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Browse Boat Rentals on Anna Maria Island, Florida.

Page 2 of 355 listings

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
Amazing 2017 Sportsman 232 Open Center Console
Powerboats in Holmes Beach · 10 guests

Amazing 2017 Sportsman 232 Open Center Console

5.0
$80/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
Limited Availability
The Outrageous 42' Boston Whaler on Anna Maria
Powerboats in Bradenton Beach · 12 guests

The Outrageous 42' Boston Whaler on Anna Maria

5.0
$379+/hour
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+/hour
Bar Crawl Booze Cruise
Powerboats in Holmes Beach · 6 guests

Bar Crawl Booze Cruise

5.0
Superowner
$166/hour
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
Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island
Powerboats in Holmes Beach · 8 guests

Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island

5.0
$125/hour
⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure
Events in Bradenton Beach · 13 guests

⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure

5.0
$580+/hour
Instant Book
Fun and Adventure Await on a Brand-New Switch Sport!
Powerboats in Bradenton Beach · 6 guests

Fun and Adventure Await on a Brand-New Switch Sport!

3.7
$150/hour
The Fabulous 50' “Lil’ Bit Nauti”
Events in Bradenton Beach · 12 guests

The Fabulous 50' “Lil’ Bit Nauti”

5.0
$550+/hour
Anna Maria Yacht Charter – 63′ Prestige Luxury Rental
Events in Anna Maria · 13 guests

Anna Maria Yacht Charter – 63′ Prestige Luxury Rental

5.0
$493+/hour
Bennington Tritoon 150HP fishing series Sx21
Powerboats in Holmes Beach · 12 guests

Bennington Tritoon 150HP fishing series Sx21

New
$60+/hour
''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida
Events in Anna Maria · 12 guests

''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida

5.0
$921/hour
Cruise in Style – 20.5 ft Bowrider for Rent near Anna Maria Island
Powerboats in Holmes Beach · 8 guests

Cruise in Style – 20.5 ft Bowrider for Rent near Anna Maria Island

New
$80+/hour
42ft Boston Whaler Outrage Prestige Luxury Boating
Powerboats in Bradenton Beach · 13 guests

42ft Boston Whaler Outrage Prestige Luxury Boating

New
$299+/hour
"The Escape Plan" Charter in Anna Maria Island, Florida
Powerboats in Holmes Beach · 13 guests

"The Escape Plan" Charter in Anna Maria Island, Florida

New
$310/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
Ride in Style: Explore the Gulf on Our Center Console Adventure!
Powerboats in Holmes Beach · 12 guests

Ride in Style: Explore the Gulf on Our Center Console Adventure!

New
$88+/hour
Princess 75' Mega Yacht for Charter
Events in Anna Maria · 13 guests

Princess 75' Mega Yacht for Charter

New
$1,828/hour
Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!
Powerboats in Holmes Beach · 12 guests

Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!

New
$75/hour
"Charlotte" Prestige X70
Events in Anna Maria · 12 guests

"Charlotte" Prestige X70

New
$1,548/hour
Cruise in style with this beautiful Center Console boat
Powerboats in Cortez · 12 guests

Cruise in style with this beautiful Center Console boat

New
$190/hour
"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida
Fishing in Anna Maria · 12 guests

"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida

New
$833/hour

Anna Maria Island Reviews

  1. CA

    Catherine

    24ft Sun Tracker Fish Barge DLX Pontoon in Bradenton Beach

    Everything went very smooth. No complaints. If you need a pontoon to relax on the water this is it. It’s a double bimini, the entire boat can be shaded. They had 4 adult life vest and plenty of kid vest, double anchor ⚓️ is a plus, Bluetooth speaker, ice machine is at the dock location, we had our own cooler however we could have simply brought our snacks. Cooler and Extra storage is on pontoon. If you have a group this is the right choice. 10/10

  2. SJ

    Scott

    Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida

    Meghan and Martin were excellent people to rent from. The boat was pristine and had everything you would need for a day on the water. I have rented boats from other places on the island and by far this rental provided the best value! Will definitely be renting from them again!

  3. Sarah

    Sarah

    Bar Crawl Booze Cruise

    We had an amazing day! Captain Mark was fantastic, boat was a great size and we appreciated the advance communication and helpful advice! He was very flexible on the itinerary and made great recommendations! We can’t wait to come back and would recommend you to anyone!

  4. HL

    Heidi

    Bar Crawl Booze Cruise

    We had a great time on the waters going around the AMI area. Captain Mark was extremely insightful and he felt like part of our family shortly into the guided boating day. I would highly recommend this to anyone who wants to spend a few hours on the waters while visiting the AMI. Captain Mark was so accommodating too as we made the reservations pretty last minute. We will definitely hit up Captain Mark the next time we are in the area.

  5. SL

    Suzy

    Bar Crawl Booze Cruise

    Boat was super clean, exactly as described and on time. Crysten’s communication was quick, thorough and she was great to work with us, especially with all the uncertainty coming in right after Hurricane Ian. I can’t recommend booking with her enough, our boat time was one of the highlights of our visit and she made it happen for us! We worked with Captain Marc, and ended up hiring him last minute for our family’s day out vs driving ourselves. We were so glad we did, it was relaxing and fun for all of us (ages 10-70 and everything in between!) He was knowledgeable about everything from the land, sea, boat, wildlife, and history of the area. We had some special requests of things we wanted on board, things we wanted to see, and needed assistance boarding/getting off the boat and he accommodated, with a smile. Marc gave us an amazing trip out to Egmont Key, Passage Key, and around the area. When we come back, we will call Crysten and Marc again!

  6. JM

    Jannina

    Bar Crawl Booze Cruise

    Best boating experience ever. Marc and Kim were a whole lot of fun and made our experience more than we expected. It was our daughters birthday and they had a blast. They talked about Marc and Kim for a couple hours and can’t wait to get back on the water with them. If I could give them 10 stars I would.