Anna Maria Island is a jewel located in the stunning Gulf of Mexico. Brimming with rich history, beautiful landscapes, and an alluring old Florida charm, this island has captivated the hearts of many. From the timeless Anna Maria Island pier to the carefully preserved historic sites, the history of Anna Maria Island, Florida runs deep. All these locations can be easily explored from one of our Anna Maria Island, FL rentals when you stay with Mike Norman Realty.
In this blog post, we dive into the fascinating journey of Anna Maria Island, elucidating its past, the stories behind its landmarks, and the evocative charm it offers today.
Where is Anna Maria Island?
Located on the west coast of Florida, Anna Maria Island is a barrier island surrounded by the sparkling waters of the Gulf of Mexico. Located just south of Tampa Bay, it lies close to the busy city of Bradenton. Its beautiful location is bordered by Longboat Key to the south and separated from the mainland by the scenic Anna Maria Sound.
About Its History
Anna Maria Island was originally home to the Caloosan and Timucan Native American tribes. Spanish explorers, notably Hernando de Soto in 1539, later discovered the island. Tampa mayor Madison Post named it after his sister-in-law, Anna, and wife, Maria in the mid-19th century. George Emerson Bean became the first permanent resident in 1892, establishing his homestead at Bean Point. After Bean’s death in 1898, his son George Wilhelm Bean and Charles Roser continued its development, leading to the foundation of the modern City of Anna Maria.
An Island With 3 Towns
Anna Maria Island has three distinct towns, each contributing to its rich historical and cultural fabric. At the northernmost tip lies the City of Anna Maria, incorporated in 1923. The central part of the island is occupied by the City of Holmes Beach, incorporated in 1950, and to the south, you’ll find the City of Bradenton Beach, which came into its own in 1953. Each of these cities, while unique in their ethos, collectively shape the multifaceted character of Anna Maria Island, offering visitors a rich blend of Anna Maria Island history, culture, and natural beauty.

About AMI’s “Old Florida Charm”
Anna Maria Island embodies Old Florida Charm, offering a serene and simpler pace of life. The island features quaint cottages, historic piers, and unpaved paths, reflecting timeless elegance. The island’s commitment to preserving its heritage is evident in its architecture and businesses, making it a remarkable escape from the modern world.
Historic Sites on Anna Maria Island
Historic Green Village
A place of sustainability and history, the Historic Green Village stands out on Anna Maria Island. Achieving platinum Leadership in Energy and Environmental Design certification and maintaining a net-zero campus, HGV exemplifies environmental stewardship. The village showcases houses that are over a century old, including notable structures such as the Rosedale Cottage, Thelma by the Sea, the Sears Cottage, and the Pilsbury Home. These homes have hosted many significant figures over the years, further embedding their importance in island history. The village includes an art gallery, jewelry and gift shop, village bakery, and an outfitters store – all designed to harmonize with the environment while preserving the historical significance.
City Pier
The Anna Maria City Pier is more than just a structure; it’s a gateway to the past. Initially a landing spot for island day-trippers arriving by steamboat from St. Petersburg and the mainland, it now serves as a reminder of those bygone days. Handcrafted planks, each bearing names and histories, stretch out over the gulf, inviting visitors to take in the serene vistas and soak up the island’s old Florida feeling. Admission to the pier is free, and ample parking along South Bay Boulevard is available. At the pier’s end, find a cozy Anna Maria Island restaurant and gift shop – the perfect place to enjoy an ice cream, shop for souvenirs, or toss a fishing line into the water. The peaceful atmosphere combined with the spectacular views, like the distant Sunshine Skyway Bridge, make this a must-visit destination on Anna Maria Island.
Anna Maria City Jail
In 1927, the quiet town of Anna Maria faced disruption from a lively tavern and dance hall near Spring Avenue. In response, Mayor Mitch Davis built a unique jail to house the offenders. This jail had bars on the windows but no solid walls, leaving prisoners at the mercy of hungry mosquitoes. Not wanting to spend more than a night in such conditions, the rowdy crowd soon quieted down. The jail saw less use during the Great Depression and, in the 1940s, was ravaged by fire, leaving only its concrete shell. Harry Varley, founder of the Islander newspaper, later repurposed the edifice as a tourist attraction, gracing it with catchy slogans. Today, it stands as one of the most photographed landmarks on the island, encapsulating a unique piece of local history.
Plan Your Visit
Browse our Anna Maria Island vacation rentals and find the perfect place to call home during your getaway. Book your stay with Mike Norman Realty today and enjoy the island’s beautiful beaches and relaxing atmosphere!
Bean Point
Named after the island’s first permanent resident, George Emerson Bean, Bean Point occupies the northernmost tip of Anna Maria Island. In 1892, Bean built his home here, laying the foundations for what would become the City of Anna Maria. Although Bean and his son’s home no longer stands, the pristine beach retains his name. The land remained private until recently when it was opened to the public, offering an almost private beach experience. Bean Point is a sanctuary for those seeking solitude and natural beauty. With little in the way of modern development, the area offers an immersive experience of the tranquility and magnificence of Anna Maria Island’s landscapes, making it a favorite for nature enthusiasts and photographers. Known as one of the top attractions on Anna Maria Island, Bean Point is perfect for peaceful beach days and incredible sunsets.
Bridge Street Pier
Located at 200 Bridge Street in Bradenton Beach, the historic Bridge Street Pier is a testament to the island’s vibrant past and evolving future. Once the sole access point to the island, the pier has transformed into a lively community hub, offering a rich array of attractions. From local restaurants to farmers’ markets, the area is teeming with life. The recent revitalization of Bridge Street has brought an infusion of modernity while retaining its historical charm. Whether it’s fishing from the pier or browsing through the boutique shops, there’s something for everyone. With the free Anna Maria Island trolley stopping nearby, access is convenient, making it a seamless addition to any visitor’s itinerary.
Anna Maria Island Historical Society
Founded in 1990 by Pat Copeland and Carolyne Norwood, the Anna Maria Island Historical Society aims to preserve the unique heritage of the island. They opened the Anna Maria Island Historical Society Museum in 1992, offering a fascinating glimpse into the island’s story. The museum features artifacts, photographs, and maps that span from ancient times when the island was a Native American fishing camp, to the height of its Roaring Twenties culture, and the baseball players who wintered here in the 1950s-70s. Highlights of the historical complex include the original City Jail, the Belle Haven cottage that once graced the Anna Maria City Pier, and a garden showcasing native plants. The museum offers something for everyone, with scavenger hunts for kids and countless artifacts that intrigue visitors of all ages.
Book Your AMI Vacation Rental With Mike Norman Realty
When planning your visit to Anna Maria Island, finding the right accommodation is crucial to fully immerse yourself in the island’s charm and history. Mike Norman Realty is a reputable resource for securing quality AMI rentals. With an array of Anna Maria Island, FL rentals, you’ll find options that perfectly match your preferences, ensuring a memorable and comfortable stay. Whether you’re drawn by the history of Anna Maria Island, Florida, or the allure of its serene beaches and historic piers, this enchanting island promises an extraordinary experience that captures the essence of old Florida charm. From historic homes to modern waterfront vacation rentals, Mike Norman Realty offers accommodations that allow you to experience the best of Anna Maria Island. Book your stay with us today and take the first step towards an unforgettable vacation in this paradisiacal destination where history, beauty, and serenity await.
