Entire home

Family Retreat w/ Heated Pool • Hot tub • Game RM •Near Disney & 10 Mins to ESPN

Photo gallery for Family Retreat w/ Heated Pool • Hot tub • Game RM •Near Disney & 10 Mins to ESPN

Windsor Hills Amenities - Clubhouse, Pool and Waterpark
Windsor Hills Amenities - Clubhouse, Pool and Waterpark
Windsor Hills Amenities - Movie Rental and Billiards
Windsor Hills Amenities - Arcade
Cozy, comfortable and spacious great room featuring the art of David Buckley

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 112400 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪2 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

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

Family Retreat w/ Heated Pool • Hot tub • Game RM •Near Disney & 10 Mins to ESPN

Welcome to 1 Cherry Tree Lane by Practically Perfect Properties, a 5-bedroom, 5-bathroom family retreat in Windsor Hills, just minutes from Walt Disney World, and ESPN Wide Word of Sport. With space for up to 12 guests, a private heated pool and spa, themed bedrooms, and thoughtful family-friendly amenities, this home was designed to make your Disney stay feel joyful, restful, and beautifully easy.

Set within the beautifully maintained, 24-hour manned gated community of Windsor Hills, this English cottage–inspired home offers the best of both worlds: the delight of a Disney vacation and the comfort of a home that feels calm, polished, and genuinely cared for.

From the sweeping two-story foyer to the soft colors, floral touches, and charming details throughout, every space has been thoughtfully prepared for families who want a stay that feels special without ever feeling overwhelming.

Why Families Love It
• Less than 10 minutes to Walt Disney World
• Private heated pool and spa included year-round
• 5 bedrooms and 5 bathrooms
• Themed bedrooms children will remember
• Game room with billiards/table tennis and 3 Xbox consoles
• Family-friendly extras including high chair, pack-n-play, stroller, and pool fence
• Located inside the sought-after Windsor Hills resort community

The Space

The bright kitchen overlooks the private heated pool and spa, making it easy to keep an eye on little swimmers while meals come together nearby. With stainless steel appliances, generous counter space, and an adjacent dining area with seating for eight, gathering for breakfast before the parks or winding down after a full day feels simple and relaxed.

The home’s layout is especially well suited for larger families and multi-generational stays, offering room to spread out, come together, and settle in comfortably.

Sleeping Arrangements

Each bedroom includes its own bathroom, Smart TV, and its own thoughtful personality.
• Primary King Retreat – green, garden-inspired suite with Disney floral touches and ensuite bathroom
• Coastal King Room – serene blue king bedroom with subtle beach-inspired charm and ensuite bathroom
• Up & Away Room – light blue bedroom inspired by Pixar’s Up, with a queen bed and ensuite bathroom
• Hundred Acre Wood Room – cheerful Winnie-the-Pooh–inspired room with twin bunks and a twin trundle
• Princess Room – charming pink bedroom with two twin beds designed for sweet dreams

Three bathrooms include bathtubs, which are especially helpful for little ones at the end of a park day, while two feature walk-in showers.

Amenities

This home has been thoughtfully equipped to make family travel easier and more comfortable. Amenities include:
• Private heated pool and spa
• Game room with billiards/table tennis
• Three Xbox consoles
• Smart TVs in every bedroom
• Fresh, hotel-quality bed linens
• Bath towels and pool towels provided
• Fully equipped kitchen
• Dining area with seating for eight
• High chair
• Pack-n-play
• Stroller
• Pool fence
• Optional stair gates

Windsor Hills Resort Amenities

In addition to the home’s private features, guests also enjoy access to Windsor Hills community amenities, including:
• Large resort-style pool
• Basketball courts
• Tennis courts
• Playgrounds
• Grills and shared outdoor spaces

Location

One of the loveliest things about this home is how easy it makes your stay. You’re close enough for early park mornings, midday breaks, and evening swims back at the house.

Approximate drive times:
• Walt Disney World: less than 10 minutes
• Walmart: 5 minutes
• Target: 10 minutes
• Orlando International Airport: about 30 minutes

Good to Know

This home is best suited for families and respectful groups looking for a comfortable, thoughtfully prepared place to enjoy time together. Windsor Hills is known for being quiet, secure, and especially family-friendly, making it a lovely fit for guests who value both fun and peace of mind.

A Stay to Remember

Guests return not only for the location, but for the feeling this home leaves with them: cared for, comfortable, and ready for memory-making. It’s the kind of place where children remember their Disney house, family traditions begin, and parents get to exhale a little, too.

