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❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs

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Welcome to Whimsey of Windsor Hills, this is your next vacation!
The Kiddos will race off to bed . . .
Dream of Elsa and Anna. . .
Kristoff and Olaf their new best friends.
New Star Wars Game Room with AC!

Reviews

9.8 out of 10

Exceptional

6 bedrooms3+ bathroomsSleeps 12231.9 sq m

Popular amenities

  • Parking available
    Parking available
  • Hot tub
    Hot tub
  • Washer
    Washer
  • Gym
    Gym
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    9 min walk
  • Island H2O Live!
    7 min drive
  • Walt Disney World® Resort
    8 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    23 min drive

Rooms & beds

6 bedrooms (sleeps 12)

Disney Cars Bedroom

2 Single Beds

Frozen Room

1 Single Bunk Bed and 1 Single Bed

King Guest Room

1 King Bed

Main Floor King Master

1 King Bed

Main Floor King Master

1 King Bed

Main Floor Queen

1 Queen Bed

3 bathrooms, 1 half bathroom

2nd Floor Bath

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

King En Suite

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

King Master

Soap · Towels provided · Bathtub · Toilet · Shower only · Hair dryer

Main Floor Bath

Soap · Towels provided · Toilet · Hair dryer

Spaces

Kitchen
Dining
Living area
Exterior

About this property

❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs

Unlimited access to the fabulous Windsor Hills Resort Pool and Waterpark! SW Pool! Newly Renovated! Themed Kid Rooms, 3 King Rooms! We have all the extras, Free Grill Use, Karaoke in the air-conditioned Star Wars Game Room, Coffee Bar with Espresso Machine, Themed Toys in Kids Rooms, Lots of New Baby Gear, Family Games. Check it out! Not ready to book? Save us to your ❤️ list!

✔️ Sunny, Southwest Facing Pool and Spa
✔️ Very Private Setting with 4 Sun Loungers
✔️ Star Wars Game Room with Pool Table, Foosball, Black Light Air Hockey and AC
✔️ Karaoke Machine!
✔️ Great Room with Soaring 25ft Ceiling and 55” Smart HDTV
✔️ 4 Burner Gas Grill
✔️ Smart HDTV’s and Fans in all Bedrooms
✔️ Covered Lanai for Dining and Lounging
✔️ Child Safety Pool Fence
✔️ Tinkerbell Tea Party
✔️ Frozen and Cars Themed Rooms with Toys
✔️ 2 Pack & Play, 2 Highchairs, Baby Swing, Bouncy Seat, Activity Seat and Baby Gate
✔️ 4 Strollers: Umbrella, Jogging, Sit and Stand, and Double Mountain Buggy
✔️ Just around the corner from the Cutest Castle Themed Play Park Ever!
✔️ Short Walk to Resort Pool, Waterpark and Club House
✔️ Main Floor Laundry
✔️ Well Stocked Kitchen, Newly Updated
✔️ Coffee Bar with Espresso Machine
✔️ Instant Pot, Crock Pot, Air Fryer, Waffle Maker
✔️ Lots of Linens, Towels and Beach Towels
✔️ Family Games
✔️ FREE Wi Fi
✔️ FREE Access to Resort Amenities (See Below!)

BEDROOMS AND BATHS

Main Floor

❤️ Poolside King Master with Spacious En Suite Bath
❤️ Elegant King with En Suite Bath
❤️ Whimsical Queen for the Young at Heart!
❤️ ½ Bath

2nd Floor

❤️ Large King with Pool View
❤️ Disney Cars Themed Bedroom with Race Car Twin Size Beds
❤️ Frozen Themed Bedroom with Walk-Up Bunk Beds
❤️ Full Bath

