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

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

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

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

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

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

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

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

Noreen Q.

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

Fantastic Home Away From Home

Parents who travel for out-of-state tournaments know how important it is to keep your athlete’s daily sleeping/eating/training routine the same. This property allowed us to do that easily. All appliances were up to date - microwave, stove, dishwasher, washer/dryer, etc. The property was clean l, well stocked with towels and conveniently located within the resort. I noticed some families had to drive and park at the pool but we could easily walk there. We took advantage of all of the resort offerings and used the Marketplace as well. Richie is an extraordinary owner as well. He is extremely responsive and thoroughly communicates. I highly recommend Richie and his property for your next stay.
Stayed 8 nights in Jul 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

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

6/10 Okay

Cal V.

Liked: Cleanliness, check-in

Disney in June

Overall very pleased with the location, pretty easy to Disney. Disney themed condo was nice and kid friendly. Well equipped with everything you need. Comfortable beds and the tv's were great. Owner's guide was very helpful. Maybe a little more transparent about temperature restrictions. I expect to be cool on my vacation and having to rely on 74 is not what I consider reasonable given the June weather. The pool was great but no monitoring of weekly wrist bracelets. Felt like the locals being at the pool the entire week with no enforcement of wristbands or beverages near or in the pool. Probably 1/4 of the people in the pool had bracelets. Pool grill is great and quick service.
Stayed 6 nights in Jun 2024

6/10 Okay

Vance W.

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

Good location, problem elevator

This condo was in a good location for our Disney World visit. All the parks were a 10-15 minute drive away. The only issue we had was our building's elevator was broken. Now this might not sound like a big deal, but it was broken upon our check-in, so we had to carry 4 large suitcases up 2 flights of stairs to the third floor. They did get it fixed, but it took 4 days. Luckily the elevator was working when we checked out.
Stayed 6 nights in May 2024

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

Kim F.

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

A Gem

We enjoyed our stay immensely! The property was as listed and I can not say enough good things about how well stocked the kitchen was! I cook all the time and seldom do I find a kitchen that I can actually cook in and not have to improvise because there is little to no appliances/pots/pans etc. Truly a well stocked kitchen! Beds were comfortable, everything was clean. Communications with the owner were amazing and very rhoirough absolutely would stay again!
Stayed 6 nights in May 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

Daniel S.

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

Amazing stay!

The condo was perfect for my stay with my wife, parents and two younger children. The condo provided everything we needed with amazing amenities and a great location. My kids fell in love with the fantastic swimming pool and slides, whilst my wife and I were very impressed with the great value found in this great location. The condo was clean and spacious with a Disney theme which really helped add to the magic for my children. The host has been more than helpful with swift responses to any questions we had, alleviating any stresses and concerns we may have had prior to our stay. Richie really went above and beyond to always be on hand if we needed anything. We strongly recommend staying at this condo and will be seeking to return in the coming years.
Stayed 3 nights in Apr 2024

8/10 Good

Claire W.

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

Nice stay at Disney themed property

My husband, kids and I had a nice stay at this property. Richie is very thorough with his communication and responsive to questions. Our kids enjoyed all the stuffed animals and the pool/water slides. The condo was very clean and located close to Disney. The only minor downside was the bed in the master bedroom was soft and squeaked when you moved around. It would have been nice if a sponge and dish soap were included but it was noted that only small bar soap would be available. Not the condo owner's fault, but there was a very loud, large group by the pool who kept their party going until it closed at 10pm for two nights during our stay. All in all it was a positive experience. Thank you for sharing your condo!
Stayed 5 nights in Apr 2024

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

Elizabeth C.

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

Disney/Universal Spring Break

We chose this resort on a recommendation of a friend. This condo was perfect for us! initially we had the wrong access code to the door, but the owner was super fast in responding and answering our call. Even at 11:30pm (Our flights were delayed for hours). My kids loved the theme of the condo and all the animals around the place. The closeness to the pool was a plus. The really enjoyed an afternoon playing and swimming there. We loved how close the unit was to the gate and that the parking was close and readily available. The unit had plenty of extra towels, and even came with towels for the pool! Only downside was the water pressure in the showers. Overall we loved staying here!
Stayed 6 nights in Mar 2024

10/10 Excellent

Ryan E.

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

Awesome resort!

Great place to stay and only just a few mins from all the disney parks. Kids loved the heated pool. The waterpark area isnt heated so it was chilly. Very nice place overall. Would definitely stay here again!
Stayed 6 nights in Feb 2024

10/10 Excellent

Dani L.

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

Family Vacation at Disney

This incredible condo was extremely clean and perfectly located just miles from Disney. The host was wonderful to work with and provided responses to all questions very quickly. The pool and amenities were wonderful. We will stay here again!
Stayed 6 nights in Feb 2024

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