Title: Visit Windsor Hills: Best of Windsor Hills, Orlando Travel 2026 | Expedia Tourism - Expedia.ca [Hotels in Windsor Hills](https://expedia.ca/Windsor-Hills-Orlando-Hotels.0-n553248635976007891-0.Travel-Guide-Filter-Hotels)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Windsor Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Hills.d553248635976007891.Car-Rental-Guide)[Windsor Hills Vacations](https://expedia.ca/Windsor-Hills.d553248635976007891.Destination-Travel-Guides) # Windsor Hills ## Orlando ![Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard](https://images.trvl-media.com/place/553248635976007891/461aeb04-6833-4510-8c6a-0a6593b71d02.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard](https://images.trvl-media.com/place/553248635976007891/461aeb04-6833-4510-8c6a-0a6593b71d02.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Windsor Hills Things to do Hotels Where to stay [Orlando travel guide](https://expedia.ca/Orlando.dx178294) --- ### Popular places to visit ![Walt Disney World® Resort](https://images.trvl-media.com/place/6034120/a6e2fb5b-4859-4b13-8673-5364decc02ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Walt Disney World® Resort Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport. [](https://expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) ![Universal Studios Florida™](https://images.trvl-media.com/place/6049239/81061cd5-1210-4715-a806-d6865f85e0b2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Studios Florida Movie sets and thrill rides combine to create this internationally acclaimed theme park. [](https://expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) ![Universal Studios Orlando which includes street scenes, a city and rides](https://images.trvl-media.com/place/6049239/75d545e9-4a50-4b21-9fd2-665c3f6b014f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort Make your Florida vacation one to remember with a stay at this hotel and theme park complex. [](https://expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) ![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=fcrop&w=900&h=506&q=mediumHigh) #### Disney Springs™ You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area. [](https://expedia.ca/Disney-SpringsTM-Orlando.d502131.Vacation-Attraction) ![Magic Kingdom® Park showing rides](https://images.trvl-media.com/place/6123797/f10815f5-a2a4-401b-bc5f-d73d18b3dc59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Magic Kingdom® Park One of the most famous theme parks in the world offers a land of fun and fantasy at the foot of a fairytale castle. [](https://expedia.ca/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction) ![Orange County Convention Center showing modern architecture and theater scenes](https://images.trvl-media.com/place/6034972/4d1aece6-6b29-439a-9cc1-4491599eb1c4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orange County Convention Center Florida's principal convention center is a large and stunning glass and metal building that hosts national and international trade shows and public events. [](https://expedia.ca/Orange-County-Convention-Center-International-Drive-District.d6034972.Vacation-Attraction) ### Things to do ![Universal Orlando Resort Theme Park Tickets](https://mediaim.expedia.com/localexpert/449578/292355e4-a5b6-4251-bddb-ccea0177846f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort Theme Park Tickets (US & Canada) CA $209 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/universal-orlando-resort-theme-park-tickets-us-canada.a449578.activity-details) ![Aquatica Orlando](https://mediaim.expedia.com/localexpert/407892/33b09fce-abbf-446b-bce5-738d4c15128d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Aquatica Orlando CA $73 per traveller **84%** of travellers recommend [](https://expedia.ca/things-to-do/aquatica-orlando.a407892.activity-details) ![I-RIDE Trolley Pass](https://mediaim.expedia.com/localexpert/5000146/6e49b2db-95e1-4f7b-bc36-27398dd0c4a7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### I-RIDE Trolley Pass CA $15 per traveller **86%** of travellers recommend [](https://expedia.ca/things-to-do/i-ride-trolley-pass.a5000146.activity-details) ![WonderWorks All Access After Dark](https://mediaim.expedia.com/localexpert/887154/1fe1a6bb-2a2b-4a72-8592-dab72ffd3861.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### WonderWorks All Access After Dark CA $38 per traveller **88%** of travellers recommend [](https://expedia.ca/things-to-do/wonderworks-all-access-after-dark.a887154.activity-details) ![Florida: 90 Minute Everglades Cruise](https://mediaim.expedia.com/localexpert/47891876/33dc2687-1323-4f4f-83b1-a21a4a724609.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida: 90 Minute Everglades Cruise CA $76 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/florida-90-minute-everglades-cruise.a47891876.activity-details) !