Windsor Hills Resort Home with private pool

Property no: 11DAT1654

Kissimmee, Windsor Hills Resort

Home

5 Bedrooms

5 Bathrooms

Up to 10 guests

Overview

Location

Reviews 4.4 (65)

Availability calendar

Additional info

Property description

Ever wish you could go on vacation without leaving the comfort of home? Well, this gorgeous, 5 bedroom home in Windsor Hills will turn that dream into a reality!

Windsor Hills is a beautiful spot for a vacation and is as close to Disney World as you can get without physically being there. The resort is about 5 minutes drive from Disney and is situated close to Highway 192, making it ideal for exploring all of Orlando’s attractions.

As a guest of Windsor Hills Resort, you can enjoy free, unlimited access to these amenities, which include:
• 24-Hour Gated Community Security
• Clubhouse with Billiard Room and Video Arcade
• Double Olympic-Sized Pool
• Spiral Water Slide and Hot Tub
• Free In-House 40-Seat Movie Theater
• Tennis Courts, Basketball Court, and Volleyball Sand Court
• Putting Green
• Picnic and BBQ Area
• Castle-Themed Playground
• Fitness Center
• DVD Rental and ATM
• RV and Boat Parking Available
• Cyber Café
• Marketplace and Grill

THE SPACE:
The fully equipped kitchen comes with all the essentials to cook up your families favorite home cooked meals, giving you that home away from home experience! The kitchen also comes with a dinette table with 4 chairs making it the perfect place to enjoy your morning coffee!

The dining room has seating for 6 and with the 4 chairs located at the kitchen table, there is plenty of seating for your family of 10 to enjoy your meals together!

In the living room you'll plenty of cozy seating for the whole family to watch your favorite TV shows and movies together for those nights you feel like staying at home!

This home offers en-suite bathrooms for all 5 bedrooms! Downstairs you'll find 2 master suites both with king size beds as well as a 3rd bedroom with 2 twin size beds. Upstairs you will one room with 2 twin size beds and the other with a king size bed!

**Each bedroom also comes with it's own flat screen TV!**

We know it's hot in Florida and after a long day of fun out at the theme parks there is nothing better than coming back home and jumping into your own private swimming pool! It's the perfect way to cool off and relax at the time! - Optional pool heat is available for $35/day + tax.
**We recommend adding this option to your reservation between the months of November and April.**

This home also comes with a full size washer and dryer and free Wi-Fi!

Book your stay here today!!

Property Features

Private Pool

Jacuzzi

Sunny Aspect

Themed Bedrooms

Lanai

Westerly Aspect

Free Wifi

Starter up kit

Bathroom Essentials

Pool / Beach Towels

Kitchen

Dining Area

Lounge Area

Television

Air Conditioning

Oven

Toaster

Microwave

Blender

Tupperware

Kettle

Coffee Maker

Cutlery

Crockery

Glassware

Refrigerator

Dishwasher

Washing Machine

Dryer

Iron & Ironing Board

Bed Linens

Towels

Hair Dryer

Pool Heating

BBQ

Pack ‘n Play

Travel Crib

High Chair

Baby Stroller

Heating

Smoke Detector

Fire Extinguisher

Free Parking

Bedroom configurations

Bedroom 1

King

Private Ensuite Bathroom

Bedroom 2

King

Private Ensuite Bathroom

Bedroom 3

2 Single Beds

Private Ensuite Bathroom

Bedroom 4

Bunk Bed

Private Ensuite Bathroom

Bedroom 5

King

Private Ensuite Bathroom

An additional change of bedding linen is provided. Hair dryers are provided with one usually placed in each bathroom.

Windsor Hills Resort

Location description

Windsor Hills Resort is a secure gated premier resort style rental community consisting of 2 & 3 Bed Apartments, 3 Bed 2 story Townhouses with splash pool and 3, 4, 5, 6, 7, 8 & 9 Bed Detached Homes with private swimming pool.

The resort of Windsor Hills is set within well maintained tropical grounds and ideally located in the popular West Kissimmee area, just south of Highway 192 and only a few minutes drive from the Disney World Maingate Area – a perfect choice as a base for visitors to the Orlando area and offering great all-round appeal for the family which is why it is rated one of the top vacation rental communities in Orlando!

