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FEATURED WIND SURFING RENTAL

Gorgeous canal and 37ft of dockage space.
$270/night
Keys Dream
Key Colony Beach Florida
3 Bedroom Rental - Sleeps 6
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Wind Surfing Vacation Rentals

Search Wind Surfing Rentals

Examples: cabin, 3 bedroom, Florida
Annie's Hideaway
$113/night
Annie's Hideaway
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways Key West
Welcome to Flathead Front Row!
$9,999/night
Flathead Valley - LS - 617...
Home in Lakeside Montana
2 Beds • 2 Full Baths • Sleeps 8
Stay Montana
Relax on your private ground-floor patio with lush lawn views and easy access to the sparkling pool. This beach stay offers a peaceful coastal vibe, perfect for a sunny seaside getaway near the shore.
$100/night
Colony Beach Club 133
Condo in New Smyrna Beach Florida
1 Bed • 1 Full Bath • Sleeps 2
Casago Daytona Beach
Relax on your private balcony overlooking lush resort grounds, sparkling pool, and the Atlantic
$150/night
Errol By The Sea 305
Condo in New Smyrna Beach Florida
1 Bed • 2 Full Baths • Sleeps 4
Casago Daytona Beach
Relax on your private ground-floor patio with lush lawn views and easy access to the sparkling pool. This beach stay offers a peaceful coastal vibe, perfect for a sunny seaside getaway near the shore.
$100/night
Colony Beach Club 133
Condo in New Smyrna Beach Florida
1 Bed • 1 Full Bath • Sleeps 2
Casago New Smyrna Beach
Relax on your private balcony overlooking lush resort grounds, sparkling pool, and the Atlantic
$150/night
Errol By The Sea 305
Condo in New Smyrna Beach Florida
1 Bed • 2 Full Baths • Sleeps 4
Casago New Smyrna Beach
This 3-bedroom, 2-bath Key Colony Beach half-duplex offers private dockage, a tiki hut, kayaks, pet-friendly accommodations, and Cabana Club access for a true Florida Keys getaway.
$180/night
Cabana Cay
Rental in Key Colony Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Coco Plum Vacation Rentals
The palm-lined turf yard offers a low-maintenance outdoor space for relaxing by the canal at this pet-friendly Key Colony Beach vacation rental.
$200/night
Reel-Axed Retreat
Home in Key Colony Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Coco Plum Vacation Rentals
Coming Summer 2026
$375/night
Fitz Us
Home in Oak Island North Carolina
7 Beds • 7 Full Baths • Sleeps 18
Better Beach Rentals & Sales



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