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    Browse Boat Rentals on Anna Maria Island, Florida.

    4.9
    (316 Reviews)

    Page 1 of 2 • 35 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Pontoon Fun! Add-Ons Included. 4hrs $350 +10% OFF for Snowbirds & Locals
    Powerboats in Holmes Beach · 12 guests

    Pontoon Fun! Add-Ons Included. 4hrs $350 +10% OFF for Snowbirds & Locals

    5.0
    $56+/hour
    Captained 25' Regency Tritoon with Fuel Included
    Powerboats in Longboat Key · 10 guests

    Captained 25' Regency Tritoon with Fuel Included

    5.0
    $89+/hour
    24' Tritoon Bennington with 175 Hp Suzuki Outboard for rent in Holmes Beach!
    Powerboats in Holmes Beach · 12 guests

    24' Tritoon Bennington with 175 Hp Suzuki Outboard for rent in Holmes Beach!

    4.8
    $85/hour
    BEAUTIFUL Bennington TRITOON 150 HP Holmes Beach , Anna Maria Fishing Series
    Powerboats in Holmes Beach · 12 guests

    BEAUTIFUL Bennington TRITOON 150 HP Holmes Beach , Anna Maria Fishing Series

    5.0
    $60+/hour
    Bentley Pontoon Rental in Holmes Beach, Florida
    Powerboats in Holmes Beach · 13 guests

    Bentley Pontoon Rental in Holmes Beach, Florida

    5.0
    $62+/hour
    Pontoon Fun! Add-Ons Included. 4hrs $350(Cap: 12), Boat Tours(Cap: 6) $50 PP
    Powerboats in Holmes Beach · 12 guests

    Pontoon Fun! Add-Ons Included. 4hrs $350(Cap: 12), Boat Tours(Cap: 6) $50 PP

    5.0
    $56+/hour
    Bentley Pontoon on Anna Maria Island, Florida
    Powerboats in Holmes Beach · 13 guests

    Bentley Pontoon on Anna Maria Island, Florida

    5.0
    $70/hour
    Bentley Encore Pontoon Holmes Beach, Anna Maria Island, Bradenton
    Powerboats in Holmes Beach · 13 guests

    Bentley Encore Pontoon Holmes Beach, Anna Maria Island, Bradenton

    5.0
    $70/hour
    24' Tritoon Bennington with 175 Hp Suzuki motor for rent in Bradenton
    Powerboats in Bradenton · 12 guests

    24' Tritoon Bennington with 175 Hp Suzuki motor for rent in Bradenton

    4.8
    $85/hour
    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!
    Events in Tampa · 13 guests

    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

    5.0
    $140+/hour
    Luxury Power Boat..Can Fit Large Groups...Dolphin Tour!!!!!
    Events in Anna Maria · 12 guests

    Luxury Power Boat..Can Fit Large Groups...Dolphin Tour!!!!!

    5.0
    $300/hour
    Bennington Tritoon -Fishing option-Holmes Beach on Anna Maria Island
    Powerboats in Holmes Beach · 12 guests

    Bennington Tritoon -Fishing option-Holmes Beach on Anna Maria Island

    4.0
    $65+/hour
    Sandbar and Island Hopping
    Tours in Holmes Beach · 12 guests

    Sandbar and Island Hopping

    5.0
    Superowner
    $200/hour
    The Outrageous 42' Boston Whaler on Anna Maria
    Powerboats in Bradenton Beach · 12 guests

    The Outrageous 42' Boston Whaler on Anna Maria

    5.0
    $379+/hour
    Bar Crawl Booze Cruise
    Powerboats in Holmes Beach · 6 guests

    Bar Crawl Booze Cruise

    5.0
    Superowner
    $166/hour
    Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island
    Powerboats in Holmes Beach · 8 guests

    Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island

    5.0
    $125/hour
    Captained, Anna Maria sandbars from Jewfish to clothing optional Passage Key
    Powerboats in Holmes Beach · 6 guests

    Captained, Anna Maria sandbars from Jewfish to clothing optional Passage Key

    5.0
    $127+/hour
    Instant Book
    Fun and Adventure Await on a Brand-New Switch Sport!
    Powerboats in Bradenton Beach · 6 guests

    Fun and Adventure Await on a Brand-New Switch Sport!

    3.7
    $150/hour
    ⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure
    Events in Bradenton Beach · 13 guests

    ⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure

    5.0
    $580+/hour
    The Fabulous 50' “Lil’ Bit Nauti”
    Events in Bradenton Beach · 12 guests

    The Fabulous 50' “Lil’ Bit Nauti”

    5.0
    $550+/hour
    Bennington Tritoon 150HP fishing series Sx21
    Powerboats in Holmes Beach · 12 guests

    Bennington Tritoon 150HP fishing series Sx21

    New
    $60+/hour
    ''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida
    Events in Anna Maria · 12 guests

    ''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida

    5.0
    $921/hour
    Cruise in Style – 20.5 ft Bowrider for Rent near Anna Maria Island
    Powerboats in Holmes Beach · 8 guests

    Cruise in Style – 20.5 ft Bowrider for Rent near Anna Maria Island

    New
    $80+/hour
    42ft Boston Whaler Outrage Prestige Luxury Boating
    Powerboats in Bradenton Beach · 13 guests

    42ft Boston Whaler Outrage Prestige Luxury Boating

    New
    $299+/hour

    Top Destinations Nearby

    Anna Maria Island Reviews

    1. SA

      Steve

      Pontoon Fun! Add-Ons Included. 4hrs $350(Cap: 12), Boat Tours(Cap: 6) $50 PP

      Jeff did a great job getting us everything we needed to have an amazing time on his boat. Jeff is very knowledgeable about the area and will send you in the right direction. The boat was really nice and worked flawlessly for us. If you’re hesitant to do it, I’m telling you just do it. Highly recommend!!

    2. VP

      Victor

      Pontoon Fun! Add-Ons Included. 4hrs $350 +10% OFF for Snowbirds & Locals

      Excellent experience!!! I recommend it to everyone. Extremely fast service, a top-quality boat, and an attentive and professional captain. My family had a great time, and we enjoyed three beaches in one day. It was incredible, and we will definitely use this company again!

    3. JB

      Jessica

      Pontoon Fun! Add-Ons Included. 4hrs $350 +10% OFF for Snowbirds & Locals

      What a great experience. Clear communication leading up to it, then a fantastic day on the boat with activities galore. This was an incredibly special day for our family that we will never forget. Thank you!

    4. EL

      Emma

      Pontoon Fun! Add-Ons Included. 4hrs $350(Cap: 12), Boat Tours(Cap: 6) $50 PP

      We had such an amazing time!! We went for my bachelorette and this was the highlight of our whole trip. They were super accommodating and took care of us and all our needs. We went out to a few different sandbars and they had plenty of floats for us to lay out on and even had snorkeling gear. I would highly recommend using Jeffrey!!

    5. LC

      Laura

      51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

      Matt's boat is beautiful and spacious! My husband and I very much enjoyed the beautiful day on the water with Matt and his son.

    6. JN

      Jared

      Pontoon Fun! Add-Ons Included. 4hrs $350 +10% OFF for Snowbirds & Locals

      Great trip, definitely made our bachelor party! Tour guide gave us great views, great sandbars, even a stop for some good food. 5/5 recommend for anyone interested

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