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Longboat Key, Florida Boat Rentals & Yacht Charters

Page 1 of 1 • 24 listings

Super Comfy 22’ Pontoon in Bradenton/ fuel included
Powerboats in Bradenton Beach · 8 guests

Super Comfy 22’ Pontoon in Bradenton/ fuel included

4.9
$57+/hour
Sea Ray SDX 270 Yacht in Bradenton Beach, Florida
Powerboats in Bradenton Beach · 10 guests

Sea Ray SDX 270 Yacht in Bradenton Beach, Florida

5.0
$240/hour
Cruise in style with this beautiful Center Console boat
Powerboats in Cortez · 12 guests

Cruise in style with this beautiful Center Console boat

New
$190/hour
Anna Maria Island Yacht Tour | Axopar 37 XC Cross Cabin Boat with AC!
Events in Bradenton Beach · 6 guests

Anna Maria Island Yacht Tour | Axopar 37 XC Cross Cabin Boat with AC!

New
$275+/hour
Luxury 38’ Axopar・Sandbar & Sunset Cruises・Best Lounge Space on Water・Bathroom
Powerboats in Bradenton · 13 guests

Luxury 38’ Axopar・Sandbar & Sunset Cruises・Best Lounge Space on Water・Bathroom

5.0
$185+/hour
42ft Boston Whaler Outrage Prestige Luxury Boating
Powerboats in Bradenton Beach · 13 guests

42ft Boston Whaler Outrage Prestige Luxury Boating

New
$299+/hour
Embark on a fishing trip with SeaHunt 22ft CC as you reel in the big one!!
Fishing in Bradenton · 4 guests

Embark on a fishing trip with SeaHunt 22ft CC as you reel in the big one!!

New
$125+/hour
Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!
Powerboats in Bradenton · 10 guests

Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!

New
$320+/day
Best Deal | 51’ Luxury Performance Formula Yacht in Bradenton Beach
Events in Tampa · 13 guests

Best Deal | 51’ Luxury Performance Formula Yacht in Bradenton Beach

New
$300+/hour
51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!
Events in Tampa · 13 guests

51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

5.0
$140+/hour
Instant Book
Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!
Powerboats in Holmes Beach · 12 guests

Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!

5.0
$75+/hour
Sun Tracker 22’ Party Barge Pontoon in Holmes Beach
Powerboats in Holmes Beach · 10 guests

Sun Tracker 22’ Party Barge Pontoon in Holmes Beach

5.0
$100/hour
2021 Cypress Cay tritoon, seats up to 13ppl
Powerboats in Holmes Beach · 13 guests

2021 Cypress Cay tritoon, seats up to 13ppl

5.0
Snoozed - Active 25 Nov 2026
2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!
Powerboats in Holmes Beach · 13 guests

2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!

5.0
Snoozed - Active 25 Nov 2026
Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!
Powerboats in Holmes Beach · 12 guests

Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!

5.0
Snoozed - Active 25 Nov 2026
Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!
Powerboats in Holmes Beach · 12 guests

Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!

5.0
Snoozed - Active 25 Nov 2026
Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 10 guests

Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida

5.0
Snoozed - Active 25 Nov 2026
Amazing 2017 Sportsman 232 Open Center Console
Powerboats in Holmes Beach · 10 guests

Amazing 2017 Sportsman 232 Open Center Console

5.0
Snoozed - Active 25 Nov 2026
25’ “Easy Livin” Double Decker Pontoon (Captain Included)
Powerboats in Holmes Beach · 6 guests

25’ “Easy Livin” Double Decker Pontoon (Captain Included)

New
$140+/hour
🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS
Powerboats in Holmes Beach · 12 guests

🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS

5.0
$74+/hour
🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP
Powerboats in Holmes Beach · 12 guests

🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP

5.0
$74+/hour
Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!
Powerboats in Holmes Beach · 12 guests

Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!

4.9
Snoozed - Active 25 Nov 2026
Beautiful Bayliner VR6 Deck Boat to Explore, Swim, Tube and more in AMI!
Powerboats in Holmes Beach · 9 guests

Beautiful Bayliner VR6 Deck Boat to Explore, Swim, Tube and more in AMI!

4.9
Snoozed - Active 25 Nov 2026
Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key
Tours in Holmes Beach · 6 guests

Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

5.0
$127+/hour

Longboat Key Reviews

  1. Jordan

    Jordan

    Luxury 38’ Axopar・Sandbar & Sunset Cruises・Best Lounge Space on Water・Bathroom

    Dustin and his captain, Justin, were both incredible! Very communicative and so much fun! I could not recommend more, definitely will reserve again if I’m back in Siesta Key.

  2. jp

    jayna

    Luxury 38’ Axopar・Sandbar & Sunset Cruises・Best Lounge Space on Water・Bathroom

    Dustin was incredible! He went above and beyond to work around a busy holiday schedule to get my group and I out on the water and on the boat. The boat was so clean and nice! we got to see an insane sunset and we are just so glad we were able to book with him! Highly recommend!

  3. Gl

    Gail

  4. MR

    Michael

    Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!

    Meghan was a great help. Everything went so smoothly! The boat performed perfectly, without a single concern. It wasn’t even the exact boat (which Meghan told us about beforehand!), and still a great experience! From booking to picking up and dropping off the boat, everything was a piece of cake!

  5. MS

    Marisa

    Luxury 38’ Axopar・Sandbar & Sunset Cruises・Best Lounge Space on Water・Bathroom

    We had a flawless day out on the water with Capt. Justin! The boat is awesome and we all enjoyed cruising, swimming and hanging on the swim pad cranking out some tunes. A lil bonus relaxation day after my brother’s 50th birthday party the night before. We will def be booking again! Excellent communication and service. A memorable time for all. Thanks again!

  6. KL

    Kevin

    Super Comfy 22’ Pontoon in Bradenton/ fuel included

    Boat owner arrived early, was very friendly and answered all questions. Once we were underway, had a great day. We were somewhat limited on where we could go due to weather, but still plenty of great options. We would definitely take this boat out again!