Entire condo

Disney Retreat in Windsor Hills Resort

Condo near Walt Disney World® Resort in Kissimmee

Choose dates to view prices

Photo gallery for Disney Retreat in Windsor Hills Resort

A heated pool
Property grounds
TV, video games, DVD player
TV, video games, DVD player
Dining

Reviews

9.6 out of 10
Exceptional

Entire apartment

3 bedrooms3 bathroomsSleeps 61246 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Four Corners, FL
  • Place, Bonanza Golf & Gifts
    ‪2 min drive‬
  • Place, Mighty Jungle Golf
    ‪2 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪25 min drive‬

Room options

You may also like

About the neighborhood

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills condo places you within 3 miles (5 km) of Walt Disney World® Resort and Island H2O Live!. ESPN Wide World of Sports Complex and Old Town are also within 6 miles (10 km).

What's nearby

  • Bonanza Golf & Gifts - 2 min drive - 1.3 miles
  • Mighty Jungle Golf - 2 min drive - 1.5 miles
  • Mystic Dunes Golf Club - 3 min drive - 1.5 miles
  • Walt Disney World® Resort - 5 min drive - 2.6 miles
  • Disney Springs™ - 11 min drive - 8.1 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive

About this property

Entire place

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

Disney Retreat in Windsor Hills Resort

Welcome to Disney Retreat, a newly renovated 3 bedroom / 2 bathroom second floor condo in block number 3 of Windsor Hills Resort, which places it less than a 2 minute walk from the main clubhouse and pool. In terms of location, it doesn't get much better than this!  With so many upgrades on show this excellent home offers tremendous value for the money with great resort style amenities in a secure gated community.

Why Disney Retreat

Less than 2 minute walk from the main clubhouse and pool

Less than 2 miles from Walt Disney World

Features King size master suite

Free high-speed Wi-Fi and upgraded cable package

Full size washer and dryer

Stainless steel appliances

Gated resort style community manned 24 hours a day

All resort amenities are included in the price

Shops and restaurants within easy walking distance

All towels, linens and crockery provided

We have a great selection of privately owned condos and townhouses available here, each designed with your vacation enjoyment in mind, and Disney Retreat is a great example of that. Serviced by two elevators, this charming second floor unit comes extremely well equipped. Boasting 1,246 square feet of living space Disney Retreat manages to retain a cozy feel with carefully chosen, quality furnishings throughout, while still providing all the space that a family on vacation will love. The thought that the owners put into creating a relaxing vibe runs throughout this home too.

As with our other homes, we do restrict occupancy to 6 people here to preserve the integrity of the home, a decision what has served us very well judging by the comments hundreds of delighted guests over the years. The bedrooms consist of one king size master which has full en-suite facilities, a queen room which is very nicely decorated with high end bedding and furniture, and a third bedroom specially themed as a Mickey Mouse room for children. The Queen and twin bedrooms share the second full bathroom. We should add that all towels and linens are provided for your stay too, another great feature offered in your home from home.



Disney Retreat also boasts a compact kitchen, a spacious living room and dining area, and a laundry room with a full size washer and dryer. The main living area features a 65" flat screen television, perfect for watching a family movie, and with an upgraded cable package too, there are plenty of those available.

*Please note that the condominium also has high speed wireless Internet access, which is offered complimentary to all our guests. High speed wireless Internet access is also complimentary when you relax by the pool and waterslides.



After enjoying a memorable day at the theme parks everyone will surely appreciate the well stocked kitchen with a dishwasher, microwave, full size refrigerator and freezer, stove, coffee machine, toaster, waste disposal on offer as well as all the hand held appliances you would expect. With all kitchen utensils and crockery provided too, and a dining area with ample seating for 6, everything is there for you to both prepare, and enjoy, a home cooked family meal.

A patio door from the living area leads onto a private patio furnished with a table and chairs. Facing in a Easterly direction, you can enjoy the sun each morning, perhaps enjoying a nice breakfast as you plan your next adventure!.

Disney Retreat has been an incredibly popular condo and really is an impressive option for all the family, from those who want superb resort style amenities, to families just looking to relax, in surroundings that have a real touch of luxury. Incidentally, for those who have difficulty with stairs, this second floor unit has that covered too as the building is serviced by 2 elevators.