Whimsey of Windsor Hills is a fresh new vacation rental offering in the world-famous Windsor Hills Resort community. Windsor Hills claim to fame is the unbeatable location. This is the CLOSEST VACATION HOME COMMUNITY TO DISNEY. You simply can not get any closer. This means you can leave the park and be back in your spacious and comfortable vacation getaway home often times quicker than you could get back to your cramped little hotel room on the Disney property. Seriously! Your not so savvy Disney goer counterpart: Wait in long line for shuttle bus, crowd into said bus, endure multiple stops to let others off, hike back to hotel room, whole family in tow, collapse exhausted on the bed, said family wanting to know what's next! You, the savvy Windsor Hills Disney goer: Hop in your car with your crew, still giddy with the thrill of a fun filled Disney day, drive a quick 5 to10 minutes to your beautiful Disney home-away-from home, Whimsey of Windsor Hills. Next thing you know, you are floating in your own private pool, umbrella drink in hand, Kiddos happy as clams doing their own thing. Dreams really do come true!

RESORT AMENITIES

✔️ Zero Entry Lagoon Pool
✔️ Water Park with Water Slides and Splash Pad
✔️ Club House with Convenience Store and Grill
✔️ Game Room
✔️ Fitness Room
✔️ Movie Theater - Choose a movie and make a reservation for your family!
✔️ Castle Themed Play Park
✔️ Tennis Courts
✔️ Basketball Court
✔️ Volleyball Court
✔️ Putting Green

Design Notes: We were going for "playfully quaint and fanciful. . .", the very definition of "Whimsey". Just what every Disney vacation should be about! Whimsey of Windsor Hills!

Pool Notes: Our lovely pool is southwest facing, with lots of sun! Check out the pictures of the pool loungers at 10:00 in the morning in February, be sure to pack those sunglasses! Pool/Spa heat is available for only $25 a day, but is totally optional. So just let us know when you book if this is something you would like.

For security purposes home is protected with a Ring doorbell and exterior security cameras.

Book your next family adventure at Whimsey of Windsor Hills for lifelong memories.
Or better yet. . .
Make Whimsey your family tradition for a lifetime of “Whimsical” memories!

Property manager

Carol Heath
Premier Host

Languages

English

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed
Owner has allergies, please be respectful.

Smoking

Smoking is not permitted
This home is self-catering. While some basic starter items are provided, you are responsible to provide all consumable/disposable items.
Windsor Hills allows for 3 vehicles per home. No parties allowed. This is a guard gated community and these rules are strictly enforced.
Pool Heat available for $25 a day. Guest must sign and return owners rental agreement within 24 hours of instant booking.

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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system and a first aid kit

We should mention

A car is recommended for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this villa is near theme parks. Old Town and Disney Springs™ are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Blizzard Beach Water Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Animal Kingdom® Theme 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 - 9 min walk
  • Disney's Hollywood Studios® - 13 min drive
  • ESPN Wide World of Sports - 14 min drive
  • Disney's Animal Kingdom® Theme Park - 20 min drive
  • Epcot® - 20 min drive

Getting around

  • Kissimmee Station - 27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

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

Frequently asked questions

Does ❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs have a pool?

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

Is ❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs pet-friendly?

No, pets are not allowed at this property.

What time is check-in at ❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs?

Check-in begins at 4:00 PM.

What time is check-out at ❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs?

Checkout is at 10:00 AM.

Where is ❣️2 mi to Disney ❣️Sunny Southwest Facing Pool❣️Frozen and Cars Themed BRs located?

This family-friendly Kissimmee villa is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 58 out of 60 reviews" "
Rating 8 - Good. 0 out of 60 reviews" "
Rating 6 - Okay. 1 out of 60 reviews" "
Rating 4 - Poor. 0 out of 60 reviews" "
Rating 2 - Terrible. 1 out of 60 reviews" "

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Boris B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tolle Zeit in einem tollen Haus
Tolle Gated Community, tolles Haus, leichter Check-in, selbst Besuch aus DE konnte ohne Probleme oder Zusatzkosten bei uns ein paar Tage bleiben. Sehr flexibel und schnelle Antworten von Carol. Wir haben es sehr genossen. Alle Einkaufsmöglichkeiten und alle Restaurant-Konzepte um's Eck! Danke @ Carol für die tolle Zeit!!
Stayed 9 nights in Jul 2024

