Title: 5 Stars Hotels in Longwood, Florida from CA $149 - Find Cheap Longwood Hotels With 5 Stars | Expedia.ca [Longwood Travel Guide](https://expedia.ca/Longwood.dx8394)[Hotels in Longwood](https://expedia.ca/Longwood-Hotels.d8394.Travel-Guide-Hotels)[Vacation Rentals in Longwood](https://expedia.ca/Longwood-Vacation-Rentals.d8394.Travel-Guide-VacationRentals)[Flights to Longwood](https://expedia.ca/Cheap-Flights-To-Longwood.d8394.Travel-Guide-Flights)[Things to do in Longwood](https://expedia.ca/Things-To-Do-In-Longwood.d8394.Travel-Guide-Activities)[Longwood Car Rentals](https://expedia.ca/Car-Rentals-In-Longwood.d8394.Car-Rental-Guide)[Longwood Vacation Packages](https://expedia.ca/Longwood.d8394.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/0899852d997b65585d216a7cfa56df28.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kara Akers # 5 Stars Hotels in Longwood, Florida from CA $149 ![](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 Longwood 5 Star Hotels Tonight [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2025-10-20&endDate=2025-10-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2025-10-21&endDate=2025-10-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Longwood 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/bf260b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1004) "The stay could not have been more perfect. Will stay as often as we can." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $714 CA $890 total includes taxes & fees Nov 14 - Nov 15 [](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) ![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 | 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) ![Townhome, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/740c82ea.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramesh [](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) ![Room, 3 Bedrooms, Private Pool (View) | Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/c6a0d540.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 | Private kitchen](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/16f97f7d.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) ### 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 | Interior](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/456b4fdc.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 | Balcony](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/3e5d6637.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-Longwood-Hotels.s50-0-d8394.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Longwood-Hotels.s50-0-d8394.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 Longwood. ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10100 International Drive, Orlando, FL CA $97 CA $149 total Oct 30 - Oct 31 includes taxes & fees 7.4/10 Good! (6,235 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando 9801 International Dr, Orlando, FL CA $188 CA $290 total Nov 15 - Nov 16 includes taxes & fees 9/10 Wonderful! (1,788 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.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 $265 CA $298 total Oct 21 - Oct 22 includes taxes & fees 9.4/10 Exceptional! (3,687 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 Longwood.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&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=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=8394&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 Longwood Wekiva Springs State Park offers crystal-clear swimming and kayaking trails where you'll often spot turtles and manatees. Explore the charming downtown district with its weekend farmers market, then catch a sunset airboat tour through moss-draped cypress trees. [See all hotels in Longwood](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&adults=2®ionId=8394) ![](https://mediaim.expedia.com/destination/2/0899852d997b65585d216a7cfa56df28.jpg?impolicy=fcrop&w=900&h=599&p=1&q=high) Photo by Kara Akers ## Top Longwood Hotel Reviews ## Find out more about Longwood ## Five Star Hotels in Longwood 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 Longwood 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 Longwood and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Longwood 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 Longwood The results are in, and Longwood 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 Longwood! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Longwood 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 Longwood? > The amount you pay for a 5-star hotel in Longwood depends on factors such as when you plan to go and the length of your break. Our insider tip for scoring an awesome deal? Use our pricing filters to check out all of the available accommodations for your preferred dates. > > > > - Search for the lowest price per night from CA $149 ### What makes a hotel 5 stars in Longwood? > From gourmet dining venues and all-day fitness centres to pools and dreamy bedding, the 5-star experience in Longwood is all about comfort and luxury. But it takes more than just upscale perks to receive a 5-star rating. Hotels also have to deliver extraordinary services like beauty treatments, dry cleaning and laundry and 24-hour concierge services. ### Are there any 5-star all-inclusive resorts in Longwood? > Find a luxury stay that includes your lodging, meals, bar and entertainment in Longwood with the help of Expedia's filters. Search for properties rated 5 stars and click on the "All inclusive" filter. Make sure you check what's included in the price. 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