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 # Find Historic Hotels in Anna Maria, FL from CA $138 - ![](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 [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria historic hotels ![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/b5ac7f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/16f3593b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/f666312a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/19ef48ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crystal Bay Historic Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Bay-Hotel.h12933229.Hotel-Information) La Vista 9.6/10 Exceptional (1418) "Great place to stay, very good breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monika CA $170 CA $192 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Bay-Hotel.h12933229.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/3e5a32ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/d675b6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/0cfa821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/b07eb9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ponce De Leon Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Ponce-De-Leon-Hotel.h898054.Hotel-Information) Downtown St. Petersburg 7.0/10 Good (1015) "Always a good stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $123 CA $138 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Ponce-De-Leon-Hotel.h898054.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/cac201bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/52fc3596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/4912095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/c30b4c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cordova Inn, a New Hotel Collection Property [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cordova-Inn.h560062.Hotel-Information) Downtown St. Petersburg 8.0/10 Very good (1004) "Friendly laid back staff, great room and walking distance to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cordova-Inn.h560062.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/5e5945a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/ade928fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Single Room](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/429d70fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Single Room](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/ea16c7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GALAXY HOTEL [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-GALAXY-HOTEL.h93451698.Hotel-Information) Downtown St. Petersburg 8.6/10 Excellent (552) "The staff was so friendly and the location is perfect for checking out downtown without being on a SUPER busy street." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wanda CA $179 CA $202 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-GALAXY-HOTEL.h93451698.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/c7691158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/e0e226ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/b9b3c2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Studio Suite](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/6c5c9971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Bradenton Downtown Historic District [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.Hotel-Information) Downtown Bradenton 9.2/10 Wonderful (1004) "Breakfast was great, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $185 CA $209 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/b26eab98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/5b821db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/55b9c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/26786744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Bradenton Downtown/Riverfront [](https://www.expedia.ca/Sarasota-Hotels-SpringHill-Suites-By-Marriott-Bradenton-DowntownRiverfront.h35782725.Hotel-Information) Downtown Bradenton 9.2/10 Wonderful (718) "Staff super courteous and helpful. Great location and bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $198 CA $224 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Sarasota-Hotels-SpringHill-Suites-By-Marriott-Bradenton-DowntownRiverfront.h35782725.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/550000/541900/541835/w3840h2556x0y4-ff416cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/550000/541900/541835/7f2e1307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/541900/541835/w3837h2557x3y3-0f810af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/550000/541900/541835/w3837h2560x3y0-97deb9eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites St. Petersburg/Downtown [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hampton-Inn-Suites-St-PetersburgDowntown.h541835.Hotel-Information) Downtown St. Petersburg 9.4/10 Exceptional (1004) "Everything was great! Loved it, will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystalynn CA $203 CA $229 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hampton-Inn-Suites-St-PetersburgDowntown.h541835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/93425227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9f8bb83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9b8c8da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9dcb906b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Don CeSar [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) St. Pete Beach 9.0/10 Wonderful (1063) "Lovely classic hotel was lovely and it had everything we needed for the few days we stayed there. We would highly recommend this hotel" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Brian CA $363 CA $473 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) ![Unit #4 Room, 2 Bedrooms, Kitchen (One Bath) | View from room](https://images.trvl-media.com/lodging/10000000/9260000/9257800/9257769/f06c738c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Unit #2 Room, 1 Bedroom, Kitchen | Living area](https://images.trvl-media.com/lodging/10000000/9260000/9257800/9257769/0587a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9260000/9257800/9257769/3b77575b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Unit #3 Room, 2 Bedrooms, Kitchen (Two Baths) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9260000/9257800/9257769/a1fbe1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Inn [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Havana-Inn.h9257769.Hotel-Information) Pass-a-Grille 9.4/10 Exceptional (39) "Excellent location and good space! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolina CA $275 CA $311 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Havana-Inn.h9257769.Hotel-Information) ![Apartment, 1 Bedroom (Corraline) | Living area](https://images.trvl-media.com/lodging/9000000/8330000/8329900/8329813/4a7e46da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Beach View (Magnolia) | Living area](https://images.trvl-media.com/lodging/9000000/8330000/8329900/8329813/3107ec14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio (Gulfstream) | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8330000/8329900/8329813/92df45eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Beach View (Magnolia) | Private kitchen](https://images.trvl-media.com/lodging/9000000/8330000/8329900/8329813/ee97174c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Beach [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Inn-On-The-Beach.h8329813.Hotel-Information) Pass-a-Grille 9.8/10 Exceptional (375) "Clean room and quiet property. Really enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Inn-On-The-Beach.h8329813.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=2026-01-01&endDate=2026-01-02®ionId=74028&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Hotel Reviews ## Frequently asked questions ### What should I expect on my historical trip to Anna Maria? ### 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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