10/10 Excellent

Austin E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Owner had a great place and communication. House was very clean!
Stayed 8 nights in Jun 2024

10/10 Excellent

Marie G E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and perfect size
We really enjoyed Whimsey home in Windsor Hills; everything was great, and the pictures and description were accurately described. Our granddaughters enjoyed both the themed bedrooms and the toys to play with. It was a dream to have 3 king sized beds to accommodate the 3 sets of adults. We all slept well. The kitchen was well stocked with a variety of appliances. We spent time in the pool, cooling off after the hot sunny days in the parks, and eating dinner outside while the girls played. In addition, we had fun playing the various games in the game room, which easily accommodated our group of 8, all on different games. The resort pool/hot tub/splash zone were enjoyed particularly by our 7 & 9 yo granddaughters. The Disney parks were so close and easily accessible, heading out early we encountered no traffic or parking hassles. Of course, we had a grand time in all 4 parks, but we all wished we had one more day to relax and enjoy your fantastic home and community. Thank you for sharing your home with us. Thank you, Carol, for your prompt responses to our questions. We appreciate your time and attention to your guests.
Stayed 7 nights in May 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Time
Had a great time!! Wonderful Family vacation.
Stayed 9 nights in Apr 2024

10/10 Excellent

Dave S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Vaca
Nice place family friendly, we had a great time
Stayed 4 nights in Feb 2024

10/10 Excellent

Karen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House with Extended Family
We loved this house and wish we could have spent more time there. I think the kids would have liked to have cancelled a park day. My mom wants the kids play tea set as it was so adorable. We had 4, 8, and 10 year old's and they loved it. My daughter keeps asking to go back to "her" Frozen room. The pics online are great but, in person that room is a little girls dream. The pool and hot tub were amazing and a perfect size. I was very concerned about the safety aspect as my daughter is 4 and loves to swim. I was afraid she'd wake up early and try to sneak out there. When we first arrived the guys couldn't figure out the lock on the door to get out there which was humorous, when I figured it out and opened the door it beeps very loudly twice. I would never sleep through that beep (light sleeper). Lastly there's a net gate thing as a third deterrent. With all of those safety features I was no longer concerned. Bonus you can turn off the beeping for after the kids go to sleep and sneak out to the hot tub yourself without alerting them. The game room was a blast for the older boys and the adults had fun in there. Strollers galore!!! It was so nice to not have to bring the stroller while traveling and not pay extra for the rentals at the park. Just an extra touch that made this house special. Recommendations would be curtains to block out more light for better sleep and to upgrade all the beds as they are not the most comfortable that was the only negative from our group.
Stayed 4 nights in Nov 2023

10/10 Excellent

carol V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun for Families!
We arrived to Whimsey of Windsor Hills for an extended family vacation with 3 families. It was beautiful, clean, and had everything we would want inside and out! The cousins bunked together in the two themed kids rooms and loved it! Toys were provided to match the theming, so when they woke up in the morning things stayed quiet for a while. All the grown-ups had their own private spaces too. There were several strollers to choose from for our park days, and several appliances to try out in the kitchen for the days we decided to stay home. The backyard pool was perfect for quick swims or lazy days at home! I was glad for the removable fence that blocked it off so that kids wouldn't have access without an adult. There were a number of floats and pool toys to play with.
Stayed 6 nights in Aug 2023

10/10 Excellent

panome t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication with host
The house was clean with a lot of things. Great selections to make coffee. Pool is good size.
Stayed 4 nights in Jul 2023

6/10 Okay

ashley R.

