Title: 5 Stars Hotels in Anna Maria Island, Florida from CA $630 - Find Cheap Anna Maria Island Hotels With 5 Stars | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Anna Maria Island, Florida from CA $630 ![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 Anna Maria Island 5 Star Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-05&endDate=2025-10-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-06&endDate=2025-10-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&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=553248622847118534&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island 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-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.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 Anna Maria Island. ![Tropic Isle at Anna Maria Island Inn](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tropic Isle at Anna Maria Island Inn 101 22nd St, Bradenton Beach, FL CA $497 CA $630 total Oct 8 - Oct 9 includes taxes & fees 8.8/10 Excellent! (594 reviews) [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Waterline Villas & Marina, Autograph Collection 5325 Marina Drive, Holmes Beach, FL CA $592 CA $668 total Oct 13 - Oct 14 includes taxes & fees 9.4/10 Exceptional! (86 reviews) [](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Runaway Tropical Waves-pet Friendly](https://images.trvl-media.com/lodging/106000000/105490000/105488200/105488113/8cac97ac_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Runaway Tropical Waves-pet Friendly 1801 Gulf Dr. N. Unit 159, Bradenton Beach, FL [Get rates](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=105488113&PinnedHotelID=105488113&HadPinnedHotel=true®ionId=553248622847118534) [](https://expedia.ca/Bradenton-Beach-Hotels-Runaway-Tropical-Waves-Pet-Friendly.h105488113.Hotel-Information) Still don't see what you're looking for? [See all properties in Anna Maria Island.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&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=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=553248622847118534&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 Anna Maria Island Pristine white beaches and turquoise waters beckon you to this laid-back Gulf Coast paradise. Rent a bike to explore charming Pine Avenue, then watch the sunset at Bean Point's secluded shore. [See all hotels in Anna Maria Island](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&adults=2®ionId=553248622847118534) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Anna Maria Island Hotel Reviews ## Find out more about Anna Maria Island Luxury is the name of the game at the best 5 Stars hotels in Anna Maria Island. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Anna Maria Island 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Anna Maria Island hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Anna Maria Island without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Anna Maria Island. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Anna Maria Island? > How much you pay for a 5-star hotel in Anna Maria Island can vary depending on what time of year you travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to find the best rate on a high-end stay. > > > > - Search for the lowest price per night from CA $630 ### What makes a hotel 5 stars in Anna Maria Island? > Faultless guest service is the defining feature of every 5-star hotel in Anna Maria Island. From the minute you arrive, staff cater to your every whim, whether arranging customized tours or providing in-room massage treatments. Additionally, hotels must feature top-rate conveniences to be eligible for a 5-star rating. These can include luxury bathrobes, a wellness centre, pools, fine dining restaurants and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Anna Maria Island? > Use our filter tool to find a high-end getaway in Anna Maria Island where everything you need is included in the price. From there, narrow your results for resorts that have a rating of 5 stars and are described as "All inclusive." The most important thing to look forward to at these stays? 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