A family-friendly stay in Kissimmee awaits you at this holiday home. You'll be 3.6 km (2.2 mi) from Lake Davenport and 4.8 km (3 mi) from Four Corners FC. Highlights at this holiday home include a kitchen, a private pool and a washer/dryer. .Home features free WiFi, 6 bathrooms and a balcony or patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a flat-screen TV and a coffee/tea maker are also available. .Enjoy the gym and Hot tub as well as access to a playground. Other amenities include free Wi-Fi in public areas and laundry facilities. .Attractions within a 15-minute drive of this Kissimmee holiday home include Walt Disney World® Resort and ChampionsGate Golf Club.
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
Circle K - 6 min drive
Dutch Bros Coffee - 5 min drive
Twistee Treat Berry Town - 5 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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!
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
General
Property located in a resort
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age - 21
Check-out
Check-out before 11:00 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
No pets 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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.
Property is also known as
Perfect Retreat 8br/6ba Pool Home Windsor Westside Villa
Perfect Retreat 8br/6ba Pool Home Windsor Westside Kissimmee
Perfect Retreat 8br/6ba Pool Home Windsor Westside
Perfect Retreat 8br/6ba Pool Home in Windsor at Westside! Villa
Villa Perfect Retreat 8br/6ba Pool Home in Windsor at Westside!
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Frequently asked questions
Are there any beaches close to Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
The closest beach to Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! is Melt-Away Bay (8.2 km).
Does Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! have a pool?
Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! has a pool and a communal pool.
What luxury perks are available at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
This property features 1 hot tub, as well as a private pool and a living room.
What makes Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! a romantic place to stay?
1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!.
Is Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! family-friendly?
You bet! With amenities such as a playground and an arcade, as well as highchairs and travel cots, it's no surprise that Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! is a winner with our family travellers.
Is there a private hot tub at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
Yep, there is a hot tub.
Is there a free airport shuttle available at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
No, Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! does not offer an airport shuttle service.
What time are check-in & check-out at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
Check-in begins at 4:00 PM. Check-out time is 11:00 AM.
Are pets allowed at Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!?
No, pets are not allowed.
Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside! Reviews
Reviews
8.6
Excellent
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.
Rating 10 - Excellent. 35 out of 54 reviews
10 - Excellent
35
Rating 8 - Good. 10 out of 54 reviews
8 - Good
10
Rating 6 - Okay. 2 out of 54 reviews
6 - Okay
2
Rating 4 - Poor. 4 out of 54 reviews
4 - Poor
4
Rating 2 - Terrible. 3 out of 54 reviews
2 - Terrible
3
8.2/10
Cleanliness
Reviews
8/10 Good
Kerry T.
20 Oct 2025
Liked: Cleanliness
Kerry T.
Stayed 4 nights in Sep 2025
10/10 Excellent
Brenda M.
16 Jul 2025
Liked: Cleanliness
Great place to stay
Check in was easy. Resort access was nice. Plenty of space.
Brenda M.
Stayed 6 nights in Jul 2025
10/10 Excellent
Isaac H.
2 Jul 2025
Liked: Cleanliness
Wellbeing Family and Business Meeting
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
2/10 Terrible
Patrick G.
28 May 2025
Disliked: Cleanliness
Most horrible VRBO experience I ever had
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
6/10 Okay
Lucas E.
7 May 2025
Okay
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
10/10 Excellent
Marianela M.
27 Mar 2025
Liked: Cleanliness
Great house
Marianela M.
Stayed 3 nights in Feb 2025
10/10 Excellent
Norman C.
19 Mar 2025
Liked: Cleanliness
Great place to stay
Nice house in nice community that was well taken care of.
Norman C.
Stayed 7 nights in Mar 2025
10/10 Excellent
Thomas F.
8 Mar 2025
Liked: Cleanliness
Golf Trip accomodations
Outstanding in every way. If available, we would definitelyrent this property again.
Thomas F.
Stayed 4 nights in Feb 2025
8/10 Good
Stef D., Loudonville
15 Feb 2025
Liked: Cleanliness
Casiola stay
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
8/10 Good
Becky W.
16 Jan 2025
Liked: Cleanliness
Comfortable & spacious
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
10/10 Excellent
Uvarline S.
11 Aug 2024
Liked: Cleanliness
Nice and clean
Beautiful and quite my family enjoyed it. Just have to clean the pool before guests arrive
Uvarline S.
Stayed 2 nights in Aug 2024
10/10 Excellent
Oby G.
19 Jun 2024
Liked: Cleanliness
Youth Group Retreat
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
10/10 Excellent
Verified traveller
25 Feb 2024
Liked: Cleanliness
Wonderful stay
My family and I really enjoyed the home. It was clean, spacious, and very comfortable.
Verified traveller
Stayed 7 nights in Feb 2024
10/10 Excellent
cindy b., Lehi Ut
10 Jan 2024
Liked: Cleanliness
Great House
Spacious upstairs and down. Comfortable beds. Huge house. Warm pool. We loved it. Would stay again.
cindy b.
