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Browse & Book Boat Rentals in Clearwater, Florida.

Page 1 of 9213 listings

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included!  Bay Pines
Powerboats in Bay Pines · 9 guests

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

4.9
$57/hour
Brand New, Spacious, Clean & Affordable Luxury Tritoon for 12
Powerboats in Largo · 12 guests

Brand New, Spacious, Clean & Affordable Luxury Tritoon for 12

5.0
Superowner
Best of 2025
$80+/hour
Instant Book
Clean, Comfortable, and Fast 20ft Yamaha Jet Boat in Clearwater, Florida
Powerboats in Largo · 8 guests

Clean, Comfortable, and Fast 20ft Yamaha Jet Boat in Clearwater, Florida

4.9
Superowner
Best of 2025
$80+/hour
Instant Book
High Demand
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain
Powerboats in Clearwater · 12 guests

12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain

5.0
Superowner
$89+/hour
2021 Hurricane 192 RL Deck Boat (10 Person Capacity!)
Powerboats in Palm Harbor · 10 guests

2021 Hurricane 192 RL Deck Boat (10 Person Capacity!)

5.0
$56+/hour
Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !
Powerboats in Saint Pete Beach · 8 guests

Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

5.0
$45/hour
Clean and Easy to Drive Bayliner Deck Boat Party for up to 9
Powerboats in Largo · 9 guests

Clean and Easy to Drive Bayliner Deck Boat Party for up to 9

4.8
Superowner
Best of 2025
$70+/hour
Instant Book
Awesome 19ft Stingray Deckboat in Clearwater Beach, Florida
Powerboats in Clearwater · 6 guests

Awesome 19ft Stingray Deckboat in Clearwater Beach, Florida

4.7
$45/hour
20FT PONTOON IN CLEARWATER ISLAND HOPPING WITH  CAPTAIN CUSTOM TRIPS BOOK NOW!
Powerboats in Clearwater · 9 guests

20FT PONTOON IN CLEARWATER ISLAND HOPPING WITH CAPTAIN CUSTOM TRIPS BOOK NOW!

5.0
Superowner
$79+/hour
Clean, Comfortable and Reliable Bayliner Deck Boat in Clearwater Florida
Powerboats in Largo · 9 guests

Clean, Comfortable and Reliable Bayliner Deck Boat in Clearwater Florida

4.9
Superowner
Best of 2025
$60+/hour
Instant Book
Axopar Suntop Motor Yacht in Clearwater..600hp Powerboat.Can fit large groups
Events in Clearwater · 10 guests

Axopar Suntop Motor Yacht in Clearwater..600hp Powerboat.Can fit large groups

5.0
$300/hour
18' Bayliner Deck Boat for 9 People Clearwater and Tampa (10% Weekday Discount!)
Powerboats in Largo · 9 guests

18' Bayliner Deck Boat for 9 People Clearwater and Tampa (10% Weekday Discount!)

5.0
Superowner
Best of 2025
$80+/hour
Instant Book
JOHNS PASS, ST PETE RENTAL 2018 Stingray 191DC Deck in St. Petersburg Florida!
Powerboats in Saint Pete Beach · 6 guests

JOHNS PASS, ST PETE RENTAL 2018 Stingray 191DC Deck in St. Petersburg Florida!

5.0
$45/hour
20ft Sun Tracker Party Pontoon in Clearwater Beach, Tarpon Springs, and Tampa
Powerboats in Clearwater · 9 guests

20ft Sun Tracker Party Pontoon in Clearwater Beach, Tarpon Springs, and Tampa

4.8
Superowner
Best of 2025
$70/hour
Limited Availability
Premium Edition Party Pontoon With Slide for up to 13 people
Powerboats in Largo · 14 guests

Premium Edition Party Pontoon With Slide for up to 13 people

5.0
Superowner
Best of 2025
$150/hour
High Demand
St. Petersburg Municipal - 2023 Bentley Legacy Tritoon 250hp!
Powerboats in Saint Petersburg · 11 guests

St. Petersburg Municipal - 2023 Bentley Legacy Tritoon 250hp!

5.0
$80+/hour
Luxurious Sea Ray Sedan Bridge 40' Motor Yacht, Captain and fuel included.
Events in Palm Harbor · 12 guests

Luxurious Sea Ray Sedan Bridge 40' Motor Yacht, Captain and fuel included.

