Best Pontoon Rentals Near Longboat Key, FL

Name: 2019 Bennington Pontoon amazing boat 27ft
Rating: 4.9

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Top Longboat Key pontoon boat rentals

$81+ /hour

Sarasota, FL

4.9 (169 bookings)

2019 Bennington Pontoon amazing boat 27ft

4 - 8 hours Captain optional

Up to 12 passengers

$63+ /hour

Ellenton, FL

5.0 (1 booking)

NEW 2025 Bentley Tritoon for up to 14- Cruise, Fish, or Water Sports

2 - 8 hours Captain optional

Up to 12 passengers

Rent a ENCORE BENTLEY pontoon in Gulfport, FL near me

$70+ /hour

Gulfport, FL

5.0 (7 bookings)

2025 Tritoon – Luxury | Sandbar Party | John’s Pass and St. Pete Beach

3 - 8 hours Captain optional

Up to 12 passengers

$77+ /hour

Sarasota, FL

5.0 (117 bookings)

2022 Lexington 24' Luxury Pontoon in Sarasota

3 - 8 hours No captain

Up to 11 passengers

$128+ /hour

Sarasota, FL

5.0 (18 bookings)

Siesta Key/Sarasota Joyride and Sandbar Charters

2 - 6 hours Captained

Up to 6 passengers

Rent a STARCRAFT MARINE pontoon in Bradenton Beach, FL near me

$68+ /hour

Bradenton Beach, FL

5.0 (60 bookings)

Super Comfy 22’ Pontoon In Bradenton / fuel Included!

4 - 8 hours No captain

Up to 8 passengers

Rent a Sylvan pontoon in St. Petersburg, FL near me

$114+ /hour

St. Petersburg, FL

5.0 (2 bookings)

NEW: Luxury Captained Boat: Cruise, Swim, & Soak up the Sun!

2 - 8 hours Captained

Up to 6 passengers

Rent a SUN TRACKER pontoon in Holmes Beach, FL near me

$56+ /hour

Holmes Beach, FL

Pontoon: 2025 SPECIAL - Add-Ons Included! Starting at $350 for 4 hours

4 - 8 hours No captain

Up to 12 passengers

Rent a BENTLEY PONTOONS pontoon in Sarasota, FL near me

$72+ /hour

Sarasota, FL

5.0 (179 bookings)

Enjoy Bentley Pontoon in Sarasota, FL!

4 - 8 hours Captain optional

Up to 12 passengers

$79+ /hour

Sarasota, FL

5.0 (9 bookings)

21ft. Tritoon: Bennington Edition - Gliding through the Bay in style!

4 - 8 hours No captain

Up to 10 passengers

Rent a BENNINGTON MARINE pontoon in Holmes Beach, FL near me

$56+ /hour

Holmes Beach, FL

5.0 (18 bookings)

Pontoon: 2025 SPECIAL - Add-Ons Included! Starting at $350 for 4 hours

4 - 8 hours No captain

Up to 12 passengers

Rent a Bennington pontoon in Ruskin, FL near me

$78+ /hour

Ruskin, FL

Best Deal in Tampa Bay Comfortable, Luxury Toon & Captain!

2 - 8 hours No captain

Up to 12 passengers

$72+ /hour

Holmes Beach, FL

4.8 (102 bookings)

Tritoon Bennington 175 HP

4 - 8 hours No captain

Up to 12 passengers

Rent a ENCORE BENTLEY pontoon in Sarasota, FL near me

$79+ /hour

Sarasota, FL

4.9 (40 bookings)

22' Mac Daddy of Pontoons - Spacious, comfortable, and smooth riding!

4 - 8 hours No captain

Up to 12 passengers

Rent a SUN TRACKER pontoon in Bradenton Beach, FL near me

$68+ /hour

Bradenton Beach, FL

5.0 (129 bookings)

Large Pontoon Boat In Bradenton Manatee

4 - 8 hours No captain

Up to 10 passengers

Rent a VIAGGIO BY MISTY HARBOR pontoon in Gulfport, FL near me

$78+ /hour

Gulfport, FL

5.0 (5 bookings)

2022 Viaggio Lago 18R Pontoon with Captain

3 - 8 hours Captained

Up to 6 passengers

$119+ /hour

Sarasota, FL

5.0 (35 bookings)

Aloha 30 Double Decker w/ Slide with a slide! MJ

4 - 8 hours No captain

Up to 16 passengers

Rent a BeachCat pontoon in Sarasota, FL near me

$69+ /hour

Sarasota, FL

5.0 (4 bookings)

Experiences of a Life Time, 23' BeachCat

4 - 8 hours Captain optional

Up to 10 passengers

Top pontoon boat rentals reviews in Longboat Key, FL

302,354

Customers Reviews

4.95

Avg. Rating

5/5 stars

Super Comfy 22’...

Had an amazing time renting a boat from Zaneta! He was very friendly and professional, the boat was clean and...

Rene

Sep 2025
5/5 stars

2019 Bennington...

We do need to obtain a refund for one of the rafts we rented as we only received one. Please let me know how to go...

Elizabeth

Sep 2025
5/5 stars

Pontoon: 2025...

The boat was great and Jeff was awesome! A great afternoon hanging on the sand bars, watching dolphins, and enjoying...

Alan

Aug 2025
5/5 stars

2022 Viaggio Lago...

I honestly could not recommend Marcelino enough. If you are coming to Tampa and want to charter a boat for the day,...

will

Aug 2025
5/5 stars

2025 Tritoon –...

Beautiful boat host was excellent will absolutely do it again!!!!

Renee

Aug 2025
5/5 stars

Tritoon...

Pickup was a breeze. Boat was fun and we had a great time.

Matt

Aug 2025
5/5 stars

2025 Tritoon –...

Boat was beautiful and in wonderful condition! Booked our trip a day before and he was quick to respond and meet our...

Natalie

Aug 2025
5/5 stars

2022 Viaggio Lago...

Marcelino was great. Knew good swimming spots and sandbars. Saw 10 dolphins.

Ryan

Aug 2025
5/5 stars

2025 Tritoon –...

Rented the pontoon boat for 8 hours. Had an amazing day on the water with family, making memories. Easy to deal with...

Susan

Aug 2025
5/5 stars

Pontoon: 2025...

Jeff was great. Very responsive ahead of our booking and took extra time to explain everything about the boat and...

Charity

Aug 2025
5/5 stars

NEW 2025 Bentley...

The boat is new and clean! And he was helpful. What a beautiful morning to take a boat out. I’ll be coming back.

Kira

Aug 2025
5/5 stars

Siesta...

Boat ride was super fun and Chris was a great captain. Super polite and had fun facts to share. Extra points for...

Lorena

Aug 2025

How to rent a pontoon boat in Longboat Key?

Find the perfect boat

Enter your desired location and date to explore our fleet of pontoon boats.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Set sail

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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Got questions?

Frequently asked questions

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.