There is a multitude of nearby shopping, restaurants and entertainment and the exciting Orlando Area Theme Park Attractions are all within an easy driving distance. Windsor Hills features some of the finest Rental Homes offering extra comfort and a higher standard with large floor plans providing extra living and dining space, upgraded furnishings and interior amenities. There is plenty of parking facilities around the resort and Windsor Hills has a taxi/shuttle bus service situated outside the Clubhouse.

Windsor Hills Resort features a 10,000 square foot Clubhouse, lounge and internet room, zero entry double Olympic sized heated lagoon style swimming pool, spacious sun-decking and poolside beach area, waterslides, kids splash fountains, toddler pool, jacuzzi spa, fitness room, basketball, lighted tennis and sand volleyball courts, games room with pool tables, ping-pong and video games; movie theatre, sundry gift shop and convenience store, children’s playground with a castle surrounded by slides, swings and sandpits; putting green, barbecue area and picnic area with Gazebo.

Key Highlights:

Each property type is located in distinct neighborhoods within the resort, offering different levels of privacy and amenities.
The resort’s water park and pool area are particularly highlighted for family fun.
It’s managed in a way that maintains a holiday vibe rather than just a residential community, which will appeal to vacationers looking for a lively environment.

Amenities and entertainment

Secure Gated

Clubhouse

Lounge

Community Swimming Pool

Water Park

Water Slide

Jacuzzi Spa

Kiddie Pool

Kids Water Features

Children's Play Area

Games Arcade

Cinema Room

Tennis

Fitness Facility

Volleyball

Basketball

Putting Green

Computer Room

Shop

Picnic Area

BBQ Grills

Location

Kissimmee, Windsor Hills Resort

Property reviews

4.4

/ 5

based on 65 reviews

great communication, great location to disney. home was beautiful, had great supply of starter kits so no need to run to store first min you arrive. will for sure rent again from .

John

December 3, 2023

The place was great and a short drive to Disney. The house's insides are a little out dated - the mattresses were very worn had some dents in them and the linens could use an update but over all the house was great. It also had a great pool to hang out in. Other weird thing to note is check in. The front gate makes you wait in line for them to manually check you in. Take about 40minutes to get though at peek check in time. Nothing Casiola has control over though.

Madison

October 27, 2023

Perfect house for a family vacation in a perfect location.

Helen

October 2, 2023

It wouldn’t let me click the five stars for your home, but it was a 5 star

Savannah

June 22, 2023

The home was very inviting and was everything we were hoping for. It was clean, location is excellent if attending Disneyland. Loved the pool and hot tub, felt just like home!

Cheryl

April 6, 2023

Good place

George

December 8, 2022

Matthew

September 4, 2022

We love out stays at Dennis place. Everything was clean and the house distribution it’s amazing. Fast response from the host.

Carlos

March 24, 2022

Communication was off at first we had discuss a early check out time and he let me knoe what time I could come at 11 but after I drove 14 hours here for a early check in they still has to clean and all there communication is off everything else is great. And the house was beautiful.

Tashay

March 22, 2022

Wonderful home for our family of 8 - We loved the house. It was easy to get to and close to our destinations. It had plenty of room and was clean. A bathroom for every bedroom was great. I wish they had provided more supplies, like garbage bags, dishwasher soap, shampoo, towels, etc. The pool could have been cleaner.

03/10/2022

A very spacious property - We enjoyed our stay at this property. The weather prevented us from enjoying the pool area very much since it was quite cold while we were there. There were a few things that I wished I had brought, like a dish towel but we made do. This property is very well located for theme park access.

02/14/2022

Perfect location with great customer service! - My family and I had a blast. It's always tough finding a good vacation rental near Disney World for 10 people, but this house had enough space for all of us and then some. We had a small issue with the hot tub and the owner was so quick to help out and sent someone over right away. It was such a pleasure, clean, and perfect for our stay!

01/31/2022

Awesome Home! Great service

Monica

January 17, 2022

Loved the location, so close to Disney. Room for our entire family!

