Title: Book the Best HISTORIC Hotels in Anna Maria in 2026 | Expedia.ca [Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides) ![The day comes to a close over the Gulf of Mexico. Bean Point Beach is at the Northwest end of Anna Maria Island. A nice wide beach with fine white sand. A little more secluded than some of the other beaches nearby.](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas ![](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Anna Maria Historic Hotels Tonight [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria historic hotels ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/0c26865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b1d8a0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) Anna Maria 9.6/10 Exceptional (37 reviews) "Great place for a beach stay on Anna Maria!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $324 CA $787 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b431caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/1839194a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/5989c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) Anna Maria 8.8/10 Excellent (41 reviews) "Everything was clean, quiet, beautiful, definitely we will come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Percy O. CA $175 CA $447 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980400/62980324/c9d7c2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980400/62980324/5d404b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980400/62980324/05c35907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980400/62980324/d4e3e00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Well-Located-Equipped-Beach-Condo-WShared-Pool.h62980324.Hotel-Information) Anna Maria 8.8/10 Excellent (15 reviews) "Spacious cottage, very clean and updated. Walkable to beaches on both sides of the island and to the general store/ice cream shop. We also enjoyed relaxing at the pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela H. CA $192 CA $583 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Well-Located-Equipped-Beach-Condo-WShared-Pool.h62980324.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (39 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $323 CA $769 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/59f71aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) Anna Maria 8.2/10 Very good (43 reviews) "Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron H. CA $194 CA $476 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/736d7dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/b30e1a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) Anna Maria 8.4/10 Very good (34 reviews) "Loved access to the beaches and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth C. CA $221 CA $511 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/40de95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/aa613016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/7602fd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) Anna Maria 10/10 Exceptional (31 reviews) "Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $324 CA $787 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/ffd1ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bcfb0ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bba81ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Front Guest House [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) Anna Maria 9.4/10 Exceptional (3 reviews) "The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. CA $543 CA $930 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/339be2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/4fb13f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/581411e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/e17e2719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) Anna Maria 9.8/10 Exceptional (14 reviews) "Really nice cottages, and mgt on-site and super responsive and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry A. CA $576 CA $1,209 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/d13cc66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/ef694e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6ba32c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) Anna Maria 9.6/10 Exceptional (21 reviews) "Mom and I just stayed for one night and had a lovely trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany B. CA $378 CA $879 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=74028&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_74028) ## Top Anna Maria Hotel Reviews ## Frequently asked questions ### What should I expect on my historical trip to Anna Maria? ### What's the best place to stay in Anna Maria that's close to historical sites? ### How many historical hotels will I find in Anna Maria? ### What are the most important historical sites and other places in Anna Maria? ### What is a historic hotel like in Anna Maria? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Anna Maria have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Beach-Hotel.0-0-d553248622847118534-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Casino-Hotel.0-0-d553248622847118534-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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