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Where Jolly Delight and Magical Memories Unite

Family-friendly holiday home with water park and fitness centre

Photo gallery for Where Jolly Delight and Magical Memories Unite

Eat-in-kitchen for four overlooking the pool
Beautiful five bedroom, five bathroom Windsor Hills Vacation Pool Home
Two-story foyer welcomes you to "Cherry Tree Lane"
Well-lit formal dining room for eight
Cozy, comfortable and spacious great room featuring the art of David Buckley

Reviews

10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 11223.0 sq m

Popular amenities

  • Dryer
  • Washer
  • Outdoor space

Explore the area

View map
  • Place, Mystic Dunes Golf Club
  • Place, Disney's Animal Kingdom® Theme Park
  • Place, Disney's Hollywood Studios®
  • Airport, Orlando, FL (MCO-Orlando Intl.)

Rooms & beds

5 bedrooms (sleeps 11)

Blue King Bedroom (Second Floor)

1 King Bed

Green King Bedroom (First Floor)

1 King Bed

Princess Bedroom (Second Floor)

2 Single Beds

Star Wars Two Twin & Trundle (First Floor)

3 Single Beds

Yellow Queen (First Floor)

1 Queen Bed

5 bathrooms

Blue Bathroom

Bathtub or shower · Toilet

Blue Star Wars Bathroom

Bathtub · Toilet

Green Bathroom

Toilet · Shower only

Pink Princess Bathroom

Bathtub or shower · Toilet

Yellow Bathroom

Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

Where Jolly Delight and Magical Memories Unite

Extremely secure, Windsor Hills Resort Community is a 24/7 manned, gated community for your peace of mind. Other outstanding, family-friendly amenities of this luxurious and extravagant resort include: Welcome Center and Guest Services - Windsor Marketplace and Grill - Clubhouse - Swimming Pool and Water Park - Recreation Park - Movie Theater - Fitness Center - Game Room - Cyber Cafe - Ping Pong - DVD Rentals - ATM

This 5BR/5BA Windsor Hills Resort Home is located only three miles from Disney's Main Gate; and access to shops, supermarkets, and entertainment are within one mile.

There are three bedrooms and three bathrooms on the first level:
- Green King; green ensuite bathroom
- Yellow Queen; yellow hall bathroom
- Blue Star Wars Two Twin and One Twin Trundle; blue ensuite bathroom

There are two bedrooms and two bathrooms on the second level:
- Blue King; blue hall bathroom
- Pink Princess Two Twin Bedroom; pink hall bathroom

There is a Southwest-facing, private pool and spa with an extended deck for sunbathing and relaxing. Other comfortable and homey features include:
- Fully renovated and climate-controlled garage for gaming
- 70" Samsung Smart Television in the great room
- 55" flat screen television on the patio
- Samsung Smart Televisions in each bedroom
- FREE high speed wireless Internet
- Pool/billiard and Foosball table
The kitchen is fully stocked with pots, pans, cookie sheets, crock pot, coffee maker, toaster, etc. and all linens are provided: towels, sheets, pool towels, etc.

During your stay our top-notch, local property manager will be available for any issues that may arise.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
Please Inquire
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Includes Vaping and is Grounds for Eviction

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
Note from host: Please Inquire
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 deadlock

We should mention

A car is required for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home 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? Make time for Disney's Hollywood Studios®, or head to an event or a match at ESPN Wide World of Sports Complex. Take the opportunity to explore the area for water adventures such as swimming and other activities like golfing.
View more Holiday homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.4 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney's Blizzard Beach Water Park - 8 min drive - 7.1 km
  • ESPN Wide World of Sports Complex - 8 min drive - 6.4 km
  • Disney's Hollywood Studios® - 9 min drive - 8.1 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 21 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬15 min walk
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does Where Jolly Delight and Magical Memories Unite have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Where Jolly Delight and Magical Memories Unite pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Where Jolly Delight and Magical Memories Unite?

Check-in begins at 4:00 PM.

What time is check-out at Where Jolly Delight and Magical Memories Unite?

Checkout is at 10:00 AM.

