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Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Photo gallery for Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Outdoor pool
Interior
Fridge, microwave, oven, stovetop
Smart TV, ping pong, books
Smart TV, ping pong, books

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Gym

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

Room options

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About the area

Kissimmee

A family-friendly stay in Kissimmee awaits you at this condo. You'll be 5 km (3.1 mi) from Walt Disney World® Resort and 2.4 km (1.5 mi) from Bonanza Golf & Gifts. .Condo features a washing machine, 2 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. Housekeeping is available on request. .Enjoy the outdoor swimming pool and gym as well as access to a playground. Additionally, you'll find laundry facilities, a games room and a lift.
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What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.4 km
  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Mighty Jungle Golf - 3 min drive - 2.8 km
  • Walt Disney World® Resort - 6 min drive - 4.4 km
  • Disney Springs™ - 11 min drive - 13.4 km

Getting around

  • Brightline Orlando Station - 29 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 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 condo to yourself and will only share it with other guests in your party.

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Relax in a luxurious poolside condo with breathtaking views in the heart of Windsor Hills. Just minutes from Disney, our space offers a serene retreat with resort-style amenities, a private balcony, and a beautiful view of the pool. Perfect for families or couples seeking comfort, convenience, and a little magic during their Orlando adventure.

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Property amenities

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: WiFi

Parking and transport

  • Wheelchair-accessible parking available

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Balcony

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.
  • Accessible parking space
  • Lift
  • Wheelchair-accessible parking
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Golfing nearby
  • Kayaking nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Housekeeping (on request)
  • Property located in a resort

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

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

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 to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and 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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Frequently asked questions

Are there any beaches close to Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

The closest beach to Windsor Poolside Escape with Stunning Pool View-Perfect for Families! is Getaway Glen (7.9 km).

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! have a pool?

Windsor Poolside Escape with Stunning Pool View-Perfect for Families! has an outdoor pool.

Is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Windsor Poolside Escape with Stunning Pool View-Perfect for Families! is a winner with our family travellers.

Is there a free airport shuttle available at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

No, Windsor Poolside Escape with Stunning Pool View-Perfect for Families! does not offer an airport shuttle service.

What time are check-in & check-out at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

No, pets are not allowed.

Windsor Poolside Escape with Stunning Pool View-Perfect for Families! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 295 out of 312 reviews
Rating 8 - Good. 13 out of 312 reviews
Rating 6 - Okay. 4 out of 312 reviews
Rating 4 - Poor. 0 out of 312 reviews
Rating 2 - Terrible. 0 out of 312 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Denise K.

Liked: Cleanliness
Beautiful condo with a great location. Kitchen is very well stocked. Jennifer is very responsive to any questions/concerns we had.
Stayed 28 nights in Feb 2026

10/10 Excellent

Ann N.

Liked: Cleanliness
There was everything to love about this vacation rental. Location Clean, well stocked unit Lovely pool/resort vibe Great communication/responsiveness from Jennifer. Would definitely stay again!
Stayed 21 nights in Feb 2026

10/10 Excellent

Jan M.

Liked: Cleanliness
Very nice property located near shopping and other amenities. The host was very helpful in answering questions and quickly responded to a minor issue we reached out about. I would recommend this unit for families, friends, or a couple who just want to get away.
Stayed 7 nights in Jan 2026

10/10 Excellent

Marc B.

Liked: Cleanliness
The unit is very nice. It is situated in a great spot overlooking the pool.
Stayed 1 night in Jan 2026

10/10 Excellent

Mary F.

Liked: Cleanliness
My family had a wonderful stay! The communication with the owner was great. The location was convenient to the Disney parks, and the pool and hot tub areas were relaxing after a long day.  The property was clean and outfitted with everything we needed. Loved using the coffee bar and sitting out on the screened deck overlooking the pool in the morning. Would definitely stay here again.
Stayed 2 nights in Jan 2026

10/10 Excellent

William M.

