2627 Windsor Hills

$148 - $270 / night in Kissimmee

4 Bedrooms

4 Bathrooms

Sleeps 8

Sleeping Arrangements
Master Suite King
Queen Bedroom #1 Queen
Queen Bedroom #2 Queen
'Princess' Themed Twin Bedroom Twin (2)

Recently Updated, There is Nothing You Won't Love About This home!

Enjoy the comfy, cushy new Living Room Suite. Cook fabulous vacation meals & treats in the new placed Kitchen Appliance Suite - Microwave, Dishwasher, Refrigerator and Stove in Black Stainless Steel. The new Washer & Dryer means less time on laundry. Last, but certainly not least, relax in the brand new Stand Alone Hot Tub on the Pool Deck.

New linens, bedding and towels are all added luxuries for you stay.

Orlando's Windsor Hills offers the convenience of being close to the attractions, shopping, golf and great restaurants.

This tastefully decorated 4 bedroom home boast a lovely King Master Bedroom Suite. Bedrooms two and three are appointed with Queen beds, Flat Screen TVs and private baths. Kids will love the uniquely decorated 'Princess' themed Twin Room with En-Suite Bath, TV and DVD player.

The bright and airy, kitchen is open to the living and dining areas, which allows the cook in the family to be part of all of the the conversations that is taking place. The home has been equipped with a formal dining area and another dining area just off the kitchen. Both are in close proximity to the living area with a Flat Screen TV, Blu-Ray DVD player, FREE internet.

there is also a great Garage Game Room that includes Ping Pong, Foosball, Billiards, Movies and Much More! This home has it all.

From the Living Room area, you have access to the Covered Lanai and Pool Area. Enjoy the newly installed Stand Alone Hot Tub or a dip in the Pool! (Pool heating is optional during winter months at $30/nt, October - April).

Additional Amenities You Will Enjoy in This Home:

New Washer & Dryer

Iron, Ironing Board

Hangers

Newly Installed Bedding

Free Wi-Fi

Free Local Calling

Free Cable

Stroller, High Chair

And Much More!

Note: The resort limits the amount of cars allowed per property to 3 cars.

We would love to have you stay with us so book today!

Reviews:

Spent ten days at Windsor Hills the home was extremely nice and my grand children loved the pool .we had a great experience and will definitely return for future vacation. B Turner

We have great times at place. The pool and the hot tube pool were spectacular. The place was beautiful and comfortable. We enjoy our stay there. Andrea L.

We've had a great trip so far! The house is beautiful! We didn't end up paying for the pool and hot tub to be warmed, but after long days in the parks, it'd be nice to sit in the warm water. We'll remember for next time! Christina S.

Nicely furnished 4 bedroom home that was super convenient to all the Disney parks and Disney Springs. Home was well stocked on arrival. Only problem during stay was WiFi not working on arrival but it was quickly fixed after one phone call. No other problems during our week long stay and would highly recommend this home. Thomas N.

We also noticed the house had a nice baby swing, high chairs, and utensils for kids. The layout of the house with the kitchen next to the living room was very functional and kept us all together during meals, etc. The pool was great and the furniture around the pool was really nice (sturdy furniture vs. PVC piper furniture). The internet at the house was fast!

There is a WalMart opening down the street soon but Target is also very close for any needs. Additionally, within the resort community, this house is super close to the playground! If I could recommend one area for improvement it would be to include instructions on how to use the TV and devices. The TV worked fine but it took us a bit to get it worked out! Once we got it working, there was plenty of selections through the cable company. Overall, I'd recommend this property to those traveling to the Orlando area, especially those traveling with kids. It's in a great location relative to the Disney parks, is stocked well, and was a great price. Amber H.

We could not have asked for nicer accommodations at 2627 Windsor Hills. Very relaxing! The home was very roomy. We loved it! Minutes away from Disney World was a big plus. Thanks! Cynthia W.

Very happy with iTrip and our rental home. We have rented many homes in the past and this has been the best experience ever! Charles M.

