Title: Beautiful Family Retreat in Windsor at Westside - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=110389944&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Beautiful Family Retreat in Windsor at Westside Vacation home in Kissimmee with a water park and a fitness center ## Photo gallery for Beautiful Family Retreat in Windsor at Westside ![Pool - Beautiful Family Retreat in Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/111000000/110390000/110390000/110389944/b22f847a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Bar (on property) - Beautiful Family Retreat in Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/111000000/110390000/110390000/110389944/w768h500x0y0-37c57b0a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - Beautiful Family Retreat in Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/111000000/110390000/110390000/110389944/7d3feb3c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, iron/ironing board, travel crib, WiFi - Beautiful Family Retreat in Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/111000000/110390000/110390000/110389944/c11d3f78.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Beautiful Family Retreat in Windsor at Westside (Kissimmee)](https://images.trvl-media.com/lodging/111000000/110390000/110390000/110389944/23bfa4ce.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in the heart of Orlando, Windsor at Westside Resort is a luxurious villa that combines elegance and fun for an unforgettable family vacation. This spacious home offers a private heated pool, themed bedrooms, and a Mario & Luigi-themed game room. Enjoy resort-style amenities like the expansive pool with Tiki Bar, spa cabanas, fitness center and kids' playground. ## Reviews 10 Exceptional ### Entire home 5 bedrooms6 bathrooms2622 sq ft ## 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. ### Beautiful Family Retreat in Windsor at Westside Summary: Indulge in the ultimate family vacation at Windsor at Westside Resort, where this luxurious villa combines elegance and fun in a spacious, thoughtfully designed setting. Just a short drive to Orlando’s world-famous attractions, this home offers an unparalleled experience with its large, private heated pool, themed bedrooms, a second-floor living room, and a Mario & Luigi-themed game room. Whether you're seeking relaxation, excitement, or quality family time, this villa offers a truly unforgettable stay. The Space: Welcome to an exceptional vacation home at Windsor at Westside, where elegance meets comfort in an inviting, open-concept layout. This beautifully furnished home is designed for families and groups to come together, unwind, and create lasting memories in style. On the first floor, the spacious main living area provides the perfect gathering space, featuring comfortable seating and a large TV. This room seamlessly flows into the dining area and kitchen, creating a warm, open ambiance. The kitchen is a chef’s dream, with granite countertops, espresso wood cabinetry, and a full suite of modern appliances. Whether preparing family meals or just enjoying morning coffee, this kitchen is equipped for any culinary adventure. The first floor also includes a luxurious master suite with direct access to the pool. This private retreat features a king-sized bed, plush bedding, and a private bathroom, allowing for ultimate relaxation and convenience. Head upstairs, where you’ll find a second spacious living room, perfect for additional lounging or movie nights. This secondary living space allows groups to spread out, making it ideal for families traveling together. The second floor also features two additional master suites, each with king-sized beds and en-suite bathrooms, providing extra comfort and privacy for guests. Two uniquely themed bedrooms bring added charm to the villa: a vibrant Minions room and a beautifully designed Moana room, each with fun details and en-suite bathrooms. These themed rooms are sure to be a hit with kids and adults alike, creating a touch of magic for every family member. The fun continues in the fully equipped Mario & Luigi-themed game room, a space designed for hours of entertainment. Challenge friends and family to a game of pool, foosball, or air hockey, or dive into the world of video games on the PlayStation console. This brightly themed game room, with nods to everyone’s favorite plumbers, provides a