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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
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
Glastron GX210  Lake Tarpon - Palm Harbor, Florida
Powerboats in Palm Harbor · 9 guests

Glastron GX210 Lake Tarpon - Palm Harbor, Florida

New
$428/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
22-ft Sun Trucker Pontoon Boat for up to 10 people with maximum comfort and fun!
Powerboats in Dunedin · 10 guests

22-ft Sun Trucker Pontoon Boat for up to 10 people with maximum comfort and fun!

New
$70+/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
new 2023 Sun Tracker Pontoon
Powerboats in Clearwater · 10 guests

new 2023 Sun Tracker Pontoon

New
Best of 2025
$100/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
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
2020 yamaha Jet boat Fun boat
Powerboats in Clearwater · 6 guests

2020 yamaha Jet boat Fun boat

5.0
Best of 2025
$100/hour
Unforgettable Party on a 2023 24ft Bentley Legacy up to 10 people.
Powerboats in Clearwater · 10 guests

Unforgettable Party on a 2023 24ft Bentley Legacy up to 10 people.

5.0
Best of 2025
$100/hour
20FT PONTOON FOR ISLAND HOPPING, PARTIES, SANDBARS, & DOLPHIN CRUISE CAPTAIN
Powerboats in Clearwater · 10 guests

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

5.0
Superowner
$79+/hour
Instant Book
⚓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

Oldsmar Reviews

  1. 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!

  2. 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!

  3. BW

    Brianna

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

    Steve was a great captain. He was very communicative before and during our trip which was appreciated. We had a blast, got to see dolphins, sharks, birds, and cool fish on three different islands. Definitely recommend Steve for any group setting!

  4. LS

    Liza

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

    We had an awesome day on the water. Highly recommend Chris and his team. Ethan was a fantastic captain and the boat was in excellent condition.

  5. DM

    Darcy

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

    Steve was wonderful. Very polite, kind and knowledgeable. He went above and beyond our expectations for service. Thank you so much!

  6. DV

    Darlene

    Suntracker Party Barge Lake Tarpon Pontoon boat tours.

    Larry is the best captain! Pleasant, knowledgeable, generous with his time and resources. We had a great day and can’t wait to sign up again! You will not be disappointed.