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

Beach Breeze by AMI Locals 205 Elm Ave, Anna Maria, FL 34216 VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island styl

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On the Flip Side by AMI Locals 2210 Avenue A, Bradenton Beach, Florida TPL23-000007 Welcome to On the Flip Side by AMI Locals, a stunning seven bedroom, seven and a half bath luxury vacation home that perfectly blends modern coastal comfort with resort-style amenities. Located just a four-minute walk from the Gulf beaches, this elegant retreat feat

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Gulf Shore Cottage by Anna Maria Island Accommodations9206 Gulf Drive, Anna Maria, Florida VR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this ch

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Highlights• Newly Remodeled• Less than a 5-minute walk from the beach • Private Pool and Hot Tub• Putting Green, Corn Hole, and Ping Pong Table• Outdoor ShowerIsland Chic by Anna Maria Island Accommodations 212 67th St Holmes Beach, FL 34217Welcome to Island Chic, a beautifully renovated home featuring four bedrooms and four bathrooms. This incred

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Our Tern by Anna Maria Island Accommodations 111 Tern Dr, Anna Maria, Florida 34216 VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfec

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A Twist of Lime by AMI Locals 113 10th St N, Bradenton Beach, Florida TPL22-000045 Welcome to A Twist of Lime by AMI Locals, a vibrant three bedroom, two and a half bath coastal retreat located just steps from the Gulf beaches and the Bay in beautiful Bradenton Beach. This colorful condo is perfect for families and friends seeking a relaxing yet li

Palmetto Paradise by Exclusive Vacations 107 Palmetto Ave, Anna Maria, Florida VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays,

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Beachcombers by AMI Locals 317 Spring Ave, Anna Maria, FL 34216 VR16-000284 Welcome to Beachcombers by AMI Locals, a three-bedroom, two-bathroom Anna Maria Island vacation rental with a private pool and a prime location just a 6-minute walk from the soft white sands of Anna Maria Beach. Nestled on Spring Avenue, you’ll be within easy reach of Pine

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Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147Welcome to Dolphin Daze, a stunning canal front vacation home with a dock and private heated pool, just a thirteen-minute walk from Holmes Beach! This spacious three-bedroom, four-bath getaway sleeps up to six guests. Perfect for families and friends

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Mermaid’s Retreat by Anna Maria Island Accommodations 104 29th St Unit 3, Holmes Beach, FL 34217 Welcome to Mermaid’s Retreat, a bright and inviting two-bedroom, one-bath Holmes Beach vacation rental by Anna Maria Island Accommodations, perfectly positioned just steps from the sugar-white sands of the Gulf of Mexico. This charming upper-level cond

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Coconut Breeze Estate by Anna Maria Island Accommodations 703 N Bay Blvd, Anna Maria, FL 34216Escape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine

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Coconut Breeze Estate

Anna Maria Wave by Anna Maria Island Accommodations 2806 Avenue E, Holmes Beach, FL 34217 Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat com

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