We really hope you have enjoyed viewing Disney Retreat and we look forward so much to welcoming you on your next vacation. Your family will certainly thank you for it, and so will we!

*Don't forget we offer a whole host of extra services including recommendations for attraction tickets, barbecues, baby equipment and much more to help you get the most from your Evergreen stay!

Windsor Hills Resort

Windsor Hills is a beautiful, family-friendly, gated resort community in Kissimmee, Florida (south of Orlando). Situated only two miles from Walt Disney World® Resort, it’s located within easy reach of most of Orlando's top attractions. The Windsor Hills villas each have private, screened-in pools in addition to the fabulous community pool and kids’ water park. This secure, 24/7 guarded community has everything and more for your family vacation.

Some of Windsor Hills’ notable features include a luxurious zero-entry pool, water park with fountains and water slides, a hot tub/spa, and a toddler splash pad. There are plenty of recreational areas, including tennis, basketball, and volleyball courts for everyone. There’s even a putting green! Windsor Hills also features multiple playgrounds for the children, including a large castle-style playground.

The enormous Windsor Hills clubhouse overlooks the double Olympic-sized swimming pool and houses billiards tables, a video game area, a marketplace with grill, a fitness room with top of the line fitness equipment, a high definition surround sound movie theater, and other outdoor recreational activities. It’s a relaxing, playful atmosphere for the entire family!

No other private vacation home rental community in this area has what Windsor Hills has to offer, which is why it is the number one resort for many visitors. The facilities are as good as anywhere in the Orlando/Disney area, and you won't have to break the bank to enjoy them.

All Windsor Hills vacation rentals are located less than 10 minutes from Walt Disney World, just one mile from the attraction-packed Highway 192, less than a mile from a Walmart Supercenter and gas station, about 2.5 miles from I-4, and 10 minutes from Celebration, the community designed and built by Disney. There are plenty of dining and shopping options nearby.

Universal Orlando Resort is about 21 minutes away, and Sea World about 19 minutes, traffic permitting. Kennedy Space Center at Cape Canaveral is just over an hour away. In the other direction, Clearwater Beach is about an hour and a half drive.

There are several golf courses within easy reach, including Mystic Dunes, a 72-par public course designed by Champions Tour Player and NBC Golf Analyst Gary Koch. It’s literally a five minute walk away. Legends course at Orange Lake (5 minute drive) and the beautiful course at Celebration (15 minute drive) are also nearby.

The Windsor Hills resort is home to approximately 320 condos, 210 townhomes, and 470 single-family homes spread across a beautifully maintained and landscaped community. Their 24 hour manned gates and computerized security system track every guest, visitor, and delivery that enters the community, providing a safe and secure environment for your family vacation.

Distance to Popular Orlando Area Attractions

Walt Disney World® Resort: 7 minutes (2.6 miles)

Universal Orlando Resort: 21 minutes (15.4 miles)

SeaWorld Orlando: 19 minutes (11.6 miles)

Orlando International Airport (MCO): 27 minutes (23.4 miles)

ESPN Wide World of Sports Complex: 9 minutes (4.7 miles)

Downtown Orlando: 27 minutes (23.4 miles)

Cape Canaveral: 64 minutes (66.7 miles)

Clearwater Beach: 85 minutes (88.2 miles)

Frequently asked questions.

* Check in time is 4.00pm. Check out time is 10.00am.

Early check in and late check out may be available for an additional fee if the home allows. Please ask for further details.

* We take a 25% deposit at the time of booking, with the balance due 30 days prior to arrival. If you are planning to stay within the next 30 days then full payment will be due at the time of booking to secure the home.

* Guests are not required to check in at our office in Celebration. You will be going straight to the property on arrival, and using a unique access code to gain entry. Your arrival pack, sent 3-5 days prior to arrival will have all this information, as well as the address, directions, and internet password for the property.

* Like all vacation homes our homes are classed as self catering accommodation. We do provide starter supplies of soap, toilet tissue, shampoo, detergent and dishwasher tablets, but guests are expected to replenish them during their stay.

