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Anna Maria Island vacation rentals

SoCoastal helps you find the best Anna Maria Island rentals: beach houses, condos and vacation rental companies.

About Anna Maria Island (Florida)

Anna Maria Island is a barrier island on Florida's Gulf Coast. It's known for its blue waters, laid-back island vibes and white sandy beaches, like Manatee Beach Park. In the small resort city of Anna Maria, Pine Avenue is lined with shops, galleries and eateries. Anna Maria Island Historical Society Museum features a restored 1920 cottage. Nearby, the wooden City Pier dates from 1911. In Bradenton Beach City, Bridge Street Market sells food, art and jewelry.

RELATED: Watch Live: Anna Maria Island Webcams

  • What type of vacation rentals can I choose from?
    Anna Maria Island has a variety of private homes you can rent, including beach houses, condos and cottages. The sizes vary, ranging from 8 bedroom homes to 1 bedroom condos. Most of the properties in the area are managed by a rental agency or by owner.
  • When is the best time to visit Anna Maria Island?
    Generally, the best time to visit is January, February or March. October is also a great time to visit, due to the lower vacation rental prices and less crowded beaches.
Aerial view of Anna Maria Island, Florida, South Carolina

Recommended Vacation Rental Companies in Anna Maria Island

AMI Locals

AMI Locals

AMI Locals is a property management company that stands out with its unique approach to vacation experiences on Anna Maria Island. Comprising a team of genuine locals, some of whom...

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Anna Maria Island Accommodations

Anna Maria Island Accommodations

Anna Maria Island Accommodations, fondly known as the "Flip Flop Company," is dedicated to providing guests with an unparalleled vacation experience on Anna Maria Island. Passionate about delivering a slice...

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Anna Maria Life Vacation Rentals

Anna Maria Life Vacation Rentals

Anna Maria Life Vacation Rentals is a family-owned and operated agency renowned for its exceptional vacation homes and personalized service. Originally established in 2010 as Coastal Cottages AMI, the company...

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Anna Maria Vacations

Anna Maria Vacations

Anna Maria Vacations is a distinguished rental company that exclusively focuses on offering the finest vacation rentals on Anna Maria Island. They pride themselves on providing guests with an upscale...

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Beach Boutique Rentals

Beach Boutique Rentals

Beach Boutique Rentals is a dedicated team of vacation rental specialists based on Anna Maria Island, offering a personalized touch to property management. As a local entity, they pride themselves...

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Duncan Real Estate & Vacation Rentals

Duncan Real Estate & Vacation Rentals

Established in 2001, Duncan Real Estate specializes in offering expert services for buying, selling, and managing real estate properties on Anna Maria Island and throughout Manatee County. Located on the...

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Fran Maxon Real Estate

Fran Maxon Real Estate

Fran Maxon Real Estate, located on Anna Maria Island, has been welcoming guests to the island for over two decades. Currently, Fran Maxon manages a portfolio of 40+ vacation rentals...

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Sato Real Estate & Vacation Rentals

Sato Real Estate & Vacation Rentals

Sato Real Estate, nestled on Anna Maria Island, is a family-owned and operated vacation home rental agency that has been serving the community since 2006. With a rich history and...

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