Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Holmes Beach, Florida Boat Rentals

Page 1 of 239 listings

Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS
Powerboats in Holmes Beach · 12 guests

Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

5.0
$50+/hour
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+/hour
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
$85/hour
Bentley Pontoon Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon Rental in Holmes Beach, Florida

5.0
$62+/hour
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+/day
Bentley Pontoon on Anna Maria Island,  Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon on Anna Maria Island, Florida

5.0
$70/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
Sandbar and Island Hopping
Tours in Holmes Beach · 12 guests

Sandbar and Island Hopping

5.0
Superowner
$200/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
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+/day
ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.
Powerboats in Holmes Beach · 6 guests

ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.

5.0
Superowner
$130/hour
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+/day
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
$113/hour
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

4.3
$70/hour
Amazing 2017 Sportsman 232 Open Center Console
Powerboats in Holmes Beach · 10 guests

Amazing 2017 Sportsman 232 Open Center Console

5.0
$80/hour
Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!
Powerboats in Holmes Beach · 12 guests

Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!

5.0
$82+/hour
Bennington Tritoon -Fishing option-Holmes Beach on Anna Maria Island
Powerboats in Holmes Beach · 12 guests

Bennington Tritoon -Fishing option-Holmes Beach on Anna Maria Island

4.0
$65+/hour
Luxury Power Boat..Can Fit Large Groups...Dolphin Tour!!!!!
Events in Anna Maria · 12 guests

Luxury Power Boat..Can Fit Large Groups...Dolphin Tour!!!!!

5.0
$300/hour
2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
Powerboats in Holmes Beach · 8 guests

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

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

22ft Cobia Center Console in Anna Maria Island

5.0
$329/day
Beautiful 2024 Bayliner Trophy T22 23ft Center Console
Powerboats in Holmes Beach · 9 guests

Beautiful 2024 Bayliner Trophy T22 23ft Center Console

5.0
$390+/day
2022 Tahoe T18 on Anna Maria Island
Powerboats in Holmes Beach · 9 guests

2022 Tahoe T18 on Anna Maria Island

5.0
$329+/day
More Room, More Fun, More Memories – Suntracker Party Barge
Powerboats in Holmes Beach · 12 guests

More Room, More Fun, More Memories – Suntracker Party Barge

New
$52+/hour
LUXURIOUS AND SPACIOUS PARTY BOAT - BRAND NEW TRITOON
Powerboats in Anna Maria · 12 guests

LUXURIOUS AND SPACIOUS PARTY BOAT - BRAND NEW TRITOON

5.0
Best of 2025
$110/hour

Holmes Beach Reviews

  1. Lesley

    Lesley

    Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

    We had a great time on the pontoon we rented from Little Philly Sea Adventures! Jeff was super helpful, responsive and very accommodating.The boat was in great shape and perfect for our group. We ventured to Jewfish Key and enjoyed getting out on the Bay. Highly recommend and we’ll be sure to rent from Jeff again on future trips to AMI.

  2. Trinity

    Trinity

    Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

    Jeff was the best! We booked with him for my 24th birthday. We had the best boat day ever! He took the best care of us, letting us board a tad bit early, gave great recommendations, boat was super clean, gave us goody bags, and hooked us up with snorkeling gear, a large float mat and floating cooler. He seriously was the best host ever and we had the best time!!! He really went above and beyond for us and helped make my birthday so special! Would recommend him to anyone looking for a great time on the water!

  3. BS

    Bobby

    ALLEGRIA is a 24ft Hurricane with bimini and plenty of seating.

    My girlfriend and I had an amazing time exploring Florida by boat with Sal as our captain. From the moment we stepped on board, he made us feel comfortable and welcomed. He took us to some beautiful local spots, including sandbars and scenic areas we never would’ve found on our own. Sal was super knowledgeable, easygoing, and clearly knows the area like the back of his hand. The whole experience was relaxing, fun, and one of the highlights of our trip. Highly recommend booking with Sal if you’re looking for an unforgettable day on the water!

  4. Mikhail

    Mikhail

    Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

    Jeff was great to work with. He was very accommodating: he provided details on the marine forecast, clear instructions on how to use the boat, and how to navigate. The boat was in great condition, perfect for our group of 8 to spend the day cruising and visiting a sandbar and an island. We will definitely use Jeff’s service in the future.

  5. Robert

    Robert

    Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

    Jeff was fantastic! Communication was extremely fast and clear. Everything on the boat was in tip top shape. Great day on the water. We will definitely be renting from Jeff again soon!

  6. BO

    Brandon

    Make Waves & Save! 10% OFF This 2021 Bennington Pontoon – ASK ABOUT WK DISCOUNTS

    Jeff was awesome and the boat was fantastic. Everything you need to enjoy your time on the water has been thought of and provided.