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Winter Park, Florida Boat Rentals

Page 1 of 124 listings

WATER SPORTS WAKE BOAT!!!
Powerboats in Winter Park · 12 guests

WATER SPORTS WAKE BOAT!!!

New
$175/hour
21' Yamaha Jetboat - Cruising & Wake Sports in Orlando
Powerboats in Orlando · 8 guests

21' Yamaha Jetboat - Cruising & Wake Sports in Orlando

5.0
$129+/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
52' Midnight Lace Luxury Yacht
Events in Orlando · 12 guests

52' Midnight Lace Luxury Yacht

5.0
Superowner
$250/hour
2017 Sea Ray SPX 210 Bowrider
Powerboats in Orlando · 10 guests

2017 Sea Ray SPX 210 Bowrider

5.0
$175/hour
2021 Super Air Nautique G23!! Wakesports with Florida's Premier Wakeboat Charter
Powerboats in Orlando · 12 guests

2021 Super Air Nautique G23!! Wakesports with Florida's Premier Wakeboat Charter

5.0
$295/hour
259 Splendor Platinum Cuddy Boat on Orlando Lakes!!
Powerboats in Orlando · 6 guests

259 Splendor Platinum Cuddy Boat on Orlando Lakes!!

5.0
$55+/hour
 Pontoon for rent in Belle Isle, Florida
Powerboats in Belle Isle · 9 guests

Pontoon for rent in Belle Isle, Florida

5.0
$500/day
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
2024 23ft Lowe Tritoon Boat Rental in Windermere, Florida
Powerboats in Windermere · 10 guests

2024 23ft Lowe Tritoon Boat Rental in Windermere, Florida

5.0
$550/day
2019 Air Nautique GS22 Surf Boat perfect!
Powerboats in Windermere · 12 guests

2019 Air Nautique GS22 Surf Boat perfect!

5.0
$100/hour
Brand New 2024 Yamaha 195s Jetboat - up to 7 passengers
Powerboats in Orlando · 8 guests

Brand New 2024 Yamaha 195s Jetboat - up to 7 passengers

5.0
$110+/hour
Sea Born FX24 Center Console Boat Rental in Windermere, Florida
Powerboats in Windermere · 5 guests

Sea Born FX24 Center Console Boat Rental in Windermere, Florida

New
$100/hour
Brand new 2022 Regal OBX 23' with Comfortable Seating in Orlando
Powerboats in Winter Garden · 8 guests

Brand new 2022 Regal OBX 23' with Comfortable Seating in Orlando

5.0
$90/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
Luxury and elegant REGAL LS2 bowrider in Central FL
Powerboats in Windermere · 6 guests

Luxury and elegant REGAL LS2 bowrider in Central FL

4.9
Superowner
Best of 2025
$59+/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

New
$67/hour
2018 Yamaha 242 Charter Kissimmee,Clearwater,silver glen.
Powerboats in Saint Cloud · 10 guests

2018 Yamaha 242 Charter Kissimmee,Clearwater,silver glen.

New
$115+/hour
35' Regal Luxury Day Yacht Rental in St. Cloud, Florida
Events in Saint Cloud · 12 guests

35' Regal Luxury Day Yacht Rental in St. Cloud, Florida

4.9
$495/day
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
2024 Tahoe 2150 OB w/200 HP Engine, Fishing Package. DELIVERY ANYWHERE!
Powerboats in Saint Cloud · 10 guests

2024 Tahoe 2150 OB w/200 HP Engine, Fishing Package. DELIVERY ANYWHERE!

New
$90/hour
Eco Airboat Tour in Kissimmee, Florida
Powerboats in Kissimmee · 10 guests

Eco Airboat Tour in Kissimmee, Florida

5.0
$55/hour
2023 Sundance B20CCR – Family Fun, Fishing, & Beach Adventures!
Fishing in Orlando · 6 guests

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

New
$70+/hour
24’ Tidewater Bay Boat - up to 8 people - Captained Trips Available
Powerboats in Tavares · 8 guests

24’ Tidewater Bay Boat - up to 8 people - Captained Trips Available

New
$125/hour

Winter Park Reviews

  1. 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.

  2. 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!

  3. 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.

  4. vu

    vu

    Godfrey 20' Pontoon Boat for Rental in Orlando

    What a great experience! Thanks to Omar, my family and I had a stress free weekend cruising on his boat. He was very attentive to us and addressed all our needs. Highly recommended to anyone who is interested on spending a great weekend on the waters around the Orlando area.

  5. Makeba

    Makeba

    52' Midnight Lace Luxury Yacht

    This was by far the best boat experience I’ve ever been on. The Captain was extremely knowledgeable and a joy to be around. I had a phenomenal time for my bestfriends birthday. We saw dolphins, mansions, pelicans & the sound system was bomb.com. If your ever in Cocoa Beach…. Look no further! It’s by far the best and largest vessel with the best captain! Oh and the price is better than anyone else’s too!

  6. GJ

    Gabrielle

    52' Midnight Lace Luxury Yacht

    Best boat ride ever. We drover from Alabama to ride this boat and it was worth every bit of the ride. The captain was great, made us feel very comfortable and safe. I can’t wait until our next vacation to come back. Nice, clean boat highly recommended.