Condo

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Photo gallery for Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Relax and unwind with a stunning pool view from our third-floor condo at Windsor
Pool
Children's area
Children's area
Private kitchen

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Air conditioning
  • Gym
  • Dryer
  • Washer
  • Kitchen

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪5 min drive‬
  • ESPN Wide World of Sports Complex
    ‪10 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪15 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪30 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Kitchen
Outdoor play area
Dining area

About this property

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Relax in a luxurious poolside condo with breathtaking views in the heart of Windsor Hills. Just minutes from Disney, our space offers a serene retreat with resort-style amenities, a private balcony, and a beautiful view of the pool. Perfect for families or couples seeking comfort, convenience, and a little magic during their Orlando adventure.

Property manager

Jennifer Calegari
Premier Host

Languages

English, Portuguese

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

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House Rules

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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 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 first aid kit

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this condo 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 wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Travelling with kids? Don't miss Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios®. Kayaking offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 5 min drive - 2.9 km
  • ESPN Wide World of Sports Complex - 10 min drive - 8.4 km
  • Disney's Blizzard Beach Water Park - 11 min drive - 8.4 km
  • Disney's Hollywood Studios® - 12 min drive - 9.7 km
  • Disney's Animal Kingdom® Theme Park - 15 min drive - 9.5 km

Getting around

  • Brightline Orlando Station - 29 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬18 min walk
  • ‪Taco Bell - ‬4 min drive
  • ‪IHOP - ‬3 min drive
  • ‪Giordano's - ‬4 min drive

Frequently asked questions

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! have a pool?

Yes, this property has an outdoor pool.

Is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! pet-friendly?

No, pets are not allowed at this property.

Where is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! located?

This family-friendly Kissimmee condo building is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Walt Disney World® Resort. Island H2O Live! is 2.6 mi (4.1 km) away.

Reviews

10

Exceptional

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. 268 out of 285 reviews
Rating 8 - Good. 13 out of 285 reviews
Rating 6 - Okay. 4 out of 285 reviews
Rating 4 - Poor. 0 out of 285 reviews
Rating 2 - Terrible. 0 out of 285 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Denise K.

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

Condo was very clean. View was awesome, looking over the pool. Jennifer was veryresposive to any qu

Condo
Stayed 15 nights in Feb 2025

10/10 Excellent

LandCynt Y.

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

Sweet 16 at Disney

My wife and I celebrated our daughter's 16th birthday with a week at Disney. We greatly enjoyed our stay at Chateau Minnie. The price, location, amenities, and cleanliness were all 5 stars. Jennifer was quick to respond to our inquiries and provided immediate solutions. After being exhausted from all that Disney and Orlando had to offer, coming back to rest at our Chateau was wonderful. When we return to the Orlando area, we will be looking for this place first!
Stayed 6 nights in Mar 2025

10/10 Excellent

Sandy M.

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

Family Christmas trip to Disney.

Great place! Lots of small details made it perfect!
Stayed 4 nights in Dec 2024

10/10 Excellent

Anita F.

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

Family weekend birthday celebration

Perfect location and great amenities on the property. All the Disney decor contributes to the
Stayed 3 nights in Dec 2024

10/10 Excellent

Gia G.

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

Amazing!

Location was great - about 10 min from all Disney parks. So much to do at the resort for my kids as well! The pool was heated perfectly for our fall stay. Jennifer was such a great communicator and answered every question I had. She went above and beyond for us and we cannot wait to stay again! 10/10 experience!
Stayed 10 nights in Nov 2024

10/10 Excellent

Tammy P.

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

Awesome Property!

We loved the condo and it was very convenient to all the parks! Our grandchildren especially enjoyed the pools and their adorable room! Jennifer was the perfect host! She responded very quickly and always checked to make sure everything was perfect! She also sent us a very nice basket which was a great surprise! Highly recommend!
Stayed 5 nights in Nov 2024

10/10 Excellent

Shelby B.

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

Family friendly! Excellent location and pool!

