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.

Oldsmar, Florida Boat Rentals

Page 1 of 124 listings

Suntracker Party Barge Lake Tarpon Pontoon boat tours.
Powerboats in Tarpon Springs · 6 guests

Suntracker Party Barge Lake Tarpon Pontoon boat tours.

5.0
$125/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
22' Center Console - Cruises, tours, sandbars, dolphins, sunsets and more!
Powerboats in Palm Harbor · 6 guests

22' Center Console - Cruises, tours, sandbars, dolphins, sunsets and more!

5.0
$95/hour
Instant Book
Glastron GX210  Lake Tarpon - Palm Harbor, Florida
Powerboats in Palm Harbor · 9 guests

Glastron GX210 Lake Tarpon - Palm Harbor, Florida

New
$428/day
South Bay 24 FCR Pontoon Lake Tarpon - Palm Harbor, Florida
Powerboats in Palm Harbor · 10 guests

South Bay 24 FCR Pontoon Lake Tarpon - Palm Harbor, Florida

New
$428/day
Starcraft Renegade 168 SC Lake Tarpon - Palm Harbor, Florida
Fishing in Palm Harbor · 4 guests

Starcraft Renegade 168 SC Lake Tarpon - Palm Harbor, Florida

New
$298/day
South Bay Pontoon Rear Fish Lake Tarpon, FL
Powerboats in Palm Harbor · 10 guests

South Bay Pontoon Rear Fish Lake Tarpon, FL

5.0
$328/day
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
💎The Cadillac of boats....the Platinum Funship with a slide!💎
Powerboats in Dunedin · 10 guests

💎The Cadillac of boats....the Platinum Funship with a slide!💎

5.0
$144+/hour
Water Sports Experience on Classic Mastercraft Prostar
Powerboats in Tarpon Springs · 6 guests

Water Sports Experience on Classic Mastercraft Prostar

New
$175/hour
Luxury Surf Boat Rental! Learn From The Pros!
Powerboats in Tarpon Springs · 6 guests

Luxury Surf Boat Rental! Learn From The Pros!

New
$375/hour
New Incredible CUSTOM 2019 Nautique GS24 Wakeboat for rent in Odessa, Florida
Powerboats in Clearwater · 12 guests

New Incredible CUSTOM 2019 Nautique GS24 Wakeboat for rent in Odessa, Florida

5.0
Superowner
Best of 2025
$290/hour
TikiVibes Downtown St Pete with great Stereo!
Powerboats in Tarpon Springs · 6 guests

TikiVibes Downtown St Pete with great Stereo!

New
Superowner
$135/hour
2022 New 24ft Southbay Pontoon Boat Rental up to 12 people in Clearwater FL
Powerboats in Clearwater · 12 guests

2022 New 24ft Southbay Pontoon Boat Rental up to 12 people in Clearwater FL

5.0
Best of 2025
$100/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
Pontoon Private Beach Cruise in Clearwater Beach
Powerboats in Clearwater · 6 guests

Pontoon Private Beach Cruise in Clearwater Beach

New
$175/hour
Private Pontoon Tours for up to 6 People, Captain included, Clearwater Beach
Powerboats in Clearwater · 6 guests

Private Pontoon Tours for up to 6 People, Captain included, Clearwater Beach

New
$175/hour
⚓Plan for a Great Day on the Avalon Funship Pontoon boat with a slide!⚓
Powerboats in Clearwater · 10 guests

⚓Plan for a Great Day on the Avalon Funship Pontoon boat with a slide!⚓

5.0
$144+/hour
Instant Book
2023 Tahoe LTZ Quad Lounger 200hp fuel inc deliver within 10miles of palm harbor
Powerboats in Clearwater · 12 guests

2023 Tahoe LTZ Quad Lounger 200hp fuel inc deliver within 10miles of palm harbor

5.0
Snoozed - Active 23 Jul 2025
🥂Top of the line 27' luxurious Four Winns for your Boat Day!🥂
Powerboats in Clearwater · 6 guests

🥂Top of the line 27' luxurious Four Winns for your Boat Day!🥂

New
$144+/hour
⚓Ready for A Boat Day!  Enjoy speed and comfort on the Blue Hurricane!⚓
Powerboats in Clearwater · 6 guests

⚓Ready for A Boat Day! Enjoy speed and comfort on the Blue Hurricane!⚓

New
$132+/hour
"Jet Boat" Yamaha Ar 190
Powerboats in Clearwater · 6 guests

"Jet Boat" Yamaha Ar 190

New
$250/hour
10 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN CLEARWATER WITH OR WITHOUT CAPTAIN
Powerboats in Clearwater · 10 guests

10 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN CLEARWATER WITH OR WITHOUT CAPTAIN

5.0
Superowner
$79+/hour
Instant Book
20FT PONTOON CLEARWATER FOR ISLAND HOPPING, DOLPHIN WATCHING,AND FAMILY CRUISING
Powerboats in Clearwater · 10 guests

20FT PONTOON CLEARWATER FOR ISLAND HOPPING, DOLPHIN WATCHING,AND FAMILY CRUISING

5.0
Superowner
$79+/hour

Oldsmar Reviews

  1. AR

    Anthony

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

    Great boat - very clean and exactly as promised. Ben communicated w us the whole way thru the process and gave us clear instructions as well as advice to make our day on the water the best it could be. He’s also a marine engineer - can’t ask for better experience than that! Will rent again with Ben for sure.

  2. Matthew

    Matthew

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

    We had an amazing time on Ben’s Hurricane 192! The boat was in great condition—clean, comfortable, and perfect for a relaxing day on the water. Ben was an outstanding host—super friendly, communicative, and made the whole process really easy from start to finish. He gave us helpful tips before we headed out and made sure we were set up for a safe and fun trip. Highly recommend renting from Ben if you’re looking for a smooth, enjoyable boating experience!

  3. DY

    David

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

    We had a great experience with Ben. He maintains his boat with great detail and extensive knowledge of his craft, and we had great confidence in the safety and reliability of the boat. Ben made takeoff and landing an easy experience. The boat itself is spacious, easy to operate, stable, and nicely powered. The Garmin makes navigation easy. We loved having bow and stern ladders for the kids to swim! Highly recommend Ben and his boat!

  4. KI

    Katie

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

    We had an amazing experience renting from Ben! From the very beginning, his communication was outstanding—he made everything simple and stress-free. Ben went above and beyond to make sure we had a great time out on the water, providing helpful tips and great location suggestions that really made our trip special. The boat itself was spotless and clearly well taken care of, which we really appreciated. Ben was extremely attentive and made sure we had everything we needed before we set off. It’s rare to find someone so dedicated to customer experience, and it truly made a difference. We’ll definitely be renting from Ben again next time we’re in Tampa. Highly recommend!

  5. CF

    Carlos

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

    Excellent Boat Renter! Takes care of his customers. Highlight of our trip was exploring the islands and finding unique shells and chilling out in the water.

  6. AB

    Amanda

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

    Ben was amazing to work with! He gave clear instructions for meeting up and for running the boat. The location was phenomenal, just a short distance to Honeymoon Island. We also rented fishing equipment, we ended up not using it, but it was top notch, and had everything we needed. I’ve rented boats before using other services, but I would recommend renting from Ben for any of your boat needs. Can’t praise him enough, expectations were met and then exceeded. Can’t wait for my next boat trip!