Title: Top 10 Anna Maria Island Country Houses | 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) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Country Houses Anna Maria Island - ![](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 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria Island Country Houses No exact matches found, but these alternatives could be just right ## Recommended hotels in Anna Maria Island ![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fca051b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/879653ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/b9758a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn Holmes Beach 8.6/10 Excellent (386) "Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Anna Maria Luxury Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/e540b881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort Holmes Beach 9.4/10 Exceptional (283) "Beautiful resort, stunning setting, amazing beach access and spotless everywhere. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kimberley CA $486 CA $616 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/9cd29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool View 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (629) "Super access to beautiful beach. Nice amenities on property...pool, casual restaurant/bar, spa." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $509 CA $645 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/79258cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/1b0e5d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas Holmes Beach 10/10 Exceptional (2) "The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci CA $322 CA $646 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Beach Front King Suite | Beach/ocean view](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/ae9fb65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Orchid Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/2f400385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0e109230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (480) "Overall a great stay. Staff was friendly and private beach access is amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $407 CA $533 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/4caa2fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/0ebd2bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/2e2eb666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas Holmes Beach 9.2/10 Wonderful (172) "Liked everything about the property! Great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane [](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/b209e6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e64ffac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/8927606c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn Bradenton Beach 9.4/10 Exceptional (29) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JORGE CA $234 CA $297 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Beachfront Luxury King Suite | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/a8e3a1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/ae4117e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/404a8065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside at Anna Maria Island Inn Bradenton Beach 9.6/10 Exceptional (45) "Beautiful room #207 with walkout patio overlooking the ocean. Staff very responsive and helpful!!!! Great location in Bradenton Beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) leigh CA $540 CA $684 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/9c445d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (314) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $269 CA $341 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 8.8/10 Excellent (48) "Recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $381 CA $483 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/2055d637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacay in Luxury! 2 mins to the Beach! Holmes Beach 9.8/10 Exceptional (67) "Cozy stay at this beautiful villa. Great customer service, was very fast to respond to questions we had. Highly recommend for a fun and comfortable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald R. CA $176 CA $454 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/201e4d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/00f7ec5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/4422a8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/481c4915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway! Beach Block, Near Pine Avenue! Anna Maria 9.4/10 Exceptional (12) "Awesome little house right by the beach, central to EVERYTHING!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria R. CA $215 CA $556 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-And-Located-In-The-Heart-Of-Anna-Maria-Near-The-Beach.h93343057.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/8d1d398f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/fdc1bb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/17de2747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/dec79828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Condo with Pool Near Holmes Beach Holmes Beach 9.2/10 Wonderful (31) "This was such a great location! We could, and did, walk everywhere. Our unit was next to the pool so we could hear some activity outside. The unit needs a bit of TLC, but worked well for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen K. CA $228 CA $522 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/efdd62a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/328cc92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/76fac0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Villa! Pool, Porch, and 2-Min Walk to Beach! Holmes Beach 9.8/10 Exceptional (61) "Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enis CA $229 CA $551 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/aad06b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/09c26bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa #4 Sand Dollar! Pool, Porch, Near the Beach! Holmes Beach 9.6/10 Exceptional (46) "Hometown hang out feel close to beach, dining, everything. Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny L. CA $228 CA $522 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/5be467fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/78cb82e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! Anna Maria 9.8/10 Exceptional (37) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel CA $244 CA $553 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/53fdb072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/406e8f84.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. CA $338 CA $758 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/961f9fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/85b3dcb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (20) "Lovely place every thing in walking distance And the beach was across the road We would stay here again" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carole CA $415 CA $525 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/ebba9faa.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) ### 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. CA $278 CA $722 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/a0744740.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) ![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. CA $199 CA $582 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Condo-Near-The-Beach-WShared-Pool.h62981960.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=2025-11-22&endDate=2025-11-23®ionId=553248622847118534&adults=2&lodging=COUNTRY_HOUSE&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-Country-House.d553248622847118534-aaCountryHouse.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Country-House.d553248622847118534-aaCountryHouse.Travel-Guide-Accommodation) ## Top Anna Maria Island Hotel Reviews ![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Rene was awesome! but they were all great!" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Seaside at Anna Maria Island Inn](//images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "Yes" [](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](//images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "Staff members super kindly " [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Anna Maria Beach Resort](//images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "We had the perfect trip. Our room was beautiful. We stayed in the Anna Maria Luxury Suite and it was so well done. The lay out and decor were top notch. The pool and beach were both so enjoyable. The location was perfect. 10/10! We will be back. " [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Tropic Isle at Anna Maria Island Inn](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg) ### Tropic Isle at Anna Maria Island Inn 8/10 Good "Free trolly that goes around island - the stop was right across the street. Only thing was we were in the more expensive set of buildings but the only pool was a distance away. Very clean and great staff. " [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Cedar Cove Resort and Cottages](//images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Perfect location. Nice clean comfortable room. I will come back" [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![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.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![The Retreat at Anna Maria Island Inn](//images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg) ### The Retreat at Anna Maria Island Inn 10/10 Excellent "Very clean suite. Customer service was excellent. Nicole V is excellent and so extremely helpful and friendly." [](https://expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "The front desk was fantastic to work with. The view was breath taking " [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island Country Houses information | Number of reviews | | | --- | --- | | Accommodation | Country Houses | | Lowest Price | | | Highest Price | | ## 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) - [Aparthotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Apart-Hotels.d74028-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Anna Maria](https://www.expedia.ca/Anna-Maria-Bed-And-Breakfast.d74028-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Anna Maria](https://www.expedia.ca/Anna-Maria-Chalets.d74028-aaChalets.Travel-Guide-Accommodation) - [Cottages in Anna Maria](https://www.expedia.ca/Anna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation) - 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