Title: 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=75004670&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) Family-friendly vacation home with a water park and a fitness center ## Photo gallery for 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) ![Pool - 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) (Kissimmee)](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/fb4d8d98.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) (Kissimmee)](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/8a83a888.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) (Kissimmee)](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/d35d2e9a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) (Kissimmee)](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/a9f4629c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) (Kissimmee)](https://images.trvl-media.com/lodging/76000000/75010000/75004700/75004670/0ae38d0a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the charm of Windsor At Westside with this spacious 5-bedroom villa. Enjoy a refreshing morning by the private pool or explore resort amenities like a clubhouse, gym, and lounge. With a fully equipped kitchen and free parking, your stay is sure to be convenient and memorable. ## Reviews 9.2 Wonderful ### Entire home 5 bedrooms4 bathroomsSleeps 12 ## Popular amenities - Pool - Kitchen - Washer - Dryer - Air conditioning - Gym ## 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. ### 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) • Community: Windsor At Westside • 5 Bedrooms/ 4.5 Bathrooms/ Sleeps 12 • Disney (6.7 mi) SeaWorld (16.2 mi) Legoland (28.0 mi) • Convention Center (10.5 mi) Universal Studios (20.0 mi) • Location: Tangier Drive, Kissimmee, FL 34747 DETAILS • Central AC • Washer & Dryer • Cable TV & Wi-Fi • Fully Equipped Kitchen • Towels & Linens Provided • Washcloths Are Not Provided • Family Room with Flat Screen TV • Hair Dryers, Iron & Ironing Board • Private Door Code for Each Guest Stay • Outdoor Patio Furniture with Sun Loungers • Pack 'n play/ High Chair (Free Upon Request) • Private Screened-in Pool + Child Safety Pool Fence \- BEDROOM SETUP FIRST FLOOR • Bedroom 1: 1 King Bed (Private Bathroom) 1/2 Bath Near Kitchen SECOND FLOOR • Bedroom 2: 1 King Bed (Private Bathroom) • Bedroom 3: 1 Queen Bed • Bedroom 4: 1 Bunk Bed (Twin Over Twin) + 1 Full Bed • Bedroom 5: 2 Twin Beds \- USEFUL INFORMATION • CHECKING IN AND OUT \- Check-in after 4:00 PM \- Checkout before 10:00 AM • WINDSOR AT WESTSIDE PARKING \- Parking is free. \- Maximum of 3 Vehicles. Vehicles exceeding the limit will not be permitted entry and must arrange for offsite parking. \- Commercial vehicles, RV's, trailers, buses, golf carts, recreational vehicles or watercraft is not permitted at Windsor At Westside. There is a $50 fee violation. • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. Please stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. • POOL HEAT - OPTIONAL 1-Cost: $35 per day. 2-Minimum: 2 consecutive days. 3-Temperature will not exceed 95F. 4-Must be requested 48h in advance. 5-Attached spa is NOT a jacuzzi. It does not have jets. It can only be heated if the entire pool is heated. They both will have the same temperature. 6-Heater works through HEAT EXCHANGE and WILL NOT WORK in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund. Our pool heater pumps have a safety system that prevents overheating of the element when the pump is working overtime in cold weather conditions. This way causes a temporary shut off of services automatically until the pump can regain its functionality efficiently. This is optional and may not be available at times. • BBQ RENTAL - OPTIONAL \- Cost: $75 All Stay • TRASH DISPOSAL Please dispose the trash daily in the plastic bench or dumpster to keep a clean home. • HOUSEKEEPING There is no daily housekeeping service provided in the rental rate. Before check-in, the unit will be thoroughly cleaned and inspected by a professional cleaning company. Mid-stay cleaning services during your stay can be requested for an additional fee. • ONLINE PURCHASE If the online seller uses USPS, it will not get delivered as the Post Office does not recognize vacation homes as regular addresses and the package will be returned back to the sender. Only UPS, DHL and FEDEX delivers them. In some resorts the packages are delivered to the clubhouse. Fees may apply. Some resorts may not accept them. Keep in mind we are not responsible for unexpected issues with your online purchases. If you have any questions, please contact us. • WINDSOR AT WESTSIDE RESORT AMENITIES \- Extraordinary 5000 sq.ft. clubhouse \- Lounge \- Lake Pier \- Lazy River \- Water Slide \- Sundry Shop \- Games Room \- Fitness Center \- Kids Play Area \- Gated Community \- Pool Side Tiki Bar \- Huge Resort-Style Pool \- Tennis and Basketball Courts \- Volleyball Court And Soccer Field PLEASE NOTE: Additional charges apply when the owner has to fix something or pay for additional cleaning if not complied. ## Property amenities ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Car recommended - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Hair dryer - Towels provided ### Living spaces - Living room ### Entertainment - Games - TV ### Outdoor areas - Barbecue grill - Outdoor furniture - Porch/lanai ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Iron/ironing board ### Location highlights - Near a health/beauty spa - Near an outlet shopping mall ### Things to do - Arcade/game room - Gym - Water park - Swimming 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 - Property located in a resort ## Similar properties ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89990000/89980600/89980560/511ab034.