See all properties
Entire home

Retreat near Disney with private pool, lanai, & fast WiFi

Photo gallery for Retreat near Disney with private pool, lanai, & fast WiFi

Pool
Pool
Pool
Living area
Living area

Reviews

8.6 out of 10
Excellent
3 bedrooms3 bathroomsSleeps 6133.8 sq m

Popular amenities

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

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Retreat near Disney with private pool, lanai, & fast WiFi

Chilla Villa - Windsor Hills

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Get sun-kissed here in Kissimmee in style here at Chilla Villa! There will be no delay in slipping right into vacation mode at this home away, as a lanai, private pool, and seamlessly open layout of the full kitchen, dining area, and living room will make entertaining the whole family a breeze. Whip up tasty meals on modern appliances and take a cold drink out to the back patio for a relaxing evening at home after a full day of amusement parks or exploring the city. Plus, high-speed WiFi and a flatscreen TV in the living room will provide more than enough entertainment or allow for some remote work if needed!

If you brought the whole family along, the kiddos will be more than ready to Disney World (five miles north), SeaWorld Orlando (13 miles), or Universal Orlando Resort (15 miles) to get their wiggles out and indulge in a day of rollercoasters. While in the city, there will be a plethora of restaurants, shops, and more to check out as well for some fun away from the parks! Plus, local golf courses are scattered nearby for an unforgettable round of 18.

Things to know:

Parking notes: There is free parking available for 1 vehicle.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Property manager

Vacasa of Florida
Premier Host

Languages

English, French, German, Italian, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Private kitchen

WOW! Perfectly Private! Large Green Space, Disney Decked Out Townhouse!

  • Pool
  • Kitchen
  • Washer
  • Dryer
8.6 out of 10, (54 reviews)
WOW! Perfectly Private! Large Green Space, Disney Decked Out Townhouse!

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed, service animals permitted
default

Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

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 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 first aid kit

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. 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. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 7 min drive - 5.8 km
  • Disney's Blizzard Beach Water Park - 11 min drive - 8.4 km
  • Disney's Hollywood Studios® - 12 min drive - 9.7 km
  • ESPN Wide World of Sports Complex - 13 min drive - 9.4 km
  • Disney's Animal Kingdom® Theme Park - 19 min drive - 13.8 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Taco Bell - ‬4 min drive
  • ‪IHOP - ‬3 min drive
  • ‪Giordano's - ‬4 min drive

Frequently asked questions

Does Retreat near Disney with private pool, lanai, & fast WiFi have a pool?

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

Is Retreat near Disney with private pool, lanai, & fast WiFi pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Retreat near Disney with private pool, lanai, & fast WiFi?

Check-in begins at 4:00 PM.

What time is check-out at Retreat near Disney with private pool, lanai, & fast WiFi?

Checkout is at 10:00 AM.

Where is Retreat near Disney with private pool, lanai, & fast WiFi located?

Located in Windsor Hills, this holiday home is 2.5 mi (4.1 km) from Island H2O Live! and 2.8 mi (4.6 km) from Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 km) away.

Reviews

8.6

Excellent

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. 12 out of 18 reviews
Rating 8 - Good. 2 out of 18 reviews
Rating 6 - Okay. 1 out of 18 reviews
Rating 4 - Poor. 2 out of 18 reviews
Rating 2 - Terrible. 1 out of 18 reviews

8.2/10

Cleanliness

8.8/10

Check-in

7.6/10

Communication

8.8/10

Location

8.6/10

Listing accuracy

Reviews

10/10 Excellent

Chris C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2024

10/10 Excellent

Shante F.

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

Family trip

It was a family trip to Disney, it was enough room had everything we needed and we was close to water park and pool and also their store which was good only thing we was disappointed about was our private pool wasn’t cleaned for us and they left the hose inside the pool but once I reached out to them they did have somebody come clean it out , other then that we enjoyed our trip even my kids liked it
Stayed 2 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Wanda F.

Vacation Orlando

The condo we stayed at was close to everything. The staff at Winslow Hill were excellent, kind, and caring I would definitely bring my family back on our next Orlando trip
Stayed 3 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brooke D.

Florida getaway

This home was perfect for our time in Florida! Well taken care of and clean!
Stayed 4 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Pasam L.

Review

House was great and clean, Community was also good we went during Christmas time events was happening. There was quick response from the host and property owner when we have any questions. good place
Stayed 5 nights in Dec 2023

10/10 Excellent

THOMAS B.

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

Excelllent

This is our 2nd stay in this property so we like it! Only issue is with the living room television..could not get local, live programming, only streaming platforms. We just didnt watch TV!
Stayed 6 nights in Dec 2023

4/10 Poor

Bethany L.

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

Ant Issue

There was a major issue with ants in this home. There was a large presence in the kitchen, however there were a few in both upstairs bathrooms as well. I did report the issue to Vacasa when they were first discovered and was told someone would be out to spray the home, but no one ever showed up.
Stayed 5 nights in Jun 2023

10/10 Excellent

Jared R.

