Condo

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

Family-friendly condo with water park and fitness centre

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

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪7 min drive‬
  • Place, Disney's Hollywood Studios®
    ‪9 min drive‬
  • Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪22 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
Balcony
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.

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Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Gym

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

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
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 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 in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Discover the area's water adventures with nearby kayaking, or enjoy the great outdoors with cycling.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.2 km
  • Disney's Blizzard Beach Water Park - 8 min drive - 6.8 km
  • ESPN Wide World of Sports Complex - 8 min drive - 6.0 km
  • Disney's Hollywood Studios® - 9 min drive - 7.7 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬12 min walk
  • ‪Sickies Garage Burgers & Brews - ‬3 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.

What time is check-in at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

Checkout is at 10:00 AM.

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. 283 out of 300 reviews
Rating 8 - Good. 13 out of 300 reviews
Rating 6 - Okay. 4 out of 300 reviews
Rating 4 - Poor. 0 out of 300 reviews
Rating 2 - Terrible. 0 out of 300 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Lee K.

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

Beautiful Condo

The location was perfect, the condo was decorated beautifully and the hosts were very accommodating. Perfect for a family holiday. We would definitely stay again.
Stayed 4 nights in Apr 2025

10/10 Excellent

Staci M.

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

Beautiful condo

The location is excellent if you’re looking to visit Disney or the spring. The property is perfect perfect view to the pool . Amenities are perfect for kids of all ages. Good communication. The unit itself was spacious and clean. Many basics provided also. Would recommend and come back again
Stayed 2 nights in May 2025

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

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

Candy W.

Wonderful condo!

Great location!
Stayed 7 nights in Feb 2019

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

rudy l.

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

Awesome Disney trip

Great condo, perfect location, we really enjoyed staying here and would recommend for you to stay here too!!
Stayed 7 nights in May 2022

10/10 Excellent

Jameson B.

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

Beautiful property, convenient location

Condo is very close to the Disney parks, the property is beautiful, and the host is very responsive.
Stayed 7 nights in Jun 2023

10/10 Excellent

Matthew V.

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

Great location

Had a great time. Easy check in, kids loved the pool and splash pad. Easy drive to Disney parks and sea world.
Stayed 5 nights in Sep 2022

10/10 Excellent

Gisella C.

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

Disney Vacation

Was a great place to stay for vacation. Very comfortable and close to the parks. Definitely would come back here. The pool was great as well.
Stayed 3 nights in Jul 2020

10/10 Excellent

Brooke C.

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

Wonderful!

My family enjoyed our stay! Perfect location! We would for sure return!
Stayed 8 nights in Jul 2019

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

david n.

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

Very nice condo

Very easy checking great location
Stayed 7 nights in Oct 2021

10/10 Excellent

Charisse K.

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

Wonderful property for family vacation

Richie is easy to communicate with and provided wonderful information to help us navigate around the Disney Traffic. Perfect for a family and so close to everything. Def recommend!
Stayed 3 nights in Sep 2022

10/10 Excellent

michael f.

Nice condo

Very nice condo. Great amenities.
Stayed 2 nights in Mar 2019

10/10 Excellent

Kathleen S.

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

Great Getaway

Very enjoyable. Would recommend.
Stayed 6 nights in Mar 2022

10/10 Excellent

Michelle Q.

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

Great stay!

We had a great time at Richie’s condo. Exactly as described. Very close to all the Disney parks. Kids loved the pool and being able to order food at the market while the kids swam was very convenient. Would definitely stay here again.
Stayed 6 nights in Dec 2022

10/10 Excellent

Rachel E.

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

Fun & enjoyable

Unfortunately we weren’t able to stay for more than a day but we had a wonderful time! We will definitely be coming back to stay for a longer time!
Stayed 1 night in May 2019

10/10 Excellent

Lisa N.

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

Girls trip

Richie was amazing and the condo was perfect for us. Will for sure rent again.
Stayed 3 nights in Sep 2022

10/10 Excellent

Ashlie E.

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

Great Stay

The condo was nice and clean. Communication with Richie was easy.
Stayed 7 nights in Mar 2023

10/10 Excellent

Brian N.

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

Disney Vacation

The condo and community were amazing. The location is perfect. Richie is an A+ host. We would recommend this to others and book again if we had the chance.
Stayed 7 nights in Oct 2023

10/10 Excellent

Liz S.

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

Excellent stay!

Love this property. It was great for our family. Enjoyed everything about it. It is very close to both Universal and Disney. Tons of good restaurants and shops. I would come back again.
Stayed 6 nights in Mar 2022

10/10 Excellent

Mike B.

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

Great Place

This property was the perfect spot for our Orlando visit. It was very close to the park amd when we were not at the park the property had everything we needed amd was close to restaurants and shopping. Richie was great at communicating and stocking the condo with the nessesities.
Stayed 6 nights in May 2021

10/10 Excellent

Carol B.

Beautiful Condo

Nice, neat and spacious condo. Beautiful views from every window. Convenient to many shops and restaurants and very nice people at the pool.
Stayed 2 nights in Apr 2019

10/10 Excellent

Paul A.

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

Will stay in this condo again in the near future.

Absolutely enjoyed the condo. Very nice and clean. Located right by the pool.
Stayed 4 nights in Aug 2020

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