unique and immersive experience for guests of all ages. Step outside to enjoy Florida’s sunshine at the large, private heated pool surrounded by a spacious patio. Unwind on comfortable loungers, take a dip in the refreshing pool, or enjoy outdoor dining at the large table. A BBQ grill is provided, perfect for family cookouts and al fresco meals after a fun-filled day exploring Orlando. With ample seating and space, the patio offers a peaceful oasis for relaxation and quality family time under the sun or stars. Guests at Windsor at Westside Resort have access to a wide array of premium amenities that elevate the vacation experience. Start your day at the expansive resort-style pool, where you can sip a refreshing drink from the Tiki Bar, relax in the spa, or unwind in a shaded cabana. The clubhouse offers a fitness center for those looking to keep active, a convenience market, and a dedicated kids' playground for younger guests. For sports enthusiasts, the resort boasts tennis and basketball courts, as well as a game room with arcade options. There’s something for everyone to enjoy, whether it's a friendly game on the courts, a relaxing day at the pool, or an evening exploring the resort’s offerings. Located just minutes from Orlando's top theme parks, shopping centers, dining, and entertainment options, this villa offers a prime location that ensures adventure is always close by. Windsor at Westside’s central location makes it easy to experience the best of Orlando while enjoying a private, peaceful retreat at the end of each day. This luxurious home at Windsor at Westside Resort blends relaxation, entertainment, and convenience to create the ultimate vacation experience. From the Mario & Luigi-themed game room to the large private pool and spacious, comfortable interiors, every detail has been designed to make your stay memorable. Whether you’re traveling with family, friends, or both, this home offers the ideal balance of excitement and tranquility, making it the perfect choice for your Orlando getaway. Nearby Attractions Walt Disney World Resort Distance: 8 miles Drive Time: 15 minutes Universal Studios Florida Distance: 19 miles Drive Time: 30 minutes SeaWorld Orlando Distance: 17 miles Drive Time: 25 minutes ESPN Wide World of Sports Complex Distance: 10 miles Drive Time: 18 minutes Orlando Premium Outlets Distance: 14 miles Drive Time: 22 minutes ChampionsGate Golf Club Distance: 5 miles Drive Time: 10 minutes Old Town Kissimmee Distance: 10 miles Drive Time: 18 minutes IMPORTANT INFORMATION: Please note that pool heat comes at extra cost of $35 per day. We need at least a 48-72 hour notice in order to be able to turn on the heater timely. We provide initial supplies for the home; however, for longer stays, you will likely need more essentials. Here's what we offer: shampoo, conditioner, body wash, hand soap, toilet paper, paper towels, dish soap, sponge, dishwasher pods, washer pods, and kitchen towels. While trash cans come equipped, you may require additional bags. Check-in is available anytime after 4 PM on the day of your arrival, and checkout is by 10 AM on the day of your departure. ## Property amenities ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - TV with cable/satellite channels - Video games ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Work spaces - Office ### 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 - Gym - 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) - First aid kit - Fire extinguisher ### General - Property located in a resort - Unit size: 2,622 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/96000000/95450000/95442800/95442791/ced8a21c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### "Windsor Bliss" - Pristine Home with Game Room Kissimmee - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=95442791&PinnedHotelID=95442791&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/56000000/55230000/55225700/55225657/0619121e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5BD Windsor Westside Near Parks (WW 2400) Kissimmee - Pool - Kitchen - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=55225657&PinnedHotelID=55225657&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/59000000/58150000/58150000/58149954/9e706bc5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedrooms / 4.5 Bathrooms / Windsor at Westside (2402 TD) Kissimmee - Pool - Kitchen - Washer - Dryer 8.0 Very good 1 review CA $651 CA $1,293 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=58149954&PinnedHotelID=58149954&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/71000000/70020000/70013100/70013084/5c001d8e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Magical Villa • Pool • Game Room • Close to Disney Four Corners - Pool - Kitchen - Washer - Dryer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=70013084&PinnedHotelID=70013084&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/120000000/119150000/119146700/119146614/4043a9e1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning 5-Bedroom Home with Pool Kissimmee - Kitchen - Washer - Dryer - Pet friendly CA $125 CA $688 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=119146614&PinnedHotelID=119146614&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/101000000/100700000/100692200/100692193/4e71944f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning 6 Bed Home with Private Pool-2462DS Four Corners - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=100692193&PinnedHotelID=100692193&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/125000000/124960000/124959500/124959465/82b8e11f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2440 One of a Kind 5bd&4ba VILLA Kissimmee - Pool - Kitchen - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=124959465&PinnedHotelID=124959465&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 - Washer - Dryer 9.4 Exceptional 25 reviews CA $75 CA $626 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=63112240&PinnedHotelID=63112240&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/104000000/103620000/103615100/103615053/b9ea6087.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedroom 4 Bathroom Windsor at Westside 8933PW Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=103615053&PinnedHotelID=103615053&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/50000000/49170000/49169600/49169540/aa965045.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 6BD Windsor Westside Near Parks (WW 2467) Kissimmee - Pool - Kitchen - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=49169540&PinnedHotelID=49169540&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=110389944&PinnedHotelID=110389944&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=110389944,95442791,55225657,58149954,70013084) ## Policies ### 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 and a first aid kit 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 ### Property is also known as 67253cb95cd8c90013bc0397 ## About the area Located in Kissimmee, this vacation home is near theme parks. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity 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. Old Town and Disney's Hollywood Studios® are 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&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31565%2C-81.64636&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=NFZhG0M3-7TtHkupadqI5hgNULI=) 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 \- 9.4 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 \- 21.5 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 \- 22.7 km - Northeast Regional Park 2 min drive \- 2.1 km - Lake Davenport 3 min drive \- 2.1 km ### Getting around - Kissimmee Station 30 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 38 min drive ### Restaurants - Wawa 5 min drive - Dutch Bros Coffee 5 min drive - McDonald's 5 min drive - 7-Eleven 5 min walk - Circle K 5 min drive ## Frequently asked questions ### Does Beautiful Family Retreat in Windsor at Westside have a pool? ### Is Beautiful Family Retreat in Windsor at Westside pet-friendly? ### How much is parking? ### Where is Beautiful Family Retreat in Windsor at Westside located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Beautiful Family Retreat in Windsor at Westside Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Kim P. Oct 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Absolutely enjoyed our stay here! VERY clean and neat when we walked through the door. Even the towels were folded decoratively on each of the beds — just one example of how this host went the extra step to make sure guests feel welcomed upon arrival. There were various-sized life jackets for the pool and a foldable cart in case we wanted to head to the