Title: Anna Maria Island B&B: Find the Best Bed and Breakfast from CA $272 | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![Aerial view of Anna Maria Island town and beaches, barrier island on Florida Gulf Coast. Manatee County. USA](https://images.trvl-media.com/place/553248622847118534/f326c25d-1521-4a0f-89cd-549c4c590304.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Anna Maria Island from CA $272 - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island bed & breakfast ![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) ![Front of property](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/ce98b71f.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) ![Interior detail](https://images.trvl-media.com/lodging/43000000/42710000/42709800/42709741/bfc779e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kenwood Gables Boutique Bed & Breakfast [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Kenwood-Gables-Boutique-Bed-Breakfast.h42709741.Hotel-Information) Historic Kenwood 10/10 Exceptional (41) "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 $302 CA $341 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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/103000000/102020000/102015100/102015011/9d56167c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015011/aac6f1ef.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/103000000/102020000/102015100/102015011/783fb8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #3 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-3.h102015011.Hotel-Information) 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 $155 CA $272 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-3.h102015011.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015017/ec5d9df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015017/ef99a248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015017/w1350h842x0y58-732828a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015017/455df82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Las-Olas-Of-Treasure-Island-9.h102015017.Hotel-Information) Sunshine Beach 10/10 Exceptional (1) "Worked great for us!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy M. CA $179 CA $323 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Las-Olas-Of-Treasure-Island-9.h102015017.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/8f713549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/5562f0c5.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) ![Desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661791/151e6721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #5 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Las-Olas-Of-Treasure-Island-5.h120661791.Hotel-Information) Sunshine Beach CA $156 CA $274 total includes taxes & fees Jan 13 - Jan 14, 2026 [](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/103000000/102020000/102015100/102015013/1266d3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015013/0117c861.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/103000000/102020000/102015100/102015013/083a3053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabanas of Treasure Island #4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-4.h102015013.Hotel-Information) Sunshine Beach CA $155 CA $272 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-4.h102015013.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/1647640e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/729f07e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/6e64c339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015015/c2ecbc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #7 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-7.h102015015.Hotel-Information) Sunshine Beach CA $155 CA $272 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-7.h102015015.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/e066efdf.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/a9106975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015019/1e6d3968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island #8 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-8.h102015019.Hotel-Information) Sunshine Beach CA $155 CA $272 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-8.h102015019.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015007/76e91dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015007/d8c43763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015007/03989c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102020000/102015100/102015007/ef97b975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Olas of Treasure Island No 2 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-2.h102015007.Hotel-Information) Sunshine Beach CA $179 CA $323 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cabanas-Of-Treasure-Island-2.h102015007.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=2026-01-03&endDate=2026-01-04®ionId=553248622847118534&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-Island-Bed-And-Breakfast.d553248622847118534-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Bed-And-Breakfast.d553248622847118534-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Anna Maria Island Hotel Reviews ![Captain's Quarters at Anna Maria Island Inn](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200_y.jpg) ### Captain's Quarters at Anna Maria Island Inn 10/10 Excellent "Clean rooms only thing we missed not having was a microwave " [](https://expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "Spotless and tidy " [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!" [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Clean room, nice staff, Christian based boutique, proximity to beach. Would definitely stay there again " [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Steps from Beach and Local Hotspots! Stay at Sunny Side Down!](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-a3c2a21c_y.jpg) ### Steps from Beach and Local Hotspots! Stay at Sunny Side Down! 10/10 Excellent "It was the first time for me. Everything was perfect. Location, communication, house in great condition and clean. I would do it again. Thank you" [](https://expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Everything was great!!!!" [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "Loves it!! Every room has a gorgeous ocean view! " [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Anna Maria Sunsets - studio](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/c7ceb92e_y.jpg) ### Anna Maria Sunsets - studio 10/10 Excellent "I unfortunately did not get a chance to stay here as our plans changed. But the host was great and very communicative during all our interactions. He had many details and helpful tips had we stayed. Maybe one day we can make it there and stay in this studio. " [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h39524590.Hotel-Information) ![The Retreat at Anna Maria Island Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg) ### The Retreat at Anna Maria Island Inn 10/10 Excellent "Great Location Great staff Awesome accommodations Ill be back .......asap" [](https://expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island B&B information | Number of reviews | 41 | | ----------------- | ------- | | Accommodation | 0 B&B | | Lowest Price | CA $272 | | Highest Price | CA $341 | ## Frequently asked questions ### What is the nightly rate for a B&B in Anna Maria Island? ### What is the difference between a Anna Maria Island Bed and Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Anna Maria ](https://www.expedia.ca/Anna-Maria-Agritourism.d74028-aaAgritourism.Travel-Guide-Accommodation) - 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