Get an elegant and absolute blast of fun. Reserve our Bentley Pontoon Boat.

Redefine your experience. Rent a Stand-Up Paddle Board.

A 6-Day all inclusive beach package.

Awaiting you when you arrive in Siesta Key is an absolute blast of fun. Now you can arrange to have the “Black Pearl” pontoon boats at your disposal if staying at any of the Cottages Vacation Homes. For all properties, you can reserve the boat for 1-day, or for waterfront properties we also offer 3 or 6 consecutive days at your dock [Please note: longer rentals on your dock require a Sunday or Wednesday start day].

All rentals begin around 9:00AM on boat delivery and end at 5:30PM on the last day of your selected dates. You are free to use the Black Pearls anywhere in the canal systems and waterway/inshore areas [not allowed in Gulf of Mexico]. User costs are $380 for a 1-day “all-inclusive” rental, * a 3-day rental for $625 – or 6 day rentals for $1050. [note: all multiday rates are plus tax and fuel]. A single day all inclusive rental starts at your waterfront cottage dock or at Bay Park [946 Siesta Drive Siesta Key] if you’re in a cottage off the canal system. One day rentals are delivered and picked up the same day – No refueling required.  USCG licensed Captain available .. 


“We had a great experience renting from Black pearl. Larry is very helpful and can tell you a the great spots to check out in the area. Can’t wait to come back and see more of siesta key and the surrounding area from one of black pearls boats.”
-Paul C.


“Rented on of the Black Pearls for a day on Sunday. After a cruise up the waterway, we anchored on one of the sandbars and spent the day enjoying the water and friends. Great day, great time, great boat. Look forward to doing it again real soon. You just don’t get to see Siesta Key fully until you see it from the water. FIVE STAR deal.”