This is my second visit to Windsor Hills and I love the accommodations because of the superior customer service and amenities that come along with the stay. I will always stay at Windsor Hills when I vacation in this part of Florida. Booking ahead is wise because of the demand for such a beautiful place with great peace of mind that the staff ensures. Melinda W.

This was a great place to stay close to the attractions- an easy, short drive! The house is well stocked in the kitchen as well as linens for the bedrooms and bathrooms. I would definitely recommend staying here! Thanks again! Kristy H.

It was an amazing experience. The house was lovely and had all the amenities we could possibly need. There were stores close by and the resort itself has everything a family needs to relax and vacation without needing to leave the grounds. I will definitely recommend property. Nafisa I.

Awesome place to stay on vacation. My family and I really felt at home. We will definitely rent this property again in the future!!!!!!! Chasity S.

2627 Dinville Street Kissimmee, FL 34747

Info Amenities Book It! Photos Map Videos Reviews

Info

Property Type: Home Beds: 5 Accommodates: 8 Check In: : 4pm Bedrooms: 4 Check Out: : 10am Bathrooms: 4.0 Pet Friendly: No

Amenities

Air Conditioning Big Screen TV Cable Clothes Dryer Coffee Maker Communal Pool Dishwasher Disinfected Enhanced Cleaning Essentials Fitness Room Hair Dryer Hot Tub Ice Maker Internet Internet Access Iron and Board Kitchen Laundry Microwave Patio Private Hot Tub Private Pool Refrigerator Satellite or Cable Self Check-In Stove WIFI Washing Machine Family Friendly Smoke Detector Bed Linens Provided Oven 24-hour Front Desk ATM Concierge Convenience Store Fitness Center Gift Shop Outdoor Pool Spa Wifi

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Reviews - 4.2 stars based on 20 reviews

2627 Windsor Hills

5/5 stars

We had a wonderful stay at this home. We have stayed in multiple homes on our trips to Disney and we will definitely stay in this one again. It was really the attention to detail and responsiveness that sold us. We even emailed the day of our arrival asking about if there was a pack-and-play available. Within an hour or so, we received an email with a picture of one that was delivered to the home. When we got there, it had tags and things were still in bags, suggesting that this was a brand new pack-and-play! Great time!

Bryan

Reviewed on Sep 6, 2021 by Bryan, Jacksonville, FL Report

Thank you for your review Bryan, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Awesome place to stay on vacation. My family and I really felt at home. We will definitely rent this property again in the future!!!!!!!

Chasity

Reviewed on Jul 15, 2021 by Chasity, Florence, SC Report

Thank you for your review Chastity, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Nafisa

Reviewed on Jun 29, 2021 by Nafisa, JACKSONVILLE, FL Report

Thank you for your review Nafisa, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Kristy

Reviewed on Jun 14, 2021 by Kristy, SIMPSONVILLE, SC Report

Thank you for your review Kristy, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Melinda

Reviewed on May 25, 2021 by Melinda, Birmingham, AL Report

Thank you for your review Melinda, we appreciate it and have shared with our team. We look forward to your next stay with us. Thank you!

Manager Response

2627 Windsor Hills

5/5 stars

This home completely met our needs. I'm especially grateful for the washer and dryer so we didn't have as much laundry when we returned home. The pool heat was well worth it and having the hot tub as a second option was awesome too. Only complaint was the heat wasn’t on when we first arrived, but they quickly responded to my request and it was ready by morning. Location from attractions is great. We also had a nice time at the community pool. And while they had almost every dish and utensil imaginable, I couldn't find a cookie sheet to save my life! Maybe next time ;) The only SNAFU was that we were granted an early check out but the cleaners still arrived at 10 AM and we had to rush out and end our trip early.

Jill

Reviewed on Feb 22, 2021 by Jill, Indiana Report

Thank you for your review Jill, we have shared with our team. We checked on the pool heat and noted it was requested and paid for the day of your check in, around 2 30pm so our pool heater technician who turns the heaters on had already visited this resort for the day, requiring a next day turn on. We will check into the cookie sheet. Thank you and we look forward to your next stay with us.

