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Enchanting Escape at Windsor Hills w Private Pool

Vacation home near ESPN Wide World of Sports Complex in Kissimmee

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A resort with a large swimming pool, water slides, and multiple buildings.
A modern kitchen with a white countertop, two brown cushioned chairs, a black pendant light, and a ceiling fan.
A spacious living room with a large sliding glass door leading to a pool area, a comfortable sofa, a dining table with chairs, and a flat-screen TV mounted on the wall.
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.
A modern kitchen with white cabinetry, a stainless steel refrigerator, a black microwave, and a white island with two brown bar stools.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 61432 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Gym

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

Room options

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About the neighborhood

Kissimmee

Windsor Hills stay.A stay at this Windsor Hills vacation home places you within 3 miles (5 km) of Island H2O Live! and 6 miles (10 km) of Walt Disney World® Resort. Old Town and ESPN Wide World of Sports Complex are also within 6 miles (10 km).
View more Vacation Homes in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.1 miles
  • Bonanza Golf & Gifts - 4 min drive - 2.1 miles
  • Mighty Jungle Golf - 4 min drive - 2.3 miles
  • Island H2O Live! - 6 min drive - 2.6 miles
  • Orange Lake Golf - 7 min drive - 4.5 miles

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive

Restaurants

  • Wawa
  • ‪McDonald's - ‬3 min drive
  • ‪Chick-fil-A - ‬5 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪7-Eleven - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Enchanting Escape at Windsor Hills w Private Pool

This NEWLY renovated and beautifully decorated home-away-from-home is perfectly located 5 miles from Walt Disney World® Resort. Relax in your private heated plunge pool and make yourself at home in this enchanting escape. With hardwood floors throughout the entire townhouse and a modern flare, this 3-bedroom, 3-bathroom home that sleeps up to a family of 6 will feel like an oasis!

With just a quick walk to your resort's water park and Clubhouse, you will find endless entertainment for the whole family to enjoy. Here, you will find a large pool, jacuzzi, water slides, arcade, fitness center, basketball & volleyball courts, kid's playground and much more. There are a wide variety of delicious restaurants to try out nearby.

Out of courtesy during your stay, we will provide 5 K-Cup pods for the brand-new Keurig dispenser. You will also be provided 1 roll of toilet paper per bathroom, one small soap in each bathroom and one starter pack of detergent, dish soap, laundry detergent, shampoo, conditioner and lotion. Anything over this is the guest’s responsibility. We do not include paper towel or sponges. We are also unable to provide spices or cooking oils due to food and safety regulations. The Marketplace Grill on site has laundry detergent for purchase as well as dishwasher pods and dish soap as well as a few other household items. There is a grocery/shopping center conveniently located just minutes away (driving).

Property Highlights:

-Heated Plunge Pool

-Brand new hardwood floors throughout entire townhouse

-ALL brand new, stainless steel, Samsung appliances (refrigerator with ice/water dispenser and freezer, microwave, convection electric stove/oven, dishwasher, stacked washer and dryer)

-Updated modern furnishings and décor

-Flatscreen TV in every bedroom and in main living space

-WiFi high-speed internet provided FREE

-Digital entry/lock system with private code

-Brand new Pack N' Play (w/ fitted sheets), high chair, and stroller provided

*Pool heat is now complimentary!

On top of being a gated community with 24/7 security, our townhouse has a digital entry/lock system with a unique, private code for your stay.

Windsor Hills is a wonderful community that is rated one of Orlando’s best gated resort communities due to its world class amenities. With everything at your fingertips and being the closest resort community to the World Drive entrance of Disney, why stay anywhere else?

Instructions will be sent 3 days before arrival. Failure to finish payment will result in not being able to check-in.

Check-in is 4pm EST and check-out is 10am EST. Keep in mind early check-in or late check-out cannot always be arranged due to prior or arriving guests as well as routine cleaning.

There is a pool on premise and using it is done at your own risk !

📄 Just a heads up! After booking, we’ll send a quick rental agreement to e-sign—it just covers things like house rules and keeping the good vibes going. Feel free to check it out here: tinyurl.com/viberentstays
Pets not allowed
Events not allowed
Smoking, vaping, e‑cigarettes not allowed
Commercial photography and filming not allowed

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Property amenities

Pool/Spa

  • Private plunge pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Freezer
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster
  • Water dispenser

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower/bathtub combination

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry detergent
  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village

Things to do

  • Gym

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station
  • Garden
  • Gated community
  • Property located in a resort
  • Unit size: 1,432 square feet
  • Water dispenser

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Enchanting Escape
Enchanting Escape at Windsor Hills Kissimmee
Enchanting Escape at Windsor Hills Private vacation home
280253

Frequently asked questions

How close is Enchanting Escape at Windsor Hills w Private Pool to the airport?

This vacation home is 12.5 mi (31-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Enchanting Escape at Windsor Hills w Private Pool have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Enchanting Escape at Windsor Hills w Private Pool to the beach?

This vacation home is 8.5 mi (12-min drive) from Beachcomber Beach and 9.2 mi (18-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Enchanting Escape at Windsor Hills w Private Pool offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Enchanting Escape at Windsor Hills w Private Pool?

No, there is no casino at this vacation home.

What time is check-in at Enchanting Escape at Windsor Hills w Private Pool?

Check-in begins at 4:00 PM.

Is there free parking at Enchanting Escape at Windsor Hills w Private Pool?

Free parking is not available at this vacation home.

Does Enchanting Escape at Windsor Hills w Private Pool have a pool?

This vacation home does not have a pool.

