Title: Anna Maria Island Villas from CA $365 | 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) ![](https://images.trvl-media.com/place/553248622847118534/f326c25d-1521-4a0f-89cd-549c4c590304.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 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island villas ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.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) ![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) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.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 (37 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 $240 CA $831 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/e81c3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/8fc88978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/a3cd721b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Paradise! Ground level with Heated pool [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) Holmes Beach CA $208 CA $775 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/2d773279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h720x0y0-ceea8366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h719x0y0-353519d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/eb040b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!\~ Beach Front/Heated Pool! Coconuts 107 [](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) Holmes Beach CA $486 CA $1,024 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/e6c3fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/c5f0fc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/33df57cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) Anna Maria 9.2/10 Wonderful (59 reviews) "Really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee J. CA $225 CA $779 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b37a731d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/6b4908b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort-Style Pool Steps from the Bay and Pine Ave! [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) Anna Maria 9.6/10 Exceptional (51 reviews) "Great location! Beautifully decorated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana F. CA $300 CA $964 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/2fe193bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/8ede5b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/d4c72a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Bliss! Pool, BBQ and Dolphin Views! [](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) Anna Maria 9.6/10 Exceptional (94 reviews) "The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilaine F. CA $333 CA $1,078 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/68ea063f.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/41000000/40290000/40281600/40281598/2f892a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/ff9ab75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/736d3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining [](https://www.expedia.ca/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) Anna Maria 9.6/10 Exceptional (72 reviews) "Everything was as in the pictures " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julio César R. CA $382 CA $1,152 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/983c7f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 2BR Bradenton Rental Near IMG & Beaches [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) South Bradenton 8.0/10 Very good (1 review) "I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100\. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria I CA $168 CA $365 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) Bradenton 10/10 Exceptional (32 reviews) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $276 CA $528 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/7e887c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/462f54aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/96c65c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/93882875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom villa in enchanting St. Petersburg with AC comfort [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-3-Bedroom-Villa-In-Enchanting-St-Petersburg-With-AC-Comfort.h122943675.Hotel-Information) Childs Park CA $178 CA $463 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-3-Bedroom-Villa-In-Enchanting-St-Petersburg-With-AC-Comfort.h122943675.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/1171817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/784eab97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) Bradenton 9.2/10 Wonderful (12 reviews) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $313 CA $735 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/b8e0feb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/d2a6f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/c2b84370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/dc99519f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information) South Village 9.4/10 Exceptional (51 reviews) "Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. CA $137 CA $422 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/a0efd596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/63dd94bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Completely Remodeled- 150 Yards to Beach and Restaurants! [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) South Village 10/10 Exceptional (37 reviews) "We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelsey B. CA $486 CA $936 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6833da0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/9e088949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/cde4a886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool and Spa • Outdoor Kitchen/Theater/Games [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) South Bradenton CA $208 CA $873 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b0841b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/71d40599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/3426debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) Bradenton CA $278 CA $972 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/889194f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/e4ee9e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/ebbea775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/d52c4d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss | Rooftop Gulf Views & Fun Vibes [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachside-Bliss-Rooftop-Gulf-Views-Fun-Vibes.h117201426.Hotel-Information) Madeira Beach 10/10 Exceptional (1 review) "Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stacy w. CA $528 CA $1,556 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachside-Bliss-Rooftop-Gulf-Views-Fun-Vibes.h117201426.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/fbc920a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/f9eda9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/ce8ab8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/7e8c9fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT 5⭐3BR/2BA/6BED\_Heated Pool\_180 View Patio\_ Beach Gear [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-5-Oceanfront-Heated-Pool-Huge-Patio-3BR-2BA-6BED.h100641547.Hotel-Information) Madeira Beach 9.0/10 Wonderful (7 reviews) "Beautiful view. Enjoyed our stay and appreciated the quickness of our host to respond to messages." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy R. CA $448 CA $791 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-5-Oceanfront-Heated-Pool-Huge-Patio-3BR-2BA-6BED.h100641547.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=2026-02-03&endDate=2026-02-04®ionId=553248622847118534&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+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=HOUSE_BOAT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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-Island-Villas.d553248622847118534-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Villas.d553248622847118534-aaVillas.Travel-Guide-Accommodation) ## Top Anna Maria Island Hotel Reviews ![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Room was clean and staff was friendly" [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.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 "Room, pool and property were great, staff was super helpful and proximity to beach and restaurants was as described. We will be back again!" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway 10/10 Excellent "This home is beautiful, and in a wonderful location. The pictures looked like the beach was more beach rather than rocky, but overall it was very amazing. We got to see a pod of dolphins swim by a couple times one day. It was a pleasure being able to use for the week " [](https://expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.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 " The only thing I can complain about is the hot tub is cold." [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Staff was very courteous .... the room was fantastic and the location was perfect! Looking at booking here again next year." [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.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 "Very cute property! The room is small but we saw that on the description so expected that and it was perfect for us and our stay. Nicely appointed and very clean. Excellent location and easy check in. Recommend!" [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "Room was clean. Staff was excellent. Beach views were breathtaking…will definitely be going back." [](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![Alamanda Villas](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9_y.jpg) ### Alamanda Villas 10/10 Excellent "I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. " [](https://expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.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 "We brought our two toddlers and it was such a stress free experience and that says a lot! The place was clean, beds were comfortable, beach access right across the street, and heated pool. We will be back in the future! " [](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 Villas information | Number of reviews | 386 | | ----------------- | --------- | | Accommodation | 40 Villas | | Lowest Price | CA $365 | | Highest Price | CA $1,556 | ## Frequently asked questions ### What are the best villas in Anna Maria Island? ### What are the best cheap villas in Anna Maria Island? ### Why book your villa in Anna Maria Island with Expedia? ### How can I find cheap villas in Anna Maria Island? ## 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) - 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