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The Best Pontoon Rentals in Anna Maria Island
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Anna Maria Island
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$785
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$835
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$625-$1,550
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$65-$595
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$95-$480
Kayaks
Who says you need a motor to have fun on the water?
$75
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$625
Sailboats
Set sail with these traditional wind-powered boats
$370
Top Pontoon Rental Locations Near Anna Maria Island
Recent Reviews in Anna Maria Island
JK
Jessica
Captained 25' Regency Tritoon with Fuel Included
We had a wonderful day with Shawn. Prior to trip he was very communicative and easy to plan with. I can confidently say it was the best day for the family! The boat is pristine, he was so friendly and his love of the ocean made for an unforgettable day.
Elizabeth
Captained 25' Regency Tritoon with Fuel Included
We had such a great day with Shawn! He was very kind and attentive, and so patient with our large group! Love that he brought us little bags for our kids’ seashells. Will definitely have him take us for the day when we return!
LM
Lesley
Captained 25' Regency Tritoon with Fuel Included
Truly awesome day on the water with Shawn. Great communication. Easy directions for where to meet him. Impeccable boat that was so comfortable. Cooler with ice. Comfy floats. And great recommendations for our itinerary. Definitely booking with him again next year!
JB
Jennifer
Captained 25' Regency Tritoon with Fuel Included
Everything from the boat to the itinerary to Captain Shawn himself were more perfect than you could possibly imagine! He had the perfect day planned based on what we said we were looking for and he hit every mark. He made sure the kids had a day to remember and the adults got to relax! He even made sure we always had a drink in hand from the cooler we stuffed full of drinks and snacks. I cannot say enough wonderful things about Captain Shawn. He’s part of the family now and we’ll never book with anyone else. Thank you for the perfect day on the water! ❤️
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…
Hossein
24' Tritoon Bennington with new 175 Hp Suzuki Outboard for rent in Holmes Beach!
Mike-Alicia- Robert always are super professional, kind and they’re always available via text. The boat was excellent once again as long as you know how to navigate waters and are responsible with their boat/have experience you’ll love this boat. The dock is perfect so is the area. 5 stars!
Top Pontoon Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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