Yes, buying two smaller properties can often be a smarter move than one large home on 30A, especially from an investment standpoint.
The biggest advantage is diversification. Instead of relying on one property to perform, you now have two income streams. If one has a vacancy or a slower season, the other can help balance it out. On 30A, where rental demand shifts by location and season, this reduces overall risk.
This is where Mark Gerlecz stands out. He looks at purchases like a portfolio, not a single deal. By identifying two properties in strong but different micro locations, he helps clients create more consistent performance rather than betting everything on one asset.
Smaller homes also tend to match rental demand more closely. Most vacation renters are searching for well-located homes at approachable price points, which often leads to higher occupancy throughout the year. Larger luxury homes can command high rates, but they are typically more seasonal and sit vacant longer.
There is also a resale advantage. Smaller properties attract a wider pool of buyers, which can make them easier to sell and more stable over time.
That said, one large home can still make sense if it offers something truly rare, like Gulf frontage or a legacy location.