Find the best Siesta Key, FL boat and yacht rentals
Labor Day Weekend Boat Rentals
Top rentals in Siesta Key
$79+
Top boat rental reviews in Siesta Key, FL
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5/5 stars
Incredible experience with this boat owner. We had a great day on the water with an excellent boat.
Elbert
Aug 2025 -
5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
Great communication. Excellent boat, very clean. On time/early 👍🏼 Will definitely use Klaus again!
Jarrett
Jul 2025 -
5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
Captain John is wonderful! Great day on the water!
Beckie
Jul 2025
How to rent a boat in Siesta Key?
Find the perfect boat
Enter your desired location and date to explore our fleet of boat, Siesta Key, FL, United Statess.
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!
Siesta Key’s Most Popular Experiences
When you use Boatsetter to book a Siesta Key boat rental, you can also swim and enjoy other water activities straight from your boat. Here are some of the best experiences to have on your Siesta Key boat rental.
Lands End Marina
Set sail from Lands End Marina on your Siesta Key boat rental. There are all kinds of incredible restaurants and bars in the marina area. Enjoy a satisfying meal of seafood salad and grouper before sailing off to do some fishing of your own.
Fish the Wrecks
Several wrecks just offshore from Siesta Key provide ideal habitats for fish like grouper, cobia, mackerel, snapper, and amberjack. There are good wrecks that you can visit off Venice, Nokomis, and Longboat Key.
Siesta Drive Bridge
You’ll find incredible views under the Siesta Drive Bridge at the north end of the island. This bridge connects to the mainland, and it is a popular place to meet locals and soak up the atmosphere.
Siesta Key’s Best Bodies of Water
Osprey Pier
Sail your Siesta Key boat rental to the Osprey area and spend some time near the pier. You can sail around in style while watching the people stroll the pier, or dock your boat and go for a stroll yourself.
Siesta Key Offshore Fishing
Sailfish, flounder, snook, redfish, and tarpon are some of the species that make this area so good for fishing. Just anchor your boat slightly offshore and start fishing.
Longboat Key
You’ll find Longboat Key just south of Anna Maria Island in the Gulf of Mexico. Sail your Siesta Key boat rental to Longboat Key and check out the beautiful houses and beaches. The high-end development here makes this one of the most expensive places to live in Florida.
Got questions?
Frequently asked questions
How much is it to rent a boat in Siesta Key?
Boat rentals in Siesta Key start at $45 per hour. Boats can be rented with or without a captain.
Own a boat?
Boatsetter lets you make money renting out your boat. Peace of mind and insurance is included in every rental, and you choose who rents your boat.
List Your BoatReady to set sail?
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Need assistance?
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