Title: Headline Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=96381365&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Headline Family-friendly holiday home in Kissimmee with a water park ## Photo gallery for Headline ![A heated pool - Headline (Kissimmee)](https://images.trvl-media.com/lodging/97000000/96390000/96381400/96381365/9ccb2540.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Headline (Kissimmee)](https://images.trvl-media.com/lodging/97000000/96390000/96381400/96381365/453189d2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, table football - Headline (Kissimmee)](https://images.trvl-media.com/lodging/97000000/96390000/96381400/96381365/ae6def44.jpg?impolicy=resizecrop&rw=297&ra=fit) ![7 bedrooms, iron/ironing board, WiFi, bed sheets - Headline (Kissimmee)](https://images.trvl-media.com/lodging/97000000/96390000/96381400/96381365/c69e0621.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Headline (Kissimmee)](https://images.trvl-media.com/lodging/97000000/96390000/96381400/96381365/29fdc78a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies You can look forward to a water park, an arcade/games room and laundry facilities at Headline. Stay connected with in-room WiFi. ### Entire home 7 bedrooms6 bathroomsSleeps 163281 sq ft ## Popular amenities - Pool - Kitchen - Washing machine - Dryer - Air-conditioning - Parking available ## 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. ### Headline Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 7 bedroom holiday villa can comfortably accommodate a larger family or group of up to 14 people. Home Features- 7 Bedrooms 6 Baths Fully Equipped Kitchen Wireless Internet Patio with Outdoor Furniture and Spacious Deck Spa-This is not a hot tub, this is only heated to the same temperature as the pool if pool heat is added Game Room with Pool Table, Air Hockey, and Foosball Full-Size Washer/Dryer Dishwasher Central Air Towels and Bed Linens Flat Screen Cable T.V. in Living Room, Loft, and All Bedrooms 3281 Square Feet Bedroom Configuration 1-King (Downstairs) 1-King (Upstairs) 1-King (Upstairs) 1-Queen (Upstairs) 1-Queen (Upstairs) 2-Fulls (Upstairs) 2-Fulls (Upstairs) Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast. ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transport - Car recommended - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Toaster ### Bedrooms - 7 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Towels provided ### Living spaces - Living room - Separate dining area ### Entertainment - TV with cable/satellite channels ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Housekeeping (limited availability) - Iron/ironing board - Phone ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping centre ### Things to do - Arcade/game room - Billiards/pool table - Foosball table - Heated pool - Tennis - Water park - Golfing nearby - Swimming nearby - Theme park nearby - Wildlife walks 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 - Deadbolt lock ### General - Property located in a resort - Unit size: 3,281 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350009/w1597h1065x3y0-379ba882.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor Swanky Kissimmee - Pool - Kitchen - Dryer - Pet-friendly [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=119350009&PinnedHotelID=119350009&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/72000000/71480000/71472300/71472232/4080bfff.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Near Disney Themed Luxury 5Bd with Pool Kissimmee - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=71472232&PinnedHotelID=71472232&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/78000000/77870000/77866200/77866158/ccc6627c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #56619 Orlando - Pool - Hot tub - Kitchen - Washing machine [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=77866158&PinnedHotelID=77866158&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76670000/76669100/76669073/be1e09e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #39350 Orlando - Pool - Kitchen - Washing machine - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=76669073&PinnedHotelID=76669073&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/47000000/46150000/46143000/46142928/935ac344.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Resort like: Pool, BBQ, Xbox & Club Access with Lazy River – 15 Min to Disney! Kissimmee - Pool - Hot tub - Kitchen - Washing machine 9.6 Exceptional 20 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=46142928&PinnedHotelID=46142928&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/63000000/62560000/62559600/62559577/fa236dba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2020 BRAND NEW LUXURY VILLA CLOSE DISNEY THEMED ROOM, 8 Kissimmee - Pool - Kitchen - Washing machine - Dryer 7.4 Good 26 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=62559577&PinnedHotelID=62559577&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/64000000/63120000/63112300/63112240/38f5d668.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family 5-Bedroom Villa w/ Private Pool & BBQ – Windsor at Westside Near Disney! Four Corners - Pool - Kitchen - Washing machine - Dryer 9.4 Exceptional 24 reviews £467 includes taxes & fees 9 Jan - 10 Jan 2026 [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-09&endDate=2026-01-10&selected=63112240&PinnedHotelID=63112240&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/97000000/96490000/96482400/96482380/8b42ca9e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 7Bed Pool Home with Game Room-2442TD Four Corners - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=96482380&PinnedHotelID=96482380&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/96000000/95900000/95894600/95894550/87068350.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor At Westside Dream Escape 2468 Kissimmee - Pool - Washing machine - Dryer - Free Wi-Fi [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=95894550&PinnedHotelID=95894550&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool, pool loungers](https://images.trvl-media.com/lodging/71000000/70020000/70016300/70016205/e85a689c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 7 Bed Villa with Pool/Spa W/Westside Kissimmee - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=70016205&PinnedHotelID=70016205&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in and check-out are 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadlock 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention A car is recommended for transport to and from this property ### Property is also known as 385021 ## 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%7C28.31672%2C-81.64724&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=5xslvNKKaZLSNMh2Mtgeutbz_qg=) Kissimmee, FL #### What's nearby - Northeast Regional Park \- 2 min drive \- 1.1 miles - Lake Davenport \- 2 min drive \- 1.1 miles - Four Corners FC \- 6 min drive \- 2.5 miles - Walt Disney World® Resort \- 10 min drive \- 5.6 miles - Disney Springs™ \- 19 min drive \- 12.8 miles #### Getting around - Kissimmee Station - 32 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 37 min drive #### Restaurants - ‪Wawa - ‬4 min drive - ‪Dutch Bros Coffee - ‬4 min drive - ‪McDonald's - ‬5 min drive - ‪7-Eleven - ‬2 min walk - ‪Twistee Treat Berry Town - ‬5 min drive ## Frequently asked questions ### Is Headline pet-friendly? ### How much is parking at Headline? ### What time is check-in at Headline? ### What time is check-out at Headline? ### Where is Headline located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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