Title: Ultimate 5 Bedroom Windsor Island Resort Pool home - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=107273803&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Ultimate 5 Bedroom Windsor Island Resort Pool home Villa in Four Corners with private pool and kitchen ## Photo gallery for Ultimate 5 Bedroom Windsor Island Resort Pool home ![A heated pool - Ultimate 5 Bedroom Windsor Island Resort Pool home (Davenport)](https://images.trvl-media.com/lodging/108000000/107280000/107273900/107273803/0ba0f60d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV - Ultimate 5 Bedroom Windsor Island Resort Pool home (Davenport)](https://images.trvl-media.com/lodging/108000000/107280000/107273900/107273803/4343137a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Ultimate 5 Bedroom Windsor Island Resort Pool home (Davenport)](https://images.trvl-media.com/lodging/108000000/107280000/107273900/107273803/c8b94d60.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Ultimate 5 Bedroom Windsor Island Resort Pool home (Davenport)](https://images.trvl-media.com/lodging/108000000/107280000/107273900/107273803/d039edec.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Microwave, oven, dishwasher, coffee/tea maker - Ultimate 5 Bedroom Windsor Island Resort Pool home (Davenport)](https://images.trvl-media.com/lodging/108000000/107280000/107273900/107273803/472a329b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Windsor at Westside Resort offers the ultimate retreat in Kissimmee's newest resort community. Unwind by the huge resort-style pool, complete with cabanas, a water slide, and lazy river or work out at the state-of-the-art fitness center. ## Reviews 10 Exceptional ### 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. ### Ultimate 5 Bedroom Windsor Island Resort Pool home Windsor Island is Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests. Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance. There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress! Bedroom Configuration ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Private pool ### Internet - Available in the villa: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Towels provided ### Living spaces - Living room - Separate dining area ### Entertainment - TV ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Designated smoking areas ### Services and conveniences - Iron/ironing board - Limited housekeeping - Phone ### Location highlights - Near a hospital ### Things to do - Arcade/game room - Gym - Heated pool - Tennis - Theme park nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![TV](https://images.trvl-media.com/lodging/104000000/104000000/103999900/103999846/3856e2d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### EV\_830 - 5 Bed 4 Bath Townhome with Screened Private Pool, Kids Custom Bedrooms Davenport - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=103999846&PinnedHotelID=103999846&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430767/34c8e496.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### EV\_3966 - 5 Bed 4 Bath Townhome with Screened-In Splash Pool, Custom Kids Bedroo Davenport - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=100430767&PinnedHotelID=100430767&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/112000000/111710000/111710000/111709933/348cc4a2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Orlando Villa 6242: Your 5-Star Retreat Minutes from Disney Orlando - Pool - Dryer - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=111709933&PinnedHotelID=111709933&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107280000/107273700/107273631/52ea00a1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ultimate 5 Bedroom Windsor Island Resort Pool home Davenport - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=107273631&PinnedHotelID=107273631&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/123000000/122800000/122794700/122794675/w2997h1867x0y0-2000cf66.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5BR Spacious Villa | Private Pool Retreat Davenport - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=122794675&PinnedHotelID=122794675&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/120000000/119530000/119527000/119526974/2e91ed7e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Dazzling New 7BR Villa Disney Theme Rms Davenport - Pool - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=119526974&PinnedHotelID=119526974&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/122000000/121420000/121417400/121417383/d2ed9b9a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Disney 4BR Villa | Private Pool & Spa | Game Room | Star Wars & Harry Potter Tuscan Hills - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=121417383&PinnedHotelID=121417383&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/100000000/99430000/99425800/99425709/7ec587dd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Winter Special:15% OFF & Free Pool Heat stays thru Feb | Lux 7BR Villa w/ Pool DAVENPORT - Pool - Kitchen - Washer - Dryer 10 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=99425709&PinnedHotelID=99425709&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/117000000/116120000/116112000/116111985/4adcfc77.