Title: 5 Stars Hotels in Longboat Key, Florida from CA $376 - Find Cheap Longboat Key Hotels With 5 Stars | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Longboat Key, Florida from CA $376 ![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 Longboat Key 5 Star Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-09-29&endDate=2025-09-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-09-30&endDate=2025-10-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Longboat Key 5 Star Hotels ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/72c017f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/68d9d3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/4e06c5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Longboat Key Resort Longboat Key 9.8/10 Exceptional (49) "Absolutely beautiful property! Lovely pools and impeccable beach. Restaurants are good, housekeeping was the only miss - no turndown one night and had to request cleaning at 3 pm after having had the service sign on all day" CA $918 CA $1,124 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.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-Longboat-Key-Hotels.s50-0-d8409.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Longboat-Key-Hotels.s50-0-d8409.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 Longboat Key. ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Zota Beach Resort 4711 Gulf of Mexico Dr, Longboat Key, FL CA $277 CA $376 total Sep 30 - Oct 1 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Resort at Longboat Key Club 220 Sands Point Road, Longboat Key, FL CA $542 CA $675 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (674 reviews) [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Casa Del Mar Longboat Key](https://images.trvl-media.com/lodging/16000000/15610000/15603000/15602940/479faed7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Casa Del Mar Longboat Key 4621 Gulf of Mexico Dr, Longboat Key, FL [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=15602940&PinnedHotelID=15602940&HadPinnedHotel=true®ionId=8409) [](https://expedia.ca/Sarasota-Hotels-Casa-Del-Mar-Longboat-Key.h15602940.Hotel-Information) Still don't see what you're looking for? [See all properties in Longboat Key.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&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=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=8409&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 Longboat Key Get away to relaxing Longboat Key! Enjoy the sunsets, beaches, and monuments. [See all hotels in Longboat Key](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&adults=2®ionId=8409) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Longboat Key Hotel Reviews ![The St. Regis Longboat Key Resort](//images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Great customer service, excell" [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ## Find out more about Longboat Key ## Five Star Hotels in Longboat Key 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 Longboat Key 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 Longboat Key and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Longboat Key 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 Longboat Key The results are in, and Longboat Key 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 Longboat Key! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Longboat Key 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 Longboat Key? > You can find various pricing options for a 5-star hotel in Longboat Key on Expedia. How much you'll pay will depend on when you want to travel, trip length and other factors. Compare available accommodations for your desired dates and use our pricing and other filters to lock in the perfect high-end stay. > > > > - Search for the lowest price per night from CA $376 ### What makes a hotel 5 stars in Longboat Key? > Exceptional guest service is integral to every 5-star hotel in Longboat Key. From the moment you enter the lobby, staff attend to your every need, whether answering room service calls 24/7 or providing in-room massages. On top of that, hotels have to offer upscale amenities to be considered for a 5-star rating. These can include luxury bathrobes, saunas or spas, pools, fine dining kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Longboat Key? > Expedia's filter tool is the quickest way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to see the most luxurious properties in Longboat Key where your accommodations, meals, entertainment and activities are included in the upfront price. 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