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Holmes Beach, Florida Boat Rentals

Page 1 of 117 listings

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
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
Sandbar and Island Hopping
Tours in Holmes Beach · 12 guests

Sandbar and Island Hopping

5.0
Superowner
$250/hour
ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.
Powerboats in Holmes Beach · 6 guests

ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.

5.0
Superowner
$130/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
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
LUXURIOUS AND SPACIOUS PARTY BOAT - BRAND NEW TRITOON
Powerboats in Anna Maria · 12 guests

LUXURIOUS AND SPACIOUS PARTY BOAT - BRAND NEW TRITOON

5.0
Best of 2025
$110/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
Instant Book
''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
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

New
$125+/hour
Luxury Bennington Tritoon 150HP fishing series Sx21
Powerboats in Holmes Beach · 12 guests

Luxury Bennington Tritoon 150HP fishing series Sx21

New
$60+/hour
Score 10% OFF This 2024 30ft Tidewater – Power, Luxury & Waves!
Powerboats in Holmes Beach · 6 guests

Score 10% OFF This 2024 30ft Tidewater – Power, Luxury & Waves!

New
$92+/hour
"Charlotte" Prestige X70
Events in Anna Maria · 12 guests

"Charlotte" Prestige X70

New
$1,548/hour
"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida
Fishing in Anna Maria · 12 guests

"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida

New
$833/hour

Holmes Beach Reviews

  1. BS

    Bobby

    ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.

    My girlfriend and I had an amazing time exploring Florida by boat with Sal as our captain. From the moment we stepped on board, he made us feel comfortable and welcomed. He took us to some beautiful local spots, including sandbars and scenic areas we never would’ve found on our own. Sal was super knowledgeable, easygoing, and clearly knows the area like the back of his hand. The whole experience was relaxing, fun, and one of the highlights of our trip. Highly recommend booking with Sal if you’re looking for an unforgettable day on the water!

  2. Tanisha

    Tanisha

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

    The pictures doesn’t give the yacht justice. It is even better in person and the level of service is amazing!

  3. JC

    Jessica

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

    Amazing day on the water and the boat was fantastic. Everyone enjoyed their day of snorkeling and heading out to Egmont Key. Will definitely be renting again.

  4. RH

    Ron

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

    From the beginning of our experience with Wynot Rent A Boat, they were very flexible to our preferences for boat pickup. The pontoon boat was delivered to us at a very convenient location. Everything worked very well, resulting in a beautiful memorable day. We will definitely use them again. Ron H…

  5. BJ

    Brian

    Bentley Pontoon Rental in Holmes Beach, Florida

    The whole rental experience was pleasant. Rich was on time with the boat at the dock he was direct with his instructions even though I have plenty of experience navigating FL waterways. The boat was clean ran well and was equipped with everything we needed! Thanks again would highly recommend.

  6. PN

    Pete

    Bentley Pontoon Rental in Holmes Beach, Florida

    This was a great match for our mature group of nine. Captain Dana took us to interesting places while sharing her local knowledge. We saw dolphins and a manatee or two while also getting our feet wet on a sandbar. Great value and experience for us