pool and a small snake one evening.
Stayed 3 nights in Dec 2021

8/10 Good

Patricia R.

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

Great vacation

The property was very nice, it is more catered to older, not really complaining but not much to do at the house but swim and hot tub, would suggest a couple of games(pool table, Foos ball, air hockey even darts) in the garage because that is alot of space that isn't being utilized. The house could use some general maintenance9 and up grading, furniture in the family room was not comfortable but the beds were like heaven. Definitely would go back.
Stayed 7 nights in Apr 2022

8/10 Good

Maura R.

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

Wonderful home for a family vacation

We loved that each bedroom had its own bathroom. The place was in the perfect location. It was clean, the beds were comfortable. Would have liked more supplies like towels, garbage bags, dishwasher soap, paper towels, etc.
Stayed 5 nights in Mar 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ryan M.

Perfect location with great customer service!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family and I had a blast. It's always tough finding a good vacation rental near Disney World for 10 people, but this house had enough space for all of us and then some. We had a small issue with the hot tub and the owner was so quick to help out and sent someone over right away. It was such a pleasure, clean, and perfect for our stay!

10/10 Excellent

Cristin P.

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

Enjoyed our stay

This property was very spacious and served our needs well by being close to all of our activities. The weather was quite chilly during our visit so we only used the pool and hot tub once. When we arrived at the property there was a maintenance person fixing the screen over the pool.
Stayed 9 nights in Jan 2022

6/10 Okay

Shayla C.

Liked: Communication, location, listing accuracy

Nice Home

This house was nice. It's really missing upgrades in order for it to be listed as beautiful. The house is screaming to be upgraded!!! I enjoyed my stay, but was missing the up to date feel. Needs new appliances, tables, chairs, carpet, rug, bigger TVs, mattresses etc. Get rid of the old and bring in the new...this house would be 5 stars. Overall, it took care of our needs and the staff responded timely to our requests. Please update the house!!!
Stayed 4 nights in Nov 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andrea K.

Great House and Experience!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved this house! After reading reviews we weren’t sure what to expect but the house was spacious, clean and had everything that we needed for a week visiting Disney! The community was excellent and we enjoyed havcunf the extra space for our family. We went with my parents and my husbands parents and our two kids and it was the perfect layout! Would stay again!
This review comes from a trusted partner site and has not been verified.

4/10 Poor

Chrystal L., Mobile, AL

Disappointing experience.

Rating Details: The property manager was somewhat unhelpful. The vacation rental was somewhat dirty. I was happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We rented through Marriott Homes & Villas expecting Marriott quality. Unfortunately, it was not. It began with scratchy 200 thread count sheets, no bath mats, wobbly table & chairs, and included an ant infestation. In addition, the pictures of the house (including the one that accompanies this request for a review) show two pool lounge chairs. These were not at the home when we were there. I called Casiola and asked for chairs (as this was a major reason I booked this house during COVID) and told there was nothing they could do. *Ants in bathroom.*Dead **** roaches (2) on floor of bathroom*Shower head only had about 30/55ish jets working at very low pressure*AC was inconsistent; comfortable to hot very quickly*Pool/hot tub heat. Non existent until monday afternoon. Through the rest if the week, pool got progressively hotter, to the point that on friday it was way too warm. The pool was 94. That temp was recorded early morning and after several storms. Hot tub temperatures should be 95 degrees +.*Pool nor hot tub was cleaned before our check in; dirt on pool and tub floor. Water was not clear, needing chemical check. Magically the dirt disappeared Wednesday, and both the pool and hot tub had been treated---the water was clearer. *4 Hot tub jets--1 was functional, 2 were barely spurting bubbles, and 1 was essentially non- functional.*Living room couch was well past its life of usefulness, very poor condition.*Lack of lounge chairs poolside.*The fridge froze items. And the freezer was just freezing. *Icemaker did not keep up with demands, even though I was the only person who utilized drinks with ice-- say this to mean I like as much as possible with my beverage instead of normal amount of ice.*Dining table is unstable. At least one of the chairs has a very loose leg which needs repair.*Tiled floors throughout bathrooms and entry fr
This review comes from a trusted partner site and has not been verified.

8/10 Good

Tariq A.

Other than checkin process the stay was great.

Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The checkin process was a disaster. Except for the checkin process the overall stay was very good.

2/10 Terrible

TANISHA T.

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

Terrible

The house was FILTHY! There were bugs everywhere. There was food under the washroom sink. The rug in the front was DIRTY. The pool was DIRTY!!! We called to get the situation rectified and constantly was lied to. We were promised that an exterminator and cleaning service would come out the next day and it never happened. We called CONTINUOUSLY and got the run around. We will never book with Casiola Again
Stayed 3 nights in Jun 2021

8/10 Good

Peter V.

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

It was a good experience

Just needed to be a little cleaner
Stayed 3 nights in Feb 2021
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Leidy R.

Poor

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My experience wasn’t that great and the service was bad I waited two days in half for my heating pool to work and 24 hours just for someone to come check it money was refund it but we hardly use the pool because it was freezing. We had bad Internet connection.
This review comes from a trusted partner site and has not been verified.

4/10 Poor

Fred P.

Underwhelmed

Rating Details: The property manager was more than helpful. The vacation rental was very dirty. I was more than happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Paid for a month's stay to enjoy the entire property and the pool was unusable for 25 of the thirty days. Pool maintenance occurred the day before our departure.Property was not clean and there were a list of maintenance issues that needed to be addressed.Property was NOT clean.Staff and management were professional and as helpful as they could be.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Melissa F.

Great place

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice home and clean! Really enjoyed our stay with our family

About the host

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