Title: TOP Historic Hotels in Anna Maria Island, FL for 2025 | Expedia.co.uk [Anna Maria Island Travel Guide](https://expedia.co.uk/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)[Flights to Anna Maria Island](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.co.uk/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria-Island.d553248622847118534.Car-Hire-Guide)[Anna Maria Island Holidays](https://expedia.co.uk/Anna-Maria-Island.d553248622847118534.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Anna Maria Island ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 Historic Hotels Tonight [18 Sept - 19 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-18&endDate=2025-09-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-19&endDate=2025-09-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Historic Hotels ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/2f8dc934.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b45ac8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.8/10 Excellent (40) "Location is perfect for viewing suntise, waking distance to early morning coffee, great food, convenience store, rentals, anything you need. " [](https://www.expedia.co.uk/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/16021fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e2144f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/4b9de084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/380d9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand! Anna Maria 9.6/10 Exceptional (19) "Convenient to the beach, nicely furnished inside." £400 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/35eb4794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/a7597990.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) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes Anna Maria 10/10 Exceptional (27) "Perfect accommodations and location for family of four with two boys ages 5 7. Property was extremely clean and in a great location! Can't wait to come back." £387 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/850c37da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/41159275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/1f99e310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62981000/62980905/b7beed72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.6/10 Excellent (42) "Nice place for long weekend. Close to great restaurants and an easy walk to the beach." £249 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Budget-Friendly-Studio-WShared-Pool.h62980905.Hotel-Information) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/ebba9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/19ccb378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! Anna Maria 10/10 Exceptional (35) "Perfect, cutest cottage within steps of the beach." £376 includes taxes & fees 27 Sept - 28 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/bc5a8235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/ca968fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f8337cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! Anna Maria 9.6/10 Exceptional (31) "Great location, cool little property and cabin. Perfect for a long weekend getaway!" £391 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a69ab543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/78faeab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/719f766e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/bfd9f428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Duplex w/ Pool & Private Suite Anna Maria 8.0/10 Very good (1) "We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. " £322 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/a1280f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6e21bf07.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/e210d958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach! Anna Maria 9.6/10 Exceptional (21) "The cottage was comfy and as described " £403 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/3adf92de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/2afae4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/4fb13f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage moments to beach w/ pool, beach gear, bikes Anna Maria 9.8/10 Exceptional (11) "Loved how the cottage is wqlking distance to the beach and also restaurants." £506 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/1bbbc0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/4a5e386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/a691adb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/4aa124d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.2/10 Very good (28) "Walkable to the east side of the island near the pier. Lots of solid food options. If you rent a bike or golf cart you have great access to Bean Point and the main gulf side. Would def rent here again." [](https://www.expedia.co.uk/Anna-Maria-Hotels-Great-Beach-Retreat-WFull-Kitchen.h62980483.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.co.uk/Hotel-Search?startDate=2025-10-03&endDate=2025-10-04®ionId=553248622847118534&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Have been several times and love it. Great location. Clean a beautifully updated rooms. " [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Tradewinds Beach Resort](//images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc_y.jpg) ### Tradewinds Beach Resort 10/10 Excellent "Very cute place and easy to walk to beach " [](https://expedia.co.uk/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Anna Maria](https://www.expedia.co.uk/5Star-Anna-Maria-Hotels.s50-0-d74028.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Hotels-Beach-Hotels.0-0-d74028-tBeachHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Hotels-Gay-Friendly-Hotel.0-0-d74028-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Anna Maria Hotels](https://www.expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels) - 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