Anna Maria City Vacation Rentals

Located on the North side of Anna Maria Island, Anna Maria City is the perfect destination for those seeking beautiful beaches and a family-friendly atmosphere. This charming "Old Florida" town offers beautiful sunsets and is surrounded on all sides by a beautiful white sand coastline and the tranquil turquoise waters of the Gulf of Mexico. Bean Point Beach and City Pier Park are two of the main beach attractions in this lovely and quaint city. With dolphins, manatees, and other marine life all around, Anna Maria City is a nature and beach lovers paradise. Local food and attractions offer something for everyone in your family, with plenty of activities to keep everyone entertained. Please browse our selection of finely appointed Anna Maria Island vacation rentals offering modern amenities and decorations. Anna Maria Island Accommodations offers the perfect vacation home rentals for your next getaway to Anna Maria City.

Frequently Asked Questions

What is Anna Maria Island known for?
Pristine beaches, crystal-clear waters, a laid-back atmosphere, historic landmarks, fresh seafood, and water activities like fishing, kayaking, and paddleboarding.

How far is Anna Maria Island from Miami?
Approximately 200 miles northwest, about a 3.5 to 4-hour drive.

How far is Anna Maria Island from Clearwater?
Approximately 40 miles south of Clearwater, about 1 to 1.5 hours by car.

224 properties available

Tide of Your Life by AMI Locals 106 12th St S, Bradenton Beach, FL 34217 TPL22-000073 Welcome to Tide of Your Life, a spectacular nine bedroom, nine and a half bath luxury retreat in Bradenton Beach. Just a one-minute walk to the beach, this home features a rooftop deck with beach views, a private pool with spa and sun shelf, and spacious indoor an

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Salty Margarita by AMI Locals106 81st St Holmes Beach, Florida 34217Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaki

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Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families

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Beach Retreat by Anna Maria Island Accommodations 208 72nd Street, Unit A, Holmes Beach, FL 34217 VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies

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Magnolia Shores by Anna Maria Island Accommodations 304 Magnolia Ave, Anna Maria, FL 34216 Welcome to Magnolia Shores, a renovated two-bedroom, one-bath coastal retreat just a five-minute walk from the beach. Perfect for small families or couples, this ground-level home offers a private heated pool, screened-in lanai, and putting green, along with

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Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off

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Villa #6 Starfish by AMI Locals 3605 Gulf Dr, Unit #6, Holmes Beach, FL 34217 Dive into resort-style living at Villa #6 Starfish, a charming one bedroom, one bath villa just a two-minute walk from the soft sands of Holmes Beach! Tucked within the peaceful Islands West Resort, this cozy retreat offers the perfect blend of comfort and convenience,

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Villa #5 Seashell by AMI Locals 3605 Gulf Dr, Unit #5, Holmes Beach, FL 34217 Your dream beach getaway awaits at Villa #5 Seashell, a vibrant one bedroom, one bath villa just a two-minute walk from the sparkling shores of Holmes Beach! Nestled within the charming Islands West Resort, this coastal retreat is ideal for couples or small families look

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Social Nest by Anna Maria Island Accommodations 308 Pine Avenue, Anna Maria, FL 34216 Welcome to Social Nest, a charming three-bedroom, two-bath vacation home perfectly located on iconic Pine Avenue in the city of Anna Maria. This home is located directly above the popular Pizza Social shop right on Pine Avenue in the city of Anna Maria. This invit

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Go with the Flow by AMI Locals 311 Spring Ave, Anna Maria, FL 34216 Welcome to Go with the Flow, a stunning three-level luxury home offering five bedrooms and five and a half bathrooms, designed for beach lovers. Located just a five-minute walk to Anna Maria Beach, this brand new vacation retreat boasts a private pool, rooftop deck, and elegant des

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Villa #4 Sand Dollar by AMI Locals 3605 Gulf Dr, Unit #4, Holmes Beach, FL 34217 Welcome to Villa 4 Sand Dollar, a cozy one-bedroom, one-bath retreat located at the Islands West Resort! Just a two-minute walk to the soft-sands of Holmes Beach, this villa is perfect for couples or solo travelers looking for a tranquil escape. With resort amenities i

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Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave, Anna Maria, FL 34216Experience the pinnacle of luxury on Anna Maria Island at Shell We Dance, part of our Exclusive Collection. This canal-front estate boasts six lavish bedrooms and six and a half bathrooms! Featuring a private pool, spa, rooftop deck with sweeping water views, an

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