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Windermere, Florida Boat Rentals

Page 1 of 124 listings

Sun, Fun and Relaxation: Sportsman Open All Inclusive!
Powerboats in Windermere · 6 guests

Sun, Fun and Relaxation: Sportsman Open All Inclusive!

New
$100+/hour
2023 Yamaha AR250 - Like New
Powerboats in Windermere · 12 guests

2023 Yamaha AR250 - Like New

5.0
$150/hour
2023 Yamaha beautiful 22 ft California Jet Boat - up to 10 people or 1600 lbs.
Powerboats in Orlando · 10 guests

2023 Yamaha beautiful 22 ft California Jet Boat - up to 10 people or 1600 lbs.

New
$150/hour
2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!
Powerboats in Ocoee · 6 guests

2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!

5.0
$100/hour
25' Tidewater Center Console for rent in Orlando
Powerboats in Orlando · 6 guests

25' Tidewater Center Console for rent in Orlando

New
$100/hour
259 Splendor Platinum Cuddy Boat on Orlando Lakes!!
Powerboats in Orlando · 6 guests

259 Splendor Platinum Cuddy Boat on Orlando Lakes!!

5.0
$65/hour
2024 Yamaha 195s Jetboat - up to 7 passengers
Powerboats in Orlando · 8 guests

2024 Yamaha 195s Jetboat - up to 7 passengers

5.0
$120+/hour
Godfrey 20' Pontoon Boat for Rental in Orlando
Powerboats in Orlando · 11 guests

Godfrey 20' Pontoon Boat for Rental in Orlando

5.0
$125/hour
WATER SPORTS WAKE BOAT!!!
Powerboats in Winter Park · 12 guests

WATER SPORTS WAKE BOAT!!!

New
$175/hour
2017 Sea Ray SPX 210 Bowrider in Orlando, Florida
Powerboats in Orlando · 10 guests

2017 Sea Ray SPX 210 Bowrider in Orlando, Florida

5.0
$175/hour
2025 Kawasaki Ultra 310LX
Water Sports in Kissimmee · 3 guests

2025 Kawasaki Ultra 310LX

New
$100/hour
Seadoo FishPro Trophy JetSki Experience & Adventure
Water Sports in Daytona Beach · 3 guests

Seadoo FishPro Trophy JetSki Experience & Adventure

New
$140/hour
Eco Airboat Tour in Kissimmee, Florida
Powerboats in Kissimmee · 10 guests

Eco Airboat Tour in Kissimmee, Florida

5.0
$55/hour
Bass Fishing Boat in St.Cloud on Big Lake Toho - 2025 Ranger Z520R
Fishing in Saint Cloud · 4 guests

Bass Fishing Boat in St.Cloud on Big Lake Toho - 2025 Ranger Z520R

5.0
$67/hour
Bass Fishing Boat in St. Cloud on Big Lake Toho
Fishing in Kissimmee · 4 guests

Bass Fishing Boat in St. Cloud on Big Lake Toho

4.9
$50/hour
40' Regal Luxury Yacht Rental
Events in Saint Cloud · 12 guests

40' Regal Luxury Yacht Rental

5.0
$174/hour
34' Bayliner Day Motor Yacht for 12 person
Events in Saint Cloud · 12 guests

34' Bayliner Day Motor Yacht for 12 person

5.0
$174+/hour
St. Pete & Anna Maria Boat Rentals – Fishing & Family Fun
Powerboats in Saint Cloud · 8 guests

St. Pete & Anna Maria Boat Rentals – Fishing & Family Fun

5.0
$80+/hour
Suntracker Pontoon Boat Rental Fishing / Cruise
Powerboats in Daytona Beach · 10 guests

Suntracker Pontoon Boat Rental Fishing / Cruise

New
$70/hour
2023 Sundance B20CCR – Family Fun, Fishing, & Beach Adventures!
Fishing in Orlando · 6 guests

2023 Sundance B20CCR – Family Fun, Fishing, & Beach Adventures!

5.0
$70+/hour
Brand new Yamaha jet boat SX190 - fun to ride!!
Powerboats in Lake Alfred · 6 guests

Brand new Yamaha jet boat SX190 - fun to ride!!

New
$110/hour
Luxury MasterCraft Cruise with Captain
Powerboats in Winter Haven · 12 guests

Luxury MasterCraft Cruise with Captain

New
$120/hour
24’ Hurricane deck boat for 12 person
Powerboats in Winter Haven · 12 guests

24’ Hurricane deck boat for 12 person

5.0
$80/hour
23’ Hurricane Deck Boat
Powerboats in Winter Haven · 12 guests

23’ Hurricane Deck Boat

5.0
$80/hour

Windermere Reviews

  1. CD

    Christi

    2024 Yamaha 195s Jetboat - up to 7 passengers

    ⭐️⭐️⭐️⭐️⭐️ We had an exceptional experience with Ricardo as our boat captain. He came right up to our private home boat dock which made everything effortless from start to finish. He gave us a fantastic tour of the beautiful homes on Lake Butler and shared great insight along the way. The tubing experience was incredibly fun and perfectly tailored to our group. Ricardo was professional friendly and made the entire outing unforgettable. We will absolutely be booking with him again.

  2. PT

    Paulette

    2024 Yamaha 195s Jetboat - up to 7 passengers

    This was absolutely the best experience!!!! Completely exceeded my expectations, him and his wife were so sweet and accommodating for my mom’s birthday and he even provided tubbing and equipment for our trip. 10/10 would definitely book again!

  3. KS

    Kennedy

    40' Regal Luxury Yacht Rental

    We had an amazing time on this vessel, the owner was extremely responsive and helpful. He hired a wonderful captain who made our experience a 10/10!

  4. TJ

    Teli

    2024 Yamaha 195s Jetboat - up to 7 passengers

    Ricardo was amazing! We had so much fun. He was so personable and accommodating and made our experience a 10/10 he made the last day of our trip a time to remember! He made my boyfriends 30th a one to remember! If we ever come back to the area we will definitely be booking again!!!!

  5. RW

    Robert

    Bass Fishing Boat in St. Cloud on Big Lake Toho

    Worked out great, caught fish on east lake Toho. Boat was fast and it was way better on the water in FL then 12 degrees and snow in Ohio for the weekend.

  6. Alex

    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.