Title: 5 Stars Hotels in Siesta Key Village, Siesta Key from CA $189 - Find Cheap Siesta Key Village Hotels With 5 Stars | Expedia.ca [Siesta Key Village Travel Guide](https://expedia.ca/Siesta-Key-Siesta-Key-Village.dx6296072)[Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Siesta Key Village Car Rentals](https://expedia.ca/Car-Rentals-In-Siesta-Key-Village.d6296072.Car-Rental-Guide)[Siesta Key Village Vacations](https://expedia.ca/Siesta-Key-Village.d6296072.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496928-siesta-key-village.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Siesta Key Village, Siesta Key from CA $189 ![](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 Siesta Key Village 5 Star Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6296072&startDate=2025-10-18&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6296072&startDate=2025-10-19&endDate=2025-10-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6296072&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6296072&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Siesta Key Village 5 Star Hotels ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/3e724949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/36b8ca60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/8d484916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Sarasota Central Sarasota 9.2/10 Wonderful (1007) "Everything and everyone was wonderful. The street was a bit loud sometimes at night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doris CA $785 CA $979 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information) ![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) ![Presidential Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/ec4c3b93.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carrie CA $1,036 CA $1,258 total includes taxes & fees Oct 20 - Oct 21 [](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-Siesta-Key-Village-Siesta-Key-Hotels.s50-n6296072-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Siesta-Key-Village-Siesta-Key-Hotels.s50-n6296072-0.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 Siesta Key Village. ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Sarasota 100 Marina View Drive, Sarasota, FL CA $261 CA $330 total Oct 26 - Oct 27 includes taxes & fees 9/10 Wonderful! (1,106 reviews) [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Sarasota Bradenton Airport 8009 15th Street E, Sarasota, FL CA $167 CA $189 total Oct 20 - Oct 21 includes taxes & fees 8.6/10 Excellent! (1,461 reviews) [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Compass Hotel by Margaritaville Anna Maria Sound 12324 Manatee Avenue West, Bradenton, FL CA $249 CA $321 total Oct 19 - Oct 20 includes taxes & fees 9.4/10 Exceptional! (1,793 reviews) [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) Still don't see what you're looking for? [See all properties in Siesta Key Village.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&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=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6296072&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 Siesta Key Village Hotel Reviews ## Find out more about Siesta Key Village ## Five Star Hotels in Siesta Key Village 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 Siesta Key Village 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 Siesta Key Village and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Siesta Key Village 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 Siesta Key Village The results are in, and Siesta Key Village 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 Siesta Key Village! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Siesta Key Village 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 Siesta Key Village? > You'll find several pricing options for 5-star hotels in Siesta Key Village on Expedia. How much you'll pay will depend on when you travel, trip length and other factors. Compare all of the available accommodations for your chosen dates and make use of our pricing and other filters to lock in the perfect upscale stay. > > > > - Search for the lowest price per night from CA $189 ### What makes a hotel 5 stars in Siesta Key Village? > Exceptional guest service is the defining feature of every 5-star hotel in Siesta Key Village. From the minute you arrive, staff attend to your every whim, whether answering room service calls 24/7 or providing in-room massages. Additionally, hotels have to feature superior conveniences to meet the standard for a 5-star rating. These can include luxury bath products, spas or saunas, pools, fine dining kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Siesta Key Village? > Find a luxury retreat that includes your room, meals, drinks and entertainment in Siesta Key Village with Expedia's filters. Search for properties with a 5-star rating and click on the "All inclusive" filter. Make sure you check what's included in the upfront price. 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