Title: Anna Maria Chalets from CA $692 | 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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/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) No exact matches found, but these alternatives could be just right ## Recommended hotels in Anna Maria ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/60795038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) Anna Maria 9.8/10 Exceptional (6 reviews) "Excellently done everything was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis Alberto C. CA $334 CA $1,159 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/e44274bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) Anna Maria 9.8/10 Exceptional (38 reviews) "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 $236 CA $819 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/cb2673a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w1177h708x23y0-92c774e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/1db349d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feelin' Salty-Pool Modern Beach House w/Pool/Spa [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) Anna Maria 10/10 Exceptional (5 reviews) "Great pool and short walk to bay and beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $269 CA $1,050 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/df6d9adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b1d8a0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/0c26865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) Anna Maria 9.6/10 Exceptional (37 reviews) "Great place for a beach stay on Anna Maria!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $265 CA $710 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/4adbfc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (38 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $265 CA $692 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/48213177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/2ef3cd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/0bd3cb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Hot Tub, just 5 Houses to the Water! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) Anna Maria 9.2/10 Wonderful (32 reviews) "The location was great! Close to the beach and plenty of privacy. We appreciated having access to beach chairs, umbrellas, and beach towels. Overall, great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil L. CA $246 CA $978 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.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) ![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) ![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.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information) Anna Maria 9.6/10 Exceptional (41 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 $306 CA $1,212 total includes taxes & fees Feb 12 - Feb 13 [](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/74000000/73530000/73527400/73527399/d5580b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/4abd4fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/65aea630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/bd060c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal Home with Pool & Dock Near Beach [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.Hotel-Information) Anna Maria 9.6/10 Exceptional (8 reviews) "The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela R. CA $252 CA $974 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/af13837f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/380d9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/3443d572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e5ba197f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information) Anna Maria 9.8/10 Exceptional (21 reviews) "My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew S. CA $310 CA $779 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/a5ac1348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/66a78c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/02af3450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/1a4de489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) Anna Maria 9.4/10 Exceptional (37 reviews) "My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse Z. CA $272 CA $1,141 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/9f9fe635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/10bdccb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/08b5f4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a5b3da6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Duplex w/ Pool and Private Suite [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) Anna Maria 9.4/10 Exceptional (3 reviews) "Amazing relaxing time, perfect accommodations for our budget" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi L. CA $235 CA $1,038 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/29530e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/040d7994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/aa613016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) Anna Maria 10/10 Exceptional (31 reviews) "Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $265 CA $710 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/bfc54873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/7ecf21b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/6a1e2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/43d908e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information) Anna Maria 9.4/10 Exceptional (25 reviews) "Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy E. CA $310 CA $788 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.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) ![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.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) Anna Maria 8.8/10 Excellent (32 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 $341 CA $1,166 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/8b00a707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/d79aef16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/9f6ac989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/w1200h716x0y0-42669ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Blue Pearl\~Heated Pool/Spa\~Walkable Pine Ave! [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) Anna Maria 10/10 Exceptional (1 review) "Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana Cynthia P. CA $411 CA $1,501 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) ![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) ![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/79beefda.