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Best results for

Boat Rentals in Anna Maria, FL

Showing 49-72 of 79 results
Tritoon Boat Rental in Holmes Beach
Up to 13

Tritoon Boat Rental in Holmes Beach

Cruise Holmes Beach waters on a 13-passenger tritoon with shade and wrap-around seating

$480& up
Cruise Sarasota on a 4-Hour Tritoon Rental
Up to 12

Cruise Sarasota on a 4-Hour Tritoon Rental

Rent a 26-foot tritoon with seating and shade for up to 12

$485
Siesta Key 4-Hour Pontoon Boat Rental
Up to 8

Siesta Key 4-Hour Pontoon Boat Rental

Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

4.8 • 1.2K reviews
$371/ boat
Siesta Key 22' Center Console Boat Rental
Up to 8

Siesta Key 22' Center Console Boat Rental

Cruise Sarasota’s bays and waterways with fishing-ready gear

4.8 • 1.2K reviews
$451/ boat
24' Tritoon Boat Rental on Anna Maria Island
Up to 10

24' Tritoon Boat Rental on Anna Maria Island

A day on the water with snorkel gear and underwater scooters

$763/ boat
Anna Maria Island Tahoe T18 Deck Boat Rental

Anna Maria Island Tahoe T18 Deck Boat Rental

Cruise Anna Maria Island and relax at a sandbar

$520/ boat
Siesta Key 22' Center Console Boat Rental
Up to 8

Siesta Key 22' Center Console Boat Rental

Cruise or fish Sarasota Bay on a 22-foot center console

4.8 • 1.2K reviews
$620/ boat
22' Center Console Boat Rental in St. Pete Beach
4 to 5

22' Center Console Boat Rental in St. Pete Beach

Fish or cruise with a 225 HP center console and onboard navigation

4.7 • 425 reviews
$45/ boat
Pontoon Boat Rental in Holmes Beach
Up to 12

Pontoon Boat Rental in Holmes Beach

Rent a boat for 4 hours to 7 days, with space for up to 12 passengers

$509& up
Full-Day 26' Tritoon Boat Rental in Siesta Key
Up to 12

Full-Day 26' Tritoon Boat Rental in Siesta Key

Rent a 26' tritoon for a full day with seating for up to 12

$626/ boat
Anna Maria Island Center Console Boat Rental
Up to 9

Anna Maria Island Center Console Boat Rental

Take the helm for flexible cruising, fishing, and sandbar stops

$452/ boat
Siesta Key 4-Hour Southwind Boat Rental
Up to 8

Siesta Key 4-Hour Southwind Boat Rental

Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

4.8 • 1.2K reviews
$394/ boat
Half-Day Deck Boat Rental in Sarasota
Up to 4

Half-Day Deck Boat Rental in Sarasota

Cruise Sarasota Bay with a 17-foot deck boat rental

$293/ boat
25' Pontoon Rental in Siesta Key
Up to 12

25' Pontoon Rental in Siesta Key

Lounge on plush seating and swim from the rear boarding ladder

$428/ boat
Siesta Key 9-Hour Sportdeck Boat Rental
Up to 8

Siesta Key 9-Hour Sportdeck Boat Rental

Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

4.8 • 1.2K reviews
$564/ boat
4-Hour Sport Deck Boat Rental in Siesta Key
Up to 10

4-Hour Sport Deck Boat Rental in Siesta Key

Cruise Sarasota Bay on a roomy SportDeck boat

4.8 • 1.2K reviews
$507/ boat
26' Pontoon Boat Rental Near Anna Maria & Holmes Beach
Up to 12

26' Pontoon Boat Rental Near Anna Maria & Holmes Beach

Take the helm and explore sandbars and islands at your own pace

$480/ boat
Siesta Key 2400 SportDeck Boat Rental
Up to 10

Siesta Key 2400 SportDeck Boat Rental

Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

4.8 • 1.2K reviews
$677/ boat
Full-Day 25' Pontoon Boat Rental in Siesta Key
Up to 12

Full-Day 25' Pontoon Boat Rental in Siesta Key

Rent a 25-foot pontoon for up to 12 people for a full day on the water

$570/ boat
Full-Day Deck Boat Rental on Sarasota Bay
Up to 4

Full-Day Deck Boat Rental on Sarasota Bay

Cruise and anchor around Sarasota Bay by deck boat

$434/ boat
Half-Day 21' Deck Boat Rental in Siesta Key
Up to 8

Half-Day 21' Deck Boat Rental in Siesta Key

Rent a 21' deck boat for up to 8 people on Siesta Key

$372/ boat
Full-Day Pontoon Boat Rental in Sarasota
Up to 10

Full-Day Pontoon Boat Rental in Sarasota

Rent a 23-foot pontoon for up to 10 people

$524
Full-Day Deck Boat Rental In Siesta Key
Up to 8

Full-Day Deck Boat Rental In Siesta Key

Rent a 21-foot deck boat and cruise the bay with up to 8 people

$513/ boat
24' Pontoon Boat Rental in Palmetto with Sandbar Access
Up to 13

24' Pontoon Boat Rental in Palmetto with Sandbar Access

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

5.0 • 168 reviews
$599& up
1234
Anna Maria Things To Do
Boat RentalsBoat Tours150Yacht Charters89Kayaking Tours87Fishing Charters51
More
  • Jet Skiing47
  • Dolphin Watching38
  • Bike Rentals31
  • Snorkeling22
  • Sunrise and Sunset Tours20
  • Sailing19
  • Paddleboarding15

Travel guides for Boat Rentals

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Train Tours
12
  • Car Rentals11
  • Horseback Riding11
  • Food Tours9
  • Equipment Rental8
  • Ferries8
  • Parasailing8
  • Helicopter Tours7
  • Outdoor Picnics7
  • Scooter Rentals7
  • Stand Up Paddle Boarding7
  • Dinner Cruises5
  • Surfing Lessons5