Boats for sale in Kissimmee Florida - BoatCrazy

1,425 boats found within 100 miles from Kissimmee, Florida

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2023 Crownline 220 FS Center Console

$54,645

Tampa, FL
- Tampa, FL
- Fishing Center Console
- 21'
- 2023 / Used
- $54,645
The Crownline 220 CC Finseeker is a high-performance outboard fishing boat designed to combine comfort, safety, and fishability in one package. It’s built for anglers who want a ve... View Details

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$54,645
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2026 Princecraft Vectra 21

$60,053

Tampa, FL
- Tampa, FL
- Pontoon
- 21'
- 2026 / New
- $60,053
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } Experience the water like never before in the 2026 Pri... View Details

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$60,053
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2022 Scout 210 Dorado

$35,500

Tampa, FL
- Tampa, FL
- Fishing
- 20'
- 2022 / Used
- $35,500
The 210 Dorado is perfectly suited for any activity out on the water and is backed by reliable Yamaha power. Standard features include port and starboard transom swim platforms wit... View Details

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$35,500
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2025 Sea Ray SDX 290

$179,000

Tampa, FL
- Tampa, FL
- Bowrider
- 9'
- 2025 / Used
- $179,000
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } Experience luxury, performance, and versatility aboard... View Details

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$179,000
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2025 Boston Whaler 280 Vantage

$319,000

Tampa, FL
- Tampa, FL
- Fishing
- 29'
- 2025 / Used
- $319,000
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } Experience the ultimate blend of luxury, versatility,... View Details

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$319,000
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2021 Bayliner DX2200

$36,975

Tampa, FL
- Tampa, FL
- Deck Boat
- 21'
- 2021 / Used
- $36,975
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } The 2021 Bayliner DX2200 is the perfect family deck bo... View Details

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$36,975
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2022 Sailfish 242 CC

$42,475

Tampa, FL
- Tampa, FL
- Fishing Center Console
- 24'
- 2022 / Used
- $42,475
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } Powered by a Mercury 250HP outboard, this 2022 Sailfis... View Details

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$42,475
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2006 Key West 268

$79,900

Brooksville, FL
- Brooksville, FL
- Fishing Center Console
- 26'
- 2006 / Used
- $79,900
FOR QUESTIONS CONTACT: ASHTON 813-900-3774 or cuzinquinta@hotmail.com2006 Key West 268Kept covered and very well taken care of. In 2015 I had a 10k trailer built for it by Peterson... View Details

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$79,900
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2004 Glastron GX185

$11,200

Ponce Inlet, FL
- Ponce Inlet, FL
- Bowrider
- 18'
- 2004 / Used
- $11,200
2004 VEC fiberglass Glastron GX185 I/O 3.0 Volvo engine Garage Kept, Hydraulic steering, stern drive replaced with used SX in 2024, new prop, new marine battery, new impeller May 2... View Details

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$11,200
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1999 Sea Ray 290 Sundancer

$24,900

Port Orange, FL
- Port Orange, FL
- Express Cruiser
- 29'
- 1999 / Used
- $24,900
Stock #481384 Video of this vessel available at www [dot] popsells [dot] com/view/481384 Reason for selling is "Cannot use boat anymore.". ANY and ALL offers will be put in fron... View Details

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$24,900
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2026 Bennington 21 S Fish and Cruise

$54,801

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $54,801
Step aboard the Bennington 21SFCSF, the ultimate party-and-pontoon-fishing hybrid! This is the boat for the family or friend group that can never quite agree on the day's activ... View Details

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$54,801
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2026 Bennington 21 S Cruise

$59,754

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $59,754
If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

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$59,754
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2026 Starcraft SVX 211 OB

$59,793

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 21'
- 2026 / New
- $59,793
This is the kind of boat that turns a “what should we do today?” into an easy decision. Built for families and friend groups who want one platform that can do a little bit of every... View Details

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$59,793
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2026 Bennington 21 S SWINGBACK

$68,472

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $68,472
If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

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$68,472
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2026 Bennington 21 S FISH AND CRUISE

$67,973

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $67,973
For the angler who refuses to choose between a serious fishing trip and a lively social hour, the Bennington 21SFC is the ultimate multipurpose escape. This isn't just a pontoo... View Details

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$67,973
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2026 Bennington 22 S Swingback

$69,791

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2026 / New
- $69,791
Step aboard the Bennington 22 S Swingback and you will immediately notice that this is a craft built for the ultimate socialite. If you are the person who loves being the "hos... View Details

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$69,791
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2026 Tidewater 2300 Carolina Bay

$104,987

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 23'
- 2026 / New
- $104,987
Looking for the ultimate weekend warrior that can handle a fun-filled family day or a serious fishing trip? The Tidewater 2300 CB is your answer. This versatile center console is p... View Details

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$104,987
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2026 Bennington 26 M STERN LOUNGE

$169,714

Port Orange, FL
- Port Orange, FL
- Pontoon
- 28'
- 2026 / New
- $169,714
Imagine the ultimate social hub that doesn't just sit on the water—it commands it. This Bennington 26 M Stern Lounge is the dream vessel for the consummate host who believes th... View Details

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$169,714
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2026 Tidewater 220CC

$82,987

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 22'
- 2026 / New
- $82,987
The Tidewater 220 CC is the ultimate "yes" boat for the coastal adventurer who refuses to be pinned down to one activity. Boasting a generous 8' 10" beam, this c... View Details

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$82,987
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2026 Bennington 20 S CRUISE

$58,971

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20'
- 2026 / New
- $58,971
Imagine a Saturday where the hardest decision you have to make is whether to lounge on the sunpad or take another lap around the lake. The Bennington 20SL is the ultimate "yes... View Details

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$58,971
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2026 Tidewater 2110 Bay Max

$72,027

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 21'
- 2026 / New
- $72,027
Looking for the ultimate all-in-one vessel for shallow-water angling and sunny weekend cruising? The Tidewater 2110 Bay Max is built for inshore anglers and adventure-loving famili... View Details

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$72,027
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Showing 463 to 483 of 1,425 boats found.

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