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) ### Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay [](https://www.expedia.ca/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information) Anna Maria 9.6/10 Exceptional (122 reviews) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve H. CA $492 CA $987 total includes taxes & fees Mar 7 - Mar 8 [](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/71000000/70580000/70579400/70579352/5882bf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/ef694e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6ba32c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) Anna Maria 9.6/10 Exceptional (21 reviews) "Mom and I just stayed for one night and had a lovely trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany B. CA $310 CA $788 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/6c0970f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/0ffd1156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/e00a1d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/9c50b6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute Cottage Near Beach and Shops [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) Anna Maria 10/10 Exceptional (4 reviews) "The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin B. CA $320 CA $905 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bba81ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bcfb0ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/c41c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Front Guest House [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) Anna Maria 9.4/10 Exceptional (3 reviews) "The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. CA $547 CA $937 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73060000/73055700/73055690/6dcd93fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73060000/73055700/73055690/20c533c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73060000/73055700/73055690/7d327c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73060000/73055700/73055690/62d36d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Cottage: Pool and Walk to Beach, Pine Ave Shops [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Heated-Pool-Fantastic-Location.h73055690.Hotel-Information) Anna Maria 8.4/10 Very good (7 reviews) "Great location! Very spacious and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $369 CA $1,246 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Heated-Pool-Fantastic-Location.h73055690.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=2026-02-21&endDate=2026-02-22®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## 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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA) 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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL) 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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT) 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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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-Chalets.d74028-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Chalets.d74028-aaChalets.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 "The host was excellent very nice extremely helpful if you needed the amenities were nothing I have seen before. We have been traveling to Florida and staying at places all over for probably 14 years and this is the only place that really had the amenities and made you feel welcome we stayed at places with heated pools but well if the weather wasn’t good it wasn’t heated not this place. They said heated pool. We were unfortunately there when the temperatures dropped to the low 50s and he kept the pool heated into the 80s, which was great. We had a brief power outage while we were there but I wasn’t worried about it at all, but as soon as the power went out, the host texted us right away reminded us where lights were lanterns, flashlights the tentativeness of the host is remarkable." [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Charming cottage located close to beach - Private heated pool!](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578_y.jpg) ### Charming cottage located close to beach - Private heated pool! 10/10 Excellent "Great location near Bean Point. Loved the screened in porch. Plenty of room in the house. " [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬](https://images.trvl-media.com/lodging/35000000/34340000/34336600/34336528/w903h633x0y7-a3413d4c_y.jpg) ### 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬 10/10 Excellent "Home was excellent. Frankie answered all ??? timely" [](https://expedia.ca/Anna-Maria-Hotels-AMIs-Local-LANDMARKThe-BLUE-HOUSE-On-PINE-Casa-Calienta.h34336528.Hotel-Information) ![Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514_y.jpg) ### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! 10/10 Excellent "Great communication. Wonderful location, super clean." [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear](https://images.trvl-media.com/lodging/117000000/116400000/116399300/116399246/efffb73f_y.jpg) ### Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear 10/10 Excellent "The house was very clean and prepared well for our arrival. Great location, the island is beautiful!Cannot wait to return!" [](https://expedia.ca/Anna-Maria-Hotels-Beautifully-Updated-Home-North-End-Of-Island.h116399246.Hotel-Information) ![Moondance- Breathtaking views and beachfront with steps from the beach](https://images.trvl-media.com/lodging/83000000/82070000/82068600/82068569/4abefb3a_y.jpg) ### Moondance- Breathtaking views and beachfront with steps from the beach 10/10 Excellent "Just can’t beat that view from the deck - efficiently sized 2BR worked perfectly for us. It’s the second floor not top floor - but still a lot of steps FYI. But we didn’t mind to get that view, wow. Even a couple dolphins swimming by. Amazing spot and Sandbar right nearby to get cocktails and drinks! Five stars" [](https://expedia.ca/Anna-Maria-Hotels-Moondance-Breathtaking-Views-And-Beachfront-With-Steps-From-The-Beach.h82068569.Hotel-Information) ![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg) ### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar 10/10 Excellent "Beautiful home - host was very responsive " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Bella Vista: Bay front with gorgeous views and outdoor living space.](https://images.trvl-media.com/lodging/68000000/67410000/67403900/67403882/947b14f0_y.jpg) ### Bella Vista: Bay front with gorgeous views and outdoor living space. 10/10 Excellent "Great location overlooking the bay. The outdoor chaise lounges had mildew on them.Fry pans could use a refresh. Beach chairs would have been nice to have.Otherwise a good house" [](https://expedia.ca/Bella-Vista-Bay-Front-With-Gorgeous-Views-And-Outdoor-Living-Space.h67403882.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 "Kitchen was stocked with all utensils. Property had travel cleaning products and bathroom toiletries as well. Right on Pine Ave, and very walkable to shops/restaurants. Also directly in front of a trolley stop which is very helpful. Would most definitely stay here again, and highly recommend! " [](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 Chalets information | Number of reviews | 496 | | ----------------- | --------- | | Accommodation | 0 Chalets | | Lowest Price | CA $692 | | Highest Price | CA $1,501 | ## 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) - [5 Star Hotels in Anna Maria Island ](https://www.expedia.ca/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria Beach ](https://www.expedia.ca/Anna-Maria-Beach-Hotels.0-l553248635977261016-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria City Pier ](https://www.expedia.ca/Anna-Maria-City-Pier-Hotels.0-l553248635977255822-0.Travel-Guide-Filter-Hotels) - 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