Boats for sale in Kissimmee Florida - BoatCrazy

1,355 boats found within 100 miles out of 10,715 Boats Found

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2027 Bennington 21 S SWINGBACK

$68,900

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2027 / New
- $68,900
If your idea of a perfect Saturday involves endless sun, close friends, and effortless multi-tasking on the water, the Bennington 21 S Swingback is your ultimate sanctuary. This po... View Details

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$68,900
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2027 Tidewater 3100 Carolina Bay

$299,731

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 31'
- 2027 / New
- $299,731
Designed for adventurous anglers and island-hopping entertainers alike, the Tidewater 3100 Carolina Bay is the ultimate hybrid for those who refuse to choose between serious fishin... View Details

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$299,731
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2027 Bennington 20 S1 STERN RADIUS

$52,771

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20'
- 2027 / New
- $52,771
If your ideal weekend involves sunny lake cruises, sandbar hangouts, and nonstop watersports, the Bennington 20 S Stern Radius is tailor-made for you. Built for active families, th... View Details

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$52,771
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2026 Bennington 20 S CRUISE

$54,900

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20'
- 2026 / New
- $54,900
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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$54,900
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2021 Bayliner T22CC

$46,674

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 22'
- 2021 / Used
- $46,674
The Bayliner Trophy T22CC delivers an ideal balance of fishing capability and family cruising versatility. Powered by an upgraded Mercury 200HP V6 FourStroke engine with only 180 o... View Details

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$46,674
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2027 World Cat 230DC

$180,747

Port Orange, FL
- Port Orange, FL
- Catamaran
- 22'
- 2027 / New
- $180,747
Imagine the ultimate playground on the water, tailor-made for active families, social weekenders, and die-hard fishing enthusiasts alike. The World Cat 230DC is a multihull marvel... View Details

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$180,747
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2027 Starcraft J7 Jet Standard

$37,876

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 17'
- 2027 / New
- $37,876
Big Fun, Small Footprint: The Starcraft SV J7In a market obsessed with bigger and pricier, the Starcraft SV J7 makes the opposite case and wins. At just 17 feet, this jet-powered r... View Details

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$37,876
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2026 Bennington 21 S FISH AND CRUISE

$56,900

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $56,900
For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

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$56,900
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2027 Bennington 22 S1 STERN RADIUS

$69,872

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2027 / New
- $69,872
If your ideal weekend involves sun-drenched cruising, non-stop tunes, and effortless hosting, the Bennington 22 S1 Stern Radius is built for you. This pontoon is designed for the u... View Details

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$69,872
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2027 Bennington 22 M SWINGBACK

$113,193

Port Orange, FL
- Port Orange, FL
- Pontoon
- 24'
- 2027 / New
- $113,193
Meet the ultimate vessel for entertainers, sun-seekers, and weekend socialites who treat the water like their personal floating lounge. The Bennington 22MSB is tailor-made for thos... View Details

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$113,193
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2027 Tidewater 2500 Carolina Bay

$135,279

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 25'
- 2027 / New
- $135,279
Whether you are chasing gamefish in shallow back bays, heading out to nearshore reefs, or anchoring at the local sandbar with friends, the Tidewater 2500 Carolina Bay is the ultima... View Details

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$135,279
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2027 Tidewater 2110 Bay Max

$61,451

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 21'
- 2027 / New
- $61,451
Built for shallow-water anglers and fun-loving weekenders, the Tidewater 2110 Bay Max seamlessly transitions from morning fishing runs to sunny afternoon sandbar hops. With an 8-fo... View Details

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$61,451
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2027 Starcraft SV 16 OB

$38,717

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 16'
- 2027 / New
- $38,717
Looking for a deck boat that packs a massive personality into a perfectly sized package? Meet the Starcraft SV 16 OB, a versatile fun-machine built to make the absolute most of eve... View Details

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$38,717
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2027 World Cat 235TE

$189,509

Port Orange, FL
- Port Orange, FL
- Catamaran
- 22'
- 2027 / New
- $189,509
Designed for die-hard anglers and adventure-loving crews, the World Cat 235TE brings serious excitement to both shallow flats and offshore waters. Drawing a remarkably skinny 9 inc... View Details

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$189,509
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1980 Pro Line 24 Flatback

$15,000

Tampa, FL
- Tampa, FL
- Fishing Bay / Flats / Skiff
- 24'
- 1980 / Used
- $15,000
Stock #251415 Video of this vessel available at www [dot] popsells [dot] com/view/251415 Reason for selling is "Looking for of family cruising boat". ANY and ALL offers will be... View Details

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$15,000
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2013 Boston Whaler 170 Montauk

$22,500

Tampa, FL
- Tampa, FL
- Fishing Center Console
- 17'
- 2013 / Used
- $22,500
Take a closer look at this lightly used and well maintained 2013 Boston Whaler 170 Montauk that includes a galvanized swing tongue factory trailer allowing convenient an... View Details

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$22,500
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2021 Scarab 195 ID

$41,150

Apollo Beach, FL
- Apollo Beach, FL
- Jet boat
- 19'
- 2021 / Used
- $41,150
Stock #477221 Video of this vessel available at www [dot] popsells [dot] com/view/477221 Reason for selling is "Not Using enough". ANY and ALL offers will be put in front of our... View Details

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$41,150
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1987 Fountain 10M Sport

$30,000

Spring Hill, FL
- Spring Hill, FL
- Performance
- 33'
- 1987 / Used
- $30,000
Stock #470503 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1987 10 Meter Fountain with Tri-Axle Trailer... View Details

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$30,000
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2015 Yamaha 242 Limited S

$39,500

Daytona Beach, FL
- Daytona Beach, FL
- Jet boat
- 24'
- 2015 / Used
- $39,500
Stock #494098 Video of this vessel available at www [dot] popsells [dot] com/view/494098 Reason for selling is "No longer uses the vessel.". ANY and ALL offers will be put in fr... View Details

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$39,500
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2024 Starcraft EX 22 R

$23,900

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2024 / Used
- $23,900
Stock #506185 Reason for selling is "Updating Fleet". This Starcraft has recently been added to market (Sep 28th). Submit your offer today! Nice Condition, Great Layout, Service... View Details

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$23,900
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2023 Bennington 22 SSR

$22,000

Tampa, FL
- Tampa, FL
- Pontoon
- 22'
- 2023 / Used
- $22,000
Stock #445564 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The 2023 Bennington 22 SSR - Where Comfort... View Details

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$22,000
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Showing 295 to 315 of 1,355 boats found.

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