Townhouse - Rating 4.6 (16)

House of Fun at Windsor Westside with Pool!

As low as $100.00 / night + taxes & fees

  • Location: Kissimmee
  • Type: Townhouse
  • View: Garden View

Bedroom 5 bedrooms
Bathroom 4 baths
Half Bathroom 1 half bath
Guests 12 guests
Pets Allowed Pets Allowed

Summary Summary
Your home away from home awaits you at the aptly named House of Fun at Windsor Westside!
Description Description
Located in sunny Kissimmee, this corner unit townhome is centrally located to a plethora of exciting amenities, with all major Orlando theme parks within less than a 15-minute drive. But with so much to offer at home, you may not even want to leave! A spacious, shaded lanai with a pool and lounge seating will delight groups of all ages and provide endless hours of fun. Enjoy your morning coffee in the outdoor dining set with seating for 5, also ideal for taking your meals al fresco while enjoying the sights and sounds of nature. A grassy area on the right side of the home provides additional space to spread out and play a game or two in the fresh air.

Inside the home you’ll find open spaces illuminated by natural light courtesy of the plentiful windows throughout. Luxurious furnishings are accented by industrial mod décor, providing a fresh, modern look and feel. When you find yourself with some needed downtime, two separate living rooms, one on the main level and the other in the loft, offer plush sofa seating and smart TVs – there will never need to be an argument over what to watch. On the main level, a formal dining area offers seating for 6 with an additional 4 high-top barstool chairs steps away at the kitchen counter. A fully equipped kitchen features rich, dark cabinetry with stainless steel appliances, with drip coffee maker and all the cookware and dining ware needed to prepare delicious home cooked meals.

This home comfortably sleeps 10 guests between 5 private bedrooms.

Bedroom #1 includes a queen size bed.

Bedroom #2 includes a queen size bed, smart TV, and ensuite bathroom with a single vanity and walk-in shower.

Bedroom #3 includes a king size bed, smart TV, and ensuite bathroom with a dual vanity and walk-in shower.

Bedrooms #4 and #5 both include 2 twin size beds and a smart TV.

The home also includes 3 additional guest bathrooms – a full bathroom with a single vanity and walk-in shower, another full bathroom with a dual vanity and shower/tub combo, and a half bathroom located in the lanai.

THINGS TO NOTE:
- Washer and dryer in home.
- Parking lot spaces are available for up to 4 vehicles on a first-come, first served basis.
- Pet friendly! Maximum of 2 pets allowed. An additional daily pet fee of $35 per pet will be applied after booking. To avoid fines, please make sure your pet is on a leash and you pick up after them.
-This home sleeps 2 additional guests on a Queen-Sized Air Mattress. Please verify with us before check in if you plan to use this additional sleeping amenity during your stay.
- A private grill can be rented for $150 for your stay up to one week depending on availability and subject to change. To request the use of a BBQ grill, please contact our customer service team few days prior to your check-in date. Please note that BBQ grill rental fees are non-refundable.

- Pool can be heated for an additional fee of $29 per night. Please contact our customer service after you have booked your stay for further payment. Please be advised that the pool heat is not included in your reservation cost. Charges for pool heat are non-refundable unless the heating system is experiencing issues. Pools need a minimum of 48 hours to heat properly. Pool heat is added for the whole stay or none of the stay. There is no partial pool heat allowed due to the high costs to bring up the temperature in the home.

Note: cold fronts in the winter months (<60 degrees) can cause the electric pool equipment not to function; this does not constitute mechanical failure and refunds for pool heat will not be issued. Home with heat pumps can only pull heat from the ambient air, and generally only 15-20 degrees above ambient is the temp the pools can get to.
-In case of hurricanes or inclimate weather or due to necessary repairs, certain amenities may be closed and unavailable during your stay. We cannot guarantee the availability of each amenity​ in the community.
-Due to unusually high amount of theft and destruction we regret to tell you we no longer supply wash clothes. If this is a “must have” item for you, you may request them ahead of your stay. Thank you for understanding as this helps keep our rent low for you and your family.