Liked: Cleanliness
Our stay was great. The communication leading up to our stay was great. Any questions we had were answered promptly. The place was in great condition, Very clean and comfortable. All the little things were covered. The pictures and the room themes were fabulous. The best part was the numerous Disney characters setup throughout the rooms including some dinner guests. :). Highly recommend!
Stayed 4 nights in Jan 2026

10/10 Excellent

Jared S.

Liked: Cleanliness
Just as in the pictures. Great location. Comfortable rooms and beds. Communication with host was excellent. Had a wonderful vacation.
Stayed 7 nights in Jan 2026

10/10 Excellent

lucinda k.

Liked: Cleanliness
As someone who relies on other people's reviews to make my plans, I feel obligated to give back. This is an honest review. We are not friends or related to the owners and actually stayed there for 1 week.This is a top notch condo in a fabulous resort. I'd give it a 9.8We've stayed at Windsor Hills many times, and this was by far the best condo we've stayed in.It's located on the third floor facing the pool. Parking was no problem. The resort is great and all employees were terrific. Just a word of warning, the pool area plays music all day and had a DJ on the weekend. So we could hear that in the condo. Not a problem for us. So if you want daytime quiet, pick a condo way away from the pool. My most important things in a hotel/condo are:Cleanliness, comfy beds and good showers. The condo was very clean, amazingly stocked with everything you could need. And well decorated with big comfy living room furniture. The beds were really comfy- soft but not too soft.Showers were just OK. I REALLY appreciate a hand held shower head, and they had one. But the water pressure is really low, and the hand held didn't have any adjustments for spray- a must if you have low water pressure. For under 100 the owners could make this condo a 10/10 But, compared to hotels and other condos, it's what you'd expect. I also appreciated the safe in the master closet. That was a nice touch. Really, the owners have a ton of "nice touches" throughout that makes this a fabulous place.
Stayed 7 nights in Dec 2025

10/10 Excellent

Josh F.

Liked: Cleanliness
Property was wonderful with all the little touches that help make for a magical disney trip. Beds were extremely comfortable and the provided coffee options were the best I've ever experienced.
Stayed 2 nights in Nov 2025

10/10 Excellent

Chanee T.

Liked: Cleanliness
We absolutely loved this condo. Everything was great and exactly as shown. We had no problems and would love to stay there again when we return.
Stayed 6 nights in Nov 2025

10/10 Excellent

Andy C., Watervliet, MI

Liked: Cleanliness
FANTASTIC EXPERIENCE! Everything about this rental was wonderful. As soon as you enter the property you'll know you made the right choice. Great Communication from Host, Extremely Clean, Disney themed with signage everywhere to guide you. The owners have anticipated everything you might need. Thank you so much for making our vacation special!
Stayed 3 nights in Oct 2025

10/10 Excellent

Corryn D.

Liked: Cleanliness
This was our second stay at Windsor Hills resort and our first in this condo and neither disappointed. The heated pool and waterpark are great for those lazy days and the convenience of grabbing meals or odds and ends at the onsite marketplace made our stay more enjoyable. The proximity to restaurants, a Walmart, gas stations, and most important, Disney and Universal, are all reasons why we love this property. This condo is nothing short of amazing. First and foremost it is clean and comfortable! Anything and everything you could need has been thought of. The kitchen has every appliance and all the tools you would need to make a meal and the bedrooms are cozy, comfortable, and spacious. Bonus items were the in unit washer and dryer, the extra pool towels, an xbox, and our welcome kit with some much needed household items for when we first arrived. Our host Jennifer was great to deal with and was available with any questions or concerns we had. She went above and beyond to make sure we had a great trip. We would definitely stay here again.
Stayed 7 nights in Nov 2025

10/10 Excellent

Ali E.

Liked: Cleanliness
What a gem! We loved all of the Disney decorations and our kids had a blast at the pool area. Everything was so clean and well thought out. Plenty of space and everything we needed. The hosts were also very accommodating and easy to communicate with. We will definitely stay here again next time we visit the Orlando area!
Stayed 3 nights in Sep 2025

10/10 Excellent

Anne B.