Where is Where Jolly Delight and Magical Memories Unite located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 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. 103 out of 110 reviews
Rating 8 - Good. 6 out of 110 reviews
Rating 6 - Okay. 1 out of 110 reviews
Rating 4 - Poor. 0 out of 110 reviews
Rating 2 - Terrible. 0 out of 110 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Rodrigo Vallejo R.

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

Great place

Excellent house with an excellent location very quiet we enjoyed it a lot
Stayed 5 nights in Oct 2024

10/10 Excellent

TOBY F.

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

Awesome Stay! Great home!

Great home! Everyone enjoyed the stay! If we are in this area again, we would choose to stay here if available.
Stayed 5 nights in Nov 2024

10/10 Excellent

Kellie W.

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

Excellent accomodations

This is a great property. Very clean, spacious, and beautiful. The owner paid attention to details from decorations to pool toys, games, and puzzles. Our family enjoyed the private pool and hot tub. I highly recommend this property.
Stayed 5 nights in Feb 2025

8/10 Good

Terri B.

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

Family time

The stay was just as described. We found the property in good shape and enjoyable. Our grandkids lived the heated pool. Over all a good experience.
Stayed 6 nights in Dec 2024

10/10 Excellent

Joy J.

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

Totally perfect

Everything about the property was top notch. Location was awesome for visiting Disney parks! Plenty of room for all 7 of us! Clean and nice amenities in the neighborhood! Would stay here again for sure!
Stayed 7 nights in Jun 2024

10/10 Excellent

Sarah B.

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

Our stay was great and the house did not disappoint.

The house was amazing and very clean. great location and we were very happy
Stayed 5 nights in Feb 2023

10/10 Excellent

Alexis P.

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

Beautiful home /perfect for family vacay

We had a wonderful stay at this home. It’s our 3rd time staying in Windsor Hills and this house was the best. The house was beautifully decorated in Disney theme and had lots of extra fun for the kids at the pool (floats, swim toys, etc…) The owner was so easy to communicate with. We would definitely stay here again!
Stayed 6 nights in Apr 2023

10/10 Excellent

Amber P.

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

Close to Disney

The house was beautifully decorated with classy Disney decor and was a short drive from the Disney parks. We had plenty of room to spread out on our extended family stay with each of us having our own space to retreat to. The common areas were well sized for when we were all together. Our family enjoyed our stay; in fact, it was practically perfect!
Stayed 6 nights in Jul 2023

8/10 Good

Roger S., Shawnee, Kansas

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

A Good Stay

Beautiful home but showing some signs of wear. Had issue with very warm pool that was difficult to fix along with some minor issues that were to be fixed after we left. But overall a great place to stay and would certainly go back to Windsor Hills!
Stayed 6 nights in May 2023

10/10 Excellent

D S.

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

Our GREAT, hot, hot, hot vacation!

We had a blast at Jolly Delight. Couldn’t get the girls out of the pool even to go to Disney World. We were fortunate to be able to hike through Disney on record heat days, probably lost 5 lbs each! Still a once in a lifetime trip experiencing the world through 5 and 7 year old eyes again. Great managers. Only wishes - a 9x13 casserole dish for family dinners and a heads up before hand on the ice situation.
Stayed 7 nights in Jun 2024

10/10 Excellent

Gail B.

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

Jolly Delight and Magical Memories!

Our first impression when we walked in was WOW! The place looked exactly like the pictures, but it looked even better in person. It was clean and bright. There is plenty of seating both inside and out by the pool. The kitchen is very well equipped, and we were very pleased to see lots of plastic plates and cups so that we could enjoy pool side dining with no worry of breaking anything. The addition of an outside TV was a bonus. Our grandkiddies were thrilled to be able to watch TV from the pool. All of bedrooms are well kept. There were plenty of bath towels and beach towels as well. The games room was nice. Again, the grandkiddies had a great time there. The owner was very quick to respond to any questions or concerns that popped up and resolved very quickly. I wouldn't hesitate to book this property again, as it had everything we needed, and then some. Magical Memories were certainly made in this wonderful home.
Stayed 10 nights in Mar 2025

10/10 Excellent

Emily P.