Manager Response

2627 Windsor Hills

5/5 stars

We loved where we stayed and the home was awesome. maintainence was very quick to respond to any needs we had. We will definitely be back

John

Reviewed on Mar 12, 2019 by John, Rosemount, MN Report

Thank you for this great review, John! We hope to work with you again in the future!

Manager Response

2627 Windsor Hills

1/5 stars

The house was just as shown in the pictures. All of us were excited. We arrived Sunday night and planned to go to Universal Studios in the morning. I had stopped to buy groceries after traveling for 28 hours. Put the groceries away and flipped on the ice maker so we could have ice for the small cooler. I awoke at 7:00am, took a quick shower and came into the kitchen to start breakfast for every one and stepped in water. I heard running water and saw it coming from the freezer. When I opened the freezer the ice machine was spilling about a gallon every few minutes. Not sure what to do I called the emergency # on my paperwork. An answering service!!!! I told them what was going on. In the mean time I had awoken the whole family and my girls and I pulled out the refrigerator and turned off the water. My call was returned in about 10 minutes, I was told someone was coming out. To clean up all of the water I used every towel in the house. There is no mop, but we had a bucket. I left the refrigerator pulled out and towels in the tubs and washer. I had tried to call to let the management company know that the back bedroom was wet at 11.30 and missed the call that was returned at 3.30. When we returned that evening, no one had been there.I called the management company the next day and they said some one would be out that it had been dispatched to maintenance. Some gentlemen showed up later that morning, We had already pushed the refrigerator back in place so I could cook. They pulled out the refrigerator, took a few pictures, when asked about the water, they went into the bedroom, told me it was dry and that all the water was absorbed by the way the house was built. BS The bedroom stinks like mold and wet carpet. I was wet when they were here. When we arrived home that evening there were ice trays on the porch.I spent my time and money to do 4 loads of towels so we could shower this week, yes the house does have a washer and dryer.Over all we were happy with the accommodations, I will never rent from this management company again, Premiere Resort Properties LLC

Deborah

Reviewed on Nov 22, 2018 by Deborah, Kissimmee, Fl Report

Thank you for this feedback. We regret that you feel that your stay was not satisfactory. Our team did work to rectify all issues as quickly as possible. All comments are valued and considered when making improvements to the properties.

Manager Response

2627 Windsor Hills

5/5 stars

Very happy with iTrip and our rental home. We have rented many homes in the past and this has been the best experience ever!

Chas

Reviewed on Jul 4, 2018 by Chas, Moriarty, New Mexico Report

Thank you for your review Chas, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Unit reasonably ok old furniture and TV's in bedroom did not work otherwise nice experience.

Philip

Reviewed on Jul 1, 2018 by Philip, fairfax station, VA Report

Thank you for your review Philip. We have experienced some strong storms recently so the digital converter boxes might have gone off line, we will check them and re set. Thank you and we look forward to your next stay with us.

Manager Response

2627 Windsor Hills

5/5 stars

We could not have asked for nicer accommodations at 2627 Windsor Hills. Very relaxing! The home was very roomy. We loved it! Minutes away from Disney World was a big plus. Thanks!

Cynthia

Reviewed on Feb 22, 2018 by Cynthia, Smithsburg, MD Report

Thank you for your review, we have shared with our team and look forward to your next stay with us. Thank you.

Manager Response

2627 Windsor Hills

5/5 stars

Thomas

Reviewed on Nov 21, 2017 by Thomas, pelham, AL Report

Thank you for your review, we have shared with our team and look forward to your next stay with us. Thank you

Manager Response

2627 Windsor Hills

5/5 stars

We stayed at this property for a 3 night family Disney trip with 4 adults and one 3 year old. This house was perfect for our needs! The kid's room was perfect for our little one and there were lots of toys for her to play with including a great play kitchen and a really cool train table. There were also books and dolls, etc. We also noticed the house had a nice baby swing, high chairs, and utensils for kids. The layout of the house with the kitchen next to the living room was very functional and kept us all together during meals, etc. The pool was great and the furniture around the pool was really nice (sturdy furniture vs. PVC piper furniture). The internet at the house was fast! There is a WalMart opening down the street soon but Target is also very close for any needs. Additionally, within the resort community, this house is super close to the playground! If I could recommend one area for improvement it would be to include instructions on how to use the TV and devices. The TV worked fine but it took us a bit to get it worked out! Once we got it working, there was plenty of selections through the cable company. Overall, I'd recommend this property to those traveling to the Orlando area, especially those traveling with kids. It's in a great location relative to the Disney parks, is stocked well, and was a great price.

