Entire home
Minutes from Disney - a Practically Perfect, Whimsical English Cottage Retreat
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
5 bedrooms5 bathroomsSleeps 112400 sq ft
Popular amenities
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
Minutes from Disney - a Practically Perfect, Whimsical English Cottage Retreat
Practically Perfect Properties
Where Jolly Delight & Magical Memories Unite
Step into a storybook stay with Practically Perfect Properties. 1 Cherry Tree Lane is a whimsical English-cottage–inspired retreat just minutes from Walt Disney World and nestled inside the 24-hour manned, security-gated Windsor Hills community.
This thoughtfully designed 5-bedroom, 5-bathroom home sleeps up to 12 and was created for families who want Disney magic without chaos—a place that feels joyful, calm, and genuinely cared for.
***A Home Designed for Families (and Peace of Mind)
From the moment you enter the sweeping two-story foyer, you’ll feel it: this is not a cookie-cutter rental. Soft colors, floral touches, and charming details create an atmosphere that’s playful yet polished—magical without being overwhelming.
The bright, sunny kitchen overlooks the private heated pool and spa, making it easy for parents to relax while children swim. Stainless steel appliances, generous counter space, and an adjacent dining room with seating for eight make meals together easy.
***Five Thoughtfully Themed Bedrooms (One Bath Per Bedroom)
Every bedroom has its own bathroom, its own Smart TV, and its own personality:
-Primary King Retreat – Green, garden-inspired suite with Disney florals and ensuite
-Coastal King Room – Blue, Disney-beach–themed king bedroom with ensuite
-Up & Away Room – Light blue Pixar’s UP–themed queen bedroom with ensuite
-Hundred Acre Wood Room – Cheerful yellow Winnie-the-Pooh–themed bunk room with twin bunks and twin trundle
-Princess Room – Pink, charming two, twin bedroom fit for royal dreams
Three bathrooms feature bathtubs (perfect for little ones), while two offer walk-in showers.
***Private Fun + Resort-Style Amenities
-Private heated pool & spa (included year-round)
-Converted game room with billiards/table tennis and three Xbox consoles
-Fresh, hotel-quality bedroom linens and bath & pool towels provided
-High chair, pack-n-play, stroller, pool fence, and optional stair gates available
Just steps away, enjoy the Windsor Hills resort amenities:
-Huge community pool
-Basketball & tennis courts
-Grills, playgrounds, and more
***Location That Makes Disney Easy
-Less than 10 minutes to Disney
-5 minutes to Walmart
-10 minutes to Target
-approximately 30 minutes to Orlando International Airport
You’re close enough for early park mornings—and close enough to come “home” for afternoon naps and evening swims.
***A Calm, Family-Focused Community
Windsor Hills is known for being quiet, secure, and family-friendly. This home is ideal for families and multi-generational groups who value comfort, care, and respectful enjoyment.
***Why Guests Return
Families return because this home feels intentional—clean, well-maintained, and designed with heart. It’s a place where traditions start, where children remember their Disney house, and where parents actually get to relax.
Practically Perfect Properties isn’t just a place to sleep between park days.
It’s where jolly delight and magical memories truly unite.
Where Jolly Delight & Magical Memories Unite
Step into a storybook stay with Practically Perfect Properties. 1 Cherry Tree Lane is a whimsical English-cottage–inspired retreat just minutes from Walt Disney World and nestled inside the 24-hour manned, security-gated Windsor Hills community.
This thoughtfully designed 5-bedroom, 5-bathroom home sleeps up to 12 and was created for families who want Disney magic without chaos—a place that feels joyful, calm, and genuinely cared for.
***A Home Designed for Families (and Peace of Mind)
From the moment you enter the sweeping two-story foyer, you’ll feel it: this is not a cookie-cutter rental. Soft colors, floral touches, and charming details create an atmosphere that’s playful yet polished—magical without being overwhelming.
The bright, sunny kitchen overlooks the private heated pool and spa, making it easy for parents to relax while children swim. Stainless steel appliances, generous counter space, and an adjacent dining room with seating for eight make meals together easy.
***Five Thoughtfully Themed Bedrooms (One Bath Per Bedroom)
Every bedroom has its own bathroom, its own Smart TV, and its own personality:
-Primary King Retreat – Green, garden-inspired suite with Disney florals and ensuite
-Coastal King Room – Blue, Disney-beach–themed king bedroom with ensuite
-Up & Away Room – Light blue Pixar’s UP–themed queen bedroom with ensuite
-Hundred Acre Wood Room – Cheerful yellow Winnie-the-Pooh–themed bunk room with twin bunks and twin trundle
-Princess Room – Pink, charming two, twin bedroom fit for royal dreams
Three bathrooms feature bathtubs (perfect for little ones), while two offer walk-in showers.
