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Entire condo

Poolside ! Luxury Chic !

Photo gallery for Poolside ! Luxury Chic !

Outdoor pool, a heated pool - Poolside ! Luxury Chic ! (Orlando)
Fitness facility - Poolside ! Luxury Chic ! (Orlando)
Dining - Poolside ! Luxury Chic ! (Orlando)
TV, table tennis - Poolside ! Luxury Chic ! (Orlando)
Fridge, microwave, oven, stovetop - Poolside ! Luxury Chic ! (Orlando)
In the heart of Windsor Hills, this luxurious pool view condo offers a magical getaway. Enjoy a beautiful pond and pool view from the balcony, relax in style with stainless steel appliances and granite countertops. With an open floor plan and updated fixtures, your family vacation is sure to be unforgettable.

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

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About this property

Entire place

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

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.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

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

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near an outlet shopping mall

Things to do

  • Gym
  • Heated pool
  • Table tennis
  • Theme park nearby

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)
  • Fire extinguisher
  • Deadbolt lock

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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

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

Pets not 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 deadbolt lock
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

About the area

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 Walt Disney World® Resort and Disney's Hollywood Studios®. Disney's Blizzard Beach Water Park and Disney's Animal Kingdom® Theme Park are not to be missed. Visit our Kissimmee travel guide
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Map
Orlando, FL

What's nearby

  • www.alamy.com
    Walt Disney World® Resort
    6 min drive - 4.4 km
  • www.alamy.com
    Disney's Animal Kingdom® Theme Park
    7 min drive - 4.2 km
  • Disney Springs™
    Disney Springs™
    11 min drive - 13.4 km
  • Magic Kingdom® Park
    Magic Kingdom® Park
    14 min drive - 15.0 km
  • Bonanza Golf & Gifts
    3 min drive - 2.4 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
  • Osaka Bay Buffet
    3 min drive
  • Sickies Garage Burgers & Brews
    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.

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 2.5 mi (4.1 km) from Island H2O Live! and 2.9 mi (4.6 km) from Mystic Dunes Golf Club. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 mi (10 km).

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Poolside ! Luxury Chic ! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 38 out of 44 reviews
Rating 8 - Good. 4 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 1 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.6

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

lstackpole

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

Excellent

Listing was accurate, everything was nice and clean. Walmart close by for groceries
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Deanna S.

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

Wonderful stay at Windsor Hills

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!!!
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Verified traveller

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

The best spot in the resort!

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!
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Cindy B.

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

Great Property, Great Location

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!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Michael E.

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

20 day stay - Easter 2025

Property was as advertised. Located in a very convenient location on the complex. Pool cleaning started at 7am, pool opened at 8am, pool closed at 10pm. Not a major issue for us or kids but worthy of consideration if you want total tranquility then you may want to choose some other accomodation. Accommodation was clean, tidy, modern and everything we needed was available at the property. Parking spaces were plentiful. The wider complex was beautifully maintained, including tennis, basketball, volleyball courts, various kids play anreas located around the complex along with table tennis, pool table, pool and water slides. On site shop was reasonably priced. Access to Disney parks were easy enough to commute to although some roadworks nearby elongated the return journey from the parks. Universal was a bit further away but not a chore. Well located for further ventures such as clear water on west coast, Orlando city, lake access for airboat rides, fishing etc, cape canaveral, I-drive, etc…..All in all for our 20 day stay was comfortable, clean, well located, relaxing and had no major issues. Some very minor issues where the en suite tap drips constantly and some of the kitchen sockets don’t work with certain appliance types which took us a while to work out - but really these are very minor and would still rate the property highly. Price wise I feel we paid a premium compared to some other properties available, but that’s down to individual wants and needs.
Stayed 19 nights in Apr 2025
Verified

10/10 Excellent

Liz B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and beautiful home. Has some minor issues but the owner dealt with it professionally and quickly. Would visit again!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Kaisa v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely condo, well appointed and close to attractions. Comfortably accommodated the whole family.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

natalie w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property- comfortable beds and well stocked! Great location!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Margaret L.

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

Grandchildren Trip

Grandchildren loved the pool and amenities! Very close to Animal Kingdom!
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Brooke M.

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

Very comfortable

We had a wonderful stay. Very nice accommodations. With many extras.
Stayed 14 nights in Feb 2022
Verified

10/10 Excellent

christi m.

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

Great condo

We enjoyed Windsor hills . The condo was redone and very comfortable. The location was nice bc it was close to pool
Stayed 5 nights in Dec 2022
Verified

10/10 Excellent

Winifred S.

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

GREAT PLACE and POOL view

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 !!!
Stayed 7 nights in Mar 2021
Verified

10/10 Excellent

Crista V.

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

Wonderful weekend

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!
Stayed 4 nights in Jan 2022
Verified

8/10 Good

Pamela V.

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

Great location

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.
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Verified traveller

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

Immaculate!

One of the best experiences I’ve ever had. I really appreciate the owners and will definitely be back!
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Jesus M.

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

Awesome

It was awesome
Stayed 6 nights in Dec 2021
Verified

10/10 Excellent

justin h.

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

One of the best!

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!
Stayed 9 nights in Mar 2023
Verified

10/10 Excellent

Amanda M.

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

Disney trip

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.
Stayed 5 nights in Jul 2021
Verified

10/10 Excellent

Jon R.

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

comfortable

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 2 nights in Jan 2023
Verified

10/10 Excellent

Michael S.

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

Awesome

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.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Nicole B.

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

Great Location and Super Clean!

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!
Stayed 5 nights in Jun 2021
Verified

10/10 Excellent

Folukemi O.

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

Best vacation rental

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.
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Jennifer H.

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

Nice Condo, Great Area

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.
Stayed 5 nights in May 2021
Verified

10/10 Excellent

Pollyanna D.

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

Beautiful

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!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Felicia R.

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

Amazing!

My family and I stayed here to go to the Universal and have a nice vacation. This property was definitely one of the BEST! The owner Daniel was beyond nice and helpful, he made our transition onto the property very simple. All of the instructions he gave us were clear and concised. The condo was beautiful, VERY CLEAN, very modern (which we LOVED!!), we felt very secure as well, we were having a little moment with locking the door, and being that it does have a ring door bell, the security guard was very prompt with getting to us and made sure that we were okay and showed us how lock it properly. We had one of the best views being that we were right in front of the pool and it was less than a 2 minute walk to get to the pool and the other amenities. We loved everything from the pool area, to the market place, to the grill. I would definitely stay here again and recommend this property.
Stayed 4 nights in Jul 2021