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5 (193 reviews)
•
Boat Rentals
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the United States
Florida
Anna Maria Island
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$835
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$1,205
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$250
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$85-$480
Sailboats
Set sail with these traditional wind-powered boats
$370
Saint Petersburg, Florida
268 listings
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256 listings
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139 listings
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64 listings
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62 listings
Madeira Beach, Florida
60 listings
PN
Pete
April, 2024
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
FC
Frank
May, 2024
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.
RH
Ron
March, 2024
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…
JL
Jonathan
Beautiful 25 foot Tritoon in Anna Maria, Fl available to book now
Lisa and Bruce were great hosts. They took time before we shoved off to familiarize us with the boat, equipment and local waterways. The boat is nice, no issues. Overall we had a good day on water. Thanks!
JW
Jan
Lisa & Bruce were so professional, helpful & spot on with no surprises. Their bost was well equipped & perfect!!
michael
February, 2024
2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!
Meghan and her crew are top notch! We made reservations the night before which I am sure was difficult to accommodate. They were kind and patient. Brought the boat right to our dock. It was in great shape and pick up was seamless. Even handled the fuel. I recommend to anyone 5 stars!
Tampa, Florida
453 listings
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265 listings
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165 listings
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163 listings
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128 listings
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
December 30, 2019
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December 19, 2019
4.9 out of 5! 385,000+ reviews