Title: Anna Maria Cottages from CA $289 | 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 prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-07-03&endDate=2026-07-05&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 ![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a721b76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a9373087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/c70bf7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/5535208f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information) 9.6/10 Exceptional (123 reviews) "Great place and great location........" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris w. CA $638 CA $1,168 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.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) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8cc233be.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) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/36cab618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) 9.6/10 Exceptional (42 reviews) "The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Danielle E. CA $598 CA $1,585 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) 8.8/10 Excellent (34 reviews) "Beautiful home perfectly located near the beach, bars and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bibiana G. CA $1,117 CA $2,235 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/34769f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/56d1e366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/f23fe3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/81d3478d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information) 8.8/10 Excellent (26 reviews) "Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paris K. CA $418 CA $1,270 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/e977907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/d78ab203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/46fc9707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/a9349684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information) 10/10 Exceptional (1 review) "Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon F. CA $1,144 CA $2,101 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.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) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sunny Shores [](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) 9.4/10 Exceptional (50 reviews) "We really enjoyed our stay here. So close to AMI " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor B. CA $134 CA $289 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/fac30399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/12aa7e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/44ce967a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/5d526509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.Hotel-Information) CA $159 CA $672 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.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/120000000/119220000/119218800/119218723/4cdc81ec.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) ![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) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) 10/10 Exceptional (4 reviews) "I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MO L. CA $177 CA $464 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.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) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/d993b6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/a36947f1.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) ### Cottage in St. Petersburg [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) 10/10 Exceptional (3 reviews) "The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen J. CA $194 CA $550 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/ec468328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pass-a-Grille [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) 9.8/10 Exceptional (46 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. CA $709 CA $1,131 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/3bdce47d.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) ### Cottage in Historic Old Northeast [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) 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. CA $312 CA $642 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/f63d2f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/a41d4a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/e3386d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/w1920h764x0y0-c22fef67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information) 8.8/10 Excellent (3 reviews) "It was great! Check in was super easy and anything you would need is nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas N. CA $319 CA $903 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/47ee866c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pass-a-Grille [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information) 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. CA $436 CA $746 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.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) ![Children's area](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/3a740ccf.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) ### Cottage in Indian Beach Sapphire Shores [](https://www.expedia.ca/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.Hotel-Information) 9.6/10 Exceptional (34 reviews) "Fun stay, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa H. CA $238 CA $389 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.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/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) ![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122978/95bd66bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-3716-7th-Ave-W.h125122978.Hotel-Information) CA $3,121 CA $4,176 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Bradenton-Hotels-3716-7th-Ave-W.h125122978.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/35100761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/9712d101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/09b660c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/f2cc79e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Outdoor-Kitchen-Gaming-Garage-Bradenton-Retreat.h124271713.Hotel-Information) CA $273 CA $909 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Bradenton-Hotels-Outdoor-Kitchen-Gaming-Garage-Bradenton-Retreat.h124271713.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120710000/120704700/120704616/d9057887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120710000/120704700/120704616/3fc6daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120710000/120704700/120704616/99c60f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120710000/120704700/120704616/69a44547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Beach-Gear-Provided-Cozy-Family-Home-In-Bradenton.h120704616.Hotel-Information) CA $381 CA $843 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Bradenton-Hotels-Beach-Gear-Provided-Cozy-Family-Home-In-Bradenton.h120704616.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=2026-03-24&endDate=2026-03-25®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_SPRING_PROMO_74028) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN) Residences [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=RESIDENCE) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![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 "The Ballyhoo was very clean and well stocked. We were delighted that we were a short walk from beach access to Bean Point beach which was beautiful. We appreciated our location and would stay here again. " [](https://expedia.ca/Anna-Maria-Hotels-The-Ballyhoo-On-Bean-Point.h25165833.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 10/10 Excellent "My stay was exactly what I needed. The rental was perfect. Great location I was able to ride my bike easily to the beach , shopping & restaurants. The bed was very comfortable. Plenty of beach towels. " [](https://expedia.ca/Anna-Maria-Hotels-Duplex-On-North-End-Of-Anna-Maria-Island-With-Pool-And-Grill.h93343505.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.ca/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.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.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 "THE HOME WAS AMAZING AND THE LOCATION FANTASTIC." [](https://expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) ![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 "Everything was Great!" [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-](https://images.trvl-media.com/lodging/58000000/57840000/57838500/57838484/8a9bb651_y.jpg) ### Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay- 10/10 Excellent "Everything was clean. The home is close to a beach and also not far from stores and restaraunts." [](https://expedia.ca/Anna-Maria-Hotels-Beachy-Boathouse-Cottage.h57838484.Hotel-Information) ![Charming cottage located close to beach - Private heated pool!](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/3050729c_y.jpg) ### Charming cottage located close to beach - Private heated pool! 10/10 Excellent "The place was great for the price. Very close to the beach and had everything we needed. Hosts are great. " [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.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 "We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay. " [](https://expedia.ca/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Cottages information | Number of reviews | 393 | | ----------------- | ----------- | | Accommodation | 28 Cottages | | Lowest Price | CA $289 | | Highest Price | CA $2,235 | ## 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 - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Anna Maria Island ](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels) - 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