Title: Best Cottages in Anna Maria in 2026 | Expedia.co.uk [Anna Maria Travel Guide](https://expedia.co.uk/Anna-Maria.dx74028)[Hotels in Anna Maria](https://expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria](https://expedia.co.uk/Anna-Maria-Holiday-Rentals.d74028.Travel-Guide-HolidayRentals)[Flights to Anna Maria](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria.d74028.Car-Hire-Guide)[Anna Maria Holidays](https://expedia.co.uk/Anna-Maria.d74028.Holidays-City-Breaks) ![](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) ## Check prices for these dates In two weeks [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria cottages ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/326f581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/95b97511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/01da71cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/411633fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Guest House Near the Beach with Private Pool! [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) Anna Maria 8.8/10 Excellent (36 reviews) "I couldnt have booked a better spot for my kids. I was nervous it being above a restaurant but you couldnt even tell. It was so tranquil in the backyard and upstairs, during the day we took the golf cart to the beach or shopped around and this was the most convenient place I ever stayed at. It was decorated better than most people decorate their own homes I just loved it and so did my kids and their friends. Cleanliness was perfect, decor, location, I couldnt have asked for anything better,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle £649 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/ffc0d99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/36cab618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/290b6ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8cc233be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage with Covered Balconies and Private Pool [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) Anna Maria 9.6/10 Exceptional (45 reviews) "Everything was wonderful. We would love to stay there again. Great location, lots of room, and very comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/c52353c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/bbffc537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/bb071c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/e96d0f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach [](https://www.expedia.co.uk/Anna-Maria-Hotels-Sea-Glass-Cottage-North-End-Of-Anna-Maria-2bed2-Bath-W-Pool-Steps-To-Beach.h123769182.Hotel-Information) Anna Maria 10/10 Exceptional (1 review) "This was our family’s first time visiting AMI and we will definitely be back. The location of the property was awesome - its steps from the beach. It’s less than a mile to walk to restaurants and shops, but we loved having a golf cart that made it easy to go out for dinners and get groceries from the Publix. I was a little nervous with what I read about the Bean Point beach because of the currents, but my 4, 6, and 8 year olds were totally fine in the water. The beach was clean and is great for... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tierney L. £1,079 includes taxes & fees 30 Apr - 1 May [](https://www.expedia.co.uk/Anna-Maria-Hotels-Sea-Glass-Cottage-North-End-Of-Anna-Maria-2bed2-Bath-W-Pool-Steps-To-Beach.h123769182.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93198700/93198610/8ca35790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93198700/93198610/bf99c61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93198700/93198610/df103d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93198700/93198610/8af63aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lanai & Pond at Tranquil Bradenton Retreat! [](https://www.expedia.co.uk/Bradenton-Hotels-Charming-Bradenton-Retreat-W-Lanai-Pond.h93198610.Hotel-Information) Bradenton 10/10 Exceptional (2 reviews) "I really enjoyed how easy it was to get to the location, and how clean and spacious it was. Although it was a short visit to help my daughter move out of college, it provided a great place to relax after the busy move. The environment was very peaceful and safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ching-Wei Tabitha £306 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-Charming-Bradenton-Retreat-W-Lanai-Pond.h93198610.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/920c998b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/d8fcba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/7beefd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/3b75902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "Grouper" [](https://www.expedia.co.uk/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) Sunny Shores 9.4/10 Exceptional (56 reviews) "I would recommend this place to anyone! It was extremely clean and neat, and we had a lovely time here! The host was very responsive and kind too. Overall, this place was above my expectations and a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana £163 includes taxes & fees 26 Apr - 27 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/48baa852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/ba7ee855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/4cdc81ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/68953436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7mi to Anna Maria Newly Renovated Private Cottage [](https://www.expedia.co.uk/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) Bradenton 10/10 Exceptional (4 reviews) "Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracee Candace L. £231 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/8fab23d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/a91f1f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/ec468328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/49ddd283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps 2 Beach- Cottage w/king bd +2bikes +parking [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) Pass-a-Grille 9.8/10 Exceptional (47 reviews) "Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. £420 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/7c5e23ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/904bf92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/d993b6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/6de34255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Pete/gulfport Tiny little small home [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) St. Petersburg 10/10 Exceptional (4 reviews) "Really nice place to stay and host communication was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan D. £279 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/15639e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/47ee866c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/7fc84ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/dca37942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny PaG Island rental w/bikes-just steps2beach [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information) Pass-a-Grille 9.0/10 Wonderful (19 reviews) "Short walk to the beach and well-kept property. Very neat area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily M. £292 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/89889a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/d2bed439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/0fb35f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/4a886c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Cottage | Walk Everywhere, Park once [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) Historic Old Northeast 10/10 Exceptional (8 reviews) "The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia S. £312 includes taxes & fees 4 May - 5 May [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/ace78ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/dea883bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/d4266ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/d8ba12c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum [](https://www.expedia.co.uk/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.Hotel-Information) Indian Beach Sapphire Shores 9.8/10 Exceptional (36 reviews) "Fun stay, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa H. [](https://www.expedia.co.uk/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/2f9d4e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/b7f141ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/129aeeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/1ea2a64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Street Beach House | Wi-Fi | Center of All [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Bridge-Street-Beach-House-Wi-Fi-Center-Of-All.h127541473.Hotel-Information) Bridge Street 10/10 Exceptional (1 review) "This is a great location for a beach getaway. It is steps from Sarasota Bay, very close to shopping, restaurants, and entertainment, and a short walk to the beach. The home is beautifully decorated and gives those beachy vibes. It is a very comfortable place to relax after a day in the sun. There is plenty of outdoor space, as well. The host has provided 2 bikes and that is an excellent way to travel the Island.Rex was easy to work with and very responsive to all our needs. We can’t wait to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane C. [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Bridge-Street-Beach-House-Wi-Fi-Center-Of-All.h127541473.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122978/f94b5998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122978/95bd66bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122978/ff4a7ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122978/f1d02d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3716 7th Ave W [](https://www.expedia.co.uk/Bradenton-Hotels-3716-7th-Ave-W.h125122978.Hotel-Information) Bradenton £2,327 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-3716-7th-Ave-W.h125122978.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=2026-04-18&endDate=2026-04-19®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VILLA) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=COTTAGE) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APART_HOTEL) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APARTMENT) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=HOUSE_BOAT) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=RESIDENCE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CABIN) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](https://images.trvl-media.com/lodging/23000000/22130000/22127100/22127023/730b5d09_y.jpg) ### Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! 10/10 Excellent "This adorable cottage was cozy and perfectly clean. The inside is adorable, but the backyard pool area is a true oasis. Our family was in the pool constantly and enjoyed quality time together in the hot tub. We absolutely loved our time there. " [](https://expedia.co.uk/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Private Home 1 Block to Beach with Pool and Hot Tub!](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/20900fe9_y.jpg) ### Private Home 1 Block to Beach with Pool and Hot Tub! 10/10 Excellent "Within walking distance to the ocean. Nice front porch, nice master bedroom with bath and private balcony over the pool. Pool and hot tub was exceptionally nice! Enjoyed during the day and at night. This house is in a perfect location. Walk to restaurants, general store and shopping. At the heart of it all. We will definitely stay here again! " [](https://expedia.co.uk/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) ![Love Shack on the Water Most desirable location on AMI](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75_y.jpg) ### Love Shack on the Water Most desirable location on AMI 10/10 Excellent "Clean stay. Great location." [](https://expedia.co.uk/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ![Duplex on North End of Anna Maria Island! With Pool and Grill](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343505/9f88cac6_y.jpg) ### Duplex on North End of Anna Maria Island! With Pool and Grill 8/10 Good "Overall, an okay stay.Pros: Comfortable beds, a decently stocked kitchen, great pool, and newer TVs.Cons: The location is far from the beach, especially if you are hauling stuff. Parking near the beach during spring break is tough. Biking is really the only practical option. That said, there were no beach chairs or a beach cart, which makes biking to the beach less convenient. Restaurants are about a mile away with similarly limited parking.Best suited if you’re planning to spend most of your time at the house and by the pool." [](https://expedia.co.uk/Anna-Maria-Hotels-Short-Stays-Available-Located-On-North-End-Of-Island.h93343505.Hotel-Information) ![The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!](https://images.trvl-media.com/lodging/26000000/25170000/25165900/25165833/d905b007_y.jpg) ### The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views! 10/10 Excellent "We had a lovely stay here! The location was perfect for walking to the beach, restaurants, & coffee shops. Really nice that beach chairs & towels were included as well.Ed was very communicative & helpful. Would recommend! " [](https://expedia.co.uk/Anna-Maria-Hotels-The-Ballyhoo-On-Bean-Point.h25165833.Hotel-Information) ![CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!](https://images.trvl-media.com/lodging/22000000/21670000/21666700/21666606/9152cade_y.jpg) ### CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog\*(See Note) Friendly! 10/10 Excellent "Enjoyed the privacy in pool area. And open space in house." [](https://expedia.co.uk/Anna-Maria-Hotels-CHARMING-COTTAGE-WHEATED-POOL.h21666606.Hotel-Information) ![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway 10/10 Excellent "Amazing house, great location, responsive management company, just a wonderful place!" [](https://expedia.co.uk/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ![Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/d4c9a5a1_y.jpg) ### Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything 10/10 Excellent "Wonderful location, everything you need for kids and very clean! Loved the persistent but very effective pool alarm on the back door for peace of mind with small children. Pool is also great for younger children with a wading area. Backyard felt like an oasis!" [](https://expedia.co.uk/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬](https://images.trvl-media.com/lodging/35000000/34340000/34336600/34336528/0464abe1_y.jpg) ### 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬 10/10 Excellent "The host was awesome and responded quickly with all communication! The property is absolutely beautiful! The location is prime location for the beach, shops and restaurants." [](https://expedia.co.uk/Anna-Maria-Hotels-AMIs-Local-LANDMARKThe-BLUE-HOUSE-On-PINE-Casa-Calienta.h34336528.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Cottages information | Number of reviews | 259 | | ----------------- | ----------- | | Accommodation | 27 Cottages | | Lowest Price | £163 | | Highest Price | £2,327 | ## Frequently asked questions ### How much do cottages in Anna Maria cost? ### What are the best cottages in Anna Maria? ### How many cottages are there in Anna Maria? ### What are the best cheap cottages in Anna Maria? ### Are there any family-friendly cottages in Anna Maria? ### Why book your cottage in Anna Maria with Expedia? ### How can I find cheap cottages in Anna Maria? ### What is there to do in Anna Maria near my cottage? ## Explore a world of travel with Expedia - More ways to book - [Book Cottages in Anna Maria on Expedia.com ](https://www.expedia.com/Anna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation)