Title: Windsor at Westside-18900 5BR · Pool · Disney Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=7927&destination=Kissimmee%2C+Florida%2C+United+States+of+America&selected=95122029&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Windsor at Westside-18900 5BR · Pool · Disney ## Photo gallery for Windsor at Westside-18900 5BR · Pool · Disney ![Pool - Windsor at Westside-18900 5BR · Pool · Disney (Kissimmee)](https://images.trvl-media.com/lodging/96000000/95130000/95122100/95122029/07955b1c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Sports court - Windsor at Westside-18900 5BR · Pool · Disney (Kissimmee)](https://images.trvl-media.com/lodging/96000000/95130000/95122100/95122029/2c9c0873.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Windsor at Westside-18900 5BR · Pool · Disney (Kissimmee)](https://images.trvl-media.com/lodging/96000000/95130000/95122100/95122029/a1e6b9bb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Windsor at Westside-18900 5BR · Pool · Disney (Kissimmee)](https://images.trvl-media.com/lodging/96000000/95130000/95122100/95122029/311e5207.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - Windsor at Westside-18900 5BR · Pool · Disney (Kissimmee)](https://images.trvl-media.com/lodging/96000000/95130000/95122100/95122029/53aae32d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience luxury living at Windsor at Westside, a gated community in Kissimmee, Florida. This upscale home offers 5 bedrooms and a private screened-in pool with lanai where you can soak up the sun or enjoy the patio's outdoor furniture. ### Entire condo 5 bedrooms4 bathroomsSleeps 10 ## Popular amenities - Pool - Hot tub - Kitchen - Washing machine - Dryer - Air-conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Windsor at Westside-18900 5BR · Pool · Disney Summary: Windsor at Westside-18900 5BR · Pool · Disney The Space: 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 5 bedroom holiday villa can comfortably accommodate a larger family or group of up to 10 people. Home Features 5 Bedrooms 4.5 Baths Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Patio with Outdoor Furniture and Spacious Deck Private Screened-in Pool and Lanai - Optional Pool Heat $40 a Day Upstairs Loft Full-Size Washer/Dryer Dishwasher Central Air Towels and Bed Linens Wireless Internet Flat Screen Cable TV in Living Room, Loft, and All Bedrooms Bedroom Configuration 1-King 1-Queen 1-Queen 1-Queen 2-Twins 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. Resort Disclaimer: Guests can use resort amenities, some with additional guest fees. We're not liable for closures or changes, and refunds won't be provided. 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 Central Florida's renowned coastal region is only a short drive from Windsor at Westside! Within an hour you can be sunbathing in the Sunshine States fabulous Atlantic Coast and within only 50 miles you can enjoy the amazing waters of the Gulf Coast. ## Property amenities ### Pool/Spa - Communal pool - Hot tub - Private pool ### Internet - Available in the condo: WiFi ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Bathtub - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Flat-screen TV with cable channels ### Outdoor areas - Furnished patio ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - Near a zoo ### Things to do - Gym - Optional golf privileges - Water park - Theme park 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 - Gated community - Property located in a resort ## Similar properties ![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/100000000/99300000/99292500/99292463/322abb74.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Modern Decor Best Location Private Pool Kissimmee - Free Wi-Fi £496 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=99292463&PinnedHotelID=99292463&HadPinnedHotel=true®ionId=-1&adults=2) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111680000/111671800/111671730/7daf94fd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### EV\_2307 - 5 Bed 4.5 Bath Townhome with Screened-In Splash Pool, Custom Kids Bedr Bay Lake - Pool - Kitchen - Washing machine - Dryer 8.0 Very good 5 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=111671730&PinnedHotelID=111671730&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76700000/76692700/76692648/23ecc392.