Title: "Sunnyside Up" Luxurious Townhome w/private pool - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=101323141&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # "Sunnyside Up" Luxurious Townhome w/private pool Family-friendly vacation home in Kissimmee ## Photo gallery for "Sunnyside Up" Luxurious Townhome w/private pool ![Terrace/patio - "Sunnyside Up" Luxurious Townhome w/private pool (Kissimmee)](https://images.trvl-media.com/lodging/102000000/101330000/101323200/101323141/0a81099b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - "Sunnyside Up" Luxurious Townhome w/private pool (Kissimmee)](https://images.trvl-media.com/lodging/102000000/101330000/101323200/101323141/7108a071.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - "Sunnyside Up" Luxurious Townhome w/private pool (Kissimmee)](https://images.trvl-media.com/lodging/102000000/101330000/101323200/101323141/69d3c87f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - "Sunnyside Up" Luxurious Townhome w/private pool (Kissimmee)](https://images.trvl-media.com/lodging/102000000/101330000/101323200/101323141/7cc52776.jpg?impolicy=resizecrop&rw=297&ra=fit) ![A heated pool - "Sunnyside Up" Luxurious Townhome w/private pool (Kissimmee)](https://images.trvl-media.com/lodging/102000000/101330000/101323200/101323141/6e2e4ca7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Welcome to Sunnyside Up, a modern townhouse in the fantastic resort of Windsor at Westside. Relax in the beautiful, south-facing patio with a heated private pool and BBQ or enjoy quality time with family in one of the spacious lounges. ## Reviews 10 Exceptional ### Entire home 5 bedrooms5 bathroomsSleeps 112263 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## 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. ### "Sunnyside Up" Luxurious Townhome w/private pool Welcome to "Sunnyside Up" a modern townhouse in the fantastic resort of Windsor at Westside. This modern spacious home has a beautiful, south-facing, spacious patio with a heated private pool & BBQ. Two modern adult bedroom with King size beds, one bedroom with a queen size bed, and two fun kids rooms, each with twin bunk beds and a full size bed in both. A spacious second lounge in the loft area gives the youngsters their own privacy. This beautiful vacation rental awaits you and your family! ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car recommended ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Games - Smart TV with cable/satellite channels - Video games ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Heated pool ### 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden - Property located in a resort - Unit size: 2,263 square feet ## Similar properties ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100340000/100335300/100335260/bbe7c12a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family Oasis: Private Pool, BBQ, Xbox & Disney Nearby! Kissimmee - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=100335260&PinnedHotelID=100335260&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/118000000/117420000/117413400/117413379/c78bce77.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 5-bedroom townhome with WiFi, AC in wonderful Kissimmee Kissimmee - Washer - Dryer - Pet friendly - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=117413379&PinnedHotelID=117413379&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101220000/101212300/101212234/35401ac0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Townhouse with Private Pool. Book Now! #22428 Orlando - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=101212234&PinnedHotelID=101212234&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/104000000/103760000/103759200/103759183/bc8fef0c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The ultimate family oasis with Clubhouse Access. Just 8 miles to DisneyWorld Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=103759183&PinnedHotelID=103759183&HadPinnedHotel=true®ionId=-1&adults=2) ![House](https://images.trvl-media.com/lodging/121000000/120390000/120384400/120384382/979ee6dd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 5BR Villa w Private Pool Near Disney Kissimmee - Parking included - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=120384382&PinnedHotelID=120384382&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122900000/122891200/122891135/b1170b72.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 5BR Villa w/Pool Near Theme Parks Kissimmee - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=122891135&PinnedHotelID=122891135&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/118000000/117420000/117413900/117413816/e365b745.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SuperHero's 5-bedroom townhome with Private pool Near DisneyWorld Kissimmee - Washer - Dryer - Pet friendly - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=117413816&PinnedHotelID=117413816&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101300000/101295700/101295603/ebd35e1c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #91367 Orlando - Pool - Kitchen - Washer - Air conditioning CA $273 CA $810 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=101295603&PinnedHotelID=101295603&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/93000000/92790000/92787800/92787703/4887d57f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedrooms/ 4.5 Bathrooms/ Windsor Westside (8924 SA) Kissimmee - Pool - Kitchen - Washer - Dryer CA $196 CA $698 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=92787703&PinnedHotelID=92787703&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/85000000/84200000/84195300/84195246/af3d2ff4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pool home \*Resort Amenities\* Themed Rooms Kissimmee - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=84195246&PinnedHotelID=84195246&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, a first aid kit, and a deadbolt lock 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 orp5b5fc7ex ## 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%7C28.31451%2C-81.64717&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=CtUYKuJ0Gzo0bX2MsHqe4rhTuPY=) Kissimmee, FL #### What's nearby - Northeast Regional Park \- 3 min drive \- 2.1 km - Lake Davenport \- 3 min drive \- 2.1 km - Walt Disney World® Resort \- 11 min drive \- 9.4 km - Disney's Animal Kingdom® Theme Park \- 15 min drive \- 11.4 km - Disney Springs™ \- 20 min drive \- 20.9 km #### Getting around - Kissimmee Station - 30 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 34 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬4 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 "Sunnyside Up" Luxurious Townhome w/private pool have a pool? ### Is "Sunnyside Up" Luxurious Townhome w/private pool pet-friendly? ### What time is check-in at "Sunnyside Up" Luxurious Townhome w/private pool? ### What time is check-out at "Sunnyside Up" Luxurious Townhome w/private pool? ### Where is "Sunnyside Up" Luxurious Townhome w/private pool located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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