Liked: Cleanliness
Amazing visit! All the extras and small details were great! The coffee and appliances were an amazing surprise! Espresso daily was a treat!
Stayed 7 nights in Sep 2025

10/10 Excellent

Tracy C.

Liked: Cleanliness
We absolutely love the condo that we stayed at in Orlando. We were impressed with the amount of security on the premises and as far as our unit goes, it was gorgeous. The owner decorated every room in the Disney theme. So impressive. Our unit had everything we could need and it was just a few miles to the parks. We would definitely stay here again.
Stayed 2 nights in Sep 2025

10/10 Excellent

Evan K.

Liked: Cleanliness
We loved our stay! The condo was clean, comfortable, and has a great view overlooking the pool. The resort was perfect for our family and everyone loved the pool, splash pad, and slides. And being so close to Disney made it super easy to get to and from the parks. This is definitely going on our list to stay again next time we visit Disney World!!
Stayed 7 nights in Sep 2025

10/10 Excellent

Debbie P.

Liked: Cleanliness
Beautiful Disney apartment! Great size for a family of 5. We all loved the Disney decorations. Very well presented and had everything we could possibly need. Complex very clean, safe and quiet and a great base to visit the theme parks.The owner was very quick to respond to our messages.Highly recommend!
Stayed 13 nights in Aug 2025

10/10 Excellent

Kayla R.

Liked: Cleanliness
Amazing! Made traveling with 3 kids ages 1 month, 18 months and 4 years old a breeze and enjoyable!
Stayed 5 nights in Aug 2025

10/10 Excellent

Thomas L.

Liked: Cleanliness
Great location close to parks, great pool and water park.
Stayed 6 nights in Jul 2025

10/10 Excellent

Chris P.

Liked: Cleanliness
Amazing stay at Windsor Hills. An absolutely wonderful condo in an ideal location within both the resort and Orlando. The owners have thought of everything and the condo has everything you need from utensils to pushchairs. When we come back we will be staying here again.
Stayed 5 nights in Jul 2025

10/10 Excellent

linda b.

Liked: Cleanliness
It was very nice with the pool and water pad the Disney theme was awesome and the different coffee machines were enjoyed by the coffee drinkers we felt very safe there a lot of families with different age kids
Stayed 7 nights in Jul 2025

10/10 Excellent

David B.

Liked: Cleanliness

Disney Magic Inside and Out!

Our family had an absolutely magical stay at this VRBO! From the moment we walked in, we were impressed by how spotlessly clean everything was. The condo is also beautifully decorated with Disney characters, which our kids absolutely loved and added so much fun to our trip.It truly had everything a family could possibly need, making our stay so comfortable and convenient. We especially enjoyed the gorgeous view overlooking the pool – it was so relaxing to wake up to each morning.Beyond the fantastic condo itself, the owners were incredibly responsive and communicated with us every step of the way, from booking to check-out. Their clear and helpful communication made the entire process seamless and stress-free.We highly recommend this listing to any family looking for a wonderful and hassle-free vacation! We can't wait to come back!
Stayed 10 nights in Jun 2025

10/10 Excellent

Staci M.

Liked: Cleanliness

Beautiful condo

The location is excellent if you’re looking to visit Disney or the spring. The property is perfect perfect view to the pool . Amenities are perfect for kids of all ages. Good communication. The unit itself was spacious and clean. Many basics provided also. Would recommend and come back again
Stayed 2 nights in May 2025

10/10 Excellent

Jennifer C.

Liked: Cleanliness
Beds were comfy, view was great! Would definitely stay again!
Stayed 7 nights in May 2025

10/10 Excellent

Erin S.

Liked: Cleanliness

Pool View

My family and I had the best time staying here at Windsor Hills. The condo is super clean, close to stores, restaurants and Disney parks. It come with everything you need. Communication from booking to chrck out was smooth and easy. 10/10 would stay here again!
Stayed 7 nights in May 2025