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

Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL 34217 VRC18-000067 Welcome to Malibu Beach, an eight bedroom, seven bathroom luxury vacation home in Holmes Beach. Just a 5-minute walk to the white sands of Anna Maria Island, this multi-level retreat features a rooftop deck with panoramic Gulf and Bay views, a resort style pool with watersl

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Santorini by Anna Maria Island Accommodations 111 9th St. N, Bradenton Beach, FL, 34217 Welcome to Santorini, a charming two bedroom, one and a half-bath cottage that blends Greek-inspired style with Florida’s coastal charm. Just a three-minute walk to the white sands of Bradenton Beach, this cottage is ideally located near local restaurants, shops

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Grande Haven by AMI Locals 804 N Shore Drive, Anna Maria, Florida VR18-000049 Welcome to Grande Haven by AMI Locals, an exquisite seven bedroom, three bath Anna Maria Island vacation home located directly across the street from the public beach access to the island’s famous Bean Point. This luxurious coastal retreat offers elegant interiors, a reso

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Captain Ron's Beach Pad by Anna Maria Island Accommodations Bradenton Beach Gulf Front Rental Welcome to Captain Ron's Beach Pad, a stunning beachfront home directly on Bradenton Beach. This inviting ground-level retreat features two bedrooms and two bathrooms, comfortably sleeping up to six guests. With breathtaking Gulf views from your private pa

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Captain Ron's Beach Pad

Sand Dollar by Anna Maria Island Accommodations 316 64th St, Holmes Beach, FL 34217 VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming ti

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Sail Away by AMI Locals 241 Willow Avenue, Anna Maria, Florida 34216 VR19-000048 Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is des

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Poseidons Palace by Anna Maria Island Accommodations 202 72nd St, Holmes Beach, FL 34217 VRC16-000122 Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private

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A Place in Paradise Retreat by Anna Maria Island Accommodations 218 Palmetto Ave, Anna Maria, FL 34216 Welcome to A Place in Paradise Retreat, a spacious four-bedroom, four-bath vacation home with a unique duplex layout that’s perfect for families, friends, and multi-family getaways. Located just a five-minute walk from the Gulf beaches and steps f

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A Place in Paradise Retreat

Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll f

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Beach Baby by Anna Maria Island Accommodations 704 Rose St Anna Maria, FL 34216VR16-000384Welcome to Beach Baby where you are only five houses away from the breathtaking gulf waters. This special two-story house offers a glorious backyard getaway with its heated pool, spa, and two inviting hammocks. Check out the ground level for some friendly comp

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Beachly Beloved by AMI Locals 2206 Avenue A, Bradenton Beach, FL 34217 Welcome to Beachly Beloved, a stunning 7-bedroom, 7.5-bathroom luxury beach home just a 5-minute walk from Bradenton Beach. Designed for large families and groups, this coastal chic retreat features a private pool and spa, a rooftop deck with sweeping Gulf and Bay views, and ele

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Queen Palm by Anna Maria Island Accommodations 5701 Holmes Blvd, Unit B (North), Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm by Anna Maria Island Accommodations, a cozy two-bedroom, one-bath ground-level retreat located less than a five-minute walk from the white-sand shores of Holmes Beach. Perfect for couples, small families, or fri

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