Title: Anna Maria B&B: Find the Best Bed and Breakfast | 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) ![](https://mediaim.expedia.com/destination/1/94187c4286550925d08a3b828fbef802.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Anna Maria ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria B&B ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/58f2a7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/407fb032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/0e703d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/ce4fec19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kenwood Gables Boutique Bed & Breakfast Historic Kenwood 10/10 Exceptional (40) "What a great property run by a great team providing excellent service. I cannot wait to go back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $214 CA $242 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Kenwood-Gables-Boutique-Bed-Breakfast.h42709741.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015011/c279c16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015011/a3dfefdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015011/21b350d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015011/34235a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #3 Sunshine Beach 9.4/10 Exceptional (3) "Bath a little small but ok" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wade C. CA $157 CA $276 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-3.h102015011.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/04daf25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/f010cba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/9a0cccf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/6842d4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #5 Sunshine Beach CA $157 CA $276 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Las-Olas-Of-Treasure-Island-5.h120661791.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/d20a5a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/9d2ed534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/38f3060d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/2848d2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #7 Sunshine Beach CA $157 CA $276 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-7.h102015015.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015013/02dd7d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015013/2a1468db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015013/617a8543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015013/5920f498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabanas of Treasure Island #4 Sunshine Beach CA $157 CA $277 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-4.h102015013.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/3e505e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/60520ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/88b9de71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/9845a5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #8 Sunshine Beach CA $155 CA $276 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-8.h102015019.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=2025-11-11&endDate=2025-11-12®ionId=74028&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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-Bed-And-Breakfast.d74028-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Bed-And-Breakfast.d74028-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ## Find out more about Anna Maria ## Anna Maria B&B information | Number of reviews | | | --- | --- | | Accommodation | B&B | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### Searching for B&Bs in Anna Maria? > If you're looking for something a little more offbeat than the traditional hotel experience, a stay at a bed and breakfast could be the perfect alternative for your vacation. If you'd like to spend some time by the water during your time in Anna Maria, Anna Maria Beach and Bean Point Beach are worth a stop. ### How do you know if a B&B is the best choice for you? > With attentive service, opportunities to meet other guests, and of course a scrumptious breakfast, B&Bs all have a one-of-a-kind environment. ### What are the best B&Bs in Anna Maria? > Here are some well-liked B&Bs in the area: [Brown Bunny BnB — Peaceful Retreat in Palmetto FL Outdoors WiFi AC](https://www.expedia.ca/Palmetto-Hotels-Brown-Bunny-BnB-Bakery-In-Peaceful-Palmetto-With-AC.h111004793.Hotel-Information): 10 mi (16.1 km) from the heart of Anna Maria. Enjoy the fitness center and arcade game room. [The Kenwood Gables Boutique Bed & Breakfast](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Kenwood-Gables-Boutique-Bed-Breakfast.h42709741.Hotel-Information): 5 rooms. 17.6 mi (28.3 km) from the downtown core. Enjoy the free full breakfast and in-room pools. [Brown Bunny BnB— Peaceful Retreat in Palmetto FL Outdoors WiFi AC](https://www.expedia.ca/Palmetto-Hotels-Brown-Bunny-BnB-Bakery-In-Peaceful.h111151500.Hotel-Information): Situated 10 mi (16.1 km) from the heart of Anna Maria. [VIinoy House](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-VIinoy-House.h102514943.Hotel-Information): 6 rooms. 18.2 mi (29.3 km) from the heart of downtown.[Bayshore Room at ONE Inn, near Downtown St. Pete: Ideal for all guests](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-ONE-Inn-And-Suites-Bayshore-Room.h100131630.Hotel-Information): Located 18.2 mi (29.3 km) from the core of Anna Maria. ### When is the best time to book my B&B in Anna Maria? > When you're dreaming of a stay in Anna Maria, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 65°F. The rainiest months in Anna Maria are August, September, July, and June, with each month seeing an average of 7 inches of rainfall. ### What is there to do in Anna Maria? > Travelers looking to spend some time in nature enjoy Anna Maria for its island views and beaches. If cultural attractions are high on your list, Anna Maria Island Museum and Historical Park and Island Players are spots to check out. You might put Anna Maria City Pier and Anna Maria Beach on your list if you want to see more of the area. ### How can I get to and around Anna Maria? > You can map out your trip in and around Anna Maria ahead of time with these transportation options. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 14.8 mi (23.9 km) away from the heart of the city. Otherwise, you can search for flights to St. Petersburg, FL (SPG-Albert Whitted), which is 17.3 mi (27.8 km) away. 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