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Winter Garden, Florida Boat Rentals & Yacht Charters

Page 1 of 1 • 24 listings

Surf & Wake Boat-Come Board in Florida's Premier Weather, year Round!
Powerboats in Ocoee · 8 guests

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

5.0
$100/hour
Sun, Lakes & Vibes – Captained Robalo 160 Center Console
Powerboats in Windermere · 3 guests

Sun, Lakes & Vibes – Captained Robalo 160 Center Console

New
$64/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 · 8 guests

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

New
$150/hour
Misty Harbor Pontoon! Start your adventure today
Powerboats in Clermont · 8 guests

Misty Harbor Pontoon! Start your adventure today

5.0
$70/hour
2025 Yamaha AR250 | Luxury, Speed & Fun on the Water in Orlando!
Powerboats in Clermont · 12 guests

2025 Yamaha AR250 | Luxury, Speed & Fun on the Water in Orlando!

New
$145/hour
24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers
Powerboats in Clermont · 12 guests

24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers

5.0
$60+/hour
Godfrey 20ft Pontoon for Boat Day in Central Florida – Easy Booking
Powerboats in Orlando · 8 guests

Godfrey 20ft Pontoon for Boat Day in Central Florida – Easy Booking

New
$90/hour
Godfrey 20' Pontoon Boat for Rental in Orlando - 11 People Capacity
Powerboats in Orlando · 11 guests

Godfrey 20' Pontoon Boat for Rental in Orlando - 11 People Capacity

5.0
$125/hour
21' Coach Tri-toon with 150 Hp Honda for 12: Clermont Chain of Lakes
Powerboats in Clermont · 12 guests

21' Coach Tri-toon with 150 Hp Honda for 12: Clermont Chain of Lakes

New
$90/hour
21' Yamaha Jetboat - Cruising & Wake Sports in Orlando
Powerboats in Orlando · 8 guests

21' Yamaha Jetboat - Cruising & Wake Sports in Orlando

5.0
$130+/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
Watersports with Florida's Premier Wakeboat Experience - 23ft Nautique
Tours in Maitland · 12 guests

Watersports with Florida's Premier Wakeboat Experience - 23ft Nautique

5.0
$175/hour
New Smyrna Beach Premiere Wakeboat Concierge
Powerboats in Maitland · 10 guests

New Smyrna Beach Premiere Wakeboat Concierge

5.0
$165/hour
FishPro Trophy JetSki Experience & Adventure
Water Sports in Daytona Beach · 3 guests

FishPro Trophy JetSki Experience & Adventure

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

2024 Yamaha 195s Jetboat - up to 7 passengers

5.0
$120+/hour
22ft Goodfrey Tritoon in Orlando - Max 12 People | Lake delivery available
Powerboats in Orlando · 12 guests

22ft Goodfrey Tritoon in Orlando - Max 12 People | Lake delivery available

New
$88/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
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 In St. Cloud
Events in Saint Cloud · 12 guests

40' Regal Luxury Yacht Rental In St. Cloud

4.9
$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
Inflatable Boat with Aluminum Floor in St. Cloud, Florida
Fishing in Saint Cloud · 4 guests

Inflatable Boat with Aluminum Floor in St. Cloud, Florida

5.0
$75/day
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

Winter Garden Reviews

  1. BH

    Beverley

    24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers

    We could not fault our experience today. Everything was spotless, Danielle gave all the instructions to follow. Our day was beautiful from start to finish. I would defiantly recommend having a go.

  2. MR

    Mariel

    2017 Sea Ray SPX 210 Bowrider in Orlando, Florida

    What a great time. boat was so nice. had a huge cooler for all our food/drinks. Jose made sure to give directions on where to park and how to get there. 7 of us fit easily. He let us connect to the bluetooth to play music. so happy we booked with him will definitely book again.

  3. RB

    RJ

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

    The boat is very nice, and I was happy to get the chance to wakesurf for the first time. There was an issue with a loose wire that caused a short, but Kevin quickly got us back to shore. Our rental was cut short, but Kevin provided us with a very generous refund for the time lost.

  4. DJ

    Daria

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

    Kevin was amazing! My friends and I have never waterboarded or tubed before and he made the experience so comfortable and pleasant. My friend had a great time and appreciated his hospitality. If we are in town again then we will definitely book with Kevin.

  5. Alex

    Alex

    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.

  6. MP

    Marcy

    Misty Harbor Pontoon! Start your adventure today

    Steve was awesome and answered all questions necessary to getting our 77 year old parents on and off his beautiful pontoon boat. Our time was relaxing & fun as we made long lasting memories! Booking and communication was both easy and excellent. Will be booking again!