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The Best Boat Rentals Near Windermere
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Windermere
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$350
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$550
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$550
Kayaks
Who says you need a motor to have fun on the water?
$40-$550
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$495
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$125-$550
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$150
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100-$130
Rafting
A high-energy adventure for the whole family
$75
Top Boat Rental Locations Near Windermere
Recent Reviews in Windermere
MW
Mike
Bass Fishing Boat in St. Cloud on Big Lake Toho
I highly recommend Avery to everyone that is in need of a vessel to do your fishing while on vacation. Avery was very accommodating, flexible, and the absolute best host for my fishing experience. He was very responsive and communicated well with me on every occasion he was needed. I will definitely be a retuning customer on future vacations.
Alex
2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!
Great experience. Boat was gassed up and ready to go upon arrival. Boat is in great condition and everything worked well. We will definitely go on this boat again! Perfect for wakeboarding and surfing. Throws a massive wake. Super nice interior. Couldn’t ask for more. Everyone had a great time.
SD
Shlomy
Brand New 2024 Yamaha 195s Jetboat - up to 7 passengers
We had an unforgettable day out on the water! The speedboat trip was exhilarating from start to finish, with breathtaking views and plenty of thrilling moments. The highlight was definitely the tubing—so much fun! Our captain Ricardo was super friendly and made sure we all felt safe while still getting that adrenaline rush. The entire experience was well-organized, and the atmosphere was amazing. Whether you’re a thrill-seeker or just want to relax and enjoy the ride, this trip is perfect. Highly recommend for anyone looking for an adventure!
KM
Kim
Sea-doo Switch Pontoon Winter Haven Chain Of Lakes In Central Florida
Thank you John for a great experience on a great boat! You were absolutely awesome with everything from start to finish! We had a fantastic day on the lake and appreciate all that you did for us! Thank you also for all of the great information you have given me about the Switch. Great, fun boat! Can't wait to get mine! You rock!
Sf
Safy
35' Regal Luxury Day Yacht Rental in St. Cloud, Florida
I had a killer birthday party here and was even able to rent out another one of Avery’s yachts and sail together. Everyone had a blast.
SZ
Shey
Summer Fun. Pontoons and sun
10/10! Would recommend him to anybody!
Top Boat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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