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Browse Boat Rentals on Anna Maria Island, Florida.

Page 2 of 353 listings

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

Amazing 2017 Sportsman 232 Open Center Console

5.0
$80/hour
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
2020 Sea Fox 228 Commander in Holmes Beach
Powerboats in Holmes Beach · 8 guests

2020 Sea Fox 228 Commander in Holmes Beach

5.0
$65/hour
Captained, Anna Maria sandbars from Jewfish to clothing optional Passage Key
Powerboats in Holmes Beach · 6 guests

Captained, Anna Maria sandbars from Jewfish to clothing optional Passage Key

5.0
$127+/hour
Instant Book
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
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
Instant Book
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
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
⭐ 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
''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
Bennington Tritoon 150HP fishing series Sx21
Powerboats in Holmes Beach · 12 guests

Bennington Tritoon 150HP fishing series Sx21

New
$60+/hour
42ft Boston Whaler Outrage Prestige Luxury Boating
Powerboats in Bradenton Beach · 13 guests

42ft Boston Whaler Outrage Prestige Luxury Boating

New
$299+/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
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
Ride in Style: Explore the Gulf on Our 2024 Center Console Adventure!
Powerboats in Holmes Beach · 6 guests

Ride in Style: Explore the Gulf on Our 2024 Center Console Adventure!

New
$82+/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
"Charlotte" Prestige X70
Events in Anna Maria · 12 guests

"Charlotte" Prestige X70

New
$1,548/hour
Sylvan Tritoon with Yamaha 150 – Sandbars-Snorkeling-Cruising
Powerboats in Holmes Beach · 12 guests

Sylvan Tritoon with Yamaha 150 – Sandbars-Snorkeling-Cruising

New
$75/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

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. 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!

  3. Eric

    Eric

    2020 Sea Fox 228 Commander in Holmes Beach

    We rented the seafox and had a great experience. The boat was awesome, live well worked great for the most part, and we caught a ton of fish. Great boat for the bay or a little off shore fun. Perfect cross between fishing boat and family boat. Would definitely recommend. Thanks again!

  4. 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!

  5. AK

    Ansley

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

    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.

  6. LM

    Lesley

    Captained, Anna Maria sandbars from Jewfish to clothing optional Passage Key

    Great day on the water with Ray. Will def book again!