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Townhouse with Private Pool. Book Now! #39274 Orlando - Pool - Kitchen - Washing machine - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=76692648&PinnedHotelID=76692648&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114970000/114965700/114965636/87294339.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Townhouse with Private Pool. Book Now! #116043 Orlando - Pool - Kitchen - Washing machine - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=114965636&PinnedHotelID=114965636&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/52000000/51260000/51258000/51257905/63c94fcf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### RP2769 Storey Lake Condo 5 Bed 5 Bath Private Pool & Free Waterpark Kissimmee - Pool - Kitchen - Washing machine - Dryer 7.0 Good 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=51257905&PinnedHotelID=51257905&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/119000000/118010000/118000500/118000493/b2ef1ab9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Top Stunning Toy Story DLuxx at Windsor Cay 16101 Clermont - Pool - Kitchen - Dryer - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=118000493&PinnedHotelID=118000493&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/47000000/46140000/46138200/46138139/3fecb424.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### (EE2731) Storey Lake VILLA 5/5, Private Pool & Free Waterpark Kissimmee - Pool - Kitchen - Washing machine - Dryer 7.6 Good 9 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=46138139&PinnedHotelID=46138139&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/111000000/110150000/110142800/110142714/4cc48858.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5-Suite Resort Villa Minutes From Disney Parks 759 Kissimmee - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=110142714&PinnedHotelID=110142714&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/60000000/59820000/59814700/59814656/e6e922ba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### GV8987 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark Kissimmee - Pool - Kitchen - Washing machine - Dryer 8.6 Excellent 22 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=59814656&PinnedHotelID=59814656&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90010700/90010668/a16f9f5b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### JC4338 Storey Lake Home 5 bed 5 bath Free Waterpark Kissimmee - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 3 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=90010668&PinnedHotelID=90010668&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=95122029&PinnedHotelID=95122029&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=95122029,99292463,111671730,76692648,114965636) ## Policies ### Check-in Check-in time starts at 4:00 PM 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 ### Rules GENERAL RULES: The primary guest must be at least 21 years old and must be present for the entire stay. Reservations that do not meet this requirem... ### 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 This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room 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. ### Property is also known as 6452b47fa93bd60039c90000 ## About the area Located in Kissimmee, this condo is near theme parks. 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.co.uk/Kissimmee.dx7927) [View more Condo rentals in Orlando](https://www.expedia.co.uk/Orlando-Condos.d178294-aaCondos.