Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!
The open main living area was made for entertaining and the bedrooms boast ample sleeping space – no need for air mattresses and sleeping bags! The home also has lots of extras, like free Wi-Fi, flat-screen TVs in each bedroom and a laundry room with washer and dryer. Get your daily dose of vitamin D out on the screened lanai, which houses the swimming pool and hot tub. Dine al fresco under the covered patio or take an afternoon siesta in one of the lounge chairs. **Optional pool and spa heat is available for $35/day + tax. We would recommend adding pool and spa heat to your reservation between the months of November and April.**
Curl up on the plush leather sectional in the living room and settle in for a movie night on the flat-screen TV. If the group can’t agree on a movie, the upstairs loft area has additional living space. This living room features a massive sectional couch, another flat-screen TV, foosball table and wet bar for mixing up yummy cocktails and mocktails.
The envy of home chefs, the fully-equipped kitchen has everything you need for prepping breakfast, dinner and everything in between. You’ll appreciate the granite counters, tons of cabinet space and stainless-steel appliances. A huge center island offers extra prep space, as well as additional seating at four barstools. From sitting down to a home-cooked meal to bonding over board games, the 10-person dining room table has room for everyone to gather around.
The first bedroom features a handsome king bed, extra storage and an en-suite bathroom with double sinks, walk-in shower and soaking tub. It even has a convenient door out to the patio and pool area, so you don’t have to drip pool water through the rest of the house. A queen bed and neutral beach décor outfit the second bedroom, while the third bedroom has another king bed and en-suite bathroom with double sinks.
Beachy vibes create a relaxing atmosphere in the fourth bedroom, which comes with a king bed and another en-suite bathroom with double sinks and walk-in shower. Kids will love the fifth bedroom, where chic Mickey décor makes the room both cute and classic. The sixth bedroom is also great for slumber parties, with a twin-over-full bunk bed and nautical theme. Both the seventh and eighth bedrooms have queen beds and pretty décor with blue and green jewel tones. They share a jack-and-jill bathroom with tub/shower combination. Two more bathrooms – one with a walk-in shower and one with double sinks – round out the sleeping spaces.
Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot club house, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
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
About the area
Kissimmee
Located in Kissimmee, this holiday home is on a lake. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Travelling with kids? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex.
Disney's Animal Kingdom® Theme Park - 14 min drive - 12.0 km
Magic Kingdom® Park - 20 min drive - 22.2 km
Disney Springs™ - 21 min drive - 23.8 km
Getting around
Kissimmee Station - 33 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 40 min drive
Restaurants
McDonald's - 5 min drive
7-Eleven - 16 min walk
Dutch Bros Coffee - 5 min drive
Circle K - 6 min drive
Twistee Treat Berry Town - 5 min drive
Frequently asked questions
Does Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! have a pool?
Yes, this property has a pool.
How much does it cost to stay at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
As of 2 Apr, 2026, prices found for a 1-night stay for 2 adults at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! on 29 Jun, 2026 start from S$350, 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 Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
On-site parking is available at the property.
What time is check-in at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
Check-in begins at 4:00 PM.
What time is check-out at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
Checkout is at 11:00 AM.
Where is Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! located?
This family-friendly Kissimmee holiday home is located on a lake, within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).
Reviews
8.6
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Check in was easy. Resort access was nice. Plenty of space.
Brenda M.
Stayed 6 nights in Jul 2025
Response from VrboOwner on 18 Jul, 2025
Thank you so much for your kind words! I’m really glad to hear that you enjoyed your stay and that check-in, resort access, and the space met your expectations. We aim to make every guest’s experience as smooth and comfortable as possible, so it’s great to know we hit the mark.
Nice house in nice community that was well taken care of.
Norman C.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 20 Mar, 2025
Thank you for your feedback! I’m so glad to hear that you enjoyed the house and the community. It’s great to know everything met your expectations, and I’d be happy to welcome you back anytime!
Outstanding in every way. If available, we would definitelyrent this property again.
Thomas F.
Stayed 4 nights in Feb 2025
Response from VrboOwner on 12 Mar, 2025
Thank you so much for your kind words! I'm thrilled to hear that you had such an outstanding experience. It would be a pleasure to host you again if the property is available. I hope to welcome you back in the future!
