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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
Top Boat Rental Locations Near Windermere
Orlando, Florida
26 boats to rent
Kissimmee, Florida
16 boats to rent
Saint Cloud, Florida
7 boats to rent
Titusville, Florida
8 boats to rent
New Smyrna Beach, Florida
7 boats to rent
Merritt Island, Florida
10 boats to rent
Port Orange, Florida
7 boats to rent
Port Canaveral, Florida
9 boats to rent
Cocoa Beach, Florida
9 boats to rent
Daytona Beach Shores, Florida
7 boats to rent
Daytona Beach, Florida
63 boats to rent
Ormond Beach, Florida
19 boats to rent
Melbourne, Florida
7 boats to rent
Tampa, Florida
409 boats to rent
Holiday, Florida
19 boats to rent
Lake Tarpon, Florida
7 boats to rent
Palm Coast, Florida
33 boats to rent
Tarpon Springs, Florida
27 boats to rent
Recent Reviews in Windermere
CW
Cassidy
40' Regal Luxury Yacht Rental In St. Cloud
Everything was perfect. They already had places we could go to see things and to just hang out. It was so relaxing and fun at the same time. Owner of the boat is excellent at communication and overall just a super fun guy.
Kate
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo was incredibly attentive, responsive, and ensured a safe operation throughout the entire experience. His professionalism and communication made everything easy. I will absolutely be booking with him again in the future.
JH
John
12 Passenger Godfrey Sweetwater Pontoon in Port Orange
Josh was amazing - great communication regarding pick and offered outstanding suggestions. Boat was clean and worked well and we had a blast. Highly recommend
SH
Steven
Bass Fishing Boat in St.Cloud on Big Lake Toho - 2025 Ranger Z520R
Avery was fantastic to work with. We rented his bass boat for fishing on Lake Toho in Kissimmee, and the entire experience exceeded expectations. The boat performed flawlessly and was clearly well-maintained, with great upgrades like shallow water anchors and top-notch electronics that made a big difference on the water. Over the course of three days, we caught around 30 bass—and honestly, we weren’t even fishing that hard. Once the sun got hot, we’d call it a day and still had incredible success. More importantly, it gave our family the chance to make some lifelong memories together. Avery delivered on everything he promised, and then some. I wouldn’t hesitate to rent from him again the next time we’re in the area. Highly recommend.
DR
Dominic
2024 Yamaha 195s Jetboat - up to 7 passengers
This was by far the best experience my family has had since we started coming to Florida every year for spring break. Ricardo went above and beyond to make sure we got the full experience. My family is terrified of the water and they all got on the tube so that speaks volume of his professionalism . I highly recommend adding the jetski to your rental. Definitely a 10/10 experience!
BM
Bailey
2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!
Kevin was so amazing! The water was perfect and he was so patient with us and our experience!
Top Boat Rental Locations in the United States
Miami, Florida
1072 boats to rent
Tampa, Florida
410 boats to rent
Miami Beach, Florida
370 boats to rent
Los Angeles, California
373 boats to rent
Chicago, Illinois
287 boats to rent
Saint Petersburg, Florida
273 boats to rent
Fort Lauderdale, Florida
258 boats to rent
Hollywood, Florida
256 boats to rent
Clearwater, Florida
255 boats to rent
Dania Beach, Florida
237 boats to rent
North Miami, Florida
179 boats to rent
Austin, Texas
187 boats to rent
Destin, Florida
168 boats to rent
Seattle, Washington
161 boats to rent
Palm Beach, Florida
153 boats to rent
Madeira Beach, Florida
153 boats to rent
Pensacola, Florida
151 boats to rent
Treasure Island, Florida
149 boats to rent
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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