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Browse Boat Rentals on Anna Maria Island, Florida.

All Anna Maria Island Listings

Page 1 of 241 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-$120hour
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
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
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

5.0
$70hour
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
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 · 8 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
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
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
 Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!
Powerboats in Holmes Beach · 12 guests

Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!

4.9
$113hour
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
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
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
2022 Tahoe T18 on Anna Maria Island
Powerboats in Holmes Beach · 9 guests

2022 Tahoe T18 on Anna Maria Island

5.0
$329-$450day
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
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
Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 10 guests

Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida

5.0
$92-$113hour
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
2020 Sea Fox 228 Commander in Holmes Beach
Powerboats in Holmes Beach · 8 guests

2020 Sea Fox 228 Commander in Holmes Beach

5.0
$65hour
Brand New 10 Person Hurricane Deck Boat
Powerboats in Holmes Beach · 10 guests

Brand New 10 Person Hurricane Deck Boat

5.0
$63-$88hour
Cruise, Fish, Party, Sandbar Hopping, Island Exp - 21ft Tidewater Center Console
Fishing in Holmes Beach · 8 guests

Cruise, Fish, Party, Sandbar Hopping, Island Exp - 21ft Tidewater Center Console

New
$60-$100hour

Anna Maria Island Reviews

  1. AL

    Aaron

    22ft Cobia Center Console in Anna Maria Island

    Eric was great, boat was great. We had a great time in the Anna Maria area with a seven day rental. No issues with the boat except that I forgot to put the shut-off lanyard in. One call to Eric and he knew exactly what I had missed. Was a great experience!

  2. 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.

  3. 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…

  4. 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!

  5. AB

    Andrew

    2022 Tahoe T18 on Anna Maria Island

    We rented to boat for three days and had a great experience. Austin was very helpful, responding quickly to any queries and recommending things to do and places to visit. Highly recommended.

  6. BB

    Bradley

    Best Tahoe T18 Boat Rental In Anna Maria Island

    Boat arrived on time and was in great condition. Austin took time explaining the operation of the onboard equipment and was very helpful. Highly recommend.