Beautiful and well maintained home. Spacious pool and outdoor entertainment area. The management staff are second to none! Very receptive and responsive. We had a great stay!
David P.
Stayed 5 nights in Feb 2023
Response from VrboOwner on 22 Mar, 2024
We are glad that you enjoyed your stay with us. We hope to welcome you again soon.
Beautiful and quite my family enjoyed it. Just have to clean the pool before guests arrive
Uvarline S.
Stayed 2 nights in Aug 2024
Response from VrboOwner on 17 Aug, 2024
Thank you for your feedback and for choosing my place! I’m glad to hear that your family enjoyed the beautiful and quiet surroundings. I apologize for the oversight with the pool and appreciate you bringing it to my attention. I’ll make sure it’s cleaned thoroughly before guests arrive in the future.
I’d love to welcome you back for another stay. Thanks again for your understanding and for being such a great guest!
House was spacious and pool area was great. Needed a few more items in the kitchen such as baking dishes, a couple pizza pans and cookie sheets would have been great. And some oven mitts and pot holders, and dish towels and dish rags Couch needs to be fastened together it’s in pieces and kept moving
Stef D.
Stayed 7 nights in Feb 2025
Response from VrboOwner on 19 Feb, 2025
Thank you for your valuable feedback! I’m so glad you enjoyed the spacious house and the pool area. I appreciate your suggestions for kitchen items, and we’ll definitely look into providing baking dishes, pizza pans, cookie sheets, and the other items you mentioned to make the kitchen more fully equipped for future guests.
I also apologize for the couch not being in the best condition. We’ll take care of that as well to ensure it’s comfortable and secure for future stays. Thank you again for bringing these points to our attention, and we hope to have the opportunity to host you again soon!
The house was very big so that was nice. We added pool heat once we realized the spa was not heated. It took 5 days to get the spa heated out of our 7 day trip. Also the group that showed up in the house next to us was very very loud.
Lucas E.
Stayed 6 nights in Apr 2025
Response from VrboOwner on 8 May, 2025
Thank you for your feedback! I’m glad to hear that you appreciated the size of the house. I apologize for the delay in getting the spa heated and understand how frustrating that must have been during your trip. I’ll be sure to address this with the team to avoid future delays. I’m also sorry to hear about the noise from the neighboring group—I'll check with the community to see if there’s anything that can be done to ensure a more peaceful environment. I appreciate your understanding, and I hope we can host you again in the future!
This property was exactly how the pictures showed it. We had lots of space and everything we needed to make our stay home away from home.
Sherri P.
Stayed 4 nights in Dec 2020
Response from VrboOwner on 3 Aug, 2022
Thank you for choosing to stay with Casiola Vacation Homes. We appreciate you giving us a five star rating! We are happy to hear you had a wonderful time with us. We hope to host you again on your next visit to Orlando!
From a partner site
10/10 Excellent
Banks Z.
10 Mar, 2021
It was very amazing
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
It was great house was very spaces and i enjoy my stays
Banks Z.
Stayed 2 nights in Feb 2021
Response from VrboOwner on 3 Aug, 2022
I'm glad to hear that you have had a wonderful stay in the home. Thank you for staying with us. We hope to host you again on your next visit to Orlando!
We had a great time! The property was as described and the perfect space for the 17 of us. Loved having access to the pool and the rooms were just as described.
The only small complaint we had was lack of kitchen supplies. Other than that, we had a fantastic time and would recommend staying here to evereyon.
Oby G.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 20 Jun, 2024
Thank you for your feedback! I'm delighted to hear that you had a great time and that the property was as described, providing the perfect space for your group of 17. I apologize for the inconvenience regarding the lack of kitchen supplies and appreciate your feedback on this matter. Your recommendation is greatly appreciated, and I hope to welcome you and your group back for another fantastic stay in the future!
We really enjoyed our stay at this property. The home was beautiful and it was exactly what we were looking for. The weather was a little too cold at the time for the pool but we will be sure to try it next time we come. We utilized the grill and that was a major part of us picking this property. Thank you for allowing us to enjoy your home.
