See all properties
Entire condo

Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills

Family-friendly stay near Island H2O Live!

Choose dates to view prices

Photo gallery for Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills

A large outdoor swimming pool with multiple lanes, surrounded by palm trees and lounge chairs.
A room with arcade games, a pool table, and a television.
A spacious living room with a dining area, a kitchen with green walls, and a balcony.
Two blue armchairs with patterned cushions, a small table with a plant, and a window with blinds and a lamp.
Sport court

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 8135 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪2 min drive‬
  • Place, Mighty Jungle Golf
    ‪2 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

Room options

You may also like

Ad
View from property

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

International Drive District
  • Pool
  • Hot tub
  • Washer
  • Dryer
9.2 out of 10, Wonderful, 3,645 reviews
The price is CA $169
CA $190 total
includes taxes & fees
Aug 2 - Aug 3
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

About the area

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills condo places you within 3 miles (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 miles (10 km).
View more Condo rentals in OrlandoOpens in a new window

What's nearby

  • Bonanza Golf & Gifts - 2 min drive - 2.1 km
  • Mighty Jungle Golf - 2 min drive - 2.4 km
  • Walt Disney World® Resort - 6 min drive - 4.4 km
  • Disney's Animal Kingdom® Theme Park - 8 min drive - 5.2 km
  • Disney Springs™ - 11 min drive - 14.6 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills

Bring the kids and make magical memories just minutes from Disney. Enjoy resort-style pools, water slides, and multiple themed kids' rooms the whole family will love.
Experience the perfect getaway just 2 miles from the magic of Disney!
Our charming 3-bedroom, 2-bathroom condo, located in the prestigious gated Windsor Hills resort, is designed for families and comes with no resort fees, granting you full access to incredible amenities.

Step inside and immerse yourself in a whimsical atmosphere, featuring vibrant decor throughout the spacious 1450 sq ft layout. With convenient elevator access to the 2nd floor, you're only a short stroll away from the stunning zero-entry pool and splash pad, perfect for all ages to enjoy.

Unwind in the comfort of a fully equipped kitchen, inviting dining area, screened balcony, and cozy living room. Enjoy high-speed fiber internet and an in-unit washer and dryer, ensuring you have all the comforts of home.

Windsor Hills offers unmatched amenities, including tennis, pickleball, basketball, a putting green, volleyball courts, a playground, BBQ area, fitness center, arcade, movie theater, and clubhouse with a market and grill. Whether you crave adventure or relaxation, everything you need is right at your fingertips.

With easy access to major theme parks like Disney, Universal, and SeaWorld, your family vacation will be filled with excitement and convenience. After a day of thrills, retreat to your own Disney-themed sanctuary.

Don’t miss out—book now and discover the magic for yourself!

**Please note the waterpark will be closed for maintenance January 5th until February 18th**

Similar properties

4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
  • Pool
  • Kids pool
  • Waterslide
  • Free WiFi
4.5 out of 5, Wonderful, 4,803 reviews
The price is CA $142
CA $210 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Vacation Club Mystic Dunes Orlando

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Heated pool
  • Table tennis
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Unit size: 1,450 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you 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 trash
Turn off the lights and lock the doors
We are not responsible for any personal belongings left behind.
Failure to complete these may result in a negative review from the host.

Rules

Please see Rental Agreement which MUST be signed within 24hr of booking. Security Deposit Paid & Reservation paid in Full is also required at booking.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Family Friendly!

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

orp5b5f735x

Frequently asked questions

How close is Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills to the airport?

This condo is 12.6 mi (23-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills to the beach?

This condo is 8.6 mi (12-min drive) from Beachcomber Beach and 9.2 mi (17-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills?

No, there is no casino at this condo.

What time is check-in at Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills?

Check-in begins at 4:00 PM.

Is there free parking at Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills?

Free parking is not available at this condo.

Does Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills have a pool?

Yes, there's a heated pool.

Does Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills have a spa?

There are no spa services available at this condo.

How close is Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills to downtown Kissimmee?

This condo is 2.4 mi away from Four Corners.

Disney Family Condo w/ Resort Pools & Themed Kids' Rooms | Windsor Hills Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 21 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 1 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.6/10

Cleanliness

Reviews

Verified

10/10 Excellent

Lesley L.

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

Great location and resort

Perfect location for a Disney vacation
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Amy C.

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

Great Place To Stay

Great place to stay and close to Disney parks and other restaurants and retail places. Listing was just as it looked online and we would definitely stay again.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Verified traveller

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

Little Castle

Overall excellent place to stay. Listing was accurate, extremely clean and just felt like home away from home.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Evellyn R.