["Drawn to Life" presented by Cirque du Soleil and Disney](https://mediaim.expedia.com/localexpert/4961838/479d04ee-bd71-4f1e-b073-8542d0da10eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Drawn to Life presented by Cirque du Soleil and Disney CA $106 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/drawn-to-life-presented-by-cirque-du-soleil-and-disney.a4961838.activity-details) [See all activities in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities) --- ## Windsor Hills Hotel Deals ![Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5](https://images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/2fea8756_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5 Kissimmee FL Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions Disney's Animal Kingdom® ... 9.8/10 Exceptional! (77 reviews) Great home with fantastic amenities Reviewed on Jan 3, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=74246515&PinnedHotelID=74246515&HadPinnedHotel=true®ionId=553248635976007891) [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=74246515&PinnedHotelID=74246515&HadPinnedHotel=true®ionId=553248635976007891) ![6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ](https://images.trvl-media.com/lodging/19000000/18770000/18765600/18765595/445b849c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ Kissimmee FL Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, a water park, and a fitness center. Our guests praise the helpful staff ... 9.2/10 Wonderful! (235 reviews) Everything was as advertised Reviewed on Jan 2, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=18765595&PinnedHotelID=18765595&HadPinnedHotel=true®ionId=553248635976007891) [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=18765595&PinnedHotelID=18765595&HadPinnedHotel=true®ionId=553248635976007891) ![Villa 9 ¾ – A Spellbinding Harry Potter Villa Near Disney!](https://images.trvl-media.com/lodging/54000000/53790000/53786000/53785938/2945bf16_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa 9 ¾ – A Spellbinding Harry Potter Villa Near Disney! Kissimmee FL Book a stay at this family-friendly villa in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions Disney's Animal Kingdom® Theme ... 9.8/10 Exceptional! (76 reviews) Chris was very responsive, check on us the first day. The house was as described we really enjoyed it. I would stay here again! Reviewed on Jan 26, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=53785938&PinnedHotelID=53785938&HadPinnedHotel=true®ionId=553248635976007891) [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=53785938&PinnedHotelID=53785938&HadPinnedHotel=true®ionId=553248635976007891) ![Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!](https://images.trvl-media.com/lodging/65000000/64460000/64451100/64451009/c39cbc34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney! Kissimmee FL Book a stay at this family-friendly condo in Kissimmee. Enjoy a water park, a fitness center, and laundry facilities. Popular attractions ESPN Wide World of ... 9.6/10 Exceptional! (25 reviews) We loved this rental. The highlight for us was the kids room- it's just as cute as it looks in pictures! The beds were comfortable, the water pressure good, and the location was perfect for Disney- easy in and out. There are no extras- coffee, body wash... stuff like that. We didn't plan for that ... Reviewed on Jan 6, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=64451009&PinnedHotelID=64451009&HadPinnedHotel=true®ionId=553248635976007891) [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=64451009&PinnedHotelID=64451009&HadPinnedHotel=true®ionId=553248635976007891) ![Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool](https://images.trvl-media.com/lodging/123000000/122130000/122123200/122123117/4bb17b0e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool Kissimmee FL CA $148 CA $464 total Feb 3 - Feb 4 includes taxes & fees Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, a water park, and a fitness center. Popular attractions ESPN Wide World of Sports Complex ... 10/10 Exceptional! (5 reviews) Condo was perfect for our family. Kids loved the pool. Community was beautiful and safe close to Disney parks. And the unit was clean and comfortable and everything thought about. We loved our stay Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F02%2F2026&endDate=04%2F02%2F2026&selected=122123117&PinnedHotelID=122123117&HadPinnedHotel=true®ionId=553248635976007891) ![Welcome to Villa Far, Far Away – A Star Wars-Inspired Retreat Near Disney!](https://images.trvl-media.com/lodging/65000000/64590000/64586100/64586097/98f5b3d7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Welcome to Villa Far, Far Away – A Star Wars-Inspired Retreat Near Disney! Kissimmee FL Book a stay at this family-friendly villa in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions Disney's Animal Kingdom® Theme ... 