What a great property to stay at! Our family of 4 really enjoyed our time here. The condo had everything we could have needed and more. The beautiful view of the pool was plus. The location is so close to Disney World that we were able to come back to the condo for a break from the heat during the afternoons. The pool was another highlight of our trip; heated to 84 degrees. We will be back!
Stayed 7 nights in Nov 2024

10/10 Excellent

Rachel O.

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

Amazing condo

We were so very excited to take our little ones for their first trip to Disney and this condo was a perfect addition to a magical trip. The place was clean and very family friendly. I had to reach out for some information and the host was so very prompt is response. This place had everything we didn’t realize we needed for our trip. My family and I would love to stay here again! Amenities and location were perfect!
Stayed 6 nights in Nov 2024

10/10 Excellent

Ashley G.

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

Universal and Disney family trip

Our stay was perfect! This resort has everything a family could ask for! Richie was wonderful to work with!
Stayed 7 nights in Aug 2024

10/10 Excellent

Bo L.

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

Excellent Location and Resort Amenities

Great location that is very close to Disney World Parks. Kids loved the onsite pool and waterslide. Only comment is that the water pressure in the unit is very low.
Stayed 5 nights in Aug 2024

10/10 Excellent

Michelle B.

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

3 Weeks at Pool View Condo

This was not our first time at this condo, we’ve come back because of the layout, comfort, incredible pool and amazing owners. We just returned from a 3 week stay at our favorite Orlando condo and we had an incredible time. The condo had everything you would need AND SO MUCH MORE. We were all adults and if you’re coffee drinkers, you’ll be in heaven. Families with kids, you won’t find any other place that is set up and catered to your kids needs as this place is. Beds are super comfortable, washer and dryer, a life saver, and they must have 100 tv channels. The only complaint is the noise from the upper unit. Ceiling/floors are not well insulated. I don’t recall this being an issue in my past stays but it was likely because we weren’t up early going to the parks every day. All and all, it was an incredible stay and the hosts we’ve dealt with over the years have made it very hard to consider other condos as this place has truly become our home away from home. Thank you again Jennifer for everything. Michelle, Ottawa, Canada
Stayed 22 nights in Jan 2025

10/10 Excellent

Riki H.

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

Great Property

Excellent stay. Property was conveniently located to all of the Disney parks and decorated throughout with Disney decor. Would definitely stay again.
Stayed 3 nights in Apr 2024

10/10 Excellent

Melissa R.

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

Great location near Disney!

Loved the condo, neighborhood, and location. The owner was an excellent communicator and was very helpful!
Stayed 5 nights in May 2024

10/10 Excellent

Heather M.

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

Great condo

We loved staying here! Super clean, comfy beds, well stocked linens and kitchen items, and close to disney! We loved the mickey decor! My kids thought we were in the "disney bubble" and loved their bedroom. I loved being so close to the parks without paying the disney prices. We will definitely stay here again!
Stayed 7 nights in Jun 2024

10/10 Excellent

Sayyed Farid A.

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

Good for family vacation

The resort is good for family vacation.
Stayed 3 nights in Mar 2023

10/10 Excellent

Jennifer G.

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

Great Place to Stay

Very nice place to stay, convenient location, nice pool, easy access and AWESOME communication with the owner. Responds quickly and very friendly. I would definitely recommend staying here and we will be back
Stayed 4 nights in May 2024

10/10 Excellent

Fabio B.

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

Just perfect

Everything was really well done. Very organized, cleaned e perfect communication. Place is very well located, close to main attractions at Orlando, but also within the condominium. Close to the club house area, main entrance and elevator. I will definitely stay there again!
Stayed 8 nights in Jul 2024

10/10 Excellent

Sharron P.

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

Perfect stay!

This condo was exactly as described and perfect in every way. It was very well equipped and beds were extremely comfortable. Will definitely be back again!
Stayed 4 nights in Feb 2024

10/10 Excellent

Scott F.

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

Great place

Great place, so close to Disney, great pool
Stayed 6 nights in Apr 2022

10/10 Excellent

James H.

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

Great accommodations!

Property was extremely clean and great access to Orlando !
Stayed 5 nights in Jul 2020

10/10 Excellent

Andrew G.