Ryan

January 14, 2022

Great House and Experience! - We loved this house! After reading reviews we weren’t sure what to expect but the house was spacious, clean and had everything that we needed for a week visiting Disney! The community was excellent and we enjoyed havcunf the extra space for our family. We went with my parents and my husbands parents and our two kids and it was the perfect layout! Would stay again!

11/15/2021

We were pleasantly surprised with how much we loved the house! It was clean, spacious and only about 15 minutes from Disney! Having our own space was great! Highly recommend this house!

Andrea

November 13, 2021

DO NOT RENT THIS HOME! We booked this home in the hopes that the issues mentioned in previous reviews had been resolved—unfortunately, even though these issues continue to be brought up to this host’s company, they are still not addressed. Pool heat broken and spa not working, tons of bugs, filthy floors/conditions of the home, broken furniture, and granting access to the home for delivery people without notifying us until we came home to see that the home had been entered without our consent while we were gone. This was capped off with terrible, unorganized and rude customer service. Stay away!

Nick

November 5, 2021

Had a great week at the Bowring house. Everything was clean and our grandkids absolutely loved the pool and water park. Perfect place to spend your down days away from the resorts.

Kevin

September 25, 2021

Great stay for our family we had 7 people it was great room for all us. The pool was nice. Hot tub was good for when we were able to get the company to come out and turn it on. Make sure to have all drivers listed it makes it easier for you to gain access to the gated community. Close to everything it worked for my family

Ken

September 5, 2021

Other than checkin process the stay was great. - The checkin process was a disaster. Except for the checkin process the overall stay was very good.

08/08/2021

Overall the place was nice and clean. Dennis was very supportive but the response time is not very sharp as the mode of communication is email only.

Tariq

July 23, 2021

We had a great stay but we were disappointed that our pool was not equipped with lounge chairs like advertised. We were very pleased with the access to the resort water park!

Lynae

April 28, 2021

great space

Shaneki

March 16, 2021

This Home was Absolutely Beautiful.Clean with a Nice Sized Pool.Great home for Family Vacations if you have a large family. 15-20 mins away from shopping and attractions

Mavis

February 15, 2021

Poor - My experience wasn’t that great and the service was bad I waited two days in half for my heating pool to work and 24 hours just for someone to come check it money was refund it but we hardly use the pool because it was freezing. We had bad Internet connection.

01/20/2021

My experience wasn’t that great and the service was bad I waited two days in half for my heating pool to work and 24 hours just for someone to come check it out, The WiFi wasn’t working they were supposed send someone to take a look at it and they never did.

Leidy

January 2, 2021

the place is good but it was to much goin on first day the house was dirty glass on the pool you have to registry each vehicle visiter has to go get pick up at the entry such a headache

Helen

November 24, 2020

Underwhelmed - Paid for a month's stay to enjoy the entire property and the pool was unusable for 25 of the thirty days. Pool maintenance occurred the day before our departure. Property was not clean and there were a list of maintenance issues that needed to be addressed. Property was NOT clean. Staff and management were professional and as helpful as they could be.

10/19/2020

Great location in regards to Disney and lots of food options close by.

Elizabeth

October 19, 2020

Place was terrific would definitely stay there again!

Erik

October 12, 2020

This is an excellent spot for family vacations. The home was neat and clean. The amenities were outstanding. My family enjoyed every bit of the stay! We can't wait to book again!

Summer

August 10, 2020

First let me say my trip was beyond amazing and I will only book with Dennis and his company! I had another company cancel on me after paying 6 hours prior to me traveling I reached out to Dennis literally at 11am he was able to confirm the booking by 1130 and havee check-in on the same day at 4pm. He also left me Oreos and I lovvveee Oreos the house was beyond amazing everything was perfect I was able to book late check out I mean I could go on and on this was excellent! I will be a returning customer and his team were perfect everything is near by I mean it doesn't get any better I highly recommend this property to anyone also security were excellent. The clubhouse water park area I mean it's so much that my trip perfect it felt like home Thank you beyond measures Dennis with me being a business women and CEO your company is doing a excellent job.

