Title: Anna Maria Villas from CA $300 | 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 # Search Anna Maria Villa Rentals from CA $300 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=74028&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) ## Browse Select Anna Maria Villas ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.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/41000000/40290000/40281600/40281514/e425bec3.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) ![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! 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 $239 CA $542 total includes taxes & fees Dec 9 - Dec 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) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.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/c19c6ad4.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) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/4422e8b3.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 Anna Maria 9.2/10 Wonderful (59) "Really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee J. CA $224 CA $514 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/e1aa7151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/04256625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/c44bf26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort-Style Pool Steps from the Bay and Pine Ave! Anna Maria 9.6/10 Exceptional (51) "We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly R. CA $298 CA $635 total includes taxes & fees Dec 9 - Dec 10 [](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) ![TV, offices](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/88bd85a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/00993199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Bliss! Pool, BBQ and Dolphin Views! Anna Maria 9.6/10 Exceptional (93) "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 $387 CA $775 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.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) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (12) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $207 CA $594 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/0c016412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/e1198d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/b5b3d937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly Bradenton 10/10 Exceptional (23) "We LOVED this villa! It was so perfect for our little vacation here. This location had everything you could want - from perfect location of beaches to the host providing everything for a sweet little getaway. Whether you’re an adventurer destined to be out and about or looking for a peaceful lazy vacation, this is perfect for you. We will be staying again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah R. CA $203 CA $433 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/95c16105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.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) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/9e0c4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! Bradenton 10/10 Exceptional (30) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $203 CA $433 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/a4b50094.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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/f6b6e3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/743edcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 2BR Bradenton Rental Near IMG & Beaches South Bradenton CA $119 CA $300 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/da7dca20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2eb1618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/647f798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather R. CA $203 CA $433 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/a3474ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.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 Bradenton CA $138 CA $787 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/c3fe8fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Downtown Sarasota Villa, 2b/2b Central Sarasota 9.6/10 Exceptional (7) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh R. CA $413 CA $692 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/98874dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/0429ffe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/93882875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/2e98a64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom villa in enchanting St. Petersburg with AC comfort Childs Park CA $165 CA $443 total includes taxes & fees Dec 9 - Dec 10 [](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/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/4106445b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/214f63a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/367eb462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool and Spa • Outdoor Kitchen/Theater/Games South Bradenton CA $410 CA $1,128 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/7e8c9fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/95a0ef71.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) ### OCEANFRONT 5⭐3BR/2BA/6BED\_Heated Pool\_180 View Patio\_ Beach Gear Madeira Beach 8.8/10 Excellent (6) "Great place, thanks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim L. CA $851 CA $1,291 total includes taxes & fees Jan 3 - Jan 4, 2026 [](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=2025-12-22&endDate=2025-12-23®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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VACATION_HOME) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APART_HOTEL) 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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=HOUSE_BOAT) ![](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-Villas.d74028-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Villas.d74028-aaVillas.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation](https://images.trvl-media.com/lodging/121000000/120500000/120490700/120490646/8f663433_y.jpg) ### Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation 10/10 Excellent "I cannot say enough good things about our stay. Cara was the most fantastic host. We traveled with kids, and she had a pack n play and a high chair we were able to borrow which made traveling that much easier. The house is absolutely beautiful and well appointed. It was a quick walk to the beach and we split our time between there and the pool. This property is a gem, and look forward to the day when we can come back." [](https://expedia.ca/Anna-Maria-Hotels-Lazy-River-Mini-Golf-Sleeps-16-Anna-Maria-Island.h120490646.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 "We loved our stay at AMI. The house was exactly as described online. The pool and hot tub were awesome and the fact I was able to have our entire family come and be together but choose to have some alone time on our separate floors was just absolutely perfect. " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![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 "Absolutely loved our stay! House is located well with easy walk to the beach and golf cart made getting to restaurants very convenient and quick. House has been recently renovated after storms in 2024 so it’s in great shape. Being only 800 sq ft it’s a little tight but fine for a family or 3 or 4\. Kitchen is well stocked and made it easy to cook when we wanted. Outdoor pool is absolutely fantastic with an outdoor TV, lounge chairs, grills and huge hot tub. They have everything you need for the beach so just bring your swim suit and a toy for the kid and get ready to chill! " [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-R-R-Near-Bean-Point.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 "I am extremely pleased with the accommodations, the place was perfectly suited for privacy, beach access and overall comfort. The staff went over and above to help us with access due to our less than competent internet skills. The staff handle things cheerfully and professionally. Will definitely visit again. I highly recommend this group." [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053_y.jpg) ### Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes 10/10 Excellent "This house was exactly what we needed for a long weekend with 4 couples. Golf carts, the pool, & location fit our needs perfectly. " [](https://expedia.ca/Anna-Maria-Hotels-Bay-Canal-Waterfront-Tiki-Bar-5BR.h32073855.Hotel-Information) ![Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/7c2a5f69_y.jpg) ### Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more! 10/10 Excellent "The house was great, great communication wirh sato realty. " [](https://expedia.ca/Anna-Maria-Hotels-Bay-Breeze-4-BR.h21865372.Hotel-Information) ![Beachfront - 2 Masters with Beachfront Views! Pool - Games!](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-d16e7f99_y.jpg) ### Beachfront - 2 Masters with Beachfront Views! Pool - Games! 10/10 Excellent "Not only does the house have a great location the inside out outside of the home is beautiful. They also have everything you could possibly need in the kitchen and outside. The host is extremely responsive and gave us great recommendations before we arrived. We will be going back again in the near future. " [](https://expedia.ca/Anna-Maria-Hotels-Beachfront-New.h71728669.Hotel-Information) ![Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views!](https://images.trvl-media.com/lodging/33000000/32950000/32949400/32949379/4655731d_y.jpg) ### Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views! 10/10 Excellent "We recently had a family get together on the island and spent almost a week on this property. The home was perfect - met all my expectations . Will surely go back in the near future ! " [](https://expedia.ca/Anna-Maria-Hotels-Stunning-5-Bedroom-Luxury-Home.h32949379.Hotel-Information) ![NOVEMBER SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9db123c5_y.jpg) ### NOVEMBER SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog 10/10 Excellent "Everything was amazing!!" [](https://expedia.ca/Anna-Maria-Hotels-Beachfront-Paradise-W-Totally-PRIVATE-BEACH-ON-THE-WATERFRONT.h33500504.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Villas information | Number of reviews | 272 | | ----------------- | --------- | | Accommodation | 39 Villas | | Lowest Price | CA $300 | | Highest Price | CA $1,293 | ## Frequently asked questions ### How much do villas in Anna Maria cost? ### What are the best villas in Anna Maria? ### How many villas are there in Anna Maria? ### What are the best cheap villas in Anna Maria? ### Are there any family-friendly villas in Anna Maria? ### Are there any 5-star villas in Anna Maria? ### Why book your villa in Anna Maria with Expedia? ### How can I find cheap villas in Anna Maria? ### What is there to do near my villa in Anna Maria? ## 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) - 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