Liked: Check-in, communication, listing accuracy
Disliked: Cleanliness
Short and sweet
The pictures matched the house. It was a little smaller than we had originally thought. The house could use a deep clean. We had to wash quite a few bed linens before getting in bed and when we went to the closet to get extra blankets they were all dirty with either hair or stains. Just made the whole house feel gross after that. Not a so pleasant smell coming from kitchen sink. The baby gate was broken so we bought our own. Owners did order a piece for the broken one but we didn’t want to be bothered with it. Wish the pool could have been cleaned during our stay. The trash aspect was a hassle. You put your trash in a small bench like container on the porch but with a house this size you’re obviously coming with a big group and this container didn’t even hold one bag of trash and animals kept getting in it and making a huge mess. And then of course it’s at your front door so it stinks. I was quite upset with this house choice. I expected more but honestly just felt disgusted. The owners were easy to get in contact with and always responded so there’s that.
Stayed 7 nights in Jul 2023

10/10 Excellent

Swani S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Couldn’t be happier
We planned a family trip for a week to enjoy Disney World. This property was the PERFECT choice for the needs of 6 adults and 2 boys (6 and 8 years old). Getting to and from the parks was an absolute breeze! On the days we took off from the Disney experience we enjoyed the gigantic community pool with the splash pad, water slides, and concession stand. The villa itself was perfect for us as well, enough space for the adults and kids to enjoy each other but also enjoy time apart (sometimes it is nice when the kids can just play in the playroom or watch TV while the adults were able to catch up and enjoy some quiet time!)!
Stayed 7 nights in May 2023

10/10 Excellent

Paula R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
family disney vacation
This house was just what we needed. We had 4 families, with a total of 10 people, and plenty of room for everyone. There is a door alarm going out to the pool area and a safety fence (much needed with littles). There was plenty of dishes and silverware for everyone. Kids enjoyed the game room as their electronics were limited to 1 hour daily. Carol was very easy to communicate with and was very understanding when my granddaughter accidentally took home the wifi password card. Beds were very comfortable, plenty of hot water for everyone. Overall a very nice stay!
Stayed 4 nights in May 2023

10/10 Excellent

Erica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and amenities!
This house worked out great for our Disney trip! It was super convenient to the parks and we enjoyed the pool and game room as well as the community playground and water park on our rest days. The kids loved the themed bedrooms, toys and karaoke machine! Carol was extremely responsive and great to work with. We would definitely stay in this house again for a future trip!
Stayed 8 nights in Apr 2023

10/10 Excellent

Andrea D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House and Location
We had a great experience staying at this house for a family trip. Carol was very helpful and responsive, there were a few minor issues that she was able to resolve promptly. We would recommend this house to anyone looking to stay in the area!
Stayed 6 nights in Mar 2023

10/10 Excellent

Tara J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home
Great home for the family. The kids loved the pool. The check in and out process was great.
Stayed 5 nights in Mar 2023

10/10 Excellent

Ethan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Great location for Disney. Just what we wanted and expected!
Stayed 6 nights in Feb 2023

10/10 Excellent

Ken S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Disney Vacation
Our family had a great time and the house was perfect. Close to Disney but in a nice quiet neighborhood! Carol was very responsive during coordinating the trip and check in. Thank you Carol, we enjoyed our stay at your house! Ken
Stayed 4 nights in Dec 2022

10/10 Excellent

Fitcher R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super clean and close to Disney
The house was just as described and pictured. Great communication with Carol. Super close to Disney. Would stay again!
Stayed 6 nights in Jan 2023

10/10 Excellent

Kristyl J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
5 Stars!
This house had everything and then some! The owners were so accommodating and dedicated to ensuring we had a great stay! I would definitely recommend and we will be booking again!
Stayed 4 nights in Dec 2022

10/10 Excellent

Courtney W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great trip!
Great stay, close to Disney!
Stayed 7 nights in Nov 2022