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

Great location, awesome activities and accommodations !!

I was really impressed with the condominium and everything they had to offer for the whole family. They had so many activities throughout the day for the kids and a great pool area with a big splash pad. The kids loved it. Plus, the accommodations were great. The beds were very comfortable. Everything was clean and the location was perfect.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Stacy M.

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

Excellent place to stay

The place we stayed in was exactly what we were looking for. The host was very nice and responded immediately when we had questions. Will definitely book this place again
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Jennifer l.

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

Wonderful clean property!

Our family of 6 really enjoyed this property! From the location, to the amenities and the themed rooms my kids loved. The beds were comfy, and the place was very clean! We also really enjoyed all the baby equipment that was available. Highly recommend!
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Stephanie P.

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

Family LEGOLAND Vacay

The property was very clean, comfortable, beautifully decorated and perfect for our family. Everyone had their own and together space. The property was beautiful. We loved the pool and water park. Felt very safe being in a gated community. The host was available and very knowledgeable and friendly. Highly recommend and hope to stay again.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Scott S.

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

Great spot close to Disney Parks!

We loved staying here as a family of 5 with young kids. The pool was a great place for the kids on the days we did not go to the park. It was only 11-20 minutes from the various Disney parks and Disney Springs. We would definitely consider booking again!
Stayed 6 nights in Dec 2024
From a partner site

10/10 Excellent

Anna R.

Home from home

Fantastic apartment. Great location, lovely facilities. Wonderful host, on hand to answer any questions or queries. Would definitely stay again!
From a partner site

10/10 Excellent

Marie M.

Exactly what we were looking for!

We had a fantastic time on holiday and would rate the property 5 star, it was everything we needed and a great location, literally minutes to get home from Disney and central to most other big spots. Our kids loved the pool area and it was easy for us to get to from the condo.
Verified

10/10 Excellent

Patrick H.

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

What a great property

We have stayed in Windsor Hills at different VRBO‘s many times. This is one of the cleanest and well kept units we have stayed in. The host was super friendly and easy to contact. Property was 100% as described. Would definitely stay here again.
Stayed 3 nights in Dec 2024
From a partner site

10/10 Excellent

Katie C.

Perfect for our family of 5!!

This 3 bedroom condo was perfect for our family of 5!! The host was very accommodating and the place was in great condition! My little girl loves the princess room while our boys enjoyed the bunk room! We would definitely stay here again!
Verified

10/10 Excellent

Jennifer A.

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

Perfect Stay

We had a great time! This place was exactly as described! It was very cute, easy walk to the pools, and so much fun for my teenagers. My daughter loved the princess room and my boys loved Andy's room. It gave them the space they needed and still kept us together as a family. We will definitely be back!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Diane C.

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

Great Experience

We decided to stay off the Disney grounds and we were very happy w our decision! Not much to it renting a vehicle and driving to the parks! Perfect!
Stayed 5 nights in Jul 2024
Verified

8/10 Good

Yvonne G.

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

Good size for the price

Very good size for the price. Not upscale but not shady either. Lots online forms to complete to get resort passes but front gate staff was very warm and helpful.
Stayed 3 nights in Jun 2023
From a partner site

10/10 Excellent

Donna Lee H.

The condo is a delightful oasis!

My Little Castle is a well-appointed unit. It has all the necessary amenities. It is clean and located in a safe community. The pool, game room, theater and market/snack bar are nearby. All the public areas and landscaping are well-kept. The owner is quickly responsive to any questions or concerns. This condo stands out especially because of the lovely, unique decor. It makes you feel like you are staying in your own personal Disney Castle.
From a partner site

10/10 Excellent

Donna Lee H.

The condo is a delightful oasis!

My Little Castle is a well-appointed unit. It has all the necessary amenities. It is clean and located in a safe community. The pool, game room, theater and market/snack bar are nearby. All the public areas and landscaping are well-kept. The owner is quickly responsive to any questions or concerns. This condo stands out especially because of the lovely, unique decor. It makes you feel like you are staying in your own personal Disney Castle.
Verified

10/10 Excellent

Maryann B.

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

Cute place!

Had a great stay. LOVED that there were box fans! My only suggestion would be to have more toilet paper, paper towels, trash bags, etc. We were there for a week and had to purchase more. Otherwise, great place!
Stayed 7 nights in Jul 2023
From a partner site

10/10 Excellent

Carrie M.

