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All listings in Anna Maria Island

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

Page 1 of 1 • 17 listings

Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key
Tours in Holmes Beach · 6 guests

Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

5.0
$127+/hour
24' Beachcomber 175 Hp Yamaha  outboard for rent in Holmes Beach!
Powerboats in Holmes Beach · 12 guests

24' Beachcomber 175 Hp Yamaha outboard for rent in Holmes Beach!

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

Bentley Pontoon Rental in Holmes Beach, Florida

4.9
$62+/hour
Beautiful Bennington Tritoon 150 Hp in Holmes Beach,  Anna Maria Fishing Series
Powerboats in Holmes Beach · 12 guests

Beautiful Bennington Tritoon 150 Hp in Holmes Beach, Anna Maria Fishing Series

5.0
$68+/hour
🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP
Powerboats in Holmes Beach · 12 guests

🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP

5.0
$68+/hour
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
$70/hour
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+/day
🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS
Powerboats in Holmes Beach · 12 guests

🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS

5.0
$68+/hour
24' Beachcomber (up to 16ppl) 175 Hp yamaha motor for rent in Bradenton
Powerboats in Bradenton · 12 guests

24' Beachcomber (up to 16ppl) 175 Hp yamaha motor for rent in Bradenton

4.8
$85/hour
Super Comfy 22’ Pontoon in Bradenton/ fuel included
Powerboats in Bradenton Beach · 8 guests

Super Comfy 22’ Pontoon in Bradenton/ fuel included

4.9
$57+/hour
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
$65+/hour
2021 Cypress Cay tritoon, seats up to 13ppl
Powerboats in Holmes Beach · 13 guests

2021 Cypress Cay tritoon, seats up to 13ppl

5.0
$450/day
Sun Tracker 22’ Party Barge Pontoon in Holmes Beach
Powerboats in Holmes Beach · 10 guests

Sun Tracker 22’ Party Barge Pontoon in Holmes Beach

5.0
$100/hour
Brand New Bentley Tritoon 150hp | Up to 13 | Cruise, Fish, and Water Sports
Powerboats in Terra Ceia · 12 guests

Brand New Bentley Tritoon 150hp | Up to 13 | Cruise, Fish, and Water Sports

New
$81+/hour
25’ “Easy Livin” Double Decker Pontoon (Captain Included)
Powerboats in Holmes Beach · 6 guests

25’ “Easy Livin” Double Decker Pontoon (Captain Included)

New
$140+/hour
Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!
Powerboats in Bradenton · 10 guests

Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!

New
$320+/day
22' Family Friendly Pontoon in Palmetto, Florida
Powerboats in Bradenton · 10 guests

22' Family Friendly Pontoon in Palmetto, Florida

5.0
Snoozed - Active 24 Oct 2026

Pontoon Reviews in Anna Maria Island

  1. Richard

    Richard

    22' Family Friendly Pontoon in Palmetto, Florida

    We couldn’t have wished for a nicer person to deal with. Nothing was too much and the advice and recommendations were so helpful. Thank you so very much!

  2. Jessica

    Jessica

    Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

    Our private boat excursion was hands-down the highlight of our entire trip! From the moment we stepped on board, Captain Ray made us feel incredibly welcome, safe, and pampered.The boat itself was immaculate, spacious, and very comfortable. The captain knew the absolute best spots to find dolphins, took us to a stunning, secluded spot and timed our cruise perfectly. Captain Ray tailored the entire itinerary to exactly what we wanted to do, never making us feel rushed. Best boat excursion ever!!

  3. JH

    Jeremy

    Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

    We had the best time with Captain Ray and First Mate Kaylie. They were easy to talk to and answered all of our questions about the area. We wish we would have chartered more time with them and would definitely book again! We forgot our sunscreen and they generously supplied us with some. Highly recommend!

  4. Aurellia

    Aurellia

    Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

    Where do I begin? 10/10 experience. Captain Ray and First Mate Kaylie were PERFECT! Not only were they both extremely knowledgeable of the area, they were friendly and kind for me and my family (some first time boaters). Everything about the experience was perfect from the ride, the weather, sighting dolphins, sand bars and taking some unique photos were tree roots uplifted. Captain Ray is also an official captain so rest assured he knows what to do in an emergency and can read the weather and water. If you’re having decision paralysis, don’t look any further, BOOK!

  5. AS

    Aliza

    Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

    Best boat trip for a girls trip! Ray was a fantastic captain and his first mate Kaylie was so incredibly kind and helpful. They organized an amazing experience for us, they made us feel very comfortable and at ease. They were so accommodating to us and made the trip very special! Thank you so much!

  6. WC

    Wes

    24' Beachcomber 175 Hp Yamaha outboard for rent in Holmes Beach!

    First time at AMI. Really didn't know what to do and what to expect. They gave us suggestions, and we had a great time. Saw several groups of dolphins, a manatee for quite some time, picked up a lot of shells, picked up a BIG crab, and even saw an underwater crab fight. Great day!