The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
5 bedrooms4 bathroomsSleeps 11
Popular amenities
Balcony
Spa pool on site
Private pool
Waterpark access
On-site fitness centre
Barbecue
Explore the area
Kissimmee, FL
Northeast Regional Park
Place, Northeast Regional Park
3 min drive
Lake Davenport
Place, Lake Davenport
4 min drive
Highland Reserve Golf Club
Place, Highland Reserve Golf Club
6 min drive
Orlando, FL (MCO-Orlando Intl.)
Airport, Orlando, FL (MCO-Orlando Intl.)
40 min drive
Rooms & beds
5 bedrooms (sleeps 11)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Single Beds
Bedroom 5
1 Double Bed and 1 Single Bed
4 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
About this property
Spacious 5BR Home with Private Pool in Kissimmee
Summary:
Welcome to your perfect Central Florida getaway.
- Elegant 5BR home with spacious open-plan living area and theme bedrooms.
- Short drive to Walt Disney World, Magic Kingdom, and other top attractions.
- Private pool with optional heating and outdoor dining on the patio.
- High-speed Wi-Fi, smart TVs, and free parking.
- Full access to resort shared amenities: lazy river & gym.
- Surrounded by lush conservation areas & scenic trails.
- Nearby attractions: Orlando Tree Trek & Mighty Jungle Golf.
The Space:
This charming 5-bedroom home in Windsor at Westside is ideal for a Central Florida getaway. Just a short drive from famed attractions like Walt Disney World and Magic Kingdom, the home boasts an open-plan layout with a spacious living area, full kitchen, and themed bedrooms. Total capacity is 11 guests, ensuring ample space for families or groups. Guests can relax in the private pool and enjoy alfresco dining on the patio. Complementary high-speed Wi-Fi, smart TVs, and free parking add to the convenience. Full access to resort amenities, including a lazy river and gym, completes this perfect vacation retreat.
- Accommodation Details:
The home features 5 well-appointed bedrooms, with unique themes, perfect for enhancing your stay in Florida. It accommodates up to 11 guests comfortably. The property includes 4 bathrooms, ensuring ample convenience for larger parties. The arrangement of beds caters to various sleeping configurations, ideal for families or group stays.
- Living Spaces:
Designed for relaxation and functionality, the living areas of this home feature a spacious layout ideal for social interactions, complete with cozy seating and entertainment options including smart TVs. There's a dedicated dining space for family meals. Guests also benefit from a dedicated workspace, making it easy to balance work and leisure.
- Kitchen Facilities:
The property provides a full kitchen equipped with essential appliances including a refrigerator, microwave, stove, oven, and dishwasher. Cooking basics and dining essentials are at your disposal, including a coffee maker and toaster, ensuring you feel right at home when preparing meals.
- Private Facilities:
Private amenities include laundry facilities with a washer and dryer, hair dryer, and essential toiletries like shampoo and conditioner. For tech and entertainment, enjoy free Wi-Fi, smart TVs, and a dedicated workspace. Outdoors, the private entrance and amenities like a high chair and travel crib enhance convenience.
- Outdoor Areas:
The property features a private pool perfect for cooling off after a day at the theme parks, complemented by a hot tub for relaxation. Outdoor dining furniture and a BBQ setup ensure enjoyable meals by the poolside. The outside area also provides access to lake views, which adds to the serene environment.
- Optional Pool and Spa Heat:
Enhance your stay with the optional pool and spa heat package available for $35/day + tax (recommended between November and April). Enjoy the comfort of a heated pool and extend your swimming season year-round. Extending the enjoyment of the pool and spa throughout their stay.
- Shared Facilities:
Guests have access to Windsor at Westside Resort's shared amenities, including a renowned lazy river and a fitness center. The resort ambiance enhances vacation relaxation with additional spaces to unwind and socialize.
The Neighborhood:
Nestled amidst the enchanting landscape of Kissimmee, Florida, Windsor at Westside Resort offers a captivating blend of tranquility and excitement for your vacation escape. Surrounded by lush conservation areas and pristine lakes, the neighborhood exudes a serene ambiance, perfect for relaxation and rejuvenation. Guests can explore scenic walking paths and nature trails, immersing themselves in the natural beauty and abundant wildlife that call this area home. Within proximity, an array of dining options awaits, from charming local eateries serving up authentic flavors to upscale restaurants offering delectable cuisine from around the world.