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

Great place and location

Great place to stay close to all of what Orlando has to offer.
Stayed 4 nights in Feb 2023

2/10 Terrible

Sheryl L.

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

Very stressful

Management was terrible Not sure why you ask no one has ever contacted me about it And by the way i can not see the quetion so i dont know what i am answering
Stayed 6 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Casey C.

Great spot

Great value great prices great people
Stayed 15 nights in Jun 2022

8/10 Good

Dame B.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Overall pretty good, but...

I tried contacting Vacasa property management through the messaging apps as well as the texts sent to me and didn't get responses for any of them. I had to call the office for the correct WiFi login info (which was incorrect when they sent it to me - both the network name AND password). Then, while it wasn't anything I necessarily expected immediate action on, I sent them messages about an ant infestation in the kitchen, bath faucets that rendered the bathtub useless (could only use the shower), and a clogged bathtub drain which left me standing in gross shower water to my calves. Still no reply. Not impressed with the upkeep of the property.
Stayed 5 nights in May 2022

8/10 Good

Mike L.

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

Spring Break stay

House was perfect for our stay. It was clean, good size and good location. All good! A couple things to be aware of - check in Saturday PM can get really backed up on the road and take upwards of an hour so plan ahead and the shower curtain in master bath should be replaced as it smells musty. We would stay here again.
Stayed 8 nights in Mar 2022

10/10 Excellent

Robert D.

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

Last minute gem

After having our first rental cancel 6 days before check in, we lucked into this gem. Clean. Well stocked with utensils and such. Around the corner from Walmart and restaurants. Close to Disney. Great communication. Comfortable beds. Enough hot water for 3 showers at a time even.
Stayed 5 nights in Jan 2022

4/10 Poor

Noreen H.

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

Be Aware - very Disappointing

The property Mgr didn’t honor what was advertised that if you search for pet friendly that this listing includes one pet fee. Vacasa mgmt said because they’re a 3rd party that’s not their policy so I had to pay for another dog. If your managing the property, manage the listing! This policy is illegal to list one thing and then charge for it on the backend when the customer can’t cancel or change reservation without losing more money. Very bad business. We weren’t listed at the gate house to be allowed in so that delayed our arrivals. Upon getting into the house, the wifi wasn’t working, after troubleshooting with the property mgr, I discovered someone turned off the switch that says don’t turn off for wifi. Why the cleaning crew didn’t double check this is beyond me. The TV in living room had no sound daily. After troubleshooting it daily we found a new solution fixed it daily. I read a review from July that complained of the the TV in the living room and assumed it’d be fixed, you know what they say about making assumptions... Fix your stuff. Paid for a heated pool which they didn’t even turn on until 3:30 in the afternoon of day two of my trip. Which to get that done took a couple calls to get it turned on. So of course it was unusable because a pool takes time to heat up, it was finally warmed up the last day of the trip! I was charged and paid for the heat for our entire trip. I’m still waiting to hear back from customer service about a refund for it, which we talked about on Tuesday and it’s now Friday and still nothing. Again, great customer service! There are mice in the walls in the upstairs master bedroom who come alive between 4-6am. The last night of stay, the TV in the master didn’t work, no picture. I gave up at this point, packed up my stuff and drive home a night early. I spent too much time troubleshooting and trying to get things to work or waiting for things to work, not how I wanted to spend my vacation. I’d recommend to put in a map of the property to know the locations and features of the community; b-ball courts tennis courts, dog park, clubhouse with pool and slides, etc. I’d also recommend to have games (board games, cards) available for renters. As well as cookie sheets for baking. One Pyrex isn’t really enough. I have sent several messages to the property manager while staying and no one ever got back to me. You should be ashamed of yourselves wasting peoples time and money.
Stayed 4 nights in Jan 2022

10/10 Excellent

Angela D.

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

Great location!

This was a very spacious house with a great location. It was only 10-15 minutes from Disney and located in a gated community.
Stayed 4 nights in Dec 2021

10/10 Excellent

THOMAS B.

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

We enjoyed it very much

The only negative was getting the living room TV to work correctly (no sound!) Over a 3 day period. When maintenance finally arrived, he still could not get it to work but figured a way to "Jerry rig" it until a proper technician could fix it. We were satisfied. We would definitely return!
Stayed 6 nights in Dec 2021
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Sonjia E.

Needs some TLC

The TV in the family room had no sound when it was on live TV. The ceiling fan in the main bedroom did not work. The dryer timer did not work. Maintenance was unresponsive to these problems. The rest of the unit was very nice. The facilities were enjoyable.
Stayed 12 nights in Jun 2021

10/10 Excellent

greg m.

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

Great Stay

The property was ready when we arrived. We did have issues trying to figure out how to work the tv in the living room but we eventually figured it out. The beds were great, but I would recommended updating the living room furniture. I would also recommend providing information on restaurants, stores, etc to your guests. It comes in handy when you’re visiting and and not familiar with the are. Again an overall great stay.
Stayed 3 nights in Jun 2021

About the host

Hosted by Vacasa of Florida

Host profile image

Languages:

English, French, German, Italian, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback