Entire home

Sunnyside Up | Gated Resort Style Community

Photo gallery for Sunnyside Up | Gated Resort Style Community

Pool
Exterior
Exterior
Pool
Pool

Reviews

7.8 out of 10
Good
3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor space
  • Gym

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪6 min drive‬
  • ESPN Wide World of Sports Complex
    ‪14 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪19 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪23 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Double Sofa Bed and 1 Single Bunk Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Balcony
Garden

About this property

Sunnyside Up | Gated Resort Style Community

You’re going to love our family-friendly townhome. Sunnyside Up is perfectly located in Windsor Hills resort with easy access to all of Disney’s Parks, Downtown shopping nodes, and the major arterial roads in Orlando which make day trips to the coast and Cape Canaveral a cinch. The townhome is perfect for families visiting Orlando .

Windsor Hills is the most desired community in the Disney Area. It is a 24-hour manned gated community that boasts a resort style pool with a waterslide and spa, separate toddler pool, billiard tables, tennis and volleyball courts, fitness room, video game room, children’s playground, sundry shop, and even a movie theatre! On top of all of this, it is located just minutes from Walt Disney World. You will not be disappointed staying in this community!

Please note that the amenities at the resort are included in the cost and a washer and dryer is located in the townhome for guest use. NOTE further that the private pool does not have a pool heater.

This home has all the makings for a memorable vacation – book it now before your days are taken! Note that there is construction in the area during business hours.

Property manager

Kissimmee Rentals & Property Management
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Gym
Outdoor space

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House Rules

Check in after 5:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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

About the area

Kissimmee

Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Walt Disney World® Resort and Disney's Hollywood Studios® are not to be missed.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 6 min drive - 5.2 km
  • Disney's Blizzard Beach Water Park - 11 min drive - 8.5 km
  • Disney's Hollywood Studios® - 12 min drive - 9.8 km
  • ESPN Wide World of Sports Complex - 14 min drive - 9.6 km
  • Disney's Animal Kingdom® Theme Park - 19 min drive - 13.9 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 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

Frequently asked questions

Is Sunnyside Up | Gated Resort Style Community pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Sunnyside Up | Gated Resort Style Community?

Check-in begins at 5:00 PM.

What time is check-out at Sunnyside Up | Gated Resort Style Community?

Checkout is at 10:00 AM.

Where is Sunnyside Up | Gated Resort Style Community located?

Located in Windsor Hills, this holiday home is 2.6 mi (4.2 km) from Island H2O Live! and 2.9 mi (4.7 km) from Walt Disney World® Resort. Mystic Dunes Golf Club is 3.1 mi (5 km) away.

Reviews

7.8

Good

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. 5 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 2 out of 9 reviews
Rating 4 - Poor. 2 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

8.0/10

Cleanliness

7.6/10

Check-in

6.8/10

Communication

10/10

Location

8.6/10

Listing accuracy

Reviews

6/10 Okay

Ryan D.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Nice facilities but problems checking in

Had to wait 30 minutes in the car with tired kids for the apartment manager to “update our reservation on the system” then cleaners were still there when we got to the house. Felt pretty amateur hour but we say no big deal, it happens and go enjoy Windsor Hills. The pool is awesome and everyone was super nice so I wasn’t even going to write this review then I get home and they hit us with a 200 cleaning fee like all rental scammers do. Find another place in Windsor hill’s there are plenty of them.
Stayed 3 nights in Feb 2025

10/10 Excellent

CHARLES M., WINTERSET

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

Great Place!

The property was a great place to stay and is in a great location. I would recommend to families visiting Disney.
Stayed 5 nights in Apr 2023

10/10 Excellent

John P.

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

Great Location

This property was in a very convenient location for both shopping/dining and Disney World. It was very easy to get around from the condo. The condo was much bigger than we needed, but was well-priced, so we booked it. It had everything that we needed for our stay.
Stayed 7 nights in Jan 2023

10/10 Excellent

Mindi S.

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

Nice

The home was nice and as advertised.
Stayed 6 nights in Feb 2023

10/10 Excellent

Chad P.

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

Great time at a great location in Kissimmee

The location of the property is exceptional. The amenities in the gated community were fantastic. The home does show signs of being well loved but it was extremely clean and had everything we needed. Communication with the owner was exceptional. We would definitely stay here again.
Stayed 7 nights in Mar 2023

10/10 Excellent

Darmi V.

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

World Dance Competition!

Rene was very easy to work with, we were able to check in early and we checked out at a'later time. Perfect location to dance competition. Will be back next year.
Stayed 6 nights in Apr 2023

4/10 Poor

William K.

Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy

Inappropriate property

Windsor hills is a beautiful community and we had friends in another town house across the street who's was amazing! We showed up Thursday and everything we fine we woke up Friday morning to a leaking ceiling to insuffiencr proper work that you can was down to the building.. later I walked up stairs and the fooor in front of the AC was soaked and green spots covered by a welcome Matt up stairs I tried to contact the management company their phone numbers didn't work I can only get in touch with them through Vrbo.. highly u professional.. didn't offer a new place or anything I will be requesting a full refund as I have all the photos and videos of the property
Stayed 3 nights in Oct 2024

6/10 Okay

Matthew S.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Love Windsor Hills!!! Did not enjoy this property...

The property is uninspired and you can tell they put as little money into it as possible. That being said, it was an acceptable place to sleep.The major downside to this is communication with the property manager. We got to the security check in and the guard on duty could not find our names on the list. We spent 20 minutes trying to contact the property manager to no avail. The guard eventually did end up finding us on the list (whether we were on it already or the property manager put us on as I was frantically calling and messaging them, we will never know). After the security debacle, we arrive at the home to find the AC is not functioning and has not been functioning for awhile. Someone knew this as every one of the fans was on high when we walked into the door. Two days later, maintenance techs finally fixed the AC, but when they did, black gunk was blown out of every vent all over our stuff and wet towels were left in front of the washing machine. They made no effort to clean up after themselves.The property manager did offer some credit for our troubles. This place was cheap to rent. The furniture, communication, and attention to detail proved how cheap it was.
Stayed 3 nights in Feb 2025

4/10 Poor

Dawn F.

Liked: Location
Disliked: Cleanliness, check-in, communication, listing accuracy

Disappointing

We are stayed at Windsor Hills for the last several years. This property was very disappointing compared to all the others we have stayed at. The unit was in need of a deep cleaning and updating. The bedroom tv's were very small and hard to watch while in the bed. There were absolutely no wash cloths in the unit only hand towels that were too large to be used as wash cloths. When we emailed the owner she said most people use the washer and dryer, which would have been no problem is we had wash cloths. The mattresses were worn out. We have never been displeased with any of the previous properties. We will not recommend this property to anyone. The check in time was 5:00pm and the check out time was 10:00am.
Stayed 7 nights in Sep 2023

About the host

Hosted by Kissimmee Rentals & Property Management

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests