Anna Maria Island’s seven miles consist of three distinct municipalities, the Bradenton Beach, Holmes Beach, City of Anna Maria.  Although when traveling along the island one might not recognize one community from the other, they each have distinguishing characteristics which differentiate them from one another all with one thing in common: the seven miles of uninterrupted amazing white sand beach.

Although subtly unique in their own way all three island communities offer and array of dining and lodging experiences sure to please each individual palate.  Check out The Yummy Stuff or The Boozy Stuff for dining & libation options in each city!


Bay Breezes at Bayside Bungalows

Bayside Cutie at Bayside Bungalows

Barefoot by the Bay at Bayside Bungalows

Blissful Bay at Bayside Bungalows

Cozy Cabana East

Fins Up

Sea La Vie Beach House

She's Always Right

Sunsets on Carissa

City of Anna Maria

On the north end of the island is by far the quietest and most residential community on the island, with little retail and hotel lodging most visitors stay in vacation rental homes or condos.  This adds to the tranquility and peacefulness of the north end of the island, however the trade off is that most conveniences are driving distance away. For everyone not wanting to leave their beach chair for a week or two this is the spot.

The main street of ‘downtown’ Anna Maria is Pine Avenue runs the width of the island from bay at the Anna Maria City Pier to the Gulf and is voted one of the ‘Greenest Main Streets in the USA’.  Stop by and say hello at our office located at 317 Pine!

Holmes Beach

In the central part of the island is the largest of the three cities and host to most festivals and larger island activities.  A bit wider than the other cities Holmes Beach has a good mix of hotels and residential areas, and offers both secluded private homes and larger condo rentals.  Although not a true town center a large outdoor shopping complex hosts many retail and dining spots near 54th Street and between Gulf & Marina Drives.  Also is home to Publix, CVS, Walgreens, and Keyes Marina.

Stop by and take a picture with the famous Welcome to Holmes Beach sign as you enter the island!

Bradenton Beach

The narrowest and the southernmost town on the island, has recently taken seriously its downtown atmosphere and created a foot friendly Bridge Street: the heart of the town.  Although only a few blocks wide the outdoor restaurants and shops offer nice charm and character worthy of an afternoon or evening visit.  The Bradenton Beach Pier at one end of the Historic Bridge Street is a calming and quiet way to see the inland waters.  Of all sections of the island Bradenton Beach offers more attractions and recreation opportunities for the active traveler and tons of live music and beach bar vibes!