Stayed 4 nights in Dec 2023
10/10 Excellent
David P.
20 Feb 2023
Liked: Cleanliness
Perfect stay!
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
10/10 Excellent
Shantay B., North Charleston, USA
19 Jan 2023
Liked: Cleanliness
Great Home
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
8/10 Good
Greg B.
6 Jan 2023
Spacious!!
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
10/10 Excellent
Ariane S.
30 Dec 2022
Liked: Cleanliness
Great for Groups!
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
8/10 Good
Tricia C.
10 Nov 2022
Great Stay
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
10/10 Excellent
Brigitte B.
5 Aug 2022
Liked: Cleanliness
Awesome
We had an awesome stay
Brigitte B.
Stayed 10 nights in Mar 2022
10/10 Excellent
LAKeithia W.
23 Feb 2022
Liked: Cleanliness
The property was very nice
The property was very clean and well kept, checking in was a breeze!
LAKeithia W.
Stayed 3 nights in Feb 2022
4/10 Poor
Guðlaug K.
17 Jan 2022
Disliked: Cleanliness
Great surroundings - poor house
Windsor at Westside is a great neighborhood. The clubhouse and the surroundings are fabulous. This is the second time in 3 years we rent a house there, even on the same street. Due to previous experience, we rented a house with the same layout which is great for a group of 13 people aged 9-84. Plenty of space, both to be together in large or small groups as well as to be in complete privacy.
But as far as this particular house is concerned, the pictures do not tell the whole truth. The house was poorly cleaned when we arrived: rubbish (paper, popcorn, etc.) on the floors and dirty streaks on the walls to name a few. The furnitures were worn out: both sofas were uncomfortable and worn out (upholstery, a kind of imitation leather, constantly peeled off and fell to the floor). At least 2 of the 10 dining chairs were falling apart. All the sponge were gone from the seats of the breakfast chairs so it was downright painful to sit on the frames. Some of the beds (not all of them though) were uncomfortable. Curtains in the living room useless so could not be drawn. The kitchen utensils are small and marginal. It therefore required considerable resourcefulness and the purchase of equipment to be able to cook meals for 13 people.
However, this is not all, because the following 3 factors were the worst: 1. The internet connection was really poor but in modern society it is a big disadvantage. 2. The TVs were both small and so old that they could not be connected to e.g. Netflix except by purchasing special equipment for it. 3. Noise from the pool pump far above all limits and never stopped.
We emailed right on the first day and complained about some of this and got the response that this complaint would be used as a training opportunity to better them selves for nest time! Admittedly, we were offered to send someone to clean better, which we declined because of course we had already done it ourselves. We actually left the house in a better condition than when we arrived, because my husband and brother-in-law fixed the vacuum cleaner, the ice machine and the grinder in the sink.
We soon made the decision not to let this ruin our vacation and make the best of things. We are excited to return to Windsor at Westside but we will not be renting this particular house again.
Guðlaug K.
Stayed 19 nights in Dec 2021
8/10 Good
Amy G.
1 Dec 2021
Liked: Cleanliness
Family Thanksgiving 2021
There were a few hiccups in the first couple of days as we arrived to a plumbing issue in the kitchen but once that was resolved everyone did enjoy the rest of the stay.
Amy G.
Stayed 5 nights in Nov 2021
8/10 Good
Jenny M.
14 Oct 2021
Large house, perfect location
Let's start with the positive. The house is in an excellent location, not only close to the pool and tiki bar but also with in an easy drive to Disney World. It's large and spacious and the kitchen is equipped with everything we could need. The communication with everyone on staff was fast and lovely. However, the floors didn't seem to have been vacuumed at all, the upstairs bathroom still had hair piled in the corner from previous guests and the kitchen/living room floor felt gritty. I did message them to make them aware and they responded right away. The other disappointment was the pool/hot tub heat. We had asked to have it turned on, which it was however it was much too hot, the pool heat was comparable to the hot tub and with temperatures being very high it was not enjoyable to relax in. They responded very quickly and it was turned down to what we hoped was a more manageable temperature but we eventually asked for it to be turned off. Resulting in a bathtub warm pool and cooler hot tub. I wish there was someway to have them on/off separately. Would we stay here again? Yes, like I said the entire team was gracious and very quick to respond, but I would appreciate more cleaning the next time.
Jenny M.
Stayed 4 nights in Oct 2021
10/10 Excellent
Brooke S.
24 Sept 2021
Liked: Cleanliness
Beautiful place, excellent service
I rented this house with 7 friends for a week and a half. The property itself was beautiful and clean. It was somehow more spacious than it seemed in the pictures!
The property owners at Casiola were amazing. Customer service was very easy to reach. They always responded quickly. They even helped us out when the door code for our house didn't work on the first night. I'd recommend them to anyone!