St. Augustine, FL
America's oldest city - history and beach demand combined
St. Augustine blends 450 years of Spanish colonial history with proximity to Ponte Vedra beaches and a thriving craft beverage scene. The historic district's narrow streets and centuries-old architecture create a distinctive listing aesthetic that converts exceptionally well. Tourism is year-round with strong event demand (Nights of Lights, Rhythm & Ribs) supporting shoulder seasons.
4 active listings in St. Augustine currently rate Strong Buy
Our engine scores every for-sale property against real Airbnb comps. See which ones made the cut.
Estimated Annual Performance
* Estimates based on market averages. Individual property performance varies. Always run a full underwriting analysis.
Why Investors Choose St. Augustine
Market averages, not guarantees. Cap rates, occupancy, and nightly rates are market-wide averages based on active STR listings and historical data. Individual property performance depends on location, amenities, management, and listing quality. Always run a full underwriting analysis before purchasing.Stats sourced from 41 active listings · last updated Jul 17, 2026
Run a live analysis in St. Augustine
Search active MLS listings in St. Augustine and instantly see cap rates, cash flow projections, and STR comp-backed nightly rates - all in one underwriting report.