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fantasy Themed Fun with Pool & Resort Access Four Corners - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=116111985&PinnedHotelID=116111985&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/101000000/100570000/100561200/100561129/a1a590d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Imagine You and Your Family Renting this 5 Star Villa on Windsor Island Resort, Orlando Villa 6380 Orlando - Pool - Dryer - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=100561129&PinnedHotelID=100561129&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=107273803&PinnedHotelID=107273803&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=107273803,103999846,100430767,111709933,107273631) ## Policies ### Check-in Check-in time starts at 4:00 PM 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 allowed: in designated areas ## 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 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 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 391843 ## About the area Located in Four Corners, this villa is near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course 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 Davenport travel guide](https://www.expedia.ca/Davenport.dx6301) [View more Villas in Orlando](https://www.expedia.ca/Orlando-Villas.d178294-aaVillas.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=28.316315,-81.662445&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:alzkDfulqN%3FQ%3FO%40Q%3FQ%40Q%3FQ%40Q%40OBS%40O%40QBQBQ%40OBQDOBQBODQBODQDODODODOFODOFODOFOFOFMFOHMFOHKHOFMHMHMHKJMHKHMJKHMJKJKJKJKJIJKJKJGLKJILIJILGLILGLGJGNILGLELGLELENELENGLCNCLCNELCNCNCNALCNANANCL%3FNAN%3FNAN%3FN%3FL%3FN%3FN%40N%3FN%40N%3FLBN%40N%40NBL%40NBNBLBNDNBLBLBNFLDNDLDLDLFNDLFLHLFLFJFLHLFJHLHJHLJJHJHJJLHHJJJJJJJJLHJHLJJHLHJHLHLHLFNHJFNHLFNFLFNFNDNFNFNDNDNDNDNDNDPDNBPBNDPBNBPBN%40PBP%40PBN%40R%40N%40P%3FP%40P%40P%3FP%3FN%3FP%3FR%3FN%3FPAPAP%3FPAPANARCNAPCPAPCNCNCPEPCNCPENEPENENENENENGNGNENGNGNGLGNILGLILGNILILILIJILKJILIJKJKLKJKJIJMHKJKHKHMJKHMFKJMFMHKFMFMFMHMFODMDMFMDODMDODMDMBOBODMBOBOBM%40OBO%40O%40MBO%3FO%40O%3FO%40O%3FM%3FO%3FO%3FOAO%3FOAM%3FOCOAOAMCOAOCOCMCOEMCOCMEOEMEOEMEMGMEMEMGOIKGMGMGMIMGKKMGKIMKKGKKKKKIKKKKKKKMIKKKIMIKKMIKIMIMGMIOIMGMIMGOGMGOGOEOGOEOGOEOEOEOEOEQCOEQCOCQEQCOAOCQCQAQAOCSAOAQ%3FQAQ%3FQAQ%3FO%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=UPQgWbzMlbso1FkWJaHlKrXV8GA=) Davenport, 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 13 min drive \- 10.7 km - Northeast Regional Park 14 min walk \- 1.2 km - Lake Davenport 18 min walk \- 1.6 km - Four Corners FC 20 min walk \- 1.7 km - Highland Reserve Golf Club 4 min drive \- 2.1 km ### Getting around - Kissimmee Station 31 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 40 min drive ### Restaurants - Dutch Bros Coffee 2 min drive - McDonald's 18 min walk - 7-Eleven 5 min drive - Circle K 3 min drive - Twistee Treat Berry Town 13 min walk ## Frequently asked questions ### Does Ultimate 5 Bedroom Windsor Island Resort Pool home have a pool? ### Is Ultimate 5 Bedroom Windsor Island Resort Pool home pet-friendly? ### How much is parking? ### What time is check-in at Ultimate 5 Bedroom Windsor Island Resort Pool home? ### What time is check-out at Ultimate 5 Bedroom Windsor Island Resort Pool home? ### Where is Ultimate 5 Bedroom Windsor Island Resort Pool home located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Ultimate 5 Bedroom Windsor Island Resort Pool home 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 #### Tanya M. Aug 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great house. Easy checkin process. Great location. ##### Tanya M. Stayed 3 nights in Jul 2025 ## Expedia's Latest Trends ### Hotels > [Weeki Mermaid Retreat -Waterfront w/firepit, lanai](https://www.expedia.ca/Spring-Hill-Hotels-Weeki-Mermaid-Retreat-Kayaks.h87835369.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) > > [Living The Dream](https://www.expedia.ca/Panama-City-Hotels-Living-The-Dream.h16340713.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) > > [Brodie House](https://www.expedia.ca/Port-St-Joe-Hotels-Brodie-House-By-Pristine-Properties.h78630054.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) > > [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) > > [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) > > [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) > > [Cozy Cabin by the Lake - Salt Springs Resort](https://www.expedia.ca/Ocala-Hotels-New-Cozy-Cabin-By-The-Lake-Salt-Springs-Resort.h67320201.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) > > [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) > > [🏖✈️ Hangar #13 ✈️🏖Pool! Pet Friendly Cottage in Mexico Beach 🐾 🐾 ](https://www.expedia.ca/Panama-City-Hotels-Hangar-13-Pool-Pet-Friendly-Cottage-In-Mexico-Beach.h23364629.Hotel-Information) > > [Gated home w/ private pool, furnished patio, close to Disney - snowbirds welcome](https://www.expedia.ca/Kissimmee-Hotels-Gated-Home-W-Private-Pool.h21691108.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)