Perfect condo for small children

This was my first time staying off Disney property and I’m so glad I did! This place has everything you will need while you are away from home. I was there with my 3 yr old and 4 yr old. They LOVED all the little toys in the condo and the screened in porch. The condo was located in the building farthest from the pool, but it is still close enough that my 3 yr old walked there and back by himself. There was tons of parking available at all times. We can’t wait to come back and stay here again!
Verified

10/10 Excellent

Lauren T.

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

Extremely well cared for vrbo

Checkin was very easy. Home was also easy to enter. Exactly as the photos with even more details not included. Everywhere we turned I saw such cute attention to details. This home is very well cared for and must be privately owned! The beds and pillows were exceptional! Super soft towels & closets filled with games/toys. Anything needed for an infant was also in unit- babybath, pack in play, highchair, stroller. The pool and slides were so fun! Our family really enjoyed the pool area. Not super strict like other communities- with food & drinks. We will definitely keep this one in minds for future bookings! Very close to a huge Walmart also.
Stayed 3 nights in Jun 2023
Verified

8/10 Good

Carlyce F.

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

Great place to stay

Overall the property and amenities were great! The kids loved the water park, we were close to grocery stores, and there was plenty of space for everyone in the group. The owners were super easy to work with and helpful with planning and gave us little tips to help us out. I really appreciated them working with me as we had grandparents fly in a day early at the last minute on our last day staying at the condo. Communication and organization was excellent! 99.9% of the condo was spotless- including the inside of drawers, and shelves! They had baby pack n play, high chairs, toys for the kids, and even a stroller if needed. One tiny critique- the carpets in the bedrooms could use a good steam cleaning. It was a very minor thing, and did not affect our stay at all so I hesitate to even say anything. Overall, I would recommend this place and stay again! Thank you so much for having us and we look forward to visiting again!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Randolph V.

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

Nice Condo

We have stayed at Windsor Hills multiple times over the past several years and we always like to try different condos. First off the front gate entrance staff have greatly improved in the last year so thank you for that. Secondly there is an employee Terri Clark who works in the Welcome Center that by no means understands customer service, she was extremely rude and not very nice. Thirdly the maintenance staff are so friendly and nice and do a remarkable job keeping everything neat and tidy. Now for the condo, it was neat and tidy and had all of the necessary kitchen items to prepare basic meals. The master suite's King bed very comfy. We did experience a couple unforeseen issues and the owners were always extremely responsive and would follow up to assure things got resolved. I would definitely recommend this condo to others.
Stayed 9 nights in Feb 2024
From a partner site

10/10 Excellent

Michele M.

Wonderful place

We recently stayed at my little castle. It was absolutely perfect! The contemporary decor was so cute! The theming of rooms was so fun! My daughter LOVED the princess room, my son loved bunk beds, and Toy Story room and my husband of course loved the Star Wars room. The bathroom is ENORMOUS so we had plenty of space to spread out. Extremely clean. The host was very attentive to all my questions. The pool was a very short walk, maybe 2 minutes. My kids loved the pool! I loved the hot tub. We ordered groceries several times, and it got dropped off right at the front door, so easy and convenient. My kids are a little bit older but as a mom I really appreciated that they had toys, board games, water toys etc to play with since traveling with those can be difficult. They had plenty of towels and beach towels. Everything we needed to have a comfortable stay. We would 100000% stay here again, next time we come! I’m so glad I found this place and feel lucky it was available.
Verified

4/10 Poor

jordan l.

Liked: Location
Disliked: Cleanliness, check-in

Would not stay in this unit again due to major bug infestation

The positives: less than 15 minutes to most Disney Parks and the mattress in the master was comfortable. The negatives: by the second day of our stay, it was clear that the amount of flies in the unit were far more than what one might expect, even in a Florida summer. We were killing at least 20 every morning and they were everywhere-in our bed, all over the bathroom floor, in our infant son’s room, and everywhere in the kitchen. It was repulsive and I reached out to the owner who quickly sent over some plug in fly traps. We plugged them in and left for the day and when we came back, took pictures of the traps-each had at least 30 flies, but these did little to help the problem and an exterminator wasn’t dispatched until nearly 3 days later, the evening before we left. There is a lock on the thermostat that prevents you from lowering it below 70. It was very warm at night (the only time we were there) and thus no one slept remotely well, which obviously isn’t ideal when you’re walking 20k steps at Disney every day. Some other minor issues: the water park closed at 8 pm, so you won’t likely have time to use it on a day you go to a park, there are elevators but no luggage carts so you’ll be dragging everything to the second floor, the sheet and coverlet on the master King are Queen-sized and barely cover the mattress-certainly not enough for two people, and be ready to do EXTENSIVE paperwork and document submission after you book.
Stayed 6 nights in Jul 2024

Explore More Ways to Travel with Travelocity