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Where Jolly Delight and Magical Memories Unite

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Relax by the resort's pool surrounded by lush palm trees and a beautifully manicured hedge.
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and a coffee table.
Relax in this cozy outdoor space with a ceiling fan, flat-screen TV, and comfortable seating for two.
Enjoy meals in this kitchen with a dining table, white chairs, and a potted plant.

Entire home

5 bedrooms5 bathroomsSleeps 112400 sq ft

Popular amenities

  • Dryer
  • Washer
  • Air conditioning

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪3 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪7 min drive‬
  • ESPN Wide World of Sports Complex
    ‪8 min drive‬
  • Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

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About the neighborhood

Kissimmee

Located in Windsor Hills, this vacation home is within a few miles (5 km) of sights such as Walt Disney World® Resort and Island H2O Live!. The vacation home includes a private pool, a kitchen, and a balcony.
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What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 0.9 miles
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 2.8 miles
  • Disney's Blizzard Beach Water Park - 8 min drive - 4.3 miles
  • ESPN Wide World of Sports Complex - 8 min drive - 4.2 miles
  • Disney's Hollywood Studios® - 9 min drive - 5.1 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Taco Bell - ‬4 min drive
  • ‪IHOP - ‬3 min drive
  • ‪Giordano's - ‬5 min drive

About this property

Entire place

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

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.
The vacation home is air-conditioned and features a kitchen, 5 bathrooms, and a balcony or patio. There's space to spread out with 5 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.

Property manager

Practically Perfect Properties

Languages

English

Similar properties

Relax by the resort pool surrounded by palm trees and a gazebo.

Upscale WINDSOR HILLS Private Home ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD

  • Pool
  • Hot Tub
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, 47 reviews
Upscale WINDSOR HILLS Private Home ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: Includes Vaping and is Grounds for Eviction

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Heated pool
  • Table tennis
  • Water park
  • Basketball nearby
  • Golfing nearby
  • Swimming nearby
  • Theme park 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Property located in a resort
  • Unit size: 2,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

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

Pets

  • This property doesn't allow pets

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
Note from host: Please Inquire
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 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Note from host: Please Inquire
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

Delightfully Through Through
Delightfully New Through Through
***Delightfully New*** Through Through
NEW Listing 5br/5ba Windsor Hills Resort Home
***Delightfully New*** Through and Through Kissimmee
***Delightfully New*** Through and Through Private vacation home

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Windsor Hills, close to ESPN Wide World of Sports Complex, Disney's Animal Kingdom® Theme Park, and Disney's Hollywood Studios®. You'll also find Walt Disney World® Resort and Mystic Dunes Golf Club within a short drive.

Is there parking available at this vacation home?

Yes, there is a garage.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Where Jolly Delight and Magical Memories Unite a good place to stay for couples?

There are many amenities for couples at this vacation home, including a private pool, private pools in some accommodations, as well as an outdoor pool.

Are there hot tubs at Where Jolly Delight and Magical Memories Unite?

Yes, this vacation home has a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Kissimmee, FL (ISM-Kissimmee Gateway), which is 12.8 mi away (21 minutes by car). Another top airport is Orlando Intl. Airport (MCO), which is located 23.2 mi away (30-minute drive).

Can I book a room with a balcony at Where Jolly Delight and Magical Memories Unite?

Yes, every accommodation at Where Jolly Delight and Magical Memories Unite comes with a balcony.

Where Jolly Delight and Magical Memories Unite Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 101 out of 108 reviews
Rating 8 - Good. 6 out of 108 reviews
Rating 6 - Okay. 1 out of 108 reviews
Rating 4 - Poor. 0 out of 108 reviews
Rating 2 - Terrible. 0 out of 108 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Ashley L.

Liked: Cleanliness

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

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

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

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

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

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

Gail B., Kanata, Ontario, Canada

Liked: Cleanliness

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

Stephanie K.

Liked: Cleanliness

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

Kellie W.

Liked: Cleanliness

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

10/10 Excellent

Emily P.

Liked: Cleanliness

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

10/10 Excellent

Dominic B.

Liked: Cleanliness

Nice place-

Convenient location!
Stayed 6 nights in Jan 2025

10/10 Excellent

Bethany J.

Liked: Cleanliness

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

6/10 Okay

rich d., Gloucester

Liked: Cleanliness

Vacation

A nice stay and location.
Stayed 6 nights in Jan 2025

10/10 Excellent

Cheryl R.

Liked: Cleanliness

Disney World Marathon Weekend 2025

My friends and I have been traveling to Walt Disney World for marathon weekend for the last 12 years. We chose this house because of the neighborhood being so close to Disney. There were plenty of rooms and bathrooms available for us. The kitchen was fully stocked with plenty of utensils, pots, cups, etc. so we were able to prepare our meals. The game room garage provided hours of entertainment. We did have an issue with the Jacuzzi, (beyond anyone’s control) but Jenni (homeowner)and Paul (property manager) were quick to resolve this issue for us. This house truly was perfect in every way. We hope to stay here again in the future.
Stayed 5 nights in Jan 2025

8/10 Good

Terri B.

Liked: Cleanliness

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

Carla F.

Liked: Cleanliness

Perfect stay

We loved everything about this stay. Communication was quick and easy, the listing was very accurate. The neighborhood and waterpark was the best part. We would highly recommend this property!
Stayed 4 nights in Jul 2024

10/10 Excellent

Jessica B.

Liked: Cleanliness

Amazing!

The house was everything we wanted and then some! The checking process was easy, especially since we arrived early. I communicated with the host and she let us get in the house early. We loved all the Disney touches throughout the house. The house was in GREAT location to the parks.We are already planning our next trip to Disney and we will be using this house again.
Stayed 7 nights in Nov 2024

10/10 Excellent

Sara B.

Stayed 5 nights in Nov 2024

10/10 Excellent

Jen M., Dover, Fl

Liked: Cleanliness

Relaxing Stay

Windsor Hills is our go-to neighborhood for our Orlando stays. Jeni is a pleasure to work with. Very accessible and easy communication. We love the layout of the home with plenty of room for 5 adults. Highly recommend! We plan to book again.
Stayed 4 nights in Dec 2024

10/10 Excellent

TOBY F.

Liked: Cleanliness

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

Shannon P.

Liked: Cleanliness

Loved this VRBO

Each couple/family had their own bedroom and bathroom., which allowed a large group of people to get ready to go to the parks much easier. Loved our pool, made great use of it. Enjoyed the community pool and water slides/splashoad. Great location to get to the parks. We missed a few days of our stay due to Hurricane Milton. Will reach out to our travel insurance on that for refund. But the days we were there were wonderful. We will be back.
Stayed 7 nights in Oct 2024

10/10 Excellent

Kim C.

Liked: Cleanliness

Lovely place

The property is lovely and spacious. Plenty of towels. Not many bed sheets though. We had a really great time and would definately recommend to others.
Stayed 10 nights in Aug 2024

10/10 Excellent

tammy H.

Liked: Cleanliness

Magical

Thank you for making our 2nd stay in your magical. We had an amazing time!
Stayed 6 nights in Sep 2024

10/10 Excellent

Ashley M.

Liked: Cleanliness

Great place for a family weekend

We started for a long Labor Day and we're impressed by the community amenities and house. Plenty of space, our own pool, and access to a resort style pool. Perfect for our family gathering.
Stayed 3 nights in Aug 2024

10/10 Excellent

Tamika B.

Liked: Cleanliness

Every thing was nice the house was beautiful

The house was beautiful I wish I could take the house back to Philadelphia with me
Stayed 4 nights in Aug 2024