9.8/10 Exceptional! (105 reviews) The house was perfect for our family. The pool was great and the hot tub was a wonderful way to cap off the evening after a day of walking the parks. Kitchen was well-equipped, game room was fun to hang out in and watch movies, and the beds were comfortable. Reviewed on Jan 11, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=64586097&PinnedHotelID=64586097&HadPinnedHotel=true®ionId=553248635976007891) [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=64586097&PinnedHotelID=64586097&HadPinnedHotel=true®ionId=553248635976007891) [See all 1,927 properties in Windsor Hills](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026®ionId=553248635976007891) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Check Windsor Hills hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=2026-01-31&endDate=2026-02-01)[Jan 31 - Feb 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=2026-01-31&endDate=2026-02-01) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=2026-02-01&endDate=2026-01-02)[Feb 1 - Feb 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=2026-02-01&endDate=2026-01-02) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026)[Feb 6 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976007891&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026) --- ### Other neighbourhoods around Windsor Hills ![Sunset at the Twin Oaks Conservation Area near Kissimmee, Florida.](https://images.trvl-media.com/place/553248635976473287/bf060daf-3da8-4ff2-be0f-32faddcc6779.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Orange Lake While visiting Orange Lake, you might make a stop by sights like Walt Disney World® Resort and Orange Lake Golf. [](https://expedia.ca/Orlando-Orange-Lake.dx553248635976473287) ![Bahama Bay which includes a garden](https://images.trvl-media.com/place/553248635976468613/a4b39294-97b5-4944-b58a-f1bdb34b53cf.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bahama Bay While visiting Bahama Bay, you might make a stop by sights like Northeast Regional Park and Lake Davenport. [](https://expedia.ca/Orlando-Bahama-Bay.dx553248635976468613) ![Reunion which includes golf and landscape views as well as a small group of people](https://images.trvl-media.com/place/6126579/829aa9dd-0b1d-4dd6-b3e3-15890f26cbf2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Reunion The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip. [](https://expedia.ca/Orlando-Reunion.dx6126579) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Champions Gate Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area. [](https://expedia.ca/Orlando-Champions-Gate.dx6070422) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Highlands Reserve 4/5(1 area review) While Highlands Reserve isn't home to many top sights, Highland Reserve Golf Club and Northeast Regional Park are some notable places to visit nearby. [](https://expedia.ca/Orlando-Highlands-Reserve.dx553248635976481183) ![Kissimmee, FL, USA - February 20, 2022: Aerial photo of Orange lake resort](https://images.trvl-media.com/place/553248635976481586/3b8243da-d79a-48a7-baa4-89bd74f86534.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Regal Palms While Regal Palms isn't home to many top sights, Highland Reserve Golf Club and Northeast Regional Park are some notable places to visit nearby. [](https://expedia.ca/Orlando-Regal-Palms.dx553248635976481586) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Windsor Hills ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [1 Star Hotels in Disney's Maingate West ](https://www.expedia.ca/1Star-Disneys-Maingate-West-Hotels.s10-0-d6034243.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Indian Ridge ](https://www.expedia.ca/1Star-Indian-Ridge-Orlando-Hotels.s10-n553248635976475885-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Disney's Maingate West ](https://www.expedia.ca/3Star-Disneys-Maingate-West-Hotels.s30-0-d6034243.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Disney's Maingate West ](https://www.expedia.ca/4Star-Disneys-Maingate-West-Hotels.s40-0-d6034243.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Crestwynd Bay ](https://www.expedia.ca/Crestwynd-Bay-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976470857-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Visit West Kissimmee ](https://www.expedia.ca/West-Kissimmee.dx553248633938969416) - [Alamo Rent A Car Rental Cars in Disney's Maingate West ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Disneys-Maingate-West.d6034243-c6.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Disney's Maingate West ](https://www.expedia.ca/Avis-Car-Rentals-In-Disneys-Maingate-West.d6034243-c41.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Disney's Maingate West ](https://www.expedia.ca/Budget-Car-Rentals-In-Disneys-Maingate-West.d6034243-c39.Car-Rental-Guide-Suppliers) - [Car rentals near Mystic Dunes Golf Club ](https://www.expedia.ca/Car-Rentals-In-Mystic-Dunes-Golf-Club.d6153712.Car-Rental-Guide) - [Rental cars Orlando Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Enterprise Rental Cars in Disney's Maingate West ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Disneys-Maingate-West.d6034243-c15.Car-Rental-Guide-Suppliers) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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