10/10 Excellent

Joe M., Saintfield

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic family holiday vaction home.
We loved this house, it’s location, the resort and area in general. The layout and facilities in the house are excellent. The bedrooms excellent and totally suited our family very well. Our only disappointment was that the pool lights did not work during our stay, whilst our host did try to get this resolved unfortunately this was not completed by the time we had to return home. This meant we could not allow our grandchildren to use the pool after dark. In addition the pool pump went faulty the day before our departure and the pool cooled down very quickly.
Stayed 14 nights in Oct 2022

10/10 Excellent

Elissa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family vacation house!
This property has got to be one of the best in Windsor Hills. We’ve stayed at others before and the number of items provided and communication with the owner were much better here. Loved it!
Stayed 4 nights in Sep 2022

10/10 Excellent

Matt B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay!!
We stayed at Carol's property for part of our hoilday to Florida from the UK. The location is excellent, being extremely close to the Disney parks and a 30min drive to Universal. The property itself was very good, accommodating two families with ease. The pool provided much fun when not in the parks and the communal pool area also very good. The gated community is lovely - meticulously clean, very secure and a pleasure to stay in. All in all, I can thoroughly recommend the property for those would be travellers looking for a place to stay when visiting Orlando.
Stayed 12 nights in Aug 2022

10/10 Excellent

Vincent E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our Orlando vacation.
Had a wonderful time with the family in Orlando. The home we rented was perfect. Very, very nice home in a nice development. Dealing with owner Carol was a delight. I highly recommend this property.
Stayed 6 nights in Aug 2022

10/10 Excellent

Nancy m.

Disliked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect for our family (6 adults, 4 children). Everything was perfect!
Great property! Perfect for a family Disney vacation.
Stayed 14 nights in Jun 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and spot for family vacation
Very short drive to Disney. Host was very responsive to messages. Great spot for a family gathering and would stay there again.
Stayed 7 nights in Jun 2022

About the host

Hosted by Carol Heath

Host profile image
I am a mom and a grandma. My husband Greg and I have 2 grown children and 2 super cute granddaughters. My background is Interior Design, and Greg is a retired IT manager who loves to golf. We live in Michigan and have recently purchased our Windsor Hills vacation home which we are very excited to share with our family. . . and all of you! We spent the better part of 2 months updating Whimsey, with the help of 2 very dear friends. We love it, and hope you will as well when you visit and become part of our Whimsical Family!

Why they chose this property

After an extensive property search this is the one that pulled at the heart strings. And I do mean extensive! We toured homes in every neighborhood anywhere near Disney. Windsor Hills as a neighborhood just had to be it. You can't get any closer to Disney. We love the resort pool, club house, and especially the water park. Other neighborhoods may be newer, but you can't beat the charm of Windsor Hills. Especially the children's castle themed play park! It's the fairy tale park of every child's dream.

Windsor Hills is a beautiful, impeccably maintained, guard gated community with resort style amenities. * Zero Entry Lagoon Pool * Water Park * Splash Pad * 10,000 sq ft Club House * Game Room * Movie Theatre * Fitness Center * Sundries Shop * Tennis Courts * Basketball Court * Volley Ball Court * Putting Green * Castle Themed Play Park * Oversize Vehicle Parking

What makes this property unique

Once we narrowed it down to Windsor Hills, we chose our home for it's location, floor plan and potential. The location is perfect. On a quiet street only a short little walk to the park, just enough to make the outing a true adventure. The lot sits with the pool facing southwest, lots of sun all day. Finally, a very private setting, definitely a must have! After looking at all the floor plans in Windsor Hills, hands down this is the best. We love the expansiveness of the Great Room with a 25 ft ceiling. It's a true open plan with the kitchen, dining space and living area. Add to that the window wall looking out to the covered lanai and pool, this hands down is the best. Oh. . . I almost forgot, and the super spacious master bath! Finally, there was the potential. I'm always a sucker for a house that needs me! With the help of my long suffering husband and 2 dear saintly friends (thank you Marcia and Kevin!) we reimagined the décor from top to bottom. And so, we give you "Whimsey of Windsor Hills", our playfully, fanciful Windsor Hills Villa!

Languages:

English

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