Title: Windsor Westside Amazing 5BR Pool Home, By Disney - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=114427663&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Windsor Westside Amazing 5BR Pool Home, By Disney Family-friendly villa with a water park and a fitness center ## Photo gallery for Windsor Westside Amazing 5BR Pool Home, By Disney ![Pool - Windsor Westside Amazing 5BR Pool Home, By Disney (Kissimmee)](https://images.trvl-media.com/lodging/115000000/114430000/114427700/114427663/f1c021f7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - Windsor Westside Amazing 5BR Pool Home, By Disney (Kissimmee)](https://images.trvl-media.com/lodging/115000000/114430000/114427700/114427663/f2dcf77f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, desk, iron/ironing board, free WiFi - Windsor Westside Amazing 5BR Pool Home, By Disney (Kissimmee)](https://images.trvl-media.com/lodging/115000000/114430000/114427700/114427663/df84ac54.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Windsor Westside Amazing 5BR Pool Home, By Disney (Kissimmee)](https://images.trvl-media.com/lodging/115000000/114430000/114427700/114427663/d69a9e73.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Windsor Westside Amazing 5BR Pool Home, By Disney (Kissimmee)](https://images.trvl-media.com/lodging/115000000/114430000/114427700/114427663/755bbab9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Take advantage of golfing on site, a water park, and a garden at Windsor Westside Amazing 5BR Pool Home, By Disney. For some rest and relaxation, visit the hot tub. In addition to a playground and an arcade/game room, guests can connect to free in-room WiFi. ### Entire home 5 bedrooms4 bathrooms2260 sq ft ## Popular amenities - Parking available - Dryer - Washer - Air conditioning - Gym - Hot tub ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Windsor Westside Amazing 5BR Pool Home, By Disney Welcome to your dream vacation home by FunStay Homes! Located in the prestigious Windsor at Westside Resort, a gated community with 24/7 security, this stunning 5-bedroom, 4-bathroom villa offers comfort, convenience, and luxury—perfect for families and groups visiting Disney and Orlando attractions. Home Highlights: ✅ 5 Spacious Bedrooms: \- 2 King Bedrooms (One with an en-suite bathroom) \- 2 Bedrooms with 2 Full Beds \- 1 Bedroom with Twin/Full Bunk Beds (Perfect for kids!) ✅ 4 Full Bathrooms: 2 Bedrooms with Private En-Suite Bathrooms ✅ Fully Equipped Gourmet Kitchen: Stainless steel appliances ✅ Dine-in area for family meals ✅ Private Pool with Child Safety Fence ✅ Resort-Style Amenities: Access to community clubhouse, pools, and recreational facilities ✅ Entertainment & Convenience: \- Free WiFi & digital cable TV \- LCD TV with DVD player \- Complimentary calls to the USA, Canada, and Mexico ✅ Family-Friendly Features: \- Baby gear included (crib & high chair) \- Fresh towels & linens provided ✅ Additional Comforts: Full-sized washer & dryer, Hair dryer, iron, and ironing board \*\*\*Please kindly note there is a maximum of 3 vehicles per reservation, as per resort policy. Unfortunately, we are not able to make any exceptions. ✅ Perfect Location: Only minutes from Disney, Universal Studios, and top attractions in Kissimmee, FL! Enjoy easy access to shopping, dining, and entertainment while staying in a tranquil, secure resort community. Experience resort-style living in this manned gated resort with 24/7 security features an 8,000-square-foot clubhouse, heated pools, a lazy river, water slides, a fitness center, and more. Located just minutes from Walt Disney World and Universal Studios, you\`re perfectly positioned to explore Orlando\`s best attractions, shopping, and dining. Water features include: • Lazy river • Zero entry pool • Heated spa • Kids’ water slide playground, • Private poolside cabana rentals Recreation amenities include: • Sand volleyball court • Hardcourt Basketball Other things to note: \*\*\*Please kindly note there is a maximum of 3 vehicles per reservation, as per resort policy. Unfortunately, we are not able to make any exceptions. \*All guests can enjoy the resort amenities free of charge. \*Pool Heat is available for $30 dollars per night and must be turned on for the duration of the stay. Heating will typically run on a timer from morning to evening each day. If the stay coincides with extremely cold temperatures, the pool may not heat all the way to the desired temperature. Please let us know in advance if you’d like to add this to your reservation. \*Please kindly note that Pool Heat is Not offered throughout (April to October) due to increased outside air temperature/summer heat and humidity with not being able to feel the full effects. \*Please note that a professional pool technician visits once weekly at unannounced times for maintenance and cleaning, ensuring the pool meets safety standards. The technician enters the property from outside the home/exterior lanai and does not enter indoors. \*Please note that this home is considered to be self-catering. We do provide complimentary items to start your trip including one trash bag, toilet paper, paper towels, and dish detergent for your use. For additional supplies you may need to consume during your stay, you may purchase them from the nearby local markets. \*There is no usable BBQ grill on the property. A BBQ grill with propane can be rented and delivered for your entire stay by a local vendor for an additional charge. If you may be interested, please let us know and we will provide you more information for setup. \*Pets are NOT allowed. \*Smoking is not allowed inside. \*Parties and events are prohibited \*The HOA of the vacation home resort community this home is located in has strict quiet time rules after 10:00 pm \*Please kindly note that, as part of the resort’s policy, commercial vehicles with business logos, trailers, RVs, or boats are not permitted to park inside the resort. If the home is not available for your desired travel, please click our FunStay Homes profile to view similar homes that might fit your vacation. We look forward to hosting you! ## Property amenities ### Pool/Spa - Communal pool - Hot tub - Private pool ### Internet - Available in the villa: Free WiFi ### Parking and transportation - Car recommended - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - Near an outlet shopping mall ### Things to do - Arcade/game room - Golf - Gym - Optional golf privileges - Tennis - Water park - Basketball nearby - Swimming nearby - Theme park nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden - Property located in a resort - Unit size: 2,260 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/102000000/101300000/101295500/101295428/7646aa2d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### NEW Amazing 5 Bedrooms at Windsor Westside Kissimmee - Pool - Kitchen - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=101295428&PinnedHotelID=101295428&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89990000/89980600/89980560/511ab034.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Magical Reunion Townhouse: Private Pool & Theme Parks! Orlando - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=89980560&PinnedHotelID=89980560&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/fb4d8d98.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=75004670&PinnedHotelID=75004670&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/104000000/103270000/103269700/103269675/74a3c8ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedrooms/ 4.5 Bathrooms/ Windsor Westside (2413 DS) Kissimmee - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review CA $254 CA $777 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-21&endDate=2025-12-22&selected=103269675&PinnedHotelID=103269675&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/75000000/74700000/74698300/74698296/3b0e6cdc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedroom / 4.5 Bathroom Windsor at Westside (2444 DS) Kissimmee - Pool - Kitchen - Washer - Dryer CA $636 CA $1,279 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=74698296&PinnedHotelID=74698296&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/111000000/110320000/110312600/110312545/a005ea2d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Two Homes Close to Disney, Lazy River Pool / BBQ Kissimmee - Pool - Hot tub - Kitchen - Washer CA $579 CA $1,533 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-21&endDate=2025-12-22&selected=110312545&PinnedHotelID=110312545&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/104000000/103990000/103987700/103987603/w3000h1998x0y1-83cfded9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Premium 5-Bed Townhome, Themed, Perfect Location Kissimmee - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=103987603&PinnedHotelID=103987603&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109510000/109504400/109504331/f2b122d3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 5-bedroom Town home Pvt Pool, BBQ & Free Water Park Access Near Disney Kissimmee - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=109504331&PinnedHotelID=109504331&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/123000000/122590000/122580300/122580220/c05ed8d8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor 5BR Villa w/ Pool – Near Disney Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=122580220&PinnedHotelID=122580220&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/60000000/59950000/59945700/59945679/5377e61d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedrooms / 4.5 Bathrooms / Windsor Westside (2412 DS) Kissimmee - Pool - Kitchen - Washer - Dryer 8.0 Very good 1 review CA $540 CA $1,059 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=59945679&PinnedHotelID=59945679&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 10:00 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 Pets not 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated 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 ### We should mention A car is recommended for transportation to and from this property ### Property is also known as 373820 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31581%2C-81.64806&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=r-SKMhnjym5hB4OiSCZQLepdjYU=) Kissimmee, FL #### What's nearby - Northeast Regional Park \- 2 min drive \- 1.7 km - Lake Davenport \- 2 min drive \- 1.7 km - Four Corners FC \- 6 min drive \- 4.0 km - Walt Disney World® Resort \- 10 min drive \- 9.1 km - Disney Springs™ \- 19 min drive \- 20.6 km #### Getting around - Kissimmee Station - 30 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬5 min drive - ‪McDonald's - ‬5 min drive - ‪7-Eleven - ‬5 min walk - ‪Twistee Treat Berry Town - ‬5 min drive - ‪Circle K - ‬5 min drive ## Frequently asked questions ### Does Windsor Westside Amazing 5BR Pool Home, By Disney have a pool? ### Is Windsor Westside Amazing 5BR Pool Home, By Disney pet-friendly? ### How much is parking? ### What time is check-in at Windsor Westside Amazing 5BR Pool Home, By Disney? ### What time is check-out at Windsor Westside Amazing 5BR Pool Home, By Disney? ### Where is Windsor Westside Amazing 5BR Pool Home, By Disney located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question