Minutes Away From Everything, you can easily explore the neighborhood. You can enjoy your time at the theme parks as they are only a few miles away. This perfect accommodation is located just 10 minutes away from the gates of Walt Disney World! Discover an elevated, outdoor obstacle course featuring zip lines, suspended bridges, nets & Tarzan swings at Orlando Tree Trek Adventure Park about 10 minutes away. Or get ready for a wild experience at Mighty Jungle Golf Adventure (9-minute drive). You can visit Aquatica® which is one of Orlando's most popular water parks, about a 22-minute ride from the property. Have fun and enjoy exploring Universal Studios which is only 22 minutes travel from the property. Another must-see place for you is Discovery Cove and you can try swimming with dolphins which is a 20-minute ride away from the property.
Whether you're yearning for outdoor adventures, cultural experiences, or simply relaxation under the Florida sun, Windsor at Westside Resort and its surrounding neighborhood offer the ideal backdrop for an unforgettable vacation experience.
Getting Around:
Accessing Windsor at Westside Resort is convenient and hassle-free, regardless of your mode of transportation. From Orlando International Airport (MCO), the nearest major airport, guests can reach the resort by car in approximately 30-40 minutes, depending on traffic conditions. For travelers arriving by train or bus, the Amtrak station and Greyhound bus terminal in downtown Orlando are both approximately a 30-40 minute drive away.
While having a car offers flexibility for exploring the area and visiting nearby attractions, guests can also rely on rideshare services such as Uber and Lyft, which are readily available in the vicinity. Additionally, local taxi services and shuttle options can be arranged upon request for seamless transportation to and from the resort. Upon arrival at Windsor at Westside Resort, ample parking is provided for guests, ensuring convenient access to the resort's amenities as well as popular destinations in Kissimmee and beyond.
Other Things to Note:
**Optional pool heat for this home is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April.**
Interaction with Guests:
This property is professionally managed by Casiola vacation homes. Our team is here for you 24/7 via Airbnb chat, phone, email, text, ready to assist with anything you need to make your stay EXTRAordinary.
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Rules for this unit are as follows:
Pets are not allowed.
Smoking is not permitted.
Children are allowed.
The minimum age limit for this unit is 21.
Important information
You need to know
Property # 2319195vb
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 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
About the area
Kissimmee
Located in Kissimmee, this holiday home is near theme parks. Old Town and Disney Springs™ 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 Animal Kingdom® Theme Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Kissimmee, FL (ISM-Kissimmee Gateway) - 33 min drive
Restaurants
McDonald's - 5 min drive
Twistee Treat Berry Town - 5 min drive
7-Eleven - 15 min walk
McDonald's - 7 min drive
Taco Bell - 6 min drive
Frequently asked questions
Does Spacious 5BR Home with Private Pool in Kissimmee have a pool?
Yes, this property has a pool.
How much does it cost to stay at Spacious 5BR Home with Private Pool in Kissimmee?
As of 14 October 2026, prices found for a 1-night stay for 2 adults at Spacious 5BR Home with Private Pool in Kissimmee on 25 October 2026 start from NZ$1,502, 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 Spacious 5BR Home with Private Pool in Kissimmee pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Spacious 5BR Home with Private Pool in Kissimmee?
On-site parking is available at the property.
What time is check-in at Spacious 5BR Home with Private Pool in Kissimmee?
Check-in begins at 4:00 PM.
What time is check-out at Spacious 5BR Home with Private Pool in Kissimmee?
Checkout is at 11:00 AM.
Where is Spacious 5BR Home with Private Pool in Kissimmee located?
Located in Kissimmee, this family-friendly holiday home is 2.5 mi (4 km) from Lake Davenport, and within 6 mi (10 km) of Surfari Water Park and Island H2O Live!. Mighty Jungle Golf and ChampionsGate Golf Club are also within 6 miles (10 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Everything about the home was great. It felt like home away from home while on vacation.
Stayed 5 nights in Jul 2026
Response from VrboOwner on 11 August 2026
Thank you so much for your kind review! I’m delighted to hear that you enjoyed everything about the home and that it gave you that comfortable, home-away-from-home feeling during your vacation. It was a pleasure hosting you, and I hope to welcome you back again in the future!
Have stayed at many houses in the area. This was by far the best one.
Stayed 8 nights in Nov 2023
Response from VrboOwner on 6 December 2023
I'm thrilled to hear that your stay was exceptional! If there's anything specific that contributed to making it the best experience, or if you have any suggestions for further improvements, please let me know. Your feedback is valuable, and I want to ensure future stays are just as great. Thank you for choosing to stay at the house!
