Title: Timeless Memories at Windsor Westside - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Timeless Memories at Windsor Westside Vacation home in Kissimmee with kitchen and fireplace ## Photo gallery for Timeless Memories at Windsor Westside ![Outdoor pool - Timeless Memories at Windsor Westside (Kissimmee)](https://images.trvl-media.com/lodging/91000000/90940000/90931100/90931044/f821e14b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House, Multiple Beds, Pool Access, Garden View | Living area - Timeless Memories at Windsor Westside (Kissimmee)](https://images.trvl-media.com/lodging/91000000/90940000/90931100/90931044/d668f683.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Multiple Beds, Pool Access, Garden View | Interior - Timeless Memories at Windsor Westside (Kissimmee)](https://images.trvl-media.com/lodging/91000000/90940000/90931100/90931044/91c04f9f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Multiple Beds, Pool Access, Garden View | Property grounds - Timeless Memories at Windsor Westside (Kissimmee)](https://images.trvl-media.com/lodging/91000000/90940000/90931100/90931044/aa3047fe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Multiple Beds, Pool Access, Garden View | Private kitchen - Timeless Memories at Windsor Westside (Kissimmee)](https://images.trvl-media.com/lodging/91000000/90940000/90931100/90931044/143b8a55.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Timeless Memories at Windsor Westside provides an adjacent golf course and more. Stay connected with free in-room WiFi. ## Popular amenities - Pool - Parking included - Free WiFi - Air conditioning - Kitchen ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-08&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-08&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ## You may also like Ad ![Aerial view](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/5000000/4700000/4691700/4691657/e58502b7_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Grove Resort & Water Park Orlando Winter Garden - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-Timeless-Memories-At-Windsor-Westside.h90931044.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-Timeless-Memories-At-Windsor-Westside.h90931044.Hotel-Information) ## About the area Located in Kissimmee, this vacation home is in a shopping district and next to a golf course. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Vacation homes in Orlando](https://www.expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=28.30936,-81.64343&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:s%60ykDl%7EhqN%40Q%3FO%3FQ%40S%3FO%40Q%40Q%40Q%40Q%40OBQ%40QBQBOBQBOBQDQBODQBODODQDMFQDMDQFMFOFOFOFOFMFMHOFMHMHMHMHMHMHMHKJMHKJKHKJKJKJKJKJILIJKJILIJILIJILGLGLILGLGLGLELGNGLELENELCNELCNELCNCNELANCNALCN%3FNCNAN%3FN%3FLAN%3FN%3FN%3FN%3FL%40N%3FN%3FN%40NBN%3FLBN%40NBL%40NDNBLBNDLBNDLBNDLDLFNDLFLDLHLDLFLHLFLFJHLHJHLHJHJJLHJHJJJJJJJJHJJJHJJLHJHLHLHLHLHLHLFLHNFNFJFNFNFNFNFLDPDLFPDNDNDNBNDPBNDPBPBNBPBNBP%40PBP%40N%40P%40P%40P%40P%3FN%40R%3FP%3FN%40PAP%3FP%3FPAP%3FNARAPANAPAPCPANCPCPCNCPCPENCPENCNEPELEPGNENENGNGLGPGLGNGLGNILGLINILIJILILILIJKLIJKJIJKJKJKLKHKHMJKHKHMJKFMJKFMHMFMFMFMFMFMDMFODMFMDODMBODMDOBMBODOBM%40OBOBM%40O%40O%40O%40O%40O%3FM%40O%3FO%3FO%3FO%3FMAO%3FOAOAOAOAMAOCOCMAOCOEMCOCMEOEMCOEMEMEOGMGMEMEMIMGMGMGMIKGMKKGMKKIKIMKKIKIKMKKKKIKKKIKKMIKIMIMIMIKIMIOGMIMGMGOGOGMGQGMGOEOEOGOEOEOEQCOEOCQEOCQCQCOCQCQAOCQAQAQAOAQAS%3FOAQ%3FQ%3FQAQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=aR33G4rdBARjdfLDooDyoZdV7GY=) Kissimmee, FL ### 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 9 min drive \- 9.7 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 20 min drive \- 21.8 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 - Northeast Regional Park 3 min drive \- 2.4 km - Lake Davenport 3 min drive \- 2.4 km ### Getting around - Kissimmee Station 31 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 40 min drive ### Restaurants - Wawa 6 min drive - Dutch Bros Coffee 6 min drive - McDonald's 5 min drive - 7-Eleven 13 min walk - Circle K 6 min drive ## About this property ### Timeless Memories at Windsor Westside Vacation home near ChampionsGate Golf Club Timeless Memories at Windsor Westside provides an adjacent golf course and more. Guests can connect to free in-room WiFi. Additional perks include: - An outdoor pool - Free self parking - Smoke-free premises and a billiards/pool table Room features All guestrooms at Timeless Memories at Windsor Westside offer thoughtful touches such as fireplaces and air conditioning, in addition to amenities like free WiFi and separate dining areas. Extra amenities include: - 6 bathrooms with tubs or showers - 40-inch TVs with digital channels - Separate dining areas, kitchens, and refrigerators ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/89000000/88430000/88429400/88429343/4ccff740.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Resort house Private Pool Hot Tub Theater Very Close to Clubhouse! 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Kissimmee - Pool - Hot tub - Kitchen - Washer 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&selected=118393761&PinnedHotelID=118393761&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223010/66bc078f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2026 Themed Luxury 09 Bedrooms At Solara Resort Kissimmee - Pool - Kitchen - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&selected=124223010&PinnedHotelID=124223010&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/123000000/122170000/122168500/122168422/aed84c7e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2025 Themed 09 Bedrooms At Solara/LED Pool TV Kissimmee - Pool - Kitchen - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&selected=122168422&PinnedHotelID=122168422&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&selected=90931044&PinnedHotelID=90931044&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=90931044,88429343,78482336,22234944,119821118) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM Contactless check-out available ### Special check-in instructions There is no front desk at this property Guests will receive an email within 24 hours before arrival with check-in instructions and an access code; access will be through a private entrance Information provided by the property may be translated using automated translation tools ### Access methods Access code, private entrance ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Property payment types ## Important information ### Optional extras - Equipment fee: USD 35 per stay - Heated pool maintenance fee: USD 39 per day The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### 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 This property is professionally cleaned ### We should mention This property does not have elevators ### Property is also known as Timeless Memories at Windsor Westside Kissimmee Timeless Memories at Windsor Westside Private vacation home ## Frequently asked questions ### Does Timeless Memories at Windsor Westside have a pool? ### Is Timeless Memories at Windsor Westside pet-friendly? ### How much is parking? ### What time is check-in at Timeless Memories at Windsor Westside? ### What time is check-out at Timeless Memories at Windsor Westside? ### Where is Timeless Memories at Windsor Westside located? ## Have a question? 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