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Reunion Dream Home: Private Pool, Near Theme Parks! Orlando - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=89980560&PinnedHotelID=89980560&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 $145 CA $631 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&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 $171 CA $664 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&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 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=110312545&PinnedHotelID=110312545&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=2026-01-10&endDate=2026-01-11&selected=109504331&PinnedHotelID=109504331&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=2026-01-10&endDate=2026-01-11&selected=103987603&PinnedHotelID=103987603&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/77000000/76630000/76626400/76626306/2ac15940.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lovely 5BR/4BA w/ Private Heated Pool & BBQ Grill Four Corners - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=76626306&PinnedHotelID=76626306&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 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=59945679&PinnedHotelID=59945679&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=2026-01-10&endDate=2026-01-11&selected=122580220&PinnedHotelID=122580220&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/70000000/69740000/69737100/69737021/a555a602.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Themed rooms - Resort acess Kissimmee - Kitchen - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=69737021&PinnedHotelID=69737021&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: 18 ### 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 367343 ## 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%7C28.31532%2C-81.64714&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=yGAfwtFP-vgiazrYfW1Ba4Xdf9g=) 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 - 33 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 29 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬4 min drive - ‪McDonald's - ‬5 min drive - ‪7-Eleven - ‬4 min walk - ‪Twistee Treat Berry Town - ‬5 min drive - ‪Circle K - ‬5 min drive ## Frequently asked questions ### Does 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) have a pool? ### Is 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) pet-friendly? ### How much is parking? ### What time is check-in at 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD)? ### What time is check-out at 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD)? ### Where is 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 5 Bedroom / 4.5 Bathroom Windsor Westside (2414 TD) Reviews ## Reviews 9.2 ### Wonderful ## Expedia's Latest Trends ### Hotels > [Playa Largo Resort & Spa, Autograph Collection](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) > > [Seminole Hard Rock Hotel & Casino Tampa](https://www.expedia.ca/Tampa-Hotels-Seminole-Hard-Rock-Hotel-Casino-Tampa.h1044188.Hotel-Information) > > [Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort](https://www.expedia.ca/St-Augustine-Hotels-Embassy-Suites-By-Hilton-St-Augustine-Beach-Oceanfront-Resor.h1047488.Hotel-Information) > > [Four Seasons Resort Punta Mita](https://www.expedia.ca/Puerto-Vallarta-Hotels-Four-Seasons-Resort-Punta-Mita.h519048.Hotel-Information) > > [Dreams Aventuras Riviera Maya - All Inclusive](https://www.expedia.ca/Puerto-Aventuras-Hotels-Dreams-Aventuras-Riviera-Maya-All-Inclusive.h659684.Hotel-Information) > > [Zedwell Piccadilly Circus](https://www.expedia.ca/London-Hotels-Zedwell-Piccadilly-Trocadero.h42297074.Hotel-Information) > > [Family Hotels in Riviera Maya](https://www.expedia.ca/Riviera-Maya-Hotels-Family-Hotel.0-0-d602901-tFamilyHotel.Travel-Guide-Filter-Hotels) > > [Palmetto Beachfront Hotel, a By the Sea Resort](https://www.expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) > > [Four Points by Sheraton Fort Lauderdale Airport - Dania Beach](https://www.expedia.ca/Fort-Lauderdale-Hotels-Four-Points-By-Sheraton-Fort-Lauderdale-Airport-Dania-Beach.h2650267.Hotel-Information) > > [Hotels in Toronto](https://www.expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) > > [Park Royal Beach Cancun - All Inclusive](https://www.expedia.ca/Cancun-Hotels-Park-Royal-Beach-Cancun-All-Inclusive.h571410.Hotel-Information) > > [Avanti International Resort](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) > > [Holiday Inn Miami West - Airport Area by IHG](https://www.expedia.ca/Miami-Hotels-Holiday-Inn-Miami-West-Airport-Area.h3672.Hotel-Information) > > [Alhambra Villas](https://www.expedia.ca/Kissimmee-Hotels-Alhambra-Villas.h1784933.Hotel-Information) > > [The Ritz-Carlton, Amelia Island](https://www.expedia.ca/Jacksonville-Hotels-The-Ritz-Carlton.h27136.Hotel-Information) > > [The Ritz-Carlton Naples, Tiburón](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) ### Flights > [Flights from Toronto (YYZ) to Montreal (YUL)](https://www.expedia.ca/lp/flights/yyz/yul/toronto-to-montreal) > > [Flights from Toronto (YYZ) to Manila (MNL)](https://www.expedia.ca/lp/flights/yyz/mnl/toronto-to-manila) > > [Flights from Honolulu (HNL) to Brisbane (BNE)](https://www.expedia.ca/lp/flights/hnl/bne/honolulu-to-brisbane) > > [Flights from Montreal (YUL) to New York (LGA)](https://www.expedia.ca/lp/flights/yul/lga/montreal-to-new-york) ### Cars ### Packages > [all inclusive vacations](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations) > > [Thailand Vacations](https://www.expedia.ca/Thailand.d178.Destination-Travel-Guides) > > [Mexico](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/117/Mexico) > > [Manitoba Vacations](https://www.expedia.ca/Manitoba.d11148.Destination-Travel-Guides) ### Vacation Rentals