Kiera

July 27, 2020

Great property and very convenient. Management need to improve their processes to solve guests problemas way faster. Should work great for 1 week stays ( I stayed over a month)

Edson

July 23, 2020

House was amazing. Only issues were not enough towels were provided and this would not have been an issue if it was stated in the listing as a Walmart is right down the street . Also one of the bunk beds broke but it was promptly fixed.

Leondis

February 18, 2020

Very Cozy House - Everything was great, the only thing that we didn't like were the beds. They were way to soft.

02/10/2020

Great house, very clean, Very Cozy, awesome pool area

Andre

February 7, 2020

Great place - Very nice home and clean! Really enjoyed our stay with our family

01/13/2020

Great location, and room for the whole family. My kids were especially thrilled to hang out at the resort's water park on the morning before our flight.

Dorothy

December 8, 2019

We absolutely loved staying at this property, and the host made the experience completely hassle free. What a great experience for our family!

Brett

November 23, 2019

Excellent location. Very close to Disney, and the Windsor Hills resort is amazing.

Emily

November 15, 2019

Great proximity to all the Disney World parks and convenient access to highways and restaurants/shops

Ron

November 5, 2019

Dennis is really a superhost.The place is amazing!

Sergio

October 4, 2019

Loved the house! It was very nice that each bedroom had there own bathroom. Pool was very nice to have as well. Really the only thing that I could even critique would be that the water on the fridge didn't work so we just had to get water out of the sink which was fine.

Nikki

September 13, 2019

Lovely house in a nice gated community with plenty of facilities for the whole family

Antoinette

September 1, 2019

Thanks for a great stay. Fantastic place to unwind after the parks.

Kevin

August 23, 2019

Great place, perfect location a few hiccups but overall my stay was wonderful!

Jalicia

August 12, 2019

Dennis’s place was spacious and very stylish. Each room has its own bathroom which was really nice for a large family of 9. Would stay again!

Krystal

July 8, 2019

Great place friendly service and clean place

Lucinda

June 30, 2019

The villa was fantastic Location was great for Disney and everywhere else. Will use this resort in the future. Dennis and his team were very helpful. We had a fabulous holiday. So it’s a great big thanks from our family of 9. Hazel

Hazel

June 22, 2019

You can absolutely feel at home here. The place is absolutely beautiful and cozy. Furnitures, specially the beds are comfortable. Everything one could ever need is provided and much more!

Melanie

June 1, 2019

Very good value. Very clean, check in was a breeze. Kids loved the pool. Would choose again!

Kimberly

March 29, 2019

The location was very convenient to the Disney parks, groceries, and restaurants. It was a short walk to both the park and the big pool in the complex, which the kids enjoyed. Only real negative was the lack of responsiveness from the property manager on what is supposed to be a 24/7 phone number when the fire alarms all went off in the house at 3:15am. We had to call 911 to check the house to ensure that there wasn't a fire or carbon monoxide leak that triggered it. A very scary experience for our kids and had to postpone our plans for Disney.

Annie

March 24, 2019

Great house, great community and our family loved the pool at our house. and also the community pool

Melissa

March 12, 2019

This house was great for location and value. They only provide toiletries for the first day or so, not your length of stay. The host will require you to communicate with them outside of Airbnb but it worked out okay for me when it came to check in. As of my stay end of February/beginning of March 2019 the pool heating unit does not work so don’t bother paying for it. This was our one large issue. We pre-paid for this service and it was not provided. I contacted Casiola Homes (Dennis’ employer/company) as he neglected to answer my message on Airbnb. Casiola was responsive and corrected other issues such as wifi problems which was great. The pool heating could not be fixed during our stay which was fine - they told me they would refund the amount towards the end of the stay so they could do the full amount if necessary. After the trip I emailed them and got no response. I also messaged Dennis on Airbnb and he refused to refund the money but advised me to take it up with Airbnb. I sent him a payment request, he declined. This made no sense but I certainly wanted my money back. I had to go through the resolution centre, multiple emails back and forth with Airbnb and a process that was two weeks long involving sending screenshots of conversations, etc. to Airbnb in order to finally get my refund. This is horrible customer service and for that reason I would absolutely not recommend this listing to anyone. The host did not respond to the pool issue during our stay at all. It’s really too bad because had they just processed the refund (which is now happening anyways) we could have avoided my and Airbnb’s time being wasted and I would have been able to tell everyone how great this place/host was and book them again myself for next year. Instead, buyer beware.

