Title: 5 Stars Hotels in Winter Springs, Florida from CA $140 - Find Cheap Winter Springs Hotels With 5 Stars | Expedia.ca [Winter Springs Travel Guide](https://expedia.ca/Winter-Springs.dx6360415)[Hotels in Winter Springs](https://expedia.ca/Winter-Springs-Hotels.d6360415.Travel-Guide-Hotels)[Vacation Rentals in Winter Springs](https://expedia.ca/Winter-Springs-Vacation-Rentals.d6360415.Travel-Guide-VacationRentals)[Flights to Winter Springs](https://expedia.ca/Cheap-Flights-To-Winter-Springs.d6360415.Travel-Guide-Flights)[Things to do in Winter Springs](https://expedia.ca/Things-To-Do-In-Winter-Springs.d6360415.Travel-Guide-Activities)[Winter Springs Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Springs.d6360415.Car-Rental-Guide)[Winter Springs Vacation Packages](https://expedia.ca/Winter-Springs.d6360415.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/50aeb8cdc64235a6e27af43d8f24bf70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Moraca # 5 Stars Hotels in Winter Springs, Florida from CA $140 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Springs 5 Star Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-10-05&endDate=2025-10-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Springs 5 Star Hotels ![View from property](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/2e35acb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/818ce775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/4911def2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/be002023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1000) "The stay could not have been more perfect. Will stay as often as we can." CA $770 CA $953 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) ![Townhome, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/6533bfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/aa9e19d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/0f2446bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/1f8d2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe 3 Bedroom Apartment Vista Cay Resort 404 Orlando 2.0/10 (1) "They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings" [](https://www.expedia.ca/Orlando-Hotels-404-Vista-Cay-Resort-Orlando-61826.h50698709.Hotel-Information) ![Room, 3 Bedrooms, Private Pool (View)](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/w3997h2667x0y0-5cbde160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/ceadcc1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/ab5b34e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/615c8907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Residences Orlando, Grande Lakes Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Residences-Orlando-South.h75034433.Hotel-Information) ![House | Pool](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/9a43d625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living room](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/ae31e462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Balcony](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/07e58d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/f1ac52a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vista Cay Dream Orlando [](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-Dream.h46005675.Hotel-Information) ![Condo | Pool](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/56d4278c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living room](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/9c911f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Interior](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/456b4fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Pool](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/f173b4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Cabana Orlando [](https://www.expedia.ca/Orlando-Hotels-Penthouse-Cabana.h45994674.Hotel-Information) ![](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-Winter-Springs-Hotels.s50-0-d6360415.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winter-Springs-Hotels.s50-0-d6360415.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 Winter Springs. ![DoubleTree by Hilton Orlando Airport](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Orlando Airport 5555 Hazeltine National Drive, Orlando, FL CA $135 CA $152 total Oct 12 - Oct 13 includes taxes & fees 8.6/10 Excellent! (1,830 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton at the Entrance to Universal Orlando 5780 Major Blvd, Orlando, FL CA $124 CA $140 total Nov 2 - Nov 3 includes taxes & fees 8.4/10 Very Good! (6,706 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard, Orlando, FL CA $250 CA $281 total Oct 6 - Oct 7 includes taxes & fees 9.4/10 Exceptional! (3,606 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) Still don't see what you're looking for? [See all properties in Winter Springs.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&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=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6360415&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. ## Learn more about Winter Springs Nestled among sparkling lakes, this charming city offers tranquil nature trails and scenic parks perfect for picnicking. Don't miss the farmers' market or the nearby 'Oviedo on the Park' for local flavours and family-friendly events. [See all hotels in Winter Springs](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&adults=2®ionId=6360415) ![](https://mediaim.expedia.com/destination/2/50aeb8cdc64235a6e27af43d8f24bf70.jpg) Photo by Stephanie Moraca ## Top Winter Springs Hotel Reviews ## Find out more about Winter Springs ## Five Star Hotels in Winter Springs There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Winter Springs so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Winter Springs and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Winter Springs Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Winter Springs The results are in, and Winter Springs 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Winter Springs! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winter Springs today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Winter Springs? > You'll find a range of pricing options for 5-star hotels in Winter Springs on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare available properties for your desired dates and use our pricing and other filters to land the ideal upscale stay. > > > > - Search for the lowest price per night from CA $140 ### What makes a hotel 5 stars in Winter Springs? > From gourmet dining venues and fitness centres to pools and dreamy bedding, the 5-star experience in Winter Springs is all about comfort and luxury. But it requires more than just upscale amenities to get a 5-star rating. Stays must also deliver superb guest services like in-room beauty treatments, on-site laundry and concierge services. ### Are there any 5-star all-inclusive resorts in Winter Springs? > Our filters are the quickest way to search for exactly what you're looking for. Select "All inclusive" and "5-star" to show the finest hotels in Winter Springs where your meals, accommodations, entertainment and activities are included in the upfront price. 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