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

Great Stay

We love this condo and would happily stay here any time!
Stayed 4 nights in Sep 2020

10/10 Excellent

Christopher P.

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

Great property for families!

Great location and amenities, close to Disney, airport and Universal.
Stayed 6 nights in Mar 2021

10/10 Excellent

Chuck S.

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

Great accommodations and amenities

Place was lovely and owner was super attentive. I'd definitely stay here again.
Stayed 6 nights in Aug 2020

10/10 Excellent

Michael K.

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

Excellent location and super clean

We loved staying at this location. Very clean and so close to everything we desired to go to as a family!
Stayed 5 nights in Jul 2019

10/10 Excellent

Carrie D.

Great location, perfect for family

My family had a fantastic stay! The condo was clean, the Mickey decor was appreciated, and the location couldn't be beat.
Stayed 2 nights in Dec 2018

About the host

Hosted by Jennifer Calegari

Host profile image
Hi there! We’re Jennifer and Damion, and we’re from central New Jersey. While we love our hometown, we’ve always had a special place in our hearts for Florida—the sunshine, the beaches, and of course, all the amazing attractions! We’re huge fans of Disney and Universal, and love spending time at the parks whenever we can. We also enjoy going to the movies and hitting the beach (even though we only get a few months of summer back home!).

This is our first home as hosts, and we’re so excited to welcome guests like you to enjoy it as much as we do. We’ve put a lot of love into making this condo feel like a true home away from home, and we would love for all our guests to fall in love with it just as we have. Whether you're here for a family vacation, a couples’ getaway, or a trip with friends, we hope you’ll create lasting memories during your stay.

Why they chose this property

Nestled in the heart of Orlando, Windsor Hills Resort is the ultimate family-friendly getaway. What we love most about this neighborhood is how it perfectly blends resort-style amenities with the comfort of home. As soon as you enter, you’re greeted by beautiful, well-kept grounds, palm tree-lined streets, and a peaceful atmosphere that’s perfect for families, couples, or anyone looking for a relaxing stay.

The resort itself offers a range of amazing amenities that will keep everyone entertained. You can spend your day lounging by the lagoon-style pool, complete with water slides and a splash pad for the kids. There’s also a game room, movie theater, fitness center, and even tennis and basketball courts if you’re feeling active. The little ones will love the themed playgrounds, while the whole family can enjoy mini golf right on the property.

One of the best things about Windsor Hills is how close it is to all the major Orlando attractions. Disney World is just a 5-minute drive away, making it easy to pop over to the parks and experience the magic. Universal Studios, SeaWorld, and all the best shopping and dining options are just a short drive from the resort as well. Whether you’re looking to explore Orlando’s famous theme parks or take a day trip to either coast, Windsor Hills is perfectly located for all your vacation adventures.

What makes this property unique

What truly makes our condo unique is the combination of comfort, style, and its perfect location within Windsor Hills Resort. From the moment you walk in, you’ll notice the attention to detail we’ve put into making this space a true home away from home. Here’s what sets us apart:

Stunning Poolside Views: Our condo offers a beautiful view of the main resort pool right from your private balcony, creating the perfect spot to relax and enjoy your morning coffee or unwind in the evenings.

Newly Updated and Fully Equipped: We’ve thoughtfully furnished and stocked our condo to ensure everything you need is at your fingertips. From a fully equipped kitchen to smart TVs in every room, we’ve made sure our home is both modern and comfortable.

Family-Friendly Touches: Traveling with little ones? We’ve got you covered with amenities like a pack-n-play, high chair, and pool toys. We want to make sure families feel right at home.

Close to Disney and More: Location is everything! Our property is just 5 minutes from the magic of Disney World, and only a short drive from Universal Studios, SeaWorld, and all the best that Orlando has to offer. You get the best of both worlds—proximity to the action while enjoying the peaceful retreat of Windsor Hills.

We’ve poured our heart into this home, and we hope that every guest loves it as much as we do. Whether it’s for the unbeatable location, the relaxing views, or the thoughtful touches, we believe our condo is the perfect spot for your next Orlando vacation.

Languages:

English, Portuguese

Premier Host

They consistently provide great experiences for their guests