Windsor Poolside Escape with Stunning Pool View-Perfect for Families! | Condo in Kissimmee

Q: How much does it cost per night to stay in Windsor Hills condo?

Best-rates for the Windsor Hills condo starts from $235 per night with includes Pool, Security/Safety, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Child Friendly, Sports/Activities, Laundry, Air Conditioner, Balcony/Terrace, Accessibility, Internet, Kitchen, Parking, TV, Wheelchair Accessible StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

10.0 (312 Reviews) | 3 Bedrooms 2 Bathrooms 8 Guests Stay&Play

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

3 Bedroom Condo in Windsor Hills, Kissimmee

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.

Windsor Poolside Escape with Stunning Pool View-Perfect for Families! is located in Windsor Hills. Windsor Poolside Escape with Stunning Pool View-Perfect for Families! provides accommodation, featuring Pool, Security/Safety, Bedding/Linens, among other amenities. This Condo features Pool, Security/Safety, Bedding/Linens, to make your stay a comfortable one.

Windsor Poolside Escape with Stunning Pool View-Perfect for Families! has 3 Bedrooms , 2 Bathrooms, and max occupancy of 8 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Windsor Hills has interesting places to visit. If you want to learn more about the Condo in Windsor Hills, such as places to visit and things to do nearby, you can check below to learn more.

Unique Amenities

Air Conditioner
Parking
Pool
TV
Wheelchair Accessible
Balcony/Terrace
Accessibility
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 10:00 am contactless check-out available

Child Policy Children are welcome.

Pet Policy Pets not allowed

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Kissimmee, 34747, USA

What Our Guests say 500 + Reviews

Dec 19, 2025 07:14:29 PM

Summary: 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.

lucinda k.

Dec 2, 2025 10:20:18 PM

Summary: 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.

Josh F.

Nov 30, 2025 05:32:59 AM

Summary: 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.

Chanee T.

Nov 12, 2025 11:37:20 AM

Summary: 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!

Andy C.

Nov 12, 2025 02:20:17 AM

Summary: 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.

Corryn D.

Oct 2, 2025 01:29:50 AM

Summary: 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!

Ali E.

Sep 27, 2025 01:08:27 AM

Summary: Amazing visit! All the extras and small details were great! The coffee and appliances were an amazing surprise! Espresso daily was a treat!

Anne B.

Sep 19, 2025 12:37:05 AM

Summary: 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.

Tracy C.

Sep 16, 2025 02:49:13 AM

Summary: 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!!

Evan K.

Aug 30, 2025 06:24:18 PM

Summary: 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!

Debbie P.

FAQ's

Is this Windsor Hills condo pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Windsor Hills condo have a swimming pool?

Yes, this Windsor Hills condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Windsor Hills condo?

Best-rates for the Windsor Hills condo starts from $235 per night with includes Pool, Security/Safety, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Child Friendly, Sports/Activities, Laundry, Air Conditioner, Balcony/Terrace, Accessibility, Internet, Kitchen, Parking, TV, Wheelchair Accessible StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Windsor Hills condo a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Windsor Hills condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Windsor Hills condo is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Windsor Hills condo?

Based on the information reported by the owner or manager, the Windsor Hills condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Windsor Hills condo?

Based on the information reported by the owner or manager, details for the cancellation policy for the Windsor Hills condo are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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US $235

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