Title: 5 Stars Hotels in Crestwynd Bay, Orlando - Find Cheap Crestwynd Bay Hotels With 5 Stars | Expedia.ca [Crestwynd Bay Travel Guide](https://expedia.ca/Orlando-Crestwynd-Bay.dx553248635976470857)[Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[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)[Crestwynd Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Crestwynd-Bay.d553248635976470857.Car-Rental-Guide)[Crestwynd Bay Vacations](https://expedia.ca/Crestwynd-Bay.d553248635976470857.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) # 5 Stars Hotels in Crestwynd Bay, Orlando ![](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 availability on Crestwynd Bay 5 Star Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976470857&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976470857&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976470857&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976470857&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Crestwynd Bay 5 Star 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%2F5Star-Crestwynd-Bay-Orlando-Hotels.s50-n553248635976470857-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Crestwynd-Bay-Orlando-Hotels.s50-n553248635976470857-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Crestwynd Bay. ![Grh9287ha - Windsor Hills Resort - 3 Bed 2 Baths Condo](https://images.trvl-media.com/lodging/105000000/104240000/104232900/104232900/c136cd02_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Grh9287ha - Windsor Hills Resort - 3 Bed 2 Baths Condo 7650 Comrow Street Unit 204, Kissimmee, FL [Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=104232900&PinnedHotelID=104232900&HadPinnedHotel=true®ionId=553248635976470857) [](https://expedia.ca/Orlando-Hotels-Grh9287ha-Windsor-Hills-Resort-3-Bed-2-Baths-Condo.h104232900.Hotel-Information) Still don't see what you're looking for? [See all properties in Crestwynd Bay.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976470857&star=50&star=50&amenities=WATER_PARK) 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. ## Top Crestwynd Bay Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [1 Star Hotels in Disney's Boardwalk](https://www.expedia.ca/1Star-Disneys-Boardwalk-Hotels.s10-0-d6069355.Travel-Guide-Filter-Hotels) - [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) - [1 Star Hotels in Vizcay](https://www.expedia.ca/1Star-Vizcay-Davenport-Hotels.s10-n553248635976472528-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in West Kissimmee](https://www.expedia.ca/1Star-West-Kissimmee-Hotels.s10-0-d553248633938969416.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Celebration](https://www.expedia.ca/3Star-Celebration-Hotels.s30-0-d602896.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Champions Gate](https://www.expedia.ca/3Star-Champions-Gate-Hotels.s30-0-d6070422.Travel-Guide-Filter-Hotels) - 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