Shantay B.
Stayed 3 nights in Jan 2023
Response from VrboOwner on 22 Mar, 2024
We are glad that you enjoyed your stay with us. We hope to welcome you again soon.
From a partner site
10/10 Excellent
Jacque M.
25 Oct, 2019
vacation
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
It was a very nice house a lot of space for all of us. Kids loved the pool.
Jacque M.
Response from VrboOwner on 4 Aug, 2022
I'm glad to hear that you have had a wonderful stay in the home. Thank you for staying with us. We hope to host you again on your next visit to Orlando!
I'm glad to hear that you have had a wonderful stay in the home. Thank you for staying with us. We hope to host you again on your next visit to Orlando!
large house accommodate all of us need to clean carpet right away
harrell b.
Stayed 3 nights in Jul 2021
Response from VrboOwner on 14 Sept, 2021
Thank you for sharing your valuable feedback. I am glad that we were able to make you family vacation wonderful. We truly appreciate your positive comments. We look forward to having you again here at Casiola.
Review for Perfect Retreat 8BR/6BA Pool Home – Windsor at WestsideOur team at Wellbeing TLC had the pleasure of staying at the Perfect Retreat in Windsor at Westside for a recent family vacation and business meeting, and it truly lived up to its name!The home was spacious, beautifully maintained, and well-equipped with everything we needed for both relaxation and productivity. The 8 bedrooms and 6 bathrooms provided ample space and privacy for our group, while the open layout made it easy to gather for meals and team discussions. The private pool and resort amenities added the perfect touch for downtime and bonding.From the moment we arrived, everything was seamless – check-in was simple, and the host was responsive and accommodating throughout our stay. We appreciated the quiet, safe neighborhood and proximity to restaurants, shops, and attractions.This property was an ideal setting for blending business with leisure, and we highly recommend it to any group looking for a perfect mix of comfort, convenience, and professionalism.Thank you for hosting us – we will be back!– Wellbeing TLC
Isaac H.
Stayed 5 nights in Jun 2025
Response from VrboOwner on 4 Jul, 2025
Thank you so much to the Wellbeing TLC team for such a thoughtful and detailed review! I’m delighted to hear that the Perfect Retreat met all your needs for both your family vacation and business meeting. It’s wonderful that the space, amenities, and neighborhood contributed to a seamless and enjoyable stay. Hosting your group was a true pleasure, and I look forward to welcoming you all back anytime!
The house was very spacious, great location .. only issue was trash in jacuzzi and pool and jacuzzi was not working properly.. the kids where really disappointed on that as we came from up north,,, looking forward to the pool.
Other than that the house was amazing.
Greg B.
Stayed 5 nights in Dec 2022
Response from VrboOwner on 22 Mar, 2024
We are glad that you enjoyed your stay with us. We hope to welcome you again soon.
We had an entire adult men's softball team stay. There was plenty of room for all of us and the game room was a hit. Kitchen amenities were wonderful allowing us to easily cook meals to feed our entire group. One thing I wish was a little more attention to cleaning but it wasn't too bad. Also the pool was way too hot for the time of year. Pool heat purchase was unnecessary.
Tricia C.
Stayed 6 nights in Nov 2022
Response from VrboOwner on 10 Nov, 2022
Thank you for sharing your valuable feedback. We will do our best to keep on improving ourselves to meet our guest's satisfaction. We hope to welcome you again soon.
Our extended family enjoyed a week at this home while visiting nearby parks. The sectional couches where we could easily gather and the large kitchen (with great counter space an outdoor grill) were the main selling points for us. All of the bedrooms were very comfortable; we appreciated having multiple bathrooms/showers, laundry onsite, and the baby items (portable crib & stroller). This property served us well and we would stay again. "Pool heat" is (unfortunately) an extra cost and during our stay (wintertime) the "hot tub" was not hot, but we enjoyed a couple of swims anyway. We suggested a couple of updates regarding kitchen supplies we hope the main living room sectional will be replaced (pieces do not stay put together!), and the management company was always very helpful and responsive. This home is comfortable and welcoming. We would stay here again!
Becky W.
