Title: Hotels by Westgate Resorts in Countryside | Expedia.ca [Countryside Travel Guide](https://expedia.ca/Kissimmee-Countryside.dx553248635976658792)[Vacation Rentals in Kissimmee](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Countryside Car Rentals](https://expedia.ca/Car-Rentals-In-Countryside.d553248635976658792.Car-Rental-Guide)[Countryside Vacations](https://expedia.ca/Countryside.d553248635976658792.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels by Westgate Resorts in Countryside ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976658792&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976658792&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976658792&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976658792&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Countryside Westgate Resorts Hotels ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCountryside-Kissimmee-Hotels-Westgate-Resorts.0-n553248635976658792-0--bWestgateResorts.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCountryside-Kissimmee-Hotels-Westgate-Resorts.0-n553248635976658792-0--bWestgateResorts.Travel-Guide-Filter-Hotels) ## Top Countryside Hotel Reviews ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "We hadn't stayed at this property in many years and decided to try it again for a quick trip to FL. The property was beautiful. Check in was quick and staff excellent. Our room was super clean and very well maintained. We loved staying here and area already planning to return." [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](//images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 10/10 Excellent "I spent 3 nights here with my daughter. The room was clean & spacious, the breakfast was a great start to the day & the staff was amazing. The shuttle to the parks was convenient with several time options. Top notch customer service. We would definitely stay here again. " [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Great place " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "The rooms were great" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Staff was amazing , living area was very clean !! Definitely booking when I head back over there for travels " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Home2 Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 10/10 Excellent "Our room was spacious clean and we could see the Disney fireworks at 9pm every night. That was a nice little bonus " [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "We were blown away by this resort! You walk in to the grand lobby and immediately loved the smell of this place . We even asked about it and they sell it in their store! We bought a lot of it haha. Our room was so beautiful and enjoyed the balcony overlooking the pool so much. We loved using the pool and laying out by it. The grounds are beautiful and enjoyed our stay here so much. Staff are friendly and amazing. Can’t wait to come back!" [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Walt Disney World Swan](//images.trvl-media.com/lodging/1000000/10000/9800/9711/a789d7e5_y.jpg) ### Walt Disney World Swan 10/10 Excellent "The property was beautiful at night. Within walking distance of the boardwalk. The room was cozy and clean. The staff was friendly and helpful. I would definitely stay here again." [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![Residence Inn by Marriott Orlando Lake Buena Vista](//images.trvl-media.com/lodging/1000000/610000/602900/602872/cb4bb51d_y.jpg) ### Residence Inn by Marriott Orlando Lake Buena Vista 10/10 Excellent "My room was upgraded complimentary of the hotel. The staff was very nice and made my daughter’s birthday very special. She enjoyed the pool and the arcade." [](https://expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Lake-Buena-Vista.h602872.Hotel-Information) ## Find out more about Countryside ## Countryside Hotels Guide Expedia.ca offers a selection of 51871 hotels in Countryside. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Countryside. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Countryside neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Countryside, Kissimmee now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Bellalago Hotels](https://www.expedia.ca/Bellalago-Kissimmee-Hotels.0-n553248635976480124-0.Travel-Guide-Filter-Hotels) - [Spm Resorts in Blackstone Landing](https://www.expedia.ca/Blackstone-Landing-Kissimmee-Hotels-SPM-Resorts.0-n553248635976473049-0--bSPMResorts.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Campbell](https://www.expedia.ca/Campbell-Kissimmee-Hotels-Hotels-With-Indoor-Pool.0-n6360993-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Campbell](https://www.expedia.ca/Campbell-Kissimmee-Hotels-Hotels-With-Kitchenettes.0-n6360993-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Campbell Hotels](https://www.expedia.ca/Campbell-Kissimmee-Hotels.0-n6360993-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Crescent Lakes](https://www.expedia.ca/Crescent-Lakes-Kissimmee-Hotels-Beach-Hotel.0-n553248635976472473-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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