Contact Us

(941) 779-9320

9908 Gulf Dr.

Anna Maria, FL 34216

10AM-5PM & "On Call"

Monday-Saturday

Holmes Beach

Sam and Annie Cobb first homesteaded 160 acres on Anna Maria Island in 1896 in the area now called Holmes Beach. John R. Jones and Jose Casanas soon joined the Cobbs. Jones piloted boats running between Tampa and Cuba. Casanas relocated from the Canary Islands in search of mullet fishing grounds.

The first island post office was established in 1902 in the home of the Cobbs.

The city derives its name from Jack Holmes, a developer who arrived on the island after World War II and created a 600-acre community. When the city was incorporated in 1950, Halsey T. Tichenor served as its first mayor.

A century’s worth of development may mask it, but early residents had to hack through dense jungle just to create a sandy washboard road. Back then, facing rattlesnakes, wildcats and panthers was a common occurrence.

In 1948, just two years before Holmes Beach was incorporated, Hollywood brought Esther Williams, Peter Lawford, Ricardo Montalban, Jimmy Durante and Cyd Charisse to community to film portions of On an Island with You.

Today, Holmes Beach remains a popular tourist destination with a wide array of vacation rentals, in addition to permanent and winter residents.

(Taken from official website)

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    3805 E Bay Drive #301

    Holmes Beach, FL

    $289,000

    Come see this top floor, end unit, located in the back building of Sunbow Bay with plenty of privacy. The unit is in great condition as the current owner has never rented it out...

    • Bed1
    • Baths1
    • Sq Ft917
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    6006 Gulf Drive #215

    Holmes Beach, FL

    $659,000

    Rarely available Playa Encantada two story condo! Gulf views from this beautiful unit in a direct Gulf front complex surrounding a central pool area. Upstairs Master suite has a wall of closets and built...

    • Bed2
    • Baths2
    • Sq Ft1356
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    205 77th Street #A

    Holmes Beach, FL

    $649,000

    MOTIVATED SELLER! This is a great 2B/2B TURNKEY FURNISHED vacation rental and getaway just a block to the beach! There is a beautiful private tropical pool area for lounging after the beach! TOTALLY REDONE...

    • Bed2
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    • Sq Ft914
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    5372 Gulf Drive

    Holmes Beach, FL

    $1,300,000

    Excellent commercial opportunity in the main business district of Holmes Beach on Gulf Drive! Large building with 3 offices total, two of which are currently leased. Main office with 2000 sq. ft. is vacant...

    • Sq Ft3100
    • Lot Size9583 Sq Ft Acres
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    307 59th Street #1

    Holmes Beach, FL

    $779,000

    Bright and beautiful elevated 3 bedroom home centrally located in Holmes Beach close to great shopping and restaurants! Walk to your favorite place! Colorful decor and turnkey furnishings. Already in a successful rental program...

    • Bed3
    • Baths2
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    503 83rd Street

    Holmes Beach, FL

    $749,000

    Take A Virtual Tour Deep water canal front right out to Bimini Bay! Bring your boat and get ready to relax in this three bedroom, two bath canalside home in a very quiet residential...

    • Bed3
    • Baths2
    • Sq Ft1936