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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
Classic Comfort For a Great Day On The Water
Events in Palm Harbor · 6 guests

Classic Comfort For a Great Day On The Water

5.0
$140/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
💎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
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
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
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
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
$90+/hour
Instant Book
9 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN DOLPHIN CLEARWATER WITH  CAPTAIN
Powerboats in Clearwater · 9 guests

9 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN DOLPHIN CLEARWATER WITH CAPTAIN

5.0
Superowner
$79+/hour
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
Pontoon Private Beach Cruise in Clearwater Beach
Powerboats in Clearwater · 6 guests

Pontoon Private Beach Cruise in 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
🥂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
🏴‍☠️Embrace your inner Pirate on the Funship Pontoon with a slide!🏴‍☠️
Powerboats in Clearwater · 10 guests

🏴‍☠️Embrace your inner Pirate on the Funship Pontoon with a slide!🏴‍☠️

5.0
$144+/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
"Jet Boat" Yamaha Ar 190
Powerboats in Clearwater · 6 guests

"Jet Boat" Yamaha Ar 190

New
$250/hour
Cruise Clearwater in Style with the 2022 Sylvan Mirage X3 – Fuel Included
Powerboats in Clearwater · 12 guests

Cruise Clearwater in Style with the 2022 Sylvan Mirage X3 – Fuel Included

5.0
$100+/hour
Instant Book
2025 Tahoe Funship Upperdeck Slide Tritoon
Powerboats in Clearwater · 12 guests

2025 Tahoe Funship Upperdeck Slide Tritoon

New
$150/hour

Oldsmar Reviews

  1. EG

    Elizabeth

    Classic Comfort For a Great Day On The Water

    We had a blast with Captain Joe. Super personable guy and well informed of the area. The boat was perfect for my husband and I. Joe took us south toward Clearwater and showed us some sights and even found some dolphins for us. The boat offers equal parts sun and shade, and a nice bathroom. We will absolutely book with Joe again.

  2. JA

    Jovonte

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

    ⭐️⭐️⭐️⭐️⭐️ One of the best experiences of my life! The boat was incredible, and the captain Justin set us up with was absolutely amazing—super cool and made the whole day unforgettable. Me and my friends had the best time, and everything about the trip was 10/10. I’m already planning to come back and do it again—same boat, same captain, same vibes! If you’re looking for an unforgettable experience, I highly recommend this.

  3. Angela

    Angela

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

    What an amazing day with a wonderful captain. Jeff made sure we all had a great time and helped make lifelong memories on board this beautiful boat. We can’t wait to come back on board and do this again. I would highly recommend this company. Communication was excellent too. Thanks again.

  4. NG

    Natalie Anne

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

    My family & I decided to book a last minute boat trip and Steven sure did pull through. He responded to us within twenty minutes and was also able to take us out that very day. Instructions were clear and concise, the boat was very clean and Steven was super friendly and knowledgeable. Being from the area, we just wanted to have a chill day on the water away from crowds. Steven took us to north honeymoon, we walked around a bit, even found a beautiful starfish (please make sure they are not alive). Will be booking Steven next time we are town!

  5. RD

    Robin

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

    Steven is an excellent captain and we had a wonderful day out on the water. He showed us some wonderful places… and he was great to work with all through the process to set up the day and in creating a memorable experience for our family of 4. Many highlights…. Top of the list was time exploring the Three Rooker Island sand bar and also watching the dolphins play around us and they swim in the wake of the boat!!

  6. Carl

    Carl

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

    What a wonderful day out on the water. Captain Steve was outstanding and highly accommodating to our requests which he fulfilled to a T. The boat is spacious, comfortable and well maintained. Captain Steve handled the boat with confidence, expertly and we always felt safe. We are new to the area and wanted a tour of the islands. Captain Steve did not disappoint and to top it off we saw no less than three separate pods of dolphins! Without doubt we will be booking with Captain Steve again. His services is a great option when friends and family come to visit and setting up a custom built day out on the water. My wife and I plan on booking with Captain Steve again soon to go and explore 3 Rooker Island and maybe get in some fishing.