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Osprey, Florida Boat Rentals

Page 1 of 114 listings

2018 Bulls Bay 23ft Center Console for the Coolest Boat tours in Nokomis!
Powerboats in Nokomis · 6 guests

2018 Bulls Bay 23ft Center Console for the Coolest Boat tours in Nokomis!

5.0
$100/hour
Instant Book
22Ft Cypress Cay Pontoon Boat
Powerboats in Osprey · 8 guests

22Ft Cypress Cay Pontoon Boat

5.0
$63/hour
2020 Sea Fox 228 Commander In Osprey
Powerboats in Sarasota · 8 guests

2020 Sea Fox 228 Commander In Osprey

5.0
$65/hour
The Beach Bum SunDancer
Powerboats in Sarasota · 6 guests

The Beach Bum SunDancer

5.0
$175/hour
22ft Cobia Center Console in Siesta Key
Powerboats in Sarasota · 8 guests

22ft Cobia Center Console in Siesta Key

5.0
$65/hour
2021 Bennington Tri-Tune w/ Yamaha 150 - Siesta Key
Powerboats in Sarasota · 12 guests

2021 Bennington Tri-Tune w/ Yamaha 150 - Siesta Key

5.0
$60+/hour
2020 Cobia 22ft Center Console for 8 person
Powerboats in Sarasota · 8 guests

2020 Cobia 22ft Center Console for 8 person

4.0
$60+/hour
2021 Bennington 22ft Pontoon in Sieta Key
Powerboats in Sarasota · 10 guests

2021 Bennington 22ft Pontoon in Sieta Key

5.0
$55+/hour
23ft Sea Fox Center Console Siesta Key FL
Powerboats in Sarasota · 9 guests

23ft Sea Fox Center Console Siesta Key FL

New
$60+/hour
3 Hour Tikibar/Sandbar Hopping On 24ft Pursuit Center Console
Tours in Sarasota · 6 guests

3 Hour Tikibar/Sandbar Hopping On 24ft Pursuit Center Console

New
$175/hour
"Top Shelf" Charter in Osprey, FL
Events in Osprey · 9 guests

"Top Shelf" Charter in Osprey, FL

New
$437/hour
43ft 2025 Brand New Yacht with Triple Yamaha 450HP with Bathroom
Tours in Nokomis · 12 guests

43ft 2025 Brand New Yacht with Triple Yamaha 450HP with Bathroom

New
$400/hour
Instant Book
2024 Wellcraft 30ft with captain
Fishing in Nokomis · 6 guests

2024 Wellcraft 30ft with captain

New
$195/hour
23ft Pontoon Boat with 115 Yamaha Hp engine in Nokomis
Powerboats in Sarasota · 15 guests

23ft Pontoon Boat with 115 Yamaha Hp engine in Nokomis

4.4
Snoozed - Active 02 Oct 2025

Osprey Reviews

  1. MS

    Marcel M.H.

    2021 Bennington Tri-Tune w/ Yamaha 150 - Siesta Key

    We rented the boat from Erik through getmyboat, we consist of 10 people including 4 children from the Netherlands and have experienced this day as very beautiful. The boat was beautiful with all the luxury we could wish for. Good reception with clear explanations made the 5 hours a wonderful afternoon. Top class.

  2. TE

    Tamra

  3. Jill

    Jill

    2018 Bulls Bay 23ft Center Console for the Coolest Boat tours in Nokomis!

    We had a wonderful time with our adventure with Fred. He took care of us and our little puppy. We did three stops and three hours and enjoyed each one of them. The bacon wrapped scallops are a must at Dockside. We will use Fred again if we’re back Sarasota area of Florida. Seeing dolphins was a fantastic surprise.

  4. Wes

    Wes

    22ft Cobia Center Console in Siesta Key

    This was, hands down, the best boat rental experience I’ve ever had. I’ve rented center consoles, pontoons and deck boats from companies up and down both coasts of Florida and Eric is the best. The boat was in great shape. The customer service and communication was top notch. I don’t have a single negative thing to say about this experience. I’m already planning next year’s rental from Eric.

  5. Heather

    Heather

    2021 Bennington Tri-Tune w/ Yamaha 150 - Siesta Key

    We had a great experience on Eric's boat! We had 10 adults and a baby and there was plenty of room for everyone to have a spot and bring along their items for the day comfortably. Parking at the dock was plentiful and the check in/check out process was a breeze. Will definitely be back for a rental next year!

  6. Jimena

    Jimena

    23ft Pontoon Boat with 115 Yamaha Hp engine in Nokomis

    We had an amazing experience with Adam and his pontoon boat rental! From the moment we arrived, Adam was welcoming, professional, and made the whole process easy and enjoyable. The boat was clean, well-maintained, and perfect for a relaxing day out on the water. He took the time to explain everything we needed to know and made sure we felt comfortable before heading out. You can really tell he cares about his customers and their experience. I highly recommend renting from Adam — we’ll definitely be back!