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

Great family house

This house was perfect for our family (3) MIL and FIL. There was a primary suite on the first floor so my in-laws did have to use the stairs. My husband and I and our son used the bedrooms upstairs. The pool was delightfully heated and we loved having the hot tub as well. There were more than enough bathrooms and space. The only complaint I have is not having enough toilet paper, paper towels, dishwasher tabs, and garbage bags for the entire week, so we had to purchase these. Additionally, we had to buy some laundry detergent because we did utilize the onsite washer and dryer. There also wasn’t foil or cooking spray to utilize for the dishes. Overall though we thoroughly enjoyed our stay and would recommend this property.
Stayed 7 nights in Feb 2025

8/10 Good

Lindsay N.

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

Great girls getaway

The house was clean and as described, perfect for our girls get away. There was easy access to stores, restaurants and parks. The pool was great and so relaxing the first day we arrived. The owner answered all questions in extremely timely manner and even offered great recommendations for the local area. The stay was near perfect. The only recommendation I might make is to prepare in advance that the amenities left such as toilet paper, dishwasher tablets and small trash bags are only 1 per item. 3 of the bathrooms ran out of toilet paper during our stay and 2 of them ran out late at night our second night which resulted in a late night visit to Walmart. Again, not a big deal at all as our whole stay was magical but just something to prepare for. Maybe if visiting the store when you arrive you get some extra toilet paper to be prepared. Everything else was wonderful!
Stayed 3 nights in Jul 2022

10/10 Excellent

Tiffany S.

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

Large home in a quiet, gated neighborhood

This 5 bedroom, 5 bath house was perfect for our family. The location was so convenient with it being near the Disney parks. The bedrooms were all spacious with comfy beds and cute decorations. The house was clean. The pool and hot tub were heated and so convenient to have in the backyard. There was a heated community pool, but the water slides and splash pad were not heated so extremely cold in Jan. My only issue with this property was some things weren't working... the ice machine, K-cup side of the coffee machine and microwave didn't work. I called the property manager, and he gave us a counter microwave but wasn't able to fix the coffee maker or ice machine. Hopefully these things get fixed soon for the next guests because rest of the place was awesome!
Stayed 9 nights in Jan 2024

10/10 Excellent

laura s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful vacation at this home! It was exactly as pictured, and the ice machine was a huge hit. The kids loved starting their mornings with a swim in the pool right after breakfast.The beds were very comfortable, and the bedrooms were spotless. The spacious living room gave us plenty of room to relax and enjoy time together.We appreciated the abundance of towels—both in the bathrooms and extra in the linen closet. Another thoughtful touch was the stroller available at the house, which was a lifesaver for our Disney days.The Host answered any questions I had during our stay. And was very prompt on a response. Overall we had a wonderful time & Hope to be back soon!!
Stayed 9 nights in Aug 2025

10/10 Excellent

Nori B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay at this wonderful property! No issues with checking in and getting settled. The house was clean, well decorated and all 5 rooms and beds comfortable. Pool was great and outdoor seating was perfect. Any questions / minor issues ( like adjusting temperature in house) were very quickly addressed by the owner and then property manager onsite. We would stay again! Highly recommended
Stayed 9 nights in Jul 2025

10/10 Excellent

Ashley L.

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

Perfect stay

What a wonderful spot! The house is huge, clean, and the perfect location for Disney. We had 4 adults and 7 kids and there was plenty of space. The host was extremely kind and provided us 2 pack and plays for the babies. The kids loved the game room. The pool at the house was warm and a great time. The netting around the pool gave us peace of mind. Less than 15 minutes to Disney. Walmart within 4 mins. The waterpark at the resort was an absolute highlight with slides, a movie theatre and lots of kids activities. We will absolutely be coming back! Truly couldn’t have had a better time. Thank you host!!!
Stayed 7 nights in Jun 2025

10/10 Excellent

Chrissie M.

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

Hurry Up And Stay Here!

If you are looking for a gorgeous, spacious house for your Orlando stay, book here! The house is well-suited for a big group, with everything you need to relax or make the short drive to Disney! There are lots of kitchen supplies like pots and pans, plates, dishes, etc. We brought our older kids with us and they LOVED the pool, hot tub, game room and the privacy of their own bathrooms with each of their rooms. The host was great, very responsive to questions, and everything in the photos was exactly what we found in the house. If we come back to Orlando again, THIS house is where we will stay.
Stayed 5 nights in Jun 2025

10/10 Excellent

David H.