Had a great time at the property. Kids enjoyed the pool, pool table, learned how to play Texas Holdem, and enjoyed the basketball quick shots game (game scoreboard doesn't work so we used a timer and still had a blast). Internet was fast and plenty of room for everyone with a family of 6 (we were a family of 5). Walk to the gym and clubhouse was only 10 minutes. Prepare yourself to bring your own innertubes for the lazy river. Property Manager was extremely responsive and probably the best I ever experienced.
Stayed 5 nights in May 2026
Response from VrboOwner on 17 June 2026
Thank you so much for your detailed and thoughtful review! I’m really happy to hear that your family had such a great time and that the kids especially enjoyed the pool, games, and amenities. It’s wonderful that the space worked well for your group and that the location within the community was convenient for you.
I also appreciate your note about the scoreboard and the reminder regarding the lazy river inner tubes—feedback like this helps improve the guest experience for everyone. I’m especially glad my responsiveness stood out and helped make your stay smoother.
It was truly a pleasure hosting you and your family, and I’d be happy to welcome you back anytime!
Hard to find anything wrong with this one. It was as advertised. The only nuisance was the oven takes forever to get up to temp.
It was very nice after a long day at Disney to come home to a good nights sleep.
Stayed 11 nights in Jul 2022
Response from VrboOwner on 9 August 2022
Thank you for your review . It was a pleasure having you as a guest. hope to see you soon
From a partner site
10/10 Excellent
Patti L.
5 June 2021
Great house, great resort
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:
We were a group of 10 adults who traveled to Kissimmee to meet up for the long Memorial Day weekend. Our goal was to just spend time together again after the pandemic year, and relax at the resort pool and lazy river. The house was very clean, decorated nicely, and had a perfect layout for us. We had a great time!
Response from VrboOwner on 3 August 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!
Verified review
6/10 Okay
tiffany h.
23 August 2022
Liked: Check-in, location
Disliked: Cleanliness, communication
Not great
I have used vrbo a few times for my orlando vacations and i have enjoyed all of them,This one not so much! I am not sure if its because it is a third party, but i will never use casiola ever again! But will continue to use vrbo
We liked the house, it was very comfortable, spacious and clean. Neighborhood was pretty quiet in our section.
The blinds in the living room need to be replaced—we couldn’t close them for privacy because half of the slats are missing. We had 8 adults and only 9 forks—how would a group of 12 eat? I think the carpet and couch need a deep, deep clean—or replacement.
The pool was great, we paid for the heat—it kept the water at a comfortable temp.
Stayed 6 nights in Nov 2022
Response from VrboOwner on 29 November 2022
Hi Patty,
Thank you for leaving us an honest feedback. We will surely take note of all the details given us and we will use them to betterment our service.
We wish to have you again soon.
Have a great evening.
Verified review
4/10 Poor
Karl W.
19 December 2022
Liked: Check-in
Disliked: Cleanliness, communication
Very Poor Communication
Planning ahead.. We called in advance to pay for pool heat.
When we arrived 3 days later - no pool heat.
They did turn the heat on. But never worked correctly.
Then after we left the property, they charged us over $200 for extra cleaning fees. They (Casiola) provided photos of the "damage"
Luckily! We also took photos of the same pre-existing "damage" upon our arrival. We have emailed them our time stamped photos of the pre-existing damage. They have yet to return our money! Casiola in our eyes are thieves.! TAKE PHOTOS OF EVERYTHING once you get to your vacation home. Or they will blame you for everything!
Stayed 3 nights in Dec 2022
Response from VrboOwner on 23 March 2024
I'm truly sorry to hear about your disappointing experience with the property management. It's unacceptable that they didn't provide the service you paid for and then charged you for cleaning fees unjustly. It's commendable that you took photos upon arrival to document pre-existing damage, which is indeed a wise practice when renting vacation homes. Once again, I apologize for the inconvenience and frustration you've experienced. If there's anything else I can assist you with or if you need further advice on how to proceed, please don't hesitate to let me know.
For the most part, everything was good. There are a few things that I’d like to address to make your next guests stay better. Blinds on glass door did not work. Light on microwave out. Lighting in kitchen not very good. Furniture and carpet are dirty! Needs cleaning badly. There are no ceiling fans. No metal utensils for the grill. I purchased some from the dollar store and left them for the next guest. Also we didn’t not learn until Sunday that the trash receptacle was the bench out front. We were looking for an actual trash can. Other than that everything else was good!! Thank you.
Stayed 4 nights in Nov 2022
Response from VrboOwner on 23 March 2024
Thank you for sharing your feedback with us. I apologize for the issues you encountered during your stay, including the malfunctioning blinds, microwave light, inadequate kitchen lighting, and the cleanliness of the furniture and carpet. We take these concerns seriously and will address them promptly to ensure a better experience for our future guests.