5.0
$250+/hour
20FT PONTOON FOR ISLAND HOPPING, SANDBARS, & DOLPHIN CRUISE CAPTAIN INCLUDED
Powerboats in Clearwater · 9 guests

20FT PONTOON FOR ISLAND HOPPING, SANDBARS, & DOLPHIN CRUISE CAPTAIN INCLUDED

5.0
Superowner
$99+/hour
BOAT FUN IN THE SUN - Stingray Fun
Powerboats in Gulfport · 6 guests

BOAT FUN IN THE SUN - Stingray Fun

5.0
$45/hour
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

5.0
$205+/hour
Easy to Drive Bayliner Deck Boat  (10% Off Weekday Specials!!)
Powerboats in Largo · 9 guests

Easy to Drive Bayliner Deck Boat (10% Off Weekday Specials!!)

4.8
Superowner
Best of 2025
$65+/hour
Instant Book
2023 Luxury South Bay Pontoon (13 Person)
Powerboats in Saint Petersburg · 12 guests

2023 Luxury South Bay Pontoon (13 Person)

5.0
Best of 2025
$110+/hour
Instant Book
20FT PONTOON CLEARWATER FOR ISLAND HOPPING, AND FAMILY CRUISING WITH CAPTAIN!!
Powerboats in Clearwater · 9 guests

20FT PONTOON CLEARWATER FOR ISLAND HOPPING, AND FAMILY CRUISING WITH CAPTAIN!!

5.0
Superowner
$79+/hour
21’ Yamaha Jet Boat 2021 Model In Tarpon Spings
Powerboats in Tarpon Springs · 8 guests

21’ Yamaha Jet Boat 2021 Model In Tarpon Spings

5.0
$100/hour

Clearwater Reviews

  1. BS

    Ben

    Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

    We recently had the pleasure of renting Kevin’s boat, and it was hands down one of the best family experiences we’ve had! From start to finish, Kevin was an outstanding host—friendly, professional, and incredibly accommodating. He made sure everything was perfectly prepared for our trip, and took the time to walk us through all the essentials, which made us feel confident and at ease. The boat itself was in excellent condition—clean, comfortable, and clearly well cared for. We spent the day exploring, relaxing, and enjoying the water, and it couldn’t have gone more smoothly. The kids had a blast, and the adults appreciated the peaceful, scenic setting. Kevin’s attention to detail and genuine hospitality made this more than just a boat rental—it was a truly memorable family outing. We can’t recommend him enough and will definitely be booking with him again in the future. Thank you, Kevin, for helping us create such special memories!

  2. mm

    michael

    Awesome 19ft Stingray Deckboat in Clearwater Beach, Florida

    What a fantastic experience we all had .Kevin is highly recommended as he was very professional from start to finish. The boat we hired was as described, and Kevin explained everything we needed to know quickly and professionally. The location was ideal as well. I cant wait to come back soon and do it all again. Definitely 5 stars all round. Thanks, Michael and family from Ireland.

  3. Joseph

    Joseph

    20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

    Richard will give you exactly what is listed, on time and polite. Thanks Richard for the quick responses and the reasonable price. Good times!

  4. BS

    Brian

    Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

    You want to rent from someone like Kevin. He’s very informative and knows his stuff. Plus he’s very laid back but professional, someone you want to keep coming back to. Especially since the pontoon operated great. 5/5

  5. JB

    Jennifer

    2021 Hurricane 192 RL Deck Boat (10 Person Capacity!)

    We had an absolutely incredible experience renting over the 4th of July week, and I can't say enough good things about the service we received! From the moment we booked, the owner was attentive, professional, and genuinely committed to making sure our time on the water was both safe and unforgettable. The boat itself was spotless—immaculately clean, well-maintained, and fully equipped for a relaxing and fun day out. You could tell this wasn't just a rental—it was a boat that was truly cared for. What really stood out, though, was the exceptional level of service. The owner went above and beyond to keep us informed about potential weather changes, especially given the unpredictability around the holiday weekend. We got timely updates, honest recommendations, and even alternative suggestions to make sure our plans went smoothly despite any looming storms. It’s rare to find that kind of thoughtful communication these days, and it made all the difference in our trip. Because of that, we felt confident and cared for the entire time. If you're looking for a top-notch boat rental with someone who truly prioritizes your experience, safety, and enjoyment—this is the one to book. We’ll absolutely be coming back next year!

  6. Camilo

    Camilo

    Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

    Overall it has been an excellent experience! Be back