This home is located in Windsor at Westside, a luxurious gated resort that offers an exclusive vacation experience. Guests are welcome to enjoy a lengthy list of amenities including a 10,000-square-foot clubhouse, a lake, and pier, a community pool with a waterslide, a lazy river, and a kid's water playground. There is also a fitness center, tennis court, volleyball court, sweet shop, bar and lounge, kids center, and arcade - all onsite! Our community has implemented updated security and access procedures. Gate codes have been permanently deactivated, and all guests must now stop at the Tripoli Ct. guardhouse upon arrival. Access is granted with a proxy card, which will be issued upon presentation of a valid ID and booking confirmation (including property address and stay dates). A one-time $20 vehicle use fee will apply per vehicle starting August 1, 2025 . Each home has a maximum number of allowed vehicles, Any additional vehicles must be parked off-site. These new procedures are designed to enhance security and ensure a smooth experience for all guests.

Beyond the benefit of resort amenities, this location provided guests with convenient access to all the major theme parks. An endless list of shopping and dining is also mere minutes from the property!

For all reservations made through our official website, guests will be required to complete a secure verification process through our third-party partner, Autohost. This process helps us ensure the safety and integrity of all stays. Our full privacy policy, which explains how your information is handled and protected, is available upon request prior to booking.

'- This property is non-smoking. You will be fined $500 plus mitigation costs.
- Do not exceed the maximum number of cars or occupants.
- Do not park automobiles in the grass, as you will be towed/ticketed.
- Always observe quiet hours after 9 PM, as there are neighbors close by.
- If you are bringing a pet - please note that the Pet Fee is not included in the total price paid at booking. An additional Daily Pet Fee of $35 will be applied after the booking is complete. A maximum number of 2 pets can be brought to this property. If you have any questions or concerns please feel free to contact us. To avoid fines, please make sure your pet is on a leash and that you pick up after your pet.
- A 3-burner BBQ rental delivery is available at $115 or a 4-burner grill at $125 per week for your stay - the service is not included within your reservation rate. Please contact our Customer Care Team before your arrival to initiate the request.
- $24/night to heat the pool. Please let us know 24 hours in advance. We would recommend adding pool heat to your reservation between the months of November and April. If the temperature falls below 50 degrees, the heating unit may not heat the pool adequately and may shut down. The pool will only heat approximately 10-15 degrees above the outside temperature during the cold months.

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Bedding Bedding
Queen Bed icon
2 QUEEN BEDS
King Bed icon
1 KING BED
Twin Bed icon
4 SINGLE BEDS

Amenities 61 Amenities
  • Air conditioning
  • BBQ grill
  • Beach essentials
  • Bed linens
  • Blender
  • Body soap
  • Cable TV
  • Carbon monoxide detector
  • Ceiling fan
  • Coffee maker
  • Communal pool
  • Conditioner
  • Cookware
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Essentials
  • Fire Pit
  • Fishing
  • Free parking on premises
  • Game console
  • Game room
  • Garden or backyard
  • Garden View
  • Golf - Optional
  • Gym
  • Hair dryer
  • Heating
  • Hot tub
  • Hot water
  • Internet
  • Iron
  • Kitchen
  • Lake
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Museums
  • Outdoor pool
  • Oven
  • Pets allowed
  • Pool table
  • Private entrance
  • Private pool
  • Refrigerator
  • Shampoo
  • Shopping
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Theme Parks
  • Toaster
  • Town
  • TV
  • Washer
  • Water Parks
  • Wine glasses
  • Wireless Internet