Similar properties

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • TV with cable/satellite channels
  • Video games

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Single level property
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Change of bedsheets (on request)
  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Golfing nearby
  • Horseback riding nearby
  • Swimming nearby
  • Theme park nearby
  • Winery tours nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 1,246 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items and take out the trash
Lock the doors
Failure to complete these may result in a negative review from the host.

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
This property accepts cash
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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 professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. This property accepts cash. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

533272

Frequently asked questions

How close is Disney Retreat in Windsor Hills Resort to the airport?

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

Does Disney Retreat in Windsor Hills Resort have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Disney Retreat in Windsor Hills Resort to the beach?

This condo is 8.4 mi (20-min drive) from Beachcomber Beach.

Does Disney Retreat in Windsor Hills Resort offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Disney Retreat in Windsor Hills Resort?

No, there is no casino at this condo.

What time is check-in at Disney Retreat in Windsor Hills Resort?

Check-in begins at 4:00 PM.

Is there free parking at Disney Retreat in Windsor Hills Resort?

Free parking is not available at this condo.

Does Disney Retreat in Windsor Hills Resort have a pool?

Yes, there's a heated pool.

Does Disney Retreat in Windsor Hills Resort have a spa?

There are no spa services available at this condo.

How close is Disney Retreat in Windsor Hills Resort to downtown Kissimmee?

This condo is 2.3 mi away from Four Corners.

Disney Retreat in Windsor Hills Resort Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 53 out of 63 reviews
Rating 8 - Good. 7 out of 63 reviews
Rating 6 - Okay. 3 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Melody F.

Liked: Cleanliness
I can honestly say that one of my greatest fears about traveling is a unclean, old, crusty stay in a Condo that makes me itch. I bring my own cleaning supplies, sheets, pillow, blanket, Lysol, etc. This was the BEST condo I have ever stayed in on vacation and we typically go on two yearly. It smelled fresh, was clean to my standards which are high, and so modern. 10 out of 10, I would definitely recommend. If we ever go to Orlando again, I pray that this Condo will be available. Book it today.
Stayed 3 nights in Feb 2026

10/10 Excellent

John W.

Liked: Cleanliness
Everything was great, would have been nice to know more about coffee makers
Stayed 4 nights in Jan 2026

10/10 Excellent

Kylie S.

Stayed 8 nights in Nov 2025

10/10 Excellent

Tracy B.

Liked: Cleanliness
Had a wonderful time at this condo. Loved how everything was updated and clean. Beautiful counter tops and furniture. Will come back.
Stayed 10 nights in Dec 2025

10/10 Excellent

Neil M.

Liked: Cleanliness
We had a great experience at this property. Everything was very clean, updated, and exactly as advertised. The location was perfect—just a short walk to the pool—and the communication with the host was outstanding. We would definitely stay here again!
Stayed 3 nights in Nov 2025

10/10 Excellent

William S.

Liked: Cleanliness
Easy process. Location was great and the condo was perfect.
Stayed 4 nights in Nov 2025

10/10 Excellent

Stefanie H.

Liked: Cleanliness
This condo was amazing!! The kitchen was stocked with everything you need to cook meals when you aren’t out running around. We went to Disney 2 days and the drive back and forth is short and easy. We also loved the master bedroom. The bed is amazingly comfortable and there were blackout shades!There are plenty of places to relax and eat! We will be staying here again!!
Stayed 4 nights in Nov 2025

10/10 Excellent

john f c., Hoover, Alabama

Liked: Cleanliness
EVERYTHING ABOUT THIS RENTAL WAS ACCURATE. CLEANLINESS, AMENITIES AND LOCATION. I WOULD DEFINITELY BOOKED THIS PROPERTY AGAIN!!
Stayed 3 nights in Oct 2025

10/10 Excellent

Carla M.

Liked: Cleanliness
Loved our stay. Beautiful property!
Stayed 8 nights in Oct 2025

10/10 Excellent

Jill R.

Liked: Cleanliness
Great resort feel with the comforts of home! We'll be back
Stayed 3 nights in Aug 2025

10/10 Excellent

Brian G., St John

Liked: Cleanliness

Friends

The location of the pool was close where you could walk if you chose to. The condo had enough space and was very clean.
Stayed 3 nights in May 2025

10/10 Excellent

staci g.

