Unwind in the top-rated pool, your perfect spot for relaxation.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Centrally-located
You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 6
Popular amenities
Balcony
Hot tub on site
Outdoor pool
Kitchenette
On-site fitness center
Barbecue grill
Explore the area
Orlando, FL
Bonanza Golf & Gifts
Place, Bonanza Golf & Gifts
3 min drive
Mighty Jungle Golf
Place, Mighty Jungle Golf
3 min drive
Mystic Dunes Golf Club
Place, Mystic Dunes Golf Club
4 min drive
Orlando, FL (MCO-Orlando Intl.)
Airport, Orlando, FL (MCO-Orlando Intl.)
32 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 2
2 Twin Beds
Bedroom 3
2 Twin Beds
Master bedroom
1 King Bed
2 bathrooms
Bathroom 2
Bathtub or shower
Master bedroom Bathroom
Shower only
Spaces
Kitchen
Kitchenette
Balcony
About this property
Poolside ! Luxury Chic !
The best and most luxurious pool view condo in Windsor Hills! Stunning fully remodeled 3/2 condo in the beautiful and closest Disney vacation rental community in Windsor Hills, located in the closest building to the clubhouse, with a beautiful pool and pond view from the balcony, this second floor condo is sure to delight you. The stainless steel appliances, granite countertops, updated fixtures, open floor plan and bathroom layout will make your family vacation the lovable and magical one!
The children's water park (slides) will be closed for maintenance from Monday, January 17, 2022 to Friday, January 28, 2022. The swimming pool will be open.
Our prices include all fees. No hidden fees.
Add dates for prices
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Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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 deadbolt lock
About the neighborhood
Kissimmee
Located in Windsor Hills, a neighborhood in Kissimmee, this condo is near theme parks and near a water park. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Island H2O Live! and Walt Disney World® Resort. Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park are not to be missed.
Orlando, FL
What's nearby
Bonanza Golf & Gifts - 3 min drive - 2.7 km
Mighty Jungle Golf - 3 min drive - 3.1 km
Mystic Dunes Golf Club - 4 min drive - 2.4 km
Island H2O Live! - 5 min drive - 4.7 km
Walt Disney World® Resort - 7 min drive - 5.1 km
Getting around
Kissimmee Station - 26 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 22 min drive
Restaurants
McDonald's - 3 min drive
Starbucks - 2 min drive
Del Taco - 3 min drive
El Cafetal Bakery & Restaurant - 2 min drive
Osaka Bay Buffet - 3 min drive
Frequently asked questions
Does Poolside ! Luxury Chic ! have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Poolside ! Luxury Chic !?
As of Jun 22, 2026, prices found for a 1-night stay for 2 adults at Poolside ! Luxury Chic ! on Oct 8, 2026 start from $288, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Poolside ! Luxury Chic ! pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Poolside ! Luxury Chic !?
Check-in begins at 4:00 PM.
What time is check-out at Poolside ! Luxury Chic !?
Check-out is at 10:00 AM.
Where is Poolside ! Luxury Chic ! located?
Located in Windsor Hills, this condo building is within 3 mi (5 km) of Bonanza Golf & Gifts, Island H2O Live!, and Mystic Dunes Golf Club. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 mi (10 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Daniel and Victoria were easy to contact and always responded quickly. They had answers to my many questions regarding the process for transport changes and grocery deliveries. The condo was perfect!! The view of the pool was wonderful! Our kids had a blast! The location of the condo is perfect for quick trips to the Disney properties and water parks. We would definitely stay here again!!
Jean U.
Stayed 6 nights in Jun 2026
Response from VrboOwner on Jun 14, 2026
Thank you so much for your kind words! We are absolutely thrilled to hear that you and your family had such a wonderful time and that the kids enjoyed the pool to the fullest. It is always a pleasure for us to help out with the travel details—we know that coordinating transportation and grocery deliveries can be a bit of a challenge! It would be a true honor to welcome you back on your next trip to Disney. Until next time!
Thank you so much for sharing your place with us! Best location in Windsor Hills! You have everything you need to fully enjoy all the amenities that Windsor Hills offers! Looking forward to our next vacation!!!
Deanna S.
Stayed 7 nights in Apr 2025
Response from VrboOwner on Apr 13, 2025
Thank you for being such wonderful guests! We're so happy to hear you enjoyed the location and all the amenities at Windsor Hills — it really means a lot to us. Can’t wait to have you back for your next vacation… you’re always welcome here!
Very nice place to stay. Fully stocked, spacious and clean with great views of the pool. Even better than the photos. Close to all the area theme parks. Nice place to relax at the end of the day. Would highly recommend it!