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

Mr David Hillson

From start to finish the whole process was seem less. The owner is an excellent host, communication was excellent. The house was just as described spotlessly clean and had absolutely everything you could want. The grown up children ie adults thoroughly enjoyed the games room.The swimming pool at the clubhouse was also superb with slides and a brilliant splash pad.The house is in a superb position for Disney only 15 minutes away.We would love to come back one day.Thank you so much.
Stayed 7 nights in May 2025

10/10 Excellent

Doris H.

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

Enjoyably Relaxing

Great for children under 10 years. The community recreation area was fantastic, but the house swimming pool was the 'hit' of the vacation for both parents and children. A great experience.
Stayed 7 nights in May 2025

10/10 Excellent

Gill H.

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

3 generations vacation

Two weeks of Disney fun at Practically Perfect Villa. Great house and pool plenty of room for 5 adults and two small children, close to all Disney attractions even with heavy traffic at time no longer than 25 min drive 15 mins best. Little further to universal. I would recommend staying here.
Stayed 14 nights in Apr 2025

10/10 Excellent

Vonnie V.

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

Family vacation

We really enjoyed our stay at Where Jolly Delight and Magical Memories Unite. The house was well maintained and very clean. We were supplied with phone numbers to reach if we needed anything but never had to use them. The pool temperature was amazing. We used it every day!!! We loved the security with check in and check out of Windsor Hills. The daily activities at the Clubhouse were fun and engaging for our littles. The pool temp at the waterpark was nice as well. The slides were very cold though. We would definitely go back!!!
Stayed 14 nights in Mar 2025

10/10 Excellent

Stephanie K.

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

Practically perfect indeed

House was as expected. Spacious for our group of 7. Outdoor patio was where we spent most of our time, however, neighbors directly behind ruined tranquility with the alarm beeping constantly on their patio door (which was out of the control of the rental home owner). Jenni the home owner responded quickly to all questions. Would definitely stay here again. Thank you Jenni!!
Stayed 7 nights in Feb 2025

10/10 Excellent

Dominic B.

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

Nice place-

Convenient location!
Stayed 6 nights in Jan 2025

10/10 Excellent

Bethany J.

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

Perfect stay!

My family and I had such an amazing stay! The check in process was easy and smooth. The host was very responsive when we had questions! Couldn’t have asked for a better place to stay. The house was so clean and organized. If I had to make any critiques it would be there are no games for the Xbox. Not a big deal as there was plenty to do otherwise. The community pool and water slides were within a 3 minute walk. The house is centrally location to many Orlando attractions! The farthest one was Legoland and still within 45 mins. We will definitely be staying again!
Stayed 5 nights in Feb 2025

About the host

Hosted by Practically Perfect Properties

Host profile image
As a travel agent, making Disney dreams come true is my passion! Having a vacation home is one more way of making magic!
Also, for fifteen years I dreamed of owning a vacation home near Walt Disney World. My family and I were able to purchase this home in May, 2019 when my eldest chid and only daughter participated in the Disney College Program. While her experience was cut short due to the pandemic, we were able to quarantine in Florida, enjoy the weather and pool, and truly appreciate our beautiful vacation home for the blessing that it is. As a family of six, we continue to look forward to future vacations when we can spread out in our own rooms, and reunions when we can be joined by grandparents, aunts, uncles, cousins and friends in our beautiful home!

Why they chose this property

We love the security and upkeep of Windsor Hills. When in town, we take advantage of the proximity to local attractions like Walt Disney World, Universal Studios, Sea World and more! We appreciate that there's a Walmart and Starbucks within minutes of the house! You won't go hungry here - there are dozens of restaurants within a 10-minute drive and you can always get food delivery directly to the house.

What makes this property unique

Windsor Hills is unparalleled in its proximity to Walk Disney World and the amenities are outstanding. When coupled with the fresh and clean condition of the home, you can be assured, a delightful vacation awaits you and your family!

Languages:

English

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