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Madeira Beach, Florida Boat Rentals

Page 1 of 6139 listings

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included!  Bay Pines
Powerboats in Bay Pines · 9 guests

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

5.0
$57/hour
Barletta Tritoon Charter in St Pete | Includes Captain and Fuel!
Powerboats in Saint Petersburg · 10 guests

Barletta Tritoon Charter in St Pete | Includes Captain and Fuel!

5.0
$50+/hour
Double Decker Party Boat with Water Slide in Madeira Beach!
Powerboats in Madeira Beach · 14 guests

Double Decker Party Boat with Water Slide in Madeira Beach!

5.0
Best of 2025
$90+/hour
Instant Book
20FT BENNINGTON PONTOON FUN - TREASURE ISLAND
Powerboats in Treasure Island · 8 guests

20FT BENNINGTON PONTOON FUN - TREASURE ISLAND

5.0
$45/hour
2019 22ft Bennington Pontoon 90hp Garmin, GAS INCLUDED morning special 8-12
Powerboats in Bay Pines · 10 guests

2019 22ft Bennington Pontoon 90hp Garmin, GAS INCLUDED morning special 8-12

5.0
$53/hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Saint Petersburg · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
Superowner
Best of 2025
$300+/hour
26ft Double Decker Slide Boat in Saint Pete
Powerboats in Saint Petersburg · 14 guests

26ft Double Decker Slide Boat in Saint Pete

5.0
Best of 2025
$100+/hour
20ft Pontoon Suntracker Party Barge in St. Petersburg. Gas included!
Powerboats in Saint Petersburg · 10 guests

20ft Pontoon Suntracker Party Barge in St. Petersburg. Gas included!

4.9
$57/hour
22 Godfrey Sweetwater Pontoon Island Hopper/ Gas Included
Powerboats in Bay Pines · 10 guests

22 Godfrey Sweetwater Pontoon Island Hopper/ Gas Included

5.0
$80+/hour
Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !
Powerboats in Saint Pete Beach · 8 guests

Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

5.0
$45/hour
22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines
Powerboats in Saint Petersburg · 14 guests

22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines

4.9
$80/hour
27ft Catamaran Deck Boat (13 Passengers!)
Powerboats in Saint Petersburg · 13 guests

27ft Catamaran Deck Boat (13 Passengers!)

5.0
Best of 2025
$110/hour
24’ Bentley Pontoon 14 passengers
Powerboats in Saint Petersburg · 14 guests

24’ Bentley Pontoon 14 passengers

4.5
Best of 2025
$70+/hour
2018 Yamaha 242 Charter Clearwater, St. Pete, Silver Glen.
Powerboats in Saint Petersburg · 10 guests

2018 Yamaha 242 Charter Clearwater, St. Pete, Silver Glen.

5.0
$115+/hour
2023 Luxury South Bay Pontoon (13 Person)
Powerboats in Saint Petersburg · 12 guests

2023 Luxury South Bay Pontoon (13 Person)

5.0
Best of 2025
$110+/hour
Instant Book
JOHNS PASS, ST PETE RENTAL 2018 Stingray 191DC Deck in St. Petersburg Florida!
Powerboats in Saint Pete Beach · 6 guests

JOHNS PASS, ST PETE RENTAL 2018 Stingray 191DC Deck in St. Petersburg Florida!

5.0
$45/hour
"Fine Tooning" Charter in St.Petersburg, FL
Powerboats in Seminole · 13 guests

"Fine Tooning" Charter in St.Petersburg, FL

4.8
$250/hour
Muti-day 2022 Trophy T22 Center Console Available in St. Petersburg, Florida
Powerboats in Saint Petersburg · 10 guests

Muti-day 2022 Trophy T22 Center Console Available in St. Petersburg, Florida

5.0
$429/day
Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain
Tours in Saint Pete Beach · 6 guests

Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain

5.0
$102+/hour
Instant Book
Private Charter with Captain - Madeira Beach - 4 hr min
Powerboats in Madeira Beach · 6 guests

Private Charter with Captain - Madeira Beach - 4 hr min

5.0
$90+/hour
Instant Book
BOAT FUN IN THE SUN - Stingray Fun
Powerboats in Saint Pete Beach · 6 guests

BOAT FUN IN THE SUN - Stingray Fun

5.0
$45/hour
Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!
Powerboats in Madeira Beach · 6 guests

Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!

5.0
$45/hour
19ft Stingray Bowrider Rental in Treasure Island, Florida
Powerboats in Treasure Island · 6 guests

19ft Stingray Bowrider Rental in Treasure Island, Florida

5.0
$45/hour
25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters
Powerboats in Saint Petersburg · 12 guests

25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters

5.0
$98+/hour
Instant Book

Madeira Beach Reviews

  1. Warren

    Warren

    22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines

    I had a great experience renting Richard’s boat. He was very friendly and provided clear, detailed instructions on how to find the boat, which made everything easy and stress-free. The boat was well-maintained, and Richard had all the necessary documentation and safety equipment on board. Highly recommend renting from him, professional, reliable, and a pleasure to deal with!

  2. CG

    Crystal

    Barletta Tritoon Charter in St Pete | Includes Captain and Fuel!

    Had the best time for my sisters bachelorette party! 9 girls and John as our captain who made us feel like queens. Served us drinks, swam with us, blew up the rafts and floating mat, catered to us and exceeded our expectations! we were saying I love you to him by the end of the trip. Such a great guy and makes you feel like family! Love you John!! We will be back to see you! 🤍

  3. EK

    Ella

    Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain

    My friends and I had the BEST time on the water! here were five of us total, and honestly, we couldn’t have asked for a more fun, relaxed day. The weather was perfect, the water was calm, and the boat was in great shape. Jon took us wherever we wanted and told us about everything around. We stopped off at a couple of spots to swim, and the water was super clear. Floating around with friends, some tunes playing, and a few cold drinks? Doesn’t get much better than that. He had a cooler ready to go for us! Jon gave us a quick rundown, made sure we had everything we needed, and then pretty much let us take the reins. It was great because we felt safe but still had the freedom to do our thing. I’d highly recommend this to anyone looking for a fun, easygoing day on the water. Whether you’re just cruising, swimming, or trying something more adventurous like tubing, it’s a great way to spend time with friends. Already planning the next trip!

  4. AA

    Alissa

    26ft Double Decker Slide Boat in Saint Pete

    This was a great day out on the water with my family. The captain was very friendly and knew of some great spots to post-up at. We drove around for a little, pulled up to a sandbar to swim for about 2 hours, then rode around cruising for the remainder of the trip. Although we ordered a water mat, it wasn't on the boat. Otherwise, a great day!

  5. JV

    Julio

    20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

    9 of us went out from 1-7pm to celebrate a 2025 Graduation. We had an amazing time. Hung out at the sandbar for a few hours, went fishing, and cruised around. Boat was comfortable and easy to drive. I extremely recommend.

  6. OA

    Onize

    22 Godfrey Sweetwater Pontoon Island Hopper/ Gas Included

    We had an amazing time celebrating a birthday on the boat! Even with a last-minute family emergency that caused a delay, a quick call to Kyle and Captain Tony and they were more than accommodating—making sure we still got the full experience. From cruising around to relaxing at the sandbar, the service was truly top-notch. We can’t wait to come back! P.S. They offer ice bags for a small fee—definitely worth it! Skip the hassle of carrying heavy ice or risking forgetting it altogether.