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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
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
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
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
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
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
Instant Book
2018 Yamaha 242 Charter Kissimmee,Clearwater,silver glen.
Powerboats in Saint Cloud · 10 guests

2018 Yamaha 242 Charter Kissimmee,Clearwater,silver glen.

5.0
$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
Instant Book
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
Instant Book
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
$61/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
Sea-doo Switch Pontoon Winter Haven Chain Of Lakes In Central Florida
Powerboats in Winter Haven · 6 guests

Sea-doo Switch Pontoon Winter Haven Chain Of Lakes In Central Florida

5.0
$100+/hour
Luxury MasterCraft Cruise with Captain
Powerboats in Winter Haven · 12 guests

Luxury MasterCraft Cruise with Captain

New
$110/hour
24’ Hurricane deck boat for 12 person
Powerboats in Winter Haven · 12 guests

24’ Hurricane deck boat for 12 person

5.0
$70/hour
23’ Hurricane Deck Boat
Powerboats in Winter Haven · 12 guests

23’ Hurricane Deck Boat

5.0
$80/hour

Windermere Reviews

  1. Jessica

    Jessica

    24’ Hurricane deck boat for 12 person

    We had an incredible time out on the water with JT! Our entire family had an absolute blast — from start to finish, it was fun, safe, and unforgettable. The boat was in great condition, the vibes were relaxed and upbeat, and JT made sure everyone felt comfortable, whether we were cruising or trying something new. Highly recommend booking a trip if you’re in the area!🚤🌊

  2. MW

    Mendy

    2024 Yamaha 195s Jetboat - up to 7 passengers

    We had an amazing time out on the water with Ricardo! He was professional, fun, and made sure everyone felt safe and comfortable while tubing. Ricardo knew all the best spots and made the whole experience smooth and enjoyable. Highly recommend him if you're looking for a great time on the water!

  3. Monica

    Monica

    259 Splendor Platinum Cuddy Boat on Orlando Lakes!!

    Here's a polished version of your Google review: "Francisco was a fantastic host! His boat was in excellent condition, and my family and I had an amazing time out on the water. He provided clear and helpful instructions on how to operate the boat, which made everything smooth and stress-free. He was there early, ready and waiting for us right on time. Thank you, Francisco, for making this such a wonderful experience — we highly recommend!"

  4. MR

    Maria

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

    Viaje bien refrescante y genial,lo tiene todo para disfrutar.

  5. MC

    Matthew

    34' Bayliner Day Motor Yacht for 12 person

    10/10 experience. Worth every moment. Captain Eddie was a pleasure to have on board and made the experience smooth and effortless. Avery has amazing communication and my party had an amazing time. Highly recommended and you won’t be disappointed.

  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.