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Browse Boat Rentals on Anna Maria Island, Florida.

All Anna Maria Island Listings

Page 1 of 243 listings

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
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
Best Tahoe T18 Boat Rental In Anna Maria Island
Powerboats in Holmes Beach · 9 guests

Best Tahoe T18 Boat Rental In Anna Maria Island

5.0
$258-$480day
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
Private Boat Tours - Snorkeling, Dolphins, Sandbar & Island Hopping Tours
Tours in Holmes Beach · 6 guests

Private Boat Tours - Snorkeling, Dolphins, Sandbar & Island Hopping Tours

5.0
Superowner
$585day
Private Boat Tour - Snorkeling, Shelling, Sandbar & Island Hopping Tours
Powerboats in Holmes Beach · 6 guests

Private Boat Tour - Snorkeling, Shelling, Sandbar & Island Hopping Tours

5.0
Superowner
$585day
Bentley Pontoon on Anna Maria Island,  Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon on Anna Maria Island, Florida

5.0
$70hour
Charter this brand new 2023 25ft Yamaha AR250 Jetboat in Holmes Beach
Powerboats in Holmes Beach · 10 guests

Charter this brand new 2023 25ft Yamaha AR250 Jetboat in Holmes Beach

5.0
$120hour
Beautiful Deck Boat to Explore, Swim, Tube and more in AMI!
Powerboats in Holmes Beach · 9 guests

Beautiful Deck Boat to Explore, Swim, Tube and more in AMI!

4.9
$379-$525day
Gorgeous Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style. Perfect for exploring the area and hanging at a sandbar!
Powerboats in Holmes Beach · 12 guests

Gorgeous Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style. Perfect for exploring the area and hanging at a sandbar!

4.9
$113hour
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
Bentley Encore Pontoon Holmes Beach, Anna Maria Island, Bradenton
Powerboats in Holmes Beach · 13 guests

Bentley Encore Pontoon Holmes Beach, Anna Maria Island, Bradenton

4.9
$70hour
Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!
Powerboats in Holmes Beach · 12 guests

Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!

5.0
$429-$655day
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
2022 Tahoe T18 on Anna Maria Island
Powerboats in Holmes Beach · 9 guests

2022 Tahoe T18 on Anna Maria Island

5.0
$329-$450day
AMI PICK UP - SECURE YOUR SPRING BOOKING
Events in Bradenton Beach · 12 guests

AMI PICK UP - SECURE YOUR SPRING BOOKING

5.0
$400hour
Super Comfy 22’ Pontoon in Bradenton/ fuel included
Powerboats in Bradenton Beach · 10 guests

Super Comfy 22’ Pontoon in Bradenton/ fuel included

4.9
$70hour
New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
Powerboats in Holmes Beach · 8 guests

New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!

4.9
$372-$515day
22ft Cobia Center Console in Anna Maria Island
Powerboats in Holmes Beach · 9 guests

22ft Cobia Center Console in Anna Maria Island

5.0
$329day
Island Hopper Anna Maria Tiki - Up to 18ppl
Powerboats in Holmes Beach · 18 guests

Island Hopper Anna Maria Tiki - Up to 18ppl

New
$250hour
24ft Cobia CC w/Yamaha 250 - Anna Maria Island Area
Powerboats in Holmes Beach · 10 guests

24ft Cobia CC w/Yamaha 250 - Anna Maria Island Area

New
$70hour

Anna Maria Island Reviews

  1. AK

    Ansley

    Charter this brand new 2023 25ft Yamaha AR250 Jetboat in Holmes Beach

    We had an absolute blast. Captain John took us all around. We started with a stop at a sandbar for some swimming and drinks. Both daughters used the snorkel masks. We then took a long cruise. We ended our journey by spotting a pod of dolphins leading us home. I would strong recommend this for anyone looking for a fun family adventure.

  2. 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…

  3. 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!

  4. Daryll

    Daryll

    Gorgeous Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style. Perfect for exploring the area and hanging at a sandbar!

    I’ve rented Meghan’s boat’s several times now, always a great experience. The boats are at the dock on time and ready to go, after a equipment and safety briefing you are on your way to boating beautiful Tampa Bay waters. Highly recommended!

  5. michael

    michael

    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!

  6. Edlexander

    Edlexander

    Bentley Pontoon Rental in Holmes Beach, Florida

    Forgot to write a review from original use but coming back to request another date for usage because of how easy and painless the process was and how helpful KarrieMike were ! The boat was in great condition and was perfect for the guys trip