Title: Happy Place at Windsor at Westside - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=104491856&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Happy Place at Windsor at Westside ## Photo gallery for Happy Place at Windsor at Westside ![Pool - Happy Place at Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/105000000/104500000/104491900/104491856/87f2ae36.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dishwasher - Happy Place at Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/105000000/104500000/104491900/104491856/d62732ab.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fitness facility - Happy Place at Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/105000000/104500000/104491900/104491856/ec181c2e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Happy Place at Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/105000000/104500000/104491900/104491856/649ba139.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Happy Place at Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/105000000/104500000/104491900/104491856/14d94306.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Happy Place at Windsor at Westside provides an arcade/game room and more. Stay connected with free WiFi in public areas. ### Entire home 7 bedrooms5 bathroomsSleeps 143315 sq ft ## Popular amenities - Kitchen - 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. ### Happy Place at Windsor at Westside An arcade/game room and free WiFi in public areas are available at this smoke-free cottage. The cottage features 5 bathrooms, a TV, and a kitchen with a dishwasher. Air-conditioned accommodations at this cottage offer irons/ironing boards. Accommodations have kitchens with dishwashers. Bathrooms include bathtubs or showers. ## Property amenities ### Kitchen - Dishwasher ### Bedrooms - 7 bedrooms - Bedsheets provided ### Bathroom - 5 private bathrooms - Bathtub or shower ### Entertainment - TV ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Arcade/game room ### Safety features - 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 not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/117000000/116770000/116763500/116763494/a4f6e324.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Loft & Leisure Villa 6 Bdrs! Kissimmee - Pool - Hot tub - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=116763494&PinnedHotelID=116763494&HadPinnedHotel=true®ionId=-1&adults=2) ![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/4e2c3202.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### FL- 1844 GOBI DR Kissimmee - Pool - Hot tub - Washer - Dryer CA $153 CA $502 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=115464733&PinnedHotelID=115464733&HadPinnedHotel=true®ionId=-1&adults=2) ![House](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649994/50d46aba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ultimate 6BR Fun Pool Table Movie Games Kissimmee - Free WiFi - Barbecue grill - Living/Dining area CA $164 CA $614 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=125649994&PinnedHotelID=125649994&HadPinnedHotel=true®ionId=-1&adults=2) ![Villa (Brand new 5 bedroom near Disney Priva) | Pool](https://images.trvl-media.com/lodging/50000000/49240000/49236500/49236478/00f303f8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bed 5 Ba Villa with Game Room, Pool & Spa Kissimmee - Spa - Barbecue grill [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=49236478&PinnedHotelID=49236478&HadPinnedHotel=true®ionId=-1&adults=2) ![House, 6 Bedrooms | Outdoor pool](https://images.trvl-media.com/lodging/35000000/34490000/34487300/34487221/ddb5392d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor at Westside 1852 Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=34487221&PinnedHotelID=34487221&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/75000000/74120000/74111900/74111846/w1536h1019x0y4-a18e6621.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 8br/6ba pool villa, Close to Disney,Resort-style heated Pool and Lazy River Kissimmee - Pool - Hot tub - Kitchen - Washer 8.4 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=74111846&PinnedHotelID=74111846&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114970000/114964400/114964396/9439188a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #132245 Orlando - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=114964396&PinnedHotelID=114964396&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/125000000/124760000/124755400/124755369/e3890929.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Elegant villa near Disney w/ pool & gameroom Kissimmee CA $242 CA $760 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=124755369&PinnedHotelID=124755369&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/77000000/76360000/76356000/76355913/6bff89f6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pool & Spa | 2 Theaters + Game Room | Themed BRs Kissimmee - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 68 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=76355913&PinnedHotelID=76355913&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/123000000/122760000/122754000/122753935/b8f340c1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor Gobi2 6BD with pool Kissimmee - Pool - Kitchen - Dryer - Air conditioning CA $161 CA $930 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&selected=122753935&PinnedHotelID=122753935&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=104491856&PinnedHotelID=104491856&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=104491856,116763494,115464733,125649994,49236478) ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: 12:00 AM ### Check-out Check-out before 10:00 AM ### Special check-in instructions The check-in location differs from the property location; go to: \[at\_the\_property\] Guests must contact the property for check-in information To make arrangements for check-in please contact the property at least 48 hours before arrival using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Smoking Smoking is not permitted ### Property payment types ## 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 This property accepts credit cards; cash is not accepted 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 not indicated whether there is a smoke detector on the property ### Property is also known as Happy At Windsor At Westside Happy Place at Windsor at Westside Cottage Happy Place at Windsor at Westside Kissimmee Happy Place at Windsor at Westside Cottage Kissimmee ## About the area Kissimmee is home to this cottage. 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. Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park are not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Cottages in Orlando](https://www.expedia.ca/Orlando-Cottages.d178294-aaCottages.Travel-Guide-Accommodation) ![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%7C28.31157%2C-81.64262&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=qVTpeAXrXP3Tfwhx3OMbA0XEwzk=) 1848 Gobi Drive,, Kissimmee, FL, 34747 ### What's nearby - ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Walt Disney World® Resort 10 min drive \- 10.4 km - ![www.alamy.com](https://images.trvl-media.com/place/6123780/2d890f64-a575-4c7f-b1c5-7e22efd4649c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney's Animal Kingdom® Theme Park 14 min drive \- 12.4 km - ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney Springs™ 20 min drive \- 23.1 km - ![Magic Kingdom® Park which includes rides](https://images.trvl-media.com/place/6123797/788d1b08-ae6d-4d61-86b9-eff1e639ae6e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Magic Kingdom® Park 21 min drive \- 22.5 km - Lake Davenport 3 min drive \- 2.7 km ### Getting around - Kissimmee Station 30 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 43 min drive ### Restaurants - Wawa 6 min drive - McDonald's 5 min drive - 7-Eleven 17 min walk - Dutch Bros Coffee 6 min drive - Circle K 6 min drive ## Frequently asked questions ### Is Happy Place at Windsor at Westside pet-friendly? ### What time is check-in at Happy Place at Windsor at Westside? ### What time is check-out at Happy Place at Windsor at Westside? ### Where is Happy Place at Windsor at Westside located? ## Have a question? 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