Stayed 6 nights in Jan 2025
Response from VrboOwner on 18 Jan, 2025
Thank you so much for your thoughtful and detailed feedback! I'm so happy to hear that your extended family had an enjoyable stay and that the home worked well for your needs, especially the spacious kitchen, comfortable bedrooms, and family-friendly amenities. I appreciate your suggestions for updates regarding the kitchen supplies and the sectional couch. We'll definitely look into those to improve the experience for future guests. I'm sorry that the pool heater didn't reach its desired temperature due to cold weather in Florida. Thank you again for your kind words, and we’d be delighted to welcome you back in the future!
Overall I loved this house! I rented this to bring my whole family to Disney. I liked how we all could come together to cook, eat, laugh, swim, etc. Then everyone could separate into their own space to shower and sleep. I only had 2 issues....check-in needs to be staggered or gate house needs to be not across from entrance gate. Traffic was horrible trying to check in but do-able. My other issue occurred our last 2 nights there. Neighbors next door partied with music blaring so loud that you could hear it in living room over our own tv! First night music, cussing, yelling, etc went on till 1AM. The 2nd night to 3AM! No one was able to sleep on the side next to neighbors house! Anyone ever had a sleepy, cranky toddler at Disney....not fun. If they had turned the music down--not off-- at 11 or 12 midnight, I wouldn't have had an issue! Renting was easy with the property management quick to respond. I would stay their again with my family! Definitely recommend this for large families!!
Jeanie L.
Stayed 4 nights in Jun 2021
Response from VrboOwner on 18 Jan, 2022
Thank you for choosing us for your vacations! We hope you had a wonderful time, We look forward to having you again here at Casiola!
House was not clean. Carpets are beyond their useful life, stained, dirty and need to be replaced. Baseboards and walls are filthy. Toilet paper roll holder in primary bathroom kept falling off. The garage door opener was broken and technician couldn't repair it. There were no basic staples in the house. We had dish soap and trash bags to accommodate two days of our four day stay. The utensils were few and far between. Body wash tube was empty in primary bathroom. Pool screen had a hole and large bugs got into the pool area. The sectional sofa had no connections between segments and separated easily. The electrical junction box under the sofa had no outlet and appeared a danger. An electrical panel door in the laundry room was open and hanging by one corner. Foosball table characters are broken and the dust on the table was very thick.Neighbors were beyond control with loud music and shouting until 3 AM on first two nights. The noise levels were so loud we could not enjoy the pool and spa in spite of paying to heat the pool. The quiet hours were not respected and even in the daytime, the music was blaring without regard for others.We will definitely never rent from Casiola again.
Patrick G.
Stayed 4 nights in May 2025
Response from VrboOwner on 29 May, 2025
As we are aware you have had situations arise during your stay and these issues were not rectified within 24 hours as they required additional service such as a vendor, which understandably so caused dissatisfaction during your vacation.
Please note that noise disturbances caused by neighboring guests are beyond our direct control. In such cases, we recommend contacting resort security or the local non-emergency services for assistance.
That said, we want to assure you that we have documented and created service tasks for the other concerns you mentioned to ensure they are addressed promptly.
Please accept our gesture of compensation of $173.67, in regards to the issues you experienced as this refund has been processed kindly allow 5-7 business days to see it appear in your account.
We are very sorry for these issues and have shared your experience with our team to ensure training opportunities and knowledge to better our self as Casiola Vacation Homes.
Please also allow us the chance to provide a better experience in the future by rebooking with us any time and receive a 10% discount off your stay with us.
Once again, we truly apologize for the inconvenience and appreciate your patience and understanding.
We absolutely loved this home. It was exactly as listed!! Lots of rooms for our 2 families thy came together on this trip. My favorite part was that the living areas & kitchen was large enough to accommodate everyone at once. Very clean, minor wear & tear damage but nothing to complain about. The community/resort amenities were great as well.
Ariane S.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 22 Mar, 2024
We are glad that you enjoyed your stay with us. We hope to welcome you again soon.
About the host
Hosted by Casiola vacation homes
Languages:
English, Spanish, Portuguese, Dutch
Premier Host
They consistently provide great experiences for their guests