Entire condo·Private host

Poolside ! Luxury Chic !

Photo gallery for Poolside ! Luxury Chic !

A resort with a large central pool, a water park, and a surrounding pool area with lounge chairs. - Poolside ! Luxury Chic ! (Orlando)
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry. - Poolside ! Luxury Chic ! (Orlando)
A building with a central dome and a tower, surrounded by palm trees and a well-maintained hedge. - Poolside ! Luxury Chic ! (Orlando)
A gym with treadmills, weight machines, and a rowing machine. - Poolside ! Luxury Chic ! (Orlando)
A modern living room with a sectional sofa, a flat-screen TV, and a ceiling fan. - Poolside ! Luxury Chic ! (Orlando)
Mystic Dunes Golf Club is located near Poolside ! Luxury Chic !, which provides laundry facilities, a gym and a hot tub. Stay connected with in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

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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 holiday 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 worktops, updated fixtures, open floor plan and bathroom layout will make your family holiday 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 transport

  • Parking on site

Kitchen

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near an outlet shopping centre

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 and check-out are available

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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

About the area

Located in Windsor Hills, a neighbourhood 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 Animal Kingdom® Theme Park and Magic Kingdom® Park are not to be missed. Visit our Kissimmee travel guide
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Map
Orlando, FL

What's nearby

  • A golf course with sand bunkers, trees, and a flagstick.
    Mystic Dunes Golf Club
    4 min drive - 2.4 km
  • Bonanza Golf & Gifts
    3 min drive - 2.7 km
  • Mighty Jungle Golf
    3 min drive - 3.1 km
  • Island H2O Live!
    5 min drive - 4.7 km
  • Orange Lake Golf
    7 min drive - 7.5 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
  • El Cafetal Bakery & Restaurant
    2 min drive
  • Del Taco
    3 min drive
  • IHOP
    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 at Poolside ! Luxury Chic !?

On-site 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 !?

Checkout 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 miles (10 km).

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Reviews

Poolside ! Luxury Chic ! Reviews

9.8

Exceptional

9.6

Cleanliness

9.8

Location
Rating 10 - Excellent. 43 out of 49 reviews
Rating 8 - Good. 4 out of 49 reviews
Rating 6 - Okay. 1 out of 49 reviews
Rating 4 - Poor. 1 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well stocked, lovely pool area and welcome items really appreciated
Stayed 14 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This apartment was exactly what we wanted. It was close to the pool and exactly how it was described. We will be back.
Stayed 11 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place to stay. Close to everything, good food, clean pool, waterslide, volleyball. A lot of fun! Hosts are quick to reply!
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Awesome

It was awesome
Stayed 6 nights in Dec 2021
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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