Melissa

March 1, 2019

great value and close to everything, easy booking and looked just like photos.

Toni

February 18, 2019

Great house near Disney World

Benjamin

February 2, 2019

Dennis home was lovely and in a beautiful resort community. Although we did not get to explore the resort due to weather, we enjoyed the proximity of the home to Disney World, stores and restaurants. The home was clean, decorated beautifully, and we truly enjoyed our stay. It’s also perfect and spacious for families. My mom and grandma both had their separate rooms with their own bathrooms, and the home offered many accommodations for our toddler (e.g., high chair). We would encourage anyone traveling with a group to stay here, definitely worth every penny!

Brittany

January 28, 2019

Dennis’s home was very clean and organized. My family and I enjoyed our stay at his resort home. Especially since it’s less than 20 minutes from Disney! Also very close to grocery stores, Walmart, and many gift shops. There is a pool and jacuzzi in the back which we didn’t use because of the weather. Dennis does have an option to have the pool heated at an additional cost, but it takes 24 hours to heat and you’d have to pay for the pool heating for your entire stay. The jacuzzi was cold, not heated as a jacuzzi should already be. There’s also a grill we were looking to use which didn’t work and was filthy. The refrigerator water and ice maker also didn’t work. I quickly told Dennis and he told me he’d have someone take care of that. No one showed up to take care of the issue during our stay. The resort has a pool, water slides, and parks from what we saw. Overall we enjoyed our stay here!

Leonoris

December 26, 2018

This location was close to the amusement parks, many restaurants and shopping. The home was very comfortable and the decor was stylish! The home even had amenities for my baby. The stroller really came in handy! I would definitely stay at any property Dennis have. Dennis response time was quick and the welcome packet had valuable information for our stay.

Shanelle

December 6, 2018

The house is in such a great location. Stores and restaurants are right down the street. Casiola company came over that evening to bring missing tissue and toiletries. The rep was very apologetic and I truly appreciated that.

Nataki

November 25, 2018

Great pad and property🤙🏽

Anthony

November 13, 2018

We enjoyed the stay! Thanks Dennis we will be using your services again!

Tyler

October 27, 2018

Very nice place. Thoroughly enjoyed my stay. Host was very responsible to any issues. Highly recommended.

Bijoy

October 19, 2018

Beware of Dennis the coward. Never calls you back. Hides behind computer sending text. Never communicated. Backup plan for the customer. Does not have skills to troubleshoot the problem and find a solution. Before renting your facilities make sure everything works. Especially the most important WATER. Leave him in the same situation we dealt with so we can sit back and watch his suffering. Oh most importantly make sure your monitary refund equates to the trouble and suffering we had to endure. This organization is clueless.

Miriam

October 14, 2018

We had an awesome stay & would definitely book again!!!

Tania

September 11, 2018

Availability calendar

Reserved

Guests departing (you can arrive)

Guests arriving (you can depart)

Additional Information

Optional Extras

Optional Extras for this property can be added during the booking process.

Minimum Stay

3-7 nights. During peak periods, such as Easter, National Holidays and Christmas this may vary.

Useful Information

Check in after: 4:00 PM Check out before: 11:00 AM Arrival start up kit with household essentials is provided Self check in No smoking Maximum occupancy excludes children under the age of three Minimum age of primary renter: 21

Have any questions?

Feel free to call us 023 9204 3686 or go to Online chat.

We will professionally advise you on any issues related to your trip and will certainly help you with the choice of property.

Feel free to call us 023 9204 3686

Or go to Online chat

We will professionally advise you on any issues related to your trip and will certainly help you with the choice of property.

Home Florida Orlando Kissimmee Windsor Hills Resort Property no: 11DAT1654

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Guests

2 Guests, 0 Infants

Adults

Age 18+

Children

Ages 2-17

Infants

Ages 0-1

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