Amber

Reviewed on Nov 8, 2017 by Amber, Auburn, AL Report

Thank you for your review and comments. This home has a TV remote with a power on button that turns on the TV and the digital converter box at the same time and then you have the choice of using the arrows to control channels or the key pad to select channels and volume or press the "guide" button to see your viewing choices. Thank you again and we look forward to your next stay with us.

Manager Response

2627 Windsor Hills

1/5 stars

We rented this home mainly because there was a hot tub. The hot tub would not heat and was found to be broken and we could not use it the whole week. No reimbursement offered for the problem. Also read that this just happened to someone else in another review. Also, this company knows nothing about this rental. I sent an email asking if there were high chairs and such for toddler use, because we were driving a very long distance of 20 hours and had to pack it all into the car. So after they said no- we packed 2 high chairs and double stroller into our vehicle with all of our stuff to get there and discover that there was a double stroller and 2 high chairs. There are also 2 single strollers, a wagon and we left a baby swing that we purchased while there for the next family to use. The water also does not stay hot even long enough for one shower and every faucet drips constantly. I do not recommend this home. The neighborhood was very nice with a cool park and very secure gated entry.

Jennifer Kaminski

Reviewed on Mar 20, 2017 by Jennifer Kaminski, Macomb, MI Report

Thank you for your feedback. We are sorry to learn of your disappointment. The pool was heated for you but unfortunately the hot tub had a replacement part that did not arrive prior to your arrival, we apologize for that. Our reservation person was aware of the baby items and it is also identified in the description of the home, sorry you missed reading that. We checked on the water heater and it is operating properly, sometimes long showers will run a tank empty. Thank you again for your feedback.

Manager Response

2627 Windsor Hills

5/5 stars

Christina

Reviewed on Feb 28, 2017 by Christina, Chicago, IL Report

Thank you for your review, we have shared with our team. We look forward to having you stay with us again in the future. Thank you

Manager Response

2627 Windsor Hills

1/5 stars

We rented this home and arrived on Saturday to find the pool to be quite empty and the water not circulating. The Hot Tub was also broken and the BBQ that we paid for the week was not delivered. We started calling the contact numbers for iTrip early morning at 9:30 AM on Sunday and ran into a frustrating barrage of voicemail, message services and email requests that did nothing to get our pool or hot tub working. After more messages and chasing down iTrip on Monday, we finally received a voicemail at 6:30 PM Monday advising us that the pool gasket was broken and a part was on order. The pool would be out of order for a few more days. We are only here 7 days, and according to this information the pool will not be fixed before we leave. Basically iTrip sold us a home with a pool and then broke the contract with us by 1) not advising us that the pool was broken and 2) not providing an alternative accomodation. As I am writing this we still have no pool as it is too cold to use without heat and unsanitary to use the pool without circulation. We feel that iTrip has broken their contract with us and I would not recommend renting this property or any other offered by iTrip. These first three days of our seven day trip, we have spent most of our time trying to get this addressed, with little follow up from anyone. We spent a lot of money on a vacation that has been very disappointing and frustrating. Shame on iTrip for not making this right.