***Private Fun + Resort-Style Amenities
-Private heated pool & spa (included year-round)
-Converted game room with billiards/table tennis and three Xbox consoles
-Fresh, hotel-quality bedroom linens and bath & pool towels provided
-High chair, pack-n-play, stroller, pool fence, and optional stair gates available
Just steps away, enjoy the Windsor Hills resort amenities:
-Huge community pool
-Basketball & tennis courts
-Grills, playgrounds, and more
***Location That Makes Disney Easy
-Less than 10 minutes to Disney
-5 minutes to Walmart
-10 minutes to Target
-approximately 30 minutes to Orlando International Airport
You’re close enough for early park mornings—and close enough to come “home” for afternoon naps and evening swims.
***A Calm, Family-Focused Community
Windsor Hills is known for being quiet, secure, and family-friendly. This home is ideal for families and multi-generational groups who value comfort, care, and respectful enjoyment.
***Why Guests Return
Families return because this home feels intentional—clean, well-maintained, and designed with heart. It’s a place where traditions start, where children remember their Disney house, and where parents actually get to relax.
Practically Perfect Properties isn’t just a place to sleep between park days.
It’s where jolly delight and magical memories truly unite.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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- Pool
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9.6 out of 10, Exceptional, (80 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Please Inquire
Pets
No pets allowed
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 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.

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
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
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
2 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2025
Verified
10/10 Excellent
Katherine K.
26 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katherine K.
Stayed 9 nights in Feb 2026
Verified
10/10 Excellent
Wayne M.
16 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wayne M.
Stayed 8 nights in Nov 2025
Verified
10/10 Excellent
Rodrigo Vallejo R.
22 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Rodrigo Vallejo R.
Stayed 5 nights in Oct 2024
Verified
10/10 Excellent
Stacie
25 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stacie
Stayed 3 nights in Dec 2025
Verified
6/10 Okay
rich d.
1 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation
rich d.
Stayed 6 nights in Jan 2025
Verified
10/10 Excellent
Dominic B.
16 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place-
Dominic B.
Stayed 6 nights in Jan 2025
Verified
10/10 Excellent
TOBY F.
27 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Stay! Great home!
TOBY F.
Stayed 5 nights in Nov 2024
Verified
10/10 Excellent
Carla F.
26 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay
Carla F.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Michael M.
28 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacay
Michael M.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Nori B.
6 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nori B.
Stayed 9 nights in Jul 2025
Verified
10/10 Excellent
Doris H.
23 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyably Relaxing
Doris H.
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Susan S.
20 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Property
Susan S.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Nicole B.
12 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house
Nicole B.
Stayed 13 nights in Feb 2023
Verified
10/10 Excellent
Kellie W.
6 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent accomodations
Kellie W.
Stayed 5 nights in Feb 2025
Verified
10/10 Excellent
Ashley M.
2 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for a family weekend
Ashley M.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
David W.
9 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
David W.
Stayed 8 nights in Mar 2024
Verified
10/10 Excellent
tammy H.
14 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Magical
tammy H.
Stayed 6 nights in Sep 2024
Verified
10/10 Excellent
Sarah B.
28 Feb, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was great and the house did not disappoint.
Sarah B.
Stayed 5 nights in Feb 2023
Verified
8/10 Good
Terri B.
13 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family time
Terri B.
Stayed 6 nights in Dec 2024
Verified
10/10 Excellent
Heather H.
12 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful time!!
Heather H.
Stayed 4 nights in Jun 2024
Verified
10/10 Excellent
Joy J.
23 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Totally perfect
Joy J.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Gill H.
19 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
3 generations vacation
Gill H.
Stayed 14 nights in Apr 2025
Verified
10/10 Excellent
Kymberly R.
16 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean beautiful home
Kymberly R.
Stayed 9 nights in Mar 2024
Verified
10/10 Excellent
Verified traveller
21 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
April Vacation 2024
Verified traveller
Stayed 8 nights in Apr 2024
About the host
Hosted by Practically Perfect Properties
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!
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
Premier Host
They consistently provide great experiences for their guests
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