beach.The host was very responsive; I had a question about one of the remotes and received a reply within minutes!We would absolutely stay here again and want to thank our host once more for such an enjoyable stay! ##### Kim P. Stayed 1 night in Oct 2025 ## Expedia's Latest Trends ### Hotels > [Weeki Mermaid Retreat- Kayaks, SUPs, Hammock, Dock](https://www.expedia.ca/Spring-Hill-Hotels-Weeki-Mermaid-Retreat-Kayaks.h87835369.Hotel-Information) > > [Modern PCB Home w/ Private Yard & Pool Access](https://www.expedia.ca/Panama-City-Beach-Hotels-Modern-PCB-Home-W-Private-Yard-Pool-Access.h94953385.Hotel-Information) > > [Lost Key Villas Golf & Beach Club \~Barefoot Bungalow - NO HASSLE CHECK OUT](https://www.expedia.ca/Pensacola-Hotels-Lost-Key-Villas-At-Lost-Key-Golf-And-Beach-Club.h89591900.Hotel-Information) > > [Portside I5](https://www.expedia.ca/Panama-City-Beach-Hotels-Portside-I5.h102394761.Hotel-Information) > > [Sea Shell](https://www.expedia.ca/Port-St-Joe-Hotels-Sea-Shell.h102308296.Hotel-Information) > > [Palmetto Beachfront Hotel, a By the Sea Resort](https://www.expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) > > [Serenity Reef #B Gulf view unit near Flora Bama](https://www.expedia.ca/Pensacola-Hotels-Serenity-Reef-B-Gulf-View-Unit-Near-Flora-Bama.h90795811.Hotel-Information) > > [MARBELLA ISLES - Lakefront Luxury Villa Home in North Naples](https://www.expedia.ca/Naples-Hotels-MARBELLA-ISLES-Lakefront-Luxury-Villa-Home-In-North-Naples.h90691805.Hotel-Information) > > [Beautiful lake views in this 3BR/2Bath Condo in gated community in North Naples.](https://www.expedia.ca/Naples-Hotels-Beautiful-Lake-Views-In-This-3BR2Bath-Condo-In-Gated-Community-In-North-Naples.h99244457.Hotel-Information) > > [Solana Shores by Southern Vacation Rentals](https://www.expedia.ca/Pensacola-Hotels-Solana-Shores.h83420014.Hotel-Information) > > [Beach Time Cottage ](https://www.expedia.ca/Port-St-Joe-Hotels-Beach-Time-Cottage.h91218074.Hotel-Information) > > [On-site Beach Bar: Sunny Perdido Key Cottage!](https://www.expedia.ca/Pensacola-Hotels-Sunny-Perdido-Key-Cottage-W-On-Site-Tiki-Bar.h93536844.Hotel-Information) > > [Pirate's Cove Resort & Marina](https://www.expedia.ca/Vero-Beach-Hotels-Pirates-Cove-Resort-Marina.h7774590.Hotel-Information) > > [Gulf Front\~Balcony\~Fitness Room\~2BR Tropic Winds 1104](https://www.expedia.ca/Panama-City-Beach-Hotels-Gulf-FrontBalconyFitness-Room2BR-Tropic-Winds-1104.h21710363.Hotel-Information) > > [Quality Inn Weeki Wachee - Spring Hill](https://www.expedia.ca/Port-Richey-Hotels-Quality-Inn-Weeki-Wachee.h22550.Hotel-Information) > > [Living The Dream](https://www.expedia.ca/Panama-City-Hotels-Living-The-Dream.h16340713.Hotel-Information) > > [Blue Horizon](https://www.expedia.ca/Panama-City-Hotels-Blue-Horizon.h16340699.Hotel-Information) > > [Emerald Isle 1605 - Front row beach chair service included!](https://www.expedia.ca/Panama-City-Beach-Hotels-New-Updates-Amazing-Beachfront-Views-Affordable-Rates-Must-Inquire.h70919270.Hotel-Information) > > [308 George C Wallace Blvd](https://www.expedia.ca/Panama-City-Beach-Hotels-308-George-C-Wallace-Blvd.h76514662.Hotel-Information) > > [The Ritz-Carlton Naples, Tiburón](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) > > [Melody Of The Sea, Perdido Key, Florida Ocean Front Condo With Luxury Amenities ](https://www.expedia.ca/Pensacola-Hotels-Melody-Of-The-Sea.h19208812.Hotel-Information) > > [Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach](https://www.expedia.ca/Naples-Hotels-Naples-Beach-Condo-First-Floor-Easy-Access-Walk-To-Vanderbilt-Beach.h92325746.Hotel-Information) > > [Cozy Cottage Old Florida Style on the Indian River Lagoon](https://www.expedia.ca/Vero-Beach-Hotels-Cozy-Cottage-Old-Florida-Style-On-The-Indian-River-Lagoon.h31721702.Hotel-Information) > > [Crescent Lakes Villa](https://www.expedia.ca/Kissimmee-Hotels-Crescent-Lakes-Villa.h108386735.Hotel-Information) > > [Bella Villa 4972TV](https://www.expedia.ca/Kissimmee-Hotels-Bella-Villa-4972TV.h97110130.Hotel-Information) > > [Spacious 2 king bedroom with pool & hot tub— beach access across the street](https://www.expedia.ca/Panama-City-Beach-Hotels-Modern-Home-With-Heated-Pool.h76733011.Hotel-Information) > > [PCB Condo Rental w/ Pool Access, Steps to Beach!](https://www.expedia.ca/Panama-City-Beach-Hotels-NEW-PCB-Condo-With-Pool-Access.h72535404.Hotel-Information)