Jeff

Reviewed on Feb 20, 2017 by Jeff, St. John's, Newfoundland/Labrador Report

Thank you for your feedback. It is an interesting review, as soon as we were aware that the pool system was not working we dispatched our service who found other issues with the system. It is very unfortunate and quite unfair that you did not include in your review that we offered you a larger pool home for the duration of your stay which you agreed to. We feel that we have been more than fair during this unforeseen issue. Thank you

Manager Response

2627 Windsor Hills

1/5 stars

We rented this home and arrived on Saturday to find the pool to be quite empty and the water not circulating. The Hot Tub was also broken and the BBQ that we paid for the week was not delivered. We started calling the contact numbers for Premier Resort Properties early morning at 9:30 AM on Sunday and ran into a frustrating barrage of voicemail, message services and email requests that did nothing to get our pool or hot tub working. After more messages and chasing down Premier Resort Properties on Monday, we finally received a voicemail at 6:30 PM Monday advising us that the pool gasket was broken and a part was on order. The pool would be out of order for a few more days. We are only here 7 days, and according to this information the pool will not be fixed before we leave. Basically Premier Resort Properties sold us a home with a pool and then broke the contract with us by 1) not advising us that the pool was broken and 2) not providing an alternative accomodation. As I am writing this we still have no pool as it is too cold to use without heat and unsanitary to use the pool without circulation. We feel that Premier Resort Properties has broken their contract with us and I would not recommend renting this property or any other offered by Premier Resort Properties. These first three days of our seven day trip, we have spent most of our time trying to get this addressed, with little follow up from anyone. We spent a lot of money on a vacation that has been very disappointing and frustrating. Shame on Premier Resort Properties for not making this right.

Jeff D

Reviewed on Feb 19, 2017 by Jeff D, Report

Hi Jeff, Thank you for your feedback. These unforeseen mechanical errors are always unfortunate and we always do our best to rectify any problems that may arise. What is also unfortunate is the fact that you failed to mention in your review that we moved you and your family to a larger home with a larger pool with a properly functioning pool heater. We also had the bbq grill delivered within 24 hours of the report that it was not there. Additionally, we had the bbq grilled moved to the new home for you to enjoy as well. If we had known that the pool heater was broken prior to your stay, we would have informed you and handled the situation prior to your arrival. However, the previous guests in this home did not experience any issues with it, so we were not aware of the issue until you initially reported it. All in all, we are very sorry for the inconvenience you experienced, but we do feel that the situation was properly rectified as you were given an upgrade to a new home in the same community that you were able to enjoy for the remainder of your stay. Thank you, ITrip Orlando

Manager Response

2627 Windsor Hills

4/5 stars

We have great times at place. The pool and the hot tube pool were spectacular. We only had problems with the showers. The hot water wasn´t enought for our daily shower, and we are just party of 5, so I think the house is not for party of 8. The place was beautiful and confortable. We enjoy our stay there.

Andrea

Reviewed on Aug 5, 2016 by Andrea, Windsor Hill Report

2627 Windsor Hills

5/5 stars

Just stayed here with my daughter, son-in-law and grandchildren. Enjoyed the location, close to Disney. Appreciated that this is a gated community. Was very worthwhile to have the pool heated, highly recommend that you have the pool heat on, neighbors did not and they were only in their pool a short time. Girls loved the pink princess room. All the rooms were nicely appointed.

michigantogo

Reviewed on Apr 27, 2016 by michigantogo, Armada, Michigan Report

2627 Windsor Hills

5/5 stars

Hot tub and heated pool were great! We paid extra for the pool heat, and it worked well. However, the temperatures outside were high 70s and some nights low 50s. The deck outside was spacious and had full sun for most of the day. The home was clean and well kept. Lots of space for several families. Having a bathroom off of each bedroom was great for privacy. We enjoyed the stocked shelves of movies and piano. Having a washer and dryer was great for quick cleaning or drying. We love the resort and having the option of the community pool and club house. We even enjoyed water aerobics one day at the community pool and daily walks in the gated community. Kitchen was minimally stocked with cleaning items and appliances but we worked with what was offered. Our son, who has special needs felt right at home, it was very comforting for us! We really were pleased with this rental and will look to stay there again. We hope to have a home much like this when we retire in Florida.

Lisa

Reviewed on Feb 20, 2016 by Lisa, East Greenbush, NY Report

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