A Siesta Key vacation can be as much about being in the water as on the water! Of course, you’ll be taking full advantage of Siesta Key’s fantastic weather, but there’s a whole other world waiting for you beyond the white-sand shores.
Take full advantage of getting the most out of your next Siesta Key vacation by exploring the miles of breathtaking bays and waterways around Siesta Key and Sarasota. You’ll never have a better chance of spotting dolphins, manatees, exotic birds, and other marine life than from the deck of a boat rental.
If you’re looking to go fishing, take in some waterway sights, enjoy a boat ride to an island beach, or relax in the sun on a boat’s deck, you’ll surely be interested in the best boat rentals Siesta Key, FL has to offer.
Most of the boat rentals in Siesta Key allow you to take the boats out yourself, as long as you meet Florida boater laws, such as having completed a boating safety course, or provide captains to take you out on their rented vessels. Sunset cruises, chartered fishing trips, and longer excursions into open waters might all be possibilities for Siesta Key boat rentals.
Policies regarding cancellations, damage deposits, reservations, and other rules differ from one rental company to another, so be sure to ask many questions when shopping around for the best boat rentals in Siesta Key.
Once you’ve chosen from our best Siesta Key vacation rentals and start mapping out things to do, be sure to look at Siesta Key boat rentals to select which type of vessel works best for you and what you’re planning to do out in the stunningly blue waters of this famous barrier island.
Siesta Key Marina
If you’re looking for size and quality, make Safe Harbor Siesta Key Marina your choice.
This Siesta Key marina boat rental company offers full and half-day rental options. Sail to local Siesta Key or Sarasota restaurants or beaches, watch dolphins at play, or visit the best fishing locations.
Boat rentals include a 17-ft. Starcraft Deckboat (max. five people), 21-ft. Starcraft Deckboat (max. eight people) and a 25-ft. Premium Pontoon Boat (max. 12 people). Rentals are available seven days a week, from 8:30 a.m. to 4:30 p.m.
The marina also features a full-service ship store, bait and fishing tackle, boat storage racks for boat owners, and an on-the-water boat service facility.
Siesta Key Watersports
Beyond being Sarasota’s “Number One Rated Parasailing, Jet Ski and Dolphin Tour Company,” Siesta Key Watersports offers rental of an 11-person pontoon boat for four, eight, or ten hours.
The boat is fully fueled for you, and the vessel is allowed access into the Gulf to travel to Lido Beach, Longboat Key, and as far as Venice and Englewood. This means you can explore islands in the Intercoastal Waterway.
Not comfortable taking the boat out on your own? Let Siesta Key Watersports know in advance, and they’ll arrange for a USCG-licensed captain to accompany you and your party.
CB’s Outfitters
Whether you’re looking to go fishing, sightseeing, cruising, or enjoying a meal on the water, CB’s Outfitters’ wide variety of Siesta Key boat rentals will meet your needs.
CB’s Saltwater Outfitters, as part of and next door to Parasail Siesta, has pontoon boats, fishing boats, and cruising boats for small or large parties. Their offerings include:
- 17-ft. Carolina Skiff Center Console (three-person max.); comes with Bimini shade, cooler, and live well.
- 19-ft. Glastron GTD Deck Boat (five-person max.) with Bimini top.
- 19-ft. Stingray Deck Boat (five-person max.) with Bimini top and storage compartments.
- 21-ft. Carolina Skiff Dual Console (six-person max.) with Bimini top, storage, and a cooler.
- 24-ft. Glastron Deck Boat (ten-person max.) with Bimini top and loads of storage.
- 20-ft., 24-ft., and 27-ft. Berkshire Pontoon Boat (eight-, ten-, and 14-person max. respectively) are best for fishing, cruising, and relaxing under Bimini shade tops; space to walk around!
All boat rentals come equipped with Coast Guard equipment and nautical charts.
Follow the route along mangroves, lush tropical trees and plants, and sandbars to top restaurants, popular sightseeing destinations, and beaches in Siesta Key. Have that camera ready for dolphins, manatees, shoreline mansions, and so much more.
Rentals are available 8 a.m. to 5 p.m. daily, half-day (four hours) or full-day (nine hours). CB’s Outfitters also offer charter fishing excursions.
Parasail Siesta also has a 35-ft., 25-passenger Tiki Pontoon Boat for two- to two-and-a-half-hour public and private sunset cruises with built-in bar, music, bench, and barstool seating, and a fully functioning restroom.
In addition, Parasail Siesta has parasailing trips for up to 12 guests at a time and rents out golf carts.
Island Jet Ski
Along with jet ski, stand-up paddleboard, kayak rentals, and dolphin tours, Island Jet Ski offers one of the best boat rentals in Siesta Key.
Since 2013, Island Jet Ski has rented out a 20-ft., 12-passenger pontoon boat with a Bimini top and a ten-passenger NauticStar Deckboat with a front cooler. Rental options are four, six, and eight hours. The pontoon is a great choice for larger cruising parties, with lots of lounge space, while the more versatile deck is for both partying and fishing and caters to those looking for some 115-hp speed.
Island Jet Ski has two locations available to serve Siesta Key.
Bayfront Yachtworks and Marina
A full day of adventure awaits aboard Siesta Key boat rentals from Bayfront Yachtworks and Marina.
Choose from four fishing and cruising boats from this Siesta Key marina boat rental company: a Starcraft 17 Runabout or Bayliner 21 Fishing Boat for six passengers, or an Aloha 22 Tritoon or Starcraft 20 Deck Boat for up to eight passengers. All boat rentals include a vessel orientation, life jackets, safety guide, a bimini top, lounge seating, storage, anchor and line, depth finder, cup holders, radio, and a fire extinguisher.
The six-passenger boats are 115-hp, while the eight-passenger rentals are 150-hp. Finally, the marina’s friendly staff is ready to point out some must-see destinations before you head out on the water!
Plan Your Visit
Many of these beachfront rental properties offer direct beach access. You’ll also enjoy full kitchens, balconies, pools, gas grills, washers and dryers, and many other amenities for guaranteed comfort and convenience.
Big Daddy Boat Rentals
Sarasota-based Big Daddy Boat Rentals is open 9 a.m. – 6 p.m. seven days a week for rentals but is available 24 hours a day. This company offers daily, multi-day, or weekly Siesta Key boat rentals.
The fleet consists of 22-ft. center console boats holding seven-eight passengers, 22-ft. bowriders for eight-ten passengers, and 21-ft. pontoon boats for 10-11 passengers. Every vessel is equipped with USGC safety equipment, life jackets, and a Bimini top for shade.
Big Daddy will match any price advertised for cheaper than their stated prices. Each of these Siesta Key boat rental locations shares that they are not far from many Siesta Key beach rentals, so you will not have far to go to find a marina with the right boat for your next adventure on the turquoise waters.
Book Your Siesta Key Rental With Us
Experience the pinnacle of luxury on your Siesta Key retreat at The Cottages on the Key. This exceptional haven provides an extraordinary escape, whether you’re seeking a romantic getaway or creating lasting memories with your family. Immerse yourself in the enchantment of our welcoming accommodations, boasting expansive living areas, well-appointed kitchens, and a plethora of amenities. Embark on your Siesta Key adventure now by exploring the varied selection of vacation rentals at The Cottages on the Key!