Stay in the heart of it all at Win-San Condominiums, one of the most walkable and centrally located New Smyrna Beach condo rentals — proudly managed by Casago NSB. Located just steps from the ocean and directly across from popular Flagler Avenue, this charming low-rise complex offers unbeatable convenience, coastal comfort, and easy access to NSB’s top dining, shopping, and nightlife.
Whether you’re planning a short weekend escape or a longer beachside stay, Win-San offers the perfect blend of location and laid-back charm. With a private pool, spacious accommodations, and beach access right across the street, it’s a top pick for families, couples, and anyone who wants to enjoy the vibrant New Smyrna Beach lifestyle without ever needing a car. View our Win-San rentals above or browse our full inventory of New Smyrna Beach vacation rentals.
Is Win-San on the drive-on or no-drive beach?
Win-San fronts the drive-on section of New Smyrna Beach (from Smyrna Dunes south to 27th Avenue). The nearest beach ramp is Flagler Avenue. Day/annual passes are available through Park Volusia.
How close is Win-San to Flagler Avenue’s restaurants, shops, and events?
Very close—you’re roughly a half-block from Flagler Avenue, and Win-San is widely noted as the closest oceanfront condo complex to Flagler.
Are pets allowed at Win-San?
No. Win-San does not allow pets on the property.
Is Win-San a good fit for long-term snowbird stays?
Yes. Many Win-San condos welcome monthly winter rentals, and the complex has on-site laundry plus assigned parking that make longer stays easier. (Check individual unit pages for exact minimums.)
What’s the parking situation? Can I bring a second vehicle?
Each condo includes one assigned space, with an easy ramp for loading. A second vehicle isn’t guaranteed—use nearby public lots or Park Volusia off-beach parking if needed.
At Casago NSB – we get it. Life happens. And no one wants to lose money when it does.
That’s why we are introducing the MOST FLEXIBLE cancellation policy in New Smyrna Beach.
Book today. Cancel ANYTIME up to 7 days before your stay for a full refund.
No asterisks. No paperwork. No fine print.
Book Confidently. Travel Freely.