Location Location

Reviews Rating 4.6 (16) Reviews
Rating 5
We enjoyed our Stay at Drs Jay and Christina Fun house. Check in was easy and the host is very responsive and communicative. The area is pretty quiet but you do hit traffic heading to the main road because several residential areas are near by. Overall my family and I enjoyed our little getaway.
Anonymous - Posted: 12/29/2025
Rating 5
A great place to stay with awesome amenities and a short drive to all the parks! We really enjoyed our stay and highly recommend!
Anonymous - Posted: 12/27/2025
Thank you, Edward! We're pleased to hear you enjoyed your stay and appreciated the amenities. Your recommendation means a lot to us. We can’t wait to welcome you back for another wonderful experience!
Grand Welcome staff
Posted: 1/3/2026
Rating 5
Everything was good!
Anonymous - Posted: 9/24/2025
Thank you, Sergio! We're thrilled to hear you had a good experience. Your feedback means a lot to us, and we look forward to welcoming you back for another great stay!
Grand Welcome staff
Posted: 9/29/2025
Rating 5
The place was as described. It is a nice place to be with kids and it seems very safe. The house pool is very handy and safe for kids, as is the complex's kids' pool. The kids loved it.
Anonymous - Posted: 8/25/2025
Rating 5
very good place, great host, very responsive and accommodating. can't wait to rebook
Anonymous - Posted: 8/15/2025
Rating 5
W O W! What an amazing place. I would 10/10 recommend. The place is extremely spacious well kept and clean ! Hosts were amazing responsive and accommodating ! Would love to stay here again soon!
Anonymous - Posted: 8/8/2025
Rating 5
Drs Jay and Christina were very good at communicating especially the day of arrival and after we arrived. To help us get into the property easily and also check in to see if anything was needed once we did arrive.
Anonymous - Posted: 7/30/2025
Thank you, Wendy, for your thoughtful feedback! We're glad you enjoyed your stay and appreciate your suggestions. Your comfort is our priority, and we look forward to welcoming you back for another great experience!
Grand Welcome staff
Posted: 8/10/2025
Rating 5
Amazing place!
Anonymous - Posted: 7/22/2025
Thank you, Laura! We're thrilled you had an amazing experience at our property. Your kind words mean a lot to us. We can’t wait to welcome you back for another wonderful stay!
Grand Welcome staff
Posted: 7/24/2025
Rating 4
Great place to stay my family had an amazing time
Anonymous - Posted: 7/18/2025
Thank you, Marion! We're thrilled to hear that you and your family had an amazing time. Your feedback warms our hearts, and we look forward to welcoming you back for another wonderful stay!
Grand Welcome staff
Posted: 7/23/2025
Rating 5
Loved the place !!! Easy check in , very helpful when contacted the host
Anonymous - Posted: 7/9/2025
Thank you so much, Kendra! I'm thrilled to hear you loved your stay and found the check-in process easy. Your kind words about our helpfulness mean a lot. We can't wait to welcome you back for another great experience!
Grand Welcome staff
Posted: 7/12/2025
Rating 4
Amazing they always make sure that as a guest who were informed of everything and not just once the multiple times throughout the process of observing his reservation in. The bathrooms are super clean and my family was so happy to be there. Great home.
Anonymous - Posted: 6/7/2025
Thank you so much for your truly wonderful review! We are absolutely delighted to hear that you felt so well-informed throughout your reservation process. We strive to provide clear and timely communication, and it's incredibly rewarding to know that this significantly contributed to your positive experience. Furthermore, we're thrilled that the bathrooms met your expectations for cleanliness and, most importantly, that your family was so happy during your stay in our home. Ensuring our guests' comfort and satisfaction is always our highest priority. It was a pleasure to host you and your family, and we sincerely hope to have the opportunity to welcome you back to our home in Orlando again soon.
Grand Welcome staff
Posted: 6/10/2025
Rating 3
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Anonymous - Posted: 6/1/2025
Rating 5
Owners were accommodating about extra pets and flexible with changes.
Kole L. - Posted:
Thank you for your kind words, Kole! We’re happy we could accommodate your needs and remain flexible so your stay was as smooth and enjoyable as possible. We hope to welcome you back again soon.
Grand Welcome staff
Rating 4
Good location, and responsive management company. I would have given it 5 stars if it weren’t for a couple of issues. We had booked with 12 people; however, the home only provides 10 bath towels. They had previously let me know that we had to bring our own washcloths, but didn’t let us know there were only going to be 10 bath towels. When we requested more, they said they were sorry and suggested we bring our own (impossible at that point since we flew across the country and had already arrived) or go buy more. The rugs and carpet are very stained and had some crusty things stuck to them, so when we arrived I had to vacuum the living room rug. Other than that, everything was cleaned well.
Elisia O. - Posted:
Rating 5
Very nice property! We didn't have much time to wnjoy it but the beds were very comfortable!
Shannon L. - Posted:
Rating 5
Spacious property with easy check in and responsive team with any concerns.
Trisha K. - Posted:
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