Additionally, thank you for leaving metal utensils for the grill and for the information about the trash receptacle. We will make sure to provide clearer instructions for trash disposal in the future.
We appreciate your understanding and are glad to hear that overall, you had a good experience. If there's anything else we can do to improve, please don't hesitate to reach out. We hope to have the opportunity to host you again and provide you with a much-improved stay. Thank you for choosing to stay with us.
This house was just perfect for our stay in Kissimmee, Florida. It was spotless and very tastefully decorated exactly like the pictures. The pool area is great for relaxing and getting some sun. Casiola communication was top notch and prompt. My family and I was very pleased with our stay and would definitely be returning.
Stayed 3 nights in May 2022
Response from VrboOwner on 27 March 2024
Thank you for sharing your wonderful experience at the house! I'm thrilled to hear that it was perfect for your stay in Kissimmee, Florida, and that you found it spotless and tastefully decorated just like the pictures. It's great to know that the pool area provided a relaxing space for you to enjoy the sun.
We're delighted that you found our communication top-notch and prompt. Providing excellent service to our guests is always our top priority, and I'm glad we could meet your expectations in this regard.
We look forward to welcoming you and your family back for another fantastic stay in the future! If there's anything else we can do to make your next stay even more enjoyable, please don't hesitate to let us know. Thank you for choosing to stay with us, and we can't wait to host you again!
We had a great experience with Dennis. The location is centrally located, clean and Dennis was extremely responsive.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 16 May 2022
great guests
From a partner site
10/10 Excellent
Claudia V.
18 January 2022
Great family home close to Disney World
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:
The house was beautiful and spacious. The boys loved the Star Wars room with the headboards that light up and the princess room was darling. Kitchen had everything it needed (except for a Keurig coffee maker - we checked beforehand and brought our own.) The second floor laundry was great! House was very clean, except in the princess room we found an opened bag of pork rinds and a pink bowl with pork rinds in it.Caught it before the kids got to it. Pool was nice but unfortunately it was still cold when we arrived at 5:00 pm. We were told it took 12-24 hours to heat, but if I'm paying for a heated pool I would expect it to be warm by check-in time. It wasn't warm enough for anyone until late the next afternoon. We called about and Geo adjusted the settings. The neighborhood pool is actually across the road so we drove there. Very nice and the kids especially loved it.We did have one BIG problem - after a long day at Magic Kingdom, our second day at the house, we arrived to find that the code for the front door didn't work. Called and they reset the code but we still couldn't get in. For this house the management office doesn't know the code to the garage door so we had to wait close to 2 hours outside of the house in the dark- 6 adults and 5 children under the age of 7, until someone came out and had the key for the door. This only happened that one day but I would recommend that the owner give the garage code to the office as a backup because I wouldn't want any other guests to go through what we did. Overall we enjoyed our stay and would rent the house again.
Stayed 4 nights in Dec 2021
Response from VrboOwner on 22 January 2022
Thank you for choosing to stay with Casiola Vacations Homes, we hope you have enjoyed your stay with us and hope to see you book with us again in the future.
Thank you very much for sharing your wonderful review. We truly appreciate the inspiring comments knowing that you had an amazing stay with us. It is always a pleasure to host your stay. We look forward to having you again here at Casiola
From a partner site
10/10 Excellent
Rachel G.
30 June 2021
Would book again
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:
Very happy with this property. Our family had a great time. Place was clean, came with pack n play, umbrella stroller & high chair which was helpful.
Stayed 3 nights in Jun 2021
Response from VrboOwner on 2 October 2021
Thank you for your feedback. We are pleased to hear you enjoyed your stay. We hope to see you soon.
I loved the stay so much, my family and I have decided to move there!
Stayed 3 nights in Jun 2021
Response from VrboOwner on 29 September 2021
Hello, we are pleased to hear you enjoyed your stay in one of our Casiola vacation homes. We appreciate your kindness and hope to see you again soon!
From a partner site
10/10 Excellent
Patti L.
5 June 2021
Great house, great resort
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:
We were a group of 10 adults who traveled to Kissimmee to meet up for the long Memorial Day weekend. Our goal was to just spend time together again after the pandemic year, and relax at the resort pool and lazy river. The house was very clean, decorated nicely, and had a perfect layout for us. We had a great time!
About the host
Hosted by Casiola vacation homes
Languages:
English, Spanish, Portuguese, Dutch
Premier Host
They consistently provide great experiences for their guests