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37 boats in Windermere, US

22 ft Tritoon - Max 12 People - Lake delivery available
22 ft Tritoon - Max 12 People - Lake delivery available
22 ft Tritoon - Max 12 People - Lake delivery available
22 ft Tritoon - Max 12 People - Lake delivery available
22 ft Tritoon - Max 12 People - Lake delivery available
1 / 5
$66+/hour
Orlando, FL
5.0
(5 bookings)
22 ft Tritoon - Max 12 People - Lake delivery available
2 - 8 hours rental • Captain optional
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
1 / 4
$45+/hour
St. Cloud, FL
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
2 - 8 hours rental • Captain optional
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
1 / 12
$47+/hour
TOP OWNER
Orlando, FL
5.0
(50 bookings)
Modern Bayliner Deckboat for 9 people in Lake Conway!
3 - 8 hours rental • Captain optional
Two for One
Two for One
Two for One
Two for One
1 / 4
$61+/hour
Tavares, FL
5.0
(15 bookings)
Two for One
4 - 8 hours rental • No captain
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
1 / 7
$53+/hour
Kissimmee, FL
4.7
(22 bookings)
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
2 - 8 hours rental • No captain
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
1 / 15
$88+/hour
Tavares, FL
5.0
(51 bookings)
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
2 - 8 hours rental • No captain
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
1 / 7
$65+/hour
Tavares, FL
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
2 - 8 hours rental • No captain
Boat Paradise Central Florida
Boat Paradise Central Florida
Boat Paradise Central Florida
Boat Paradise Central Florida
Boat Paradise Central Florida
Boat Paradise Central Florida
1 / 6
$83+/hour
Windermere, FL
Boat Paradise Central Florida
6 - 8 hours rental • Captain optional
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
1 / 14
$68+/hour
Sanford, FL
5.0
(15 bookings)
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
4 - 8 hours rental • No captain
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
1 / 13
$69+/hour
Kissimmee, FL
5.0
(9 bookings)
Longest-running Bass Fishing Guide - Lake Toho!
2 - 8 hours rental • Captained
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
1 / 6
$123+/hour
Tavares, FL
25ft Tidewater - Harris Chain of Lakes!
2 - 8 hours rental • Captained
Godfrey Pontoon in Winter Heaven
Godfrey Pontoon in Winter Heaven
Godfrey Pontoon in Winter Heaven
Godfrey Pontoon in Winter Heaven
1 / 4
$120+/hour
Winter Haven, FL
Godfrey Pontoon in Winter Heaven
2 - 8 hours rental • Captained
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
1 / 7
$49+/hour
Lakeland, FL
2025 Bass Tracker Classic xl
2 - 8 hours rental • No captain
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
2024 Centurion Fe22
1 / 12
$119+/hour
Belle Isle, FL
2024 Centurion Fe22
4 - 8 hours rental • Captained
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
1 / 4
$115+/hour
Tavares, FL
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
2 - 8 hours rental • Captained
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
1 / 13
$223+/hour
Minneola, FL
5.0
(2 bookings)
Wakesurfing Lake Minneola
2 - 4 hours rental • Captained
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
1 / 13
$69+/hour
INSTANT BOOK
TOP OWNER
Clermont, FL
5.0
(39 bookings)
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
4 - 8 hours rental • No captain
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
1 / 10
$67+/hour
INSTANT BOOK
Winter Haven, FL
5.0
(1 booking)
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
4 - 8 hours rental • Captain optional
Search as I move the map
$66
22 ft Tritoon - Max 12 People - Lake delivery available
22 ft Tritoon - Max 12 People - Lake delivery available
5.0
(5 bookings)
$66+
/hour
$45
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
Sunny Florida Lake & Ocean Adventures: Scenic Tours & Family Fun
$45+
/hour
$47
Modern Bayliner Deckboat for 9 people in Lake Conway!
Modern Bayliner Deckboat for 9 people in Lake Conway!
TOP OWNER
5.0
(50 bookings)
$47+
/hour
$61
Two for One
Two for One
5.0
(15 bookings)
$61+
/hour
$53
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
Tracker Pro 170 for fishing! - Delivery to East Lake Toho & Underhill
4.7
(22 bookings)
$53+
/hour
$88
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
Wakeboard or Surf at Harris Chain of Lakes! - Delivery Available
5.0
(51 bookings)
$88+
/hour
$65
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
21.5’ Uncle Jay Fishing Boat Fully Loaded w/ Stereo and Power Poles
$65+
/hour
$83
Boat Paradise Central Florida
Boat Paradise Central Florida
$83+
/hour
$68
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
Sea-Doo Switch 230 HP – Ultimate Fun on the water!
5.0
(15 bookings)
$68+
/hour
$69
Longest-running Bass Fishing Guide - Lake Toho!
Longest-running Bass Fishing Guide - Lake Toho!
5.0
(9 bookings)
$69+
/hour
$123
25ft Tidewater - Harris Chain of Lakes!
25ft Tidewater - Harris Chain of Lakes!
$123+
/hour
$120
Godfrey Pontoon in Winter Heaven
Godfrey Pontoon in Winter Heaven
$120+
/hour
$49
2025 Bass Tracker Classic xl
2025 Bass Tracker Classic xl
$49+
/hour
$119
2024 Centurion Fe22
2024 Centurion Fe22
$119+
/hour
$115
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
24 ft Center Console - Harris Chain of Lakes and Lake Dora sandbar!
$115+
/hour
$223
Wakesurfing Lake Minneola
Wakesurfing Lake Minneola
5.0
(2 bookings)
$223+
/hour
$69
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!
TOP OWNER
5.0
(39 bookings)
$69+
/hour
$67
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
BRAND NEW YAMAHA JET BOAT SX190 - FUN TO RIDE!!
5.0
(1 booking)
$67+
/hour