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) ![Anna Maria Island, FL Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Anna Maria Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [6 Nov - 7 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Historic Hotels ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/fd0b5dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8d9d80c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/53fdb072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/ffc0d99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage with Covered Balconies and Private Pool Anna Maria 9.6/10 Exceptional (41) "The location was perfect with close beach access and surrounded by a lot of fun businesses. We loved being over the pizza shop, could go down there and grab food or drinks! We enjoyed our stay very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah E. £427 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.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) ![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 pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/933a3ccd.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 9.8/10 Exceptional (36) "Fantastic location close to the beach. Perfect for a couple looking to getaway for a bit and have lots to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad R. £403 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/740dc148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/627f1c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/a0744740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/5c2376ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 9.2/10 Wonderful (56) "We absolutely enjoyed staying here and will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allie S. £324 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Convenient-Condo-Near-The-Beach-WShared-Pool.h62981960.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/1596962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/35fc891b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/5bf63d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/d06bcc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Beach Bungalow! Steps to Beach, Shops and Dining Anna Maria 8.6/10 Excellent (4) "Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie P. £221 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.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 dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f8337cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b44b7d12.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 (32) "Great location, cool little property and cabin. Perfect for a long weekend getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Calvin J. £418 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/0ffd1156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/9c50b6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/cb2d929c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/8d4b36ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute Cottage Near Beach and Shops Anna Maria 10/10 Exceptional (3) "The cottage is just beautiful. It's very historic and true to Old Florida while being impeccably beautiful inside. The renovation done is an impressive feat of retaining the historic charm while providing all the modern amenities. Cottage is squeaky clean, bed was so comfortable, and it was nice for us to be able to spread out a bit in the evening to our own decompression spaces. There is seating galore, but not at all cluttered. We loved the coastal modern furniture and decor. Layout is nice to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie S. £290 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.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) ![Dining](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/bfd9f428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/08b5f4cc.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) ### Beachside Duplex w/ Pool and 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark T. £303 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/2f8dc934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/8c637972.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) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.8/10 Excellent (41) "This was a quiet corner of town and the property was beautiful as well as the pool area. I would stay here again 💯 %" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susie Goodwin S. £284 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/5baf4761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-cc89fa5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-1b11eb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1199h799x1y1-5437c6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Canal Retreat with Pool and Steps to the Beach Anna Maria 10/10 Exceptional (1) "It was wonderful..did have to call to figure out how to get in..but home was wonderful and in a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara S. £618 includes taxes & fees 7 Nov - 8 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Family-Fun-Awaits-At-Coco-Cottage-Steps-To-The-Beach-And-Private-Pool.h111608937.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62981100/62981008/4b767cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62981100/62981008/7628645e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62981100/62981008/f623a221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62981100/62981008/a4085363.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 (38) "Really close to the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danay £332 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-Incredible-Beach-Condo-Wfree-Wifi.h62981008.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=2025-11-20&endDate=2025-11-21®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 "Every aspect of the unit was well thought out." [](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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[Luxury Hotels in Egmont Key State Park](https://www.expedia.co.uk/Egmont-Key-State-Park-Hotels-Luxury-Hotel.0-0-d6256666-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Apartments in Holmes Beach](https://www.expedia.co.uk/Holmes-Beach-Apartments.d55128-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Holmes Beach](https://www.expedia.co.uk/Holmes-Beach-Condos.d55128-aaCondos.Travel-Guide-Accommodation) - [Holmes Beach Hotels](https://www.expedia.co.uk/Holmes-Beach-Hotels.d55128.Travel-Guide-Hotels) - [Ilexhurst Hotels](https://www.expedia.co.uk/Ilexhurst-Holmes-Beach-Hotels.0-n553248635976475937-0.Travel-Guide-Filter-Hotels) - [Sports Hotels in International Drive](https://www.expedia.co.uk/International-Drive-Hotels-Adventure-Sport-Hotel.0-0-d6034244-tAdventureSportHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in International Drive](https://www.expedia.co.uk/International-Drive-Hotels-Casino-Hotel.0-0-d6034244-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in International Drive](https://www.expedia.co.uk/International-Drive-Hotels-Gay-Friendly-Hotel.0-0-d6034244-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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