Does Enchanting Escape at Windsor Hills w Private Pool have a spa?

There are no spa services available at this vacation home.

How close is Enchanting Escape at Windsor Hills w Private Pool to downtown Kissimmee?

This vacation home is 2.4 mi away from Four Corners.

Enchanting Escape at Windsor Hills w Private Pool Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 83 out of 89 reviews
Rating 8 - Good. 6 out of 89 reviews
Rating 6 - Okay. 0 out of 89 reviews
Rating 4 - Poor. 0 out of 89 reviews
Rating 2 - Terrible. 0 out of 89 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay! We enjoyed our stay in Orlando.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Lori M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was the absolute best and the communication was beautiful I will definitely stay here again
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

leo a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Daniel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay here. The property was well maintained and the owner stayed in touch through our entire experience. When we return would be very happy to rebook this home
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Brandon w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As described. Easy check in and out.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Jennifer S.

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

Great place!!

We really enjoyed our stay here! The place was clean and the location was perfect. Would definitely stay again!
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Shijo

Liked: Cleanliness, amenities, property conditions & facilities
It’s a nice property, calm and quiet.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Lindsay D.

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

Great stay minutes from Disney World

Had a great stay - place was clean, comfortable and convenient to major parks and other central Florida attractions. Community pool and water park area was also a hit!
Stayed 10 nights in Jan 2024
Verified review

10/10 Excellent

DeWayne M.

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

Quiet, Clean, Safe, with Great amenities!!!!

It was very peaceful. Everything was just as described.
Stayed 8 nights in Jun 2025
Verified review

10/10 Excellent

Nicole K.

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

First Time Orlando. Isit

The property was exactly as described in the listing and the property owner was helpful and quick to respond! It was perfectly located as a central location for our week of outings.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Melissa S.

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

Great stay

Beautiful house and fantastic location. Loved that it had its own pool and access to outside. Just a quick walk to the neighborhood amenities and pool area.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

Emily B.

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

Family trip to Orlando

My family had a wonderful experience at this property. It was very clean and had all the amenities we needed. It felt like home!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

Vladimir U.

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

Great vacation rental

My family and I enjoyed ourselves. The townhome was very child-friendly and had everything we needed. Would recommend this rental!
Stayed 5 nights in Mar 2023
Verified review

10/10 Excellent

Brooke M.

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

Stay

We stayed here for 10 nights and it was an amazing experience. Thank you
Stayed 10 nights in Jul 2025
Verified review

10/10 Excellent

Charles M.

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

Disney getaway!

Very clean and well maintained townhouse condo in a gated community only minutes from Disney and major shopping.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

KAREN F.

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

Vrbo Orlando Perfect

Wonderful clean roomy bright townhouse.
Stayed 4 nights in Mar 2023
Verified review

10/10 Excellent

Kristy L.

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

Nice stay!

Paul's place is a very cute condo with a comfortable, homey setting. It's a nice place to unwind and is very roomy. It's been mostly updated recently and has a cute little private pool.
Stayed 3 nights in Jul 2021
Verified review

8/10 Good

Donald R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We liked the unit floor plan. Master bedroom upstairs. Long stairs to climb was not a problem for us. The furniture was average. The bar stools at the kitchen counter were awkward and the kitchen table and chair set wasn’t great. The beds were not the most comfortable. You get the bare minimum for toiletries. It looks like a full time rental that needs a little updating. Communication and check-in process was excellent. The people we came in contact with were very friendly and helpful. We had a nice stay.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Sandra d.

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

Fantastic property

This was one of the best vacation rentals I’ve had. Clean, easy check-in, comfortable, spacious, well located. We stayed here with our 8 year old daughter and all of us absolutely loved it. Highly recommended.
Stayed 3 nights in Dec 2022
Verified review

10/10 Excellent

Patrick C.

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

Great place!

Enjoyed our stay for 3 nights while in the Orlando area. The unit was clean and exactly as expected. Neighborhood was very quiet at night which was appreciated. Paul was extremely responsive to all inquiries. Perfect for families, do recommend.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Christie C.

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

Family Friendly Home and Area

Condo worked out great for my family. Loved the large rooms and separate bathrooms. The home was super clean and the beds were comfortable. Location was great for going to the parks. I enjoyed the pool at the house and the public pool. It was also nice having Walmart and Starbucks right down the road. The area was family friendly and it was very quiet. I would definitely stay here again.
Stayed 5 nights in Feb 2025
Verified review

10/10 Excellent

Jennifer N.

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

Beautiful space near Disney Parks

Nicely furnished, well equipped, and beautifully designed townhouse! Exactly as pictured in the photos. Lots of space for a family to relax after a long day at the parks! Communication with owner was incredibly timely. Definitely plan to stay here again!
Stayed 4 nights in Feb 2023
Verified review

10/10 Excellent

Patrick F.

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

Wonderful stay in Kissimee

From the minute we entered the home we knew we found a special place! It was so clean, bright & all new appliances. We had such a great stay here! The communication was amazing! The pool & waterslides were great! So close to Disney! We will definitely stay here again! Don't hesitate to book this property!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Cheryl M.

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

Windsor Hills

We stayed at this property Feb 18- 24. We had a great stay here and I would highly recommend it. It was very clean which is super important to me. We liked the fact that it was a gated community. The whole area is lovely. We would definitely stay again. Paul is a great host.
Stayed 6 nights in Feb 2023
Verified review

10/10 Excellent

Lindsey H.

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

Great rental

Communication was great with the property owner and we very much appreciated that pack n plays were available and we didn’t need to pack one to bring with. Thank you!
Stayed 4 nights in Jul 2022

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