We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Anna Maria Island

Search Pontoon Boat Rentals in Anna Maria Island, United States.

Page 1 of 119 listings

AVAILABLE MAY 25, 1:30-5:30. BOOK NOW!: 2023 21ft Sea Doo Switch Sport.
Powerboats in Holmes Beach · 9 guests

AVAILABLE MAY 25, 1:30-5:30. BOOK NOW!: 2023 21ft Sea Doo Switch Sport.

5.0
$65-$100hour
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-$120hour
24' Tritoon Bennington with new 175 Hp Suzuki Outboard for rent in Holmes Beach!
Powerboats in Holmes Beach · 12 guests

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

4.8
$85hour
Bentley Pontoon Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon Rental in Holmes Beach, Florida

5.0
$62-$87hour
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 2023
$110hour
Snorkeling, Sandbar Island Hopping, Manatees & Dolphins Tours
Tours in Holmes Beach · 6 guests

Snorkeling, Sandbar Island Hopping, Manatees & Dolphins Tours

5.0
Superowner
$630day
2021 Cypress Cay tritoon, seats up to 13ppl
Powerboats in Holmes Beach · 13 guests

2021 Cypress Cay tritoon, seats up to 13ppl

5.0
$450day
2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!
Powerboats in Holmes Beach · 13 guests

2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!

5.0
$425-$575day
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
$70hour
Bentley Pontoon on Anna Maria Island,  Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon on Anna Maria Island, Florida

5.0
$70hour
Beautiful 25 foot Tritoon in Anna Maria, Fl available to book now
Powerboats in Holmes Beach · 10 guests

Beautiful 25 foot Tritoon in Anna Maria, Fl available to book now

5.0
$375day
24ft Sun Tracker Fish Barge DLX Pontoon in Bradenton Beach
Powerboats in Holmes Beach · 10 guests

24ft Sun Tracker Fish Barge DLX Pontoon in Bradenton Beach

5.0
$75hour
Super Comfy 22’ Pontoon in Bradenton/ fuel included
Powerboats in Bradenton Beach · 10 guests

Super Comfy 22’ Pontoon in Bradenton/ fuel included

4.9
$57-$88hour
24' Tritoon Bennington with new 175 Hp Suzuki motor for rent in Bradenton
Powerboats in Bradenton · 12 guests

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

5.0
$85hour
22' Bennington Pontoon in Holmes Beach
Powerboats in Holmes Beach · 12 guests

22' Bennington Pontoon in Holmes Beach

5.0
$80hour
Captained 25' Regency Tritoon with Fuel Included
Powerboats in Longboat Key · 8 guests

Captained 25' Regency Tritoon with Fuel Included

New
$88-$110hour
Fun and Adventure Await on a Brand-New Switch Sport!
Powerboats in Bradenton Beach · 8 guests

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

New
$150hour
Get on Board for Playtime in Paradise!
Powerboats in Bradenton Beach · 8 guests

Get on Board for Playtime in Paradise!

New
$150hour
Fun N Sun in Paradise - Cypress Cay Seabreeze Spacious Pontoon
Powerboats in Holmes Beach · 10 guests

Fun N Sun in Paradise - Cypress Cay Seabreeze Spacious Pontoon

New
$75hour

Pontoon Reviews in Anna Maria Island

  1. ST

    Shamyl

    AVAILABLE MAY 25, 1:30-5:30. BOOK NOW!: 2023 21ft Sea Doo Switch Sport.

    The best boat rental I’ve ever had! The customer service was out of this world, so amazing! Jeff was so helpful and gave us all the info and tools we needed to have a fun and safe time in the water. The boat was also incredible, road so smooth and easy to drive. If you’re going to book a boat, this is the best place to do it!

  2. Mike

    Mike

    AVAILABLE MAY 25, 1:30-5:30. BOOK NOW!: 2023 21ft Sea Doo Switch Sport.

    Jeff made everything easy. Everything from quick communication through text message to having the boat already in the water and ready to go when we showed up to the dock. Not to mention the top notch equipment he had for us. It was an amazing experience and I will definitely be using him again on our next trip to Anna Maria Island!!!

  3. GS

    Gennadiy

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

    We had a great time on the water. The boat was clean and well-maintained. Rob was professional, friendly, and did an excellent job explaining the rules and policies. Will use this company in the future!

  4. 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

  5. FC

    Frank

    Bentley Encore Pontoon Holmes Beach, Anna Maria Island, Bradenton

    Great pontoon and team. Communication was quick and thorough. Very friendly and helpful with questions about the area. Would definitely recommend Karrie and Mike as well as Daniel on their team who met at the boat launch.

  6. Wesley

    Wesley

    Bentley Pontoon Rental in Holmes Beach, Florida

    Fantastic time, rented 2 boats for our family outside. They were very accommodating and everyone had an amazing and memorable time.