Skip to content
Home » Anna Maria Island

Vacation Rentals on Anna Maria Island (AMI), Florida

Choose from hundreds of rental homes and cottages on Anna Maria Island, Florida.

Find Anna Maria Island vacation rentals including waterfront cottages, inland town-homes, your own private home with private pool, or a beachfront bungalow, including pet friendly properties.

Best Price Guaranteed
Vacation Places To Stay We have chosen to partner with to offer travelers the best choices for vacation properties - No Booking Fees, Last Minute Room Availability, 2,146,000+ homes, apartments, condo rentals, hotels and more....

Holmes Beach

Holmes Beach is a city located on Anna Maria Island in Manatee County, Florida, United States. It is situated on the Gulf of Mexico and is known for its beautiful beaches, stunning sunsets, and a relaxed coastal atmosphere.

Anna Maria

Anna Maria has a friendly small-town feel and is characterized by its low-rise buildings, lush vegetation, lack of commercial development, renowned for its white-sand beaches, clear blue waters, and breathtaking sunsets.

Bradenton Beach

Known for its relaxed vibe, beach, and coastal charm, Bradenton Beach offers visitors a tranquil getaway. Coquina Beach, located in Bradenton Beach, is a popular beach park with picnic areas, playgrounds, scenic views.

About Anna Maria Island, Florida

The Island is known for its sugar-white beach coastline, emerald green and blue gulf waters.

Anna Maria Island is a favorite for a Florida Stay-cation, the ideal place to get away from it all. Relax while watching the dolphins and the manatees glide through the water or enjoy those picture-perfect Florida sunsets over the Gulf of Mexico!

This 7-mile-long island, located on the Gulf of Mexico just south of Tampa Bay, includes three cities – Bradenton Beach (to the south), Holmes Beach (in the center) and the Anna Maria (to the north). Just a short drive from Bradenton, the island is where you can still find the "old" Florida charm and the speed limit never exceeding 35mph with access to spectacular beaches, accommodations and outdoor activities.

Vacation Rentals


Places to Stay on Anna Maria Island

A vacation favorite destination for locals, national and international visitors.

The island offers a relaxing, nature oriented getaway with a variety of condos, vacation homes, hotels, pet friendly motels, and resorts. Choose a vacation that offers quiet comfort while making the most of the beautiful beaches at affordably priced rates. Check out some of the available deals and specials here.

Places To Stay Anna Maria Island

Anna Maria Island History

The Timucan and Caloosan American Indian tribes were the first known inhabitants of the area, but the recorded history of the Island began around 1530 when Spanish explorers such as Hernando DeSoto claimed all of Florida for the Spanish Crown. The first modern settler of Anna Maria Island was George Emerson Bean, who became the first permanent resident in 1892 and founded the town of Anna Maria City.

After World War II, Jack Holme created the 600 acre town of Holmes Beach, including a small airport, which has since closed. The town of Bradenton beach is located on the south end of the island along with the bridge leading to Longboat Key and other barrier islands to the south. Anna Maria Island was the location for part of the filming of "On An Island With You," starring Esther Williams and Peter Lawford.

Vacation Rentals

Things to Do on Anna Maria Island


If you are looking for something other than a relaxing day swimming or working on your tan, Anna Maria Island offers a choice of fishing styles. Choose from three public fishing piers, fish from the beach, or charter a boat for a day's trip fishing the Gulf of Mexico. Powerboat, jetski and sailboat rentals are available, or spend the day on land with a round of golf or a game of tennis. Bradenton's Village of the Arts is just across the bridge, where local artists live and display their work. Also, within easy driving distance are most of Florida's major attractions, including Orlando's Disney World and Universal Studios.


The Bayfest Annual festival in October regularly draws 10,000 attendees to see the arts and crafts, live bands, car show, kids area, restaurants and more. In November, the Medieval Fair comes to nearby Sarasota, with combat chess and jousting exhibitions.

Water Sports

The beautiful beaches of Anna Maria Island are perfect for swimming or catching up on you tan. The island also offers powerboat and sailboat rentals, as well as jetski rentals. The warm Gulf waters are inviting for snorkelling and scuba diving.


The Manatee-Sarasota area provides you with a choice of more than 45 courses ranging from executive par three courses to challenging championship 18 hole courses that will test any golfer’s ability from tee to green..

Vacation Rentals
Scroll To Top