At Practically Perfect Properties, we believe where you stay shapes how you remember your trip. And here, every detail is thoughtfully in place for something wonderful to begin.
Our prices include all fees. No hidden fees.

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and near a water park. 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 Hollywood Studios® and Disney's Blizzard Beach Water Park. Take the opportunity to explore the area for water adventures such as swimming and other activities like golfing.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.4 km
  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 6 min drive - 4.7 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney Springs™ - 12 min drive - 13.7 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
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney have a pool?

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

How much does it cost to stay at Family Retreat w/ Heated Pool • Hot tub • Game RM •Near Disney & 10 Mins to ESPN?

As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Family Retreat w/ Heated Pool • Hot tub • Game RM •Near Disney & 10 Mins to ESPN on 16 Jul 2026 start from £207, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney pet-friendly?

No, pets are not allowed at this property.

How much is parking at Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney?

On-site parking is available at the property.

What time is check-in at Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney?

Check-in begins at 4:00 PM.

What time is check-out at Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney?

Checkout is at 10:00 AM.

Where is Family Retreat w/ Heated Pool, Hot tub & Spa Near Disney located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Bonanza Golf & Gifts and Walt Disney World® Resort. Island H2O Live! and Mystic Dunes Golf Club are also within 3 miles (5 km).

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. 107 out of 115 reviews
Rating 8 - Good. 7 out of 115 reviews
Rating 6 - Okay. 1 out of 115 reviews
Rating 4 - Poor. 0 out of 115 reviews
Rating 2 - Terrible. 0 out of 115 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lindsay S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our second stay here did not disappoint. Love this house, location and the communication provided. Hope to be back again!
Stayed 7 nights in Mar 2026
Verified

8/10 Good

Jodi Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a pleasant stay!
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Katherine K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the best time during our stay. The house was beautiful. Jenni was very helpful and so responsive to any issues. I would recommend this home to anyone visiting the area.
Stayed 9 nights in Feb 2026
Verified

10/10 Excellent

Wayne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at this property. The hostess was very accommodating and the house was well stocked with cookware and appliances. The house was very clean on arrival and we enjoyed the heated pool and hot tub. The property is close to all amenities and close to Disney.
Stayed 8 nights in Nov 2025
Verified

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
Verified

6/10 Okay

rich d.

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

Vacation

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

10/10 Excellent

Stacie

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property and location. Well suited for multiple families. Great amenities. Teens loved the game room and water slides. Excellent, easy communication with management/owners regarding checkin, etc. Only recommendation would be to stock a few more staples. Needed to purchase more dishwasher detergent, trash bags, tinfoil and toiletries for bathrooms. Otherwise, I would highly recommend and use again in the future.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Dominic B.

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

Nice place-

Convenient location!
Stayed 6 nights in Jan 2025
Verified

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
Verified

10/10 Excellent

Carla F.

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

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
Verified

10/10 Excellent

Michael M.

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

Family Vacay

Everything was excellent, house was roomy and clean, and the neighborhood was nice. Very close to Disney and other shopping and restaurants.
Stayed 7 nights in Jul 2024
Verified

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
Verified

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
Verified

10/10 Excellent

Nicole B.

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

Beautiful house

I would definitely stay there again. Loved the Disney decor on the walls.
Stayed 13 nights in Feb 2023
Verified

10/10 Excellent

Susan S.

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

Beautiful Property

The house was beautiful and just like the pictures. Enjoyed being able to walk out to the pool and hot tub. Would definitely stay here again.
Stayed 7 nights in Jul 2024
Verified

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
Verified

10/10 Excellent

Ashley M.

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

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
Verified

10/10 Excellent

David W.

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

Excellent

Thank you, home was as advertised. Had a wonderful vacation. Would stay again.
Stayed 8 nights in Mar 2024
Verified

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
Verified

10/10 Excellent

tammy H.

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

Magical

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

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
Verified

10/10 Excellent

Heather H.

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

A wonderful time!!

We had a great time and had no issues with the rental. It was so nice having all that space for our group.
Stayed 4 nights in Jun 2024
Verified

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
Verified

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
Verified

10/10 Excellent

Kymberly R.

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

Clean beautiful home

This house was centrally located to lots of attractions, but yet the home was quiet and peaceful! We enjoyed just staying home and relaxing in the beautiful outdoor pool and patio area.
Stayed 9 nights in Mar 2024

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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