Liked: Cleanliness

5/5/2025 Review

Great place to stay. The property was very clean. Management was very responsive.
Stayed 4 nights in May 2025

10/10 Excellent

Theresa W.

Liked: Cleanliness

Location and Accommodations

The property met all of our expectations and more. Accommodations were very comfortable and clean. Would stay there in the future should we visit Walt Disney World again.
Stayed 7 nights in Mar 2025

10/10 Excellent

Julia G.

Liked: Cleanliness

Another fantastic stay

This is our second time at this exact property, and our fifth visit to Windsor Hills. The renovations to this unit make it even more wonderful than our last visit in 2024.
Stayed 4 nights in Mar 2025

10/10 Excellent

lynn h., Tomahawk USA

Liked: Cleanliness

3 week winter vacation in florida

We enjoyed Windsor Hills Resort. Our condo was close to the pool, and pickleball courts which we used daily. Grandkids especially loved the pool and water slides. Beautiful area in the resort for my daily walk. Our condo was very clean, quiet, the living room furniture was comfortable for relaxing at night. Beds were also very comfortable. Would definitely stay again.
Stayed 21 nights in Feb 2025

10/10 Excellent

Kathleen P., Pittsburgh, PA

Liked: Cleanliness

Perfect Family-Friendly Condo!

We absolutely loved our stay at this condo! It was clean, equipped well for little ones, and in a great location. The owner was very responsive as well. Couldn't have asked for a better week!
Stayed 8 nights in Feb 2025

10/10 Excellent

David L.

Liked: Cleanliness

Outstanding Accomodations

We would definitely stay at this proper again. It was very well furnished, perfectly clean with great security. It is located 10 minutes from Disney and the property has very nice amenities, including a cafe, large pool area, game room and fitnes center.
Stayed 5 nights in Jan 2025

10/10 Excellent

Lora C.

Liked: Cleanliness

Wonderful condo!

Our family loved the space! We had a 3 bedroom booking and it was perfect. The home was very clean with beautiful decorations.
Stayed 3 nights in Dec 2024

10/10 Excellent

Christopher H.

Liked: Cleanliness

Do you like to have a great time? I do!

Immediately upon arriving, we were amazed by the cleanliness of the unit. It was decorated beautifully (very modern). Beds were great, probably one of the most comfortable … besides my own. It’s very close to the parks, only a 10 min drive to Disney world. The community pool was fantastic, it was heated during our stay (It was lovely)
Stayed 8 nights in Dec 2024

10/10 Excellent

Nancy K.

Liked: Cleanliness

Disney retreat stay

We loved the condo. New furnishings were beautiful as was the remodel of the kitchen. Everything was clean. Loved the pool. beautiful
Stayed 7 nights in Nov 2024

10/10 Excellent

Rickita A.

Liked: Cleanliness

Awesome vacation home

The stay was beyond my expectations. The stay was awesome even though we didn’t get to experience all of the amenities because of the weather. The owner was quick in his response, however , there was one issue with that when he came which was good but he entered the home without us saying to come in. Which was shocking to me and my husband. Other than that the home was nice and I would book again.
Stayed 6 nights in Aug 2024

10/10 Excellent

Pennie M.

Liked: Cleanliness
Stayed 6 nights in Jun 2024

10/10 Excellent

Whitney B., Charleston, SC

Liked: Cleanliness

Great Stay & Property Just As Described

Email communication was great and instructions simple. Driving into town late, we checked in at the guard gate with no issues. The property was very clean, looked just like the pictures and was pre-cooled to 72 degrees upon our arrival in hot July. No problem parking close to the entry of the building and very quiet after 11pm. We did not use any of the amenities - only a 3 day stay. About as close as you can be to the Disney parks without staying on Disney property. I would book this property again.
Stayed 3 nights in Jul 2024

10/10 Excellent

Frank B.

Liked: Cleanliness

Location

Great place close to the parks!
Stayed 7 nights in May 2024

10/10 Excellent

nicolle c.

Liked: Cleanliness

Amazing experience

The location was great and the condo was amazing. Great communication skills and very detailed welcome package.
Stayed 6 nights in Apr 2024