The best communication I’ve ever had from the owners. Ideal spot for everything, pool, games, and close to main entrance of community. Will definitely book again!
Condo was nice, clean, and had all of the essentials to cook with. The balcony is screened in and over looks the nice pool. Close to everything. Make sure you eat at the bonefish Grill that was excellent !!!
Winifred S.
Stayed 7 nights in Mar 2021
Response from VrboOwner on Jul 28, 2021
Thanks so much for your words! It was a pleasure. We will be happy to receive you in other opportunity!!!
Excellent stay. Property as described. Well maintained. Great location overlooking the pool. Driving to attractions is very easy from this location. Would definitely recommend to others looking for a Florida adventure!
Crista V.
Stayed 4 nights in Jan 2022
Response from VrboOwner on Feb 5, 2022
Crista, we are very happy that you enjoyed your stay. We will be waiting for you on another trip. Thanks a lot!!
This condo is as close as you can get to the pool, fitness center, and convenience store. This was awesome for our family as you could come and go to the pool as you wanted, not having to wait for everyone to be ready at the same time to drive there.
We've been coming to Windsor Hills for many years and this was surely one of our best stays! The proximity to the pol and the updates to the condo are fantastic. Daniel (Property host) was a pleasure to work with and accommodating and prompt on any correspondence. If you have a chance to vacation here don't miss out, thanks again Daniel!
The location was great - 15 minutes to the Disney parks we visited. Pool area was busy but it was so big you could always find an area to hang out. I loved swimming when it first opens at 8am. They will close the pool area for lighting which happened every evening for a bit. I liked that I could see the pool area from the condo. Property was well kept and beds were comfy. I would stay here again.
Amanda M.
Stayed 5 nights in Jul 2021
Response from VrboOwner on Aug 1, 2021
Thanks a lot for your time to write! You are a great guest and we appreciate your kindness. We wait for you in another time. Thanks, thanks and Thanks!
Our family enjoyed this condo. It was comfortable. Themes in previous reviews are accurate. The single beds will feel a bit short if you're over six feet tall.
Stayed at Windsor Hills 4 out of last 5 years. Without a doubt this was the best place compared to the rest. Everything you need is in the condo, and it was very clean. Owner was great. I sent a few emails throughout my stay. Every email was answered within a few minutes. Awesome condo.
We really enjoyed our stay at Luxury Chic. The location to the pool was perfect and it was super close to Disney parks! It was about a 25 minute drive to Universal studios during peak traffic times.
The condo was beautifully furnished and the owners were super diligent sharing needed information and checking in on us! They even reached out a bit worried when we hadn’t checked in by 8:00pm on our day of arrival. They wanted to make sure we were ok! We would definitely stay here again!
Nicole B.
Stayed 5 nights in Jun 2021
Response from VrboOwner on Jul 28, 2021
Thanks a lot for your time to write! We are happy that you enjoyed your stay.
We wait for you in another time.
It was a short stay but we enjoyed ourselves. The home was clean and the appliances were all new and functional. The unit was was looking at the pool so I could actually see my teenagers from the porch. My husband who is not easily thrilled with taken by anything besides our home actually gave me an high five for booking this property. Just minutes away from restaurants and shopping. I'll definitely look out for this property when visiting Florida again. I already recommend this property to a family friend. Thank you to our host.
Condo was very nice with plenty of towels and a full kitchen as well as TV with netflix and cable. Tons of restaurant options within a mile or two, Walmart down street but very busy. The pool is cleaned very early with blowers outside woke up early due to outside noise at pool . Excellent security at condo that is very strict. Overall very clean and close to parks, restaurants. Good communication with owners.
Jennifer H.
Stayed 5 nights in May 2021
Response from VrboOwner on Jun 24, 2021
Thanks Jennifer!
We will be waiting for you again on another trip. Thank you very much for choosing our place.
Sincerely, Victoria & Daniel
We loved this apartment. Really lovely inside and it really was home away from home. Could not fault it. The beds were super comfy too. Windsor Hills itself is a beautiful community. Very well kept. Really close to all the parks too:-) The apartment overlooks the swimming pool and is literally a 3 min walk away. We loved the convenience of this. The only negative for me was the leaf blower around the pool every morning at 7am:-( If you had young kids they’d prob be up at that time anyway, so you might not notice it. But our teenagers weren't happy with him! I still would rent this place again though. The quality of the furnishings and fittings were absolutely brilliant:-) Thank you!
Pollyanna D.
Stayed 4 nights in May 2023
About the host
Hosted by Daniel
Languages:
English, Spanish, Portuguese
Premier Host
They consistently provide great experiences for their guests