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%7C28.31452%2C-81.64566&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_8vqS5J4qJyoow0DhnYLDB_T8uY=) 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 \- 5.9 miles - ![Magic Kingdom® Park](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 \- 13.4 miles - ![Disney Springs™](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 \- 14.1 miles - Northeast Regional Park 2 min drive \- 1.3 miles - Lake Davenport 3 min drive \- 1.3 miles ### Getting around - Kissimmee Station 30 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 29 min drive ### Restaurants - Wawa 5 min drive - McDonald's 5 min drive - 7-Eleven 7 min walk - Dutch Bros Coffee 5 min drive - Circle K 5 min drive ## Frequently asked questions ### Does Windsor at Westside-18900 5BR · Pool · Disney have a pool? ### Is Windsor at Westside-18900 5BR · Pool · Disney pet-friendly? ### How much is parking at Windsor at Westside-18900 5BR · Pool · Disney? ### What time is check-in at Windsor at Westside-18900 5BR · Pool · Disney? ### What time is check-out at Windsor at Westside-18900 5BR · Pool · Disney? ### Where is Windsor at Westside-18900 5BR · Pool · Disney located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Windsor at Westside-18900 5BR · Pool · Disney Reviews ### Expedia's Latest Trends ### Hotels > - [Hotels with Indoor Pools in Sorrento](https://www.expedia.co.uk/Sorrento-Hotels-Hotels-With-Indoor-Pools.0-0-d9716-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) > - [Pirate's Cove Resort & Marina](https://www.expedia.co.uk/Vero-Beach-Hotels-Pirates-Cove-Resort-Marina.h7774590.Hotel-Information) > - [deverehotels Hotels in Southampton](https://www.expedia.co.uk/Southampton-Hotels-Devere-Hotels.0-0-d3245--bDevereHotels.Travel-Guide-Filter-Hotels) > - [4 Star Hotels in Greencastle](https://www.expedia.co.uk/4Star-Greencastle-Hotels.s40-0-d3000029171.Travel-Guide-Filter-Hotels) > - [Surf Break Lodge: Holiday memories by the coast!](https://www.expedia.co.uk/St-Augustine-Hotels-Surf-Break-Lodge-Holiday-Memories-By-The-Coast.h101419085.Hotel-Information) > - [Hotels near Kildare Shopping Village](https://www.expedia.co.uk/Kildare-Shopping-Village-Hotels.0-l6177734-0.Travel-Guide-Filter-Hotels) > - [Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.](https://www.expedia.co.uk/Punta-Gorda-Hotels-Luxury-Place-23017.h99870631.Hotel-Information) > - [Spa Hotels in Tokyo](https://www.expedia.co.uk/Tokyo-Hotels-Spa-Hotels.0-0-d179900-tSpaHotels.Travel-Guide-Filter-Hotels) > - [Minos Imperial Beach Resort Milatos Crete](https://www.expedia.co.uk/Agios-Nikolaos-Hotels-Radisson-Blu-Beach-Resort-Milatos.h660214.Hotel-Information) > - [Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort](https://www.expedia.co.uk/St-Augustine-Hotels-Embassy-Suites-By-Hilton-St-Augustine-Beach-Oceanfront-Resor.h1047488.Hotel-Information) > - [Home2 Suites by Hilton Nokomis Sarasota Casey Key](https://www.expedia.co.uk/Sarasota-Hotels-Home2-Suites-By-Hilton-Nokomis-Sarasota-Casey-Key.h17395615.Hotel-Information) > - [Hotels in Pontypridd](https://www.expedia.co.uk/Pontypridd-Hotels.d182879.Travel-Guide-Hotels) > - [Wychnor Park Country Club](https://www.expedia.co.uk/Burton-On-Trent-Hotels-Wychnor-Park-Country-Club.h1927715.Hotel-Information) > - [Cumbrian Lakes Villa with Balcony, Near to Disney](https://www.expedia.co.uk/Kissimmee-Hotels-Cumbrian-Lakes-Villa-With-Balcony.h55444072.Hotel-Information) > - [Hotels in San Diego](https://www.expedia.co.uk/San-Diego-Intl-Airport-Hotels.0-aSAN-0.Travel-Guide-Filter-Hotels) > - [Château des Sept Tours](https://www.expedia.co.uk/Courcelles-De-Touraine-Hotels-Chateau-Des-Sept-Tours.h893950.Hotel-Information) ### Flights > - [Flights from Hounslow (LHR) to Amman (AMM)](https://www.expedia.co.uk/lp/flights/lhr/amm/london-to-amman) > - [Flights from Derby (EMA) to Tours (TUF)](https://www.expedia.co.uk/lp/flights/ema/tuf/east-midlands-to-tours) > - [Flights from Nice (NCE) to Manchester (MAN)](https://www.expedia.co.uk/lp/flights/nce/man/nice-to-manchester) > - [Flights from Omagwa (PHC) to Hounslow (LHR)](https://www.expedia.co.uk/lp/flights/phc/lhr/port-harcourt-to-london) ### Packages > - [Piazza della Cisterna](https://www.expedia.co.uk/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Attraction) > - [Lisbon Holidays](https://www.expedia.co.uk/Lisbon.d2080.Holidays-City-Breaks) ### General > - [Visit Hyderabad](https://www.expedia.co.uk/Hyderabad.dx1438) > - [Visit Bad Homburg v.d. Hoehe](https://www.expedia.co.uk/Bad-Homburg-Vd-Hoehe.dx5802) > - [Visit Gubin](https://www.expedia.co.uk/Gubin.dx6196745) ---