Dunedin is a walkable, artsy Gulf Coast town with a lively downtown of waterfront parks, cafes, craft breweries and festivals, plus easy access to sandy beaches. The town punches above its size with the Pinellas Trail for biking/running and the Toronto Blue Jays’ spring training, so multi-week stays feel active and pleasant rather than isolated.
For bigger-city options, Tampa and St. Petersburg are both within roughly 25–30 miles for major museums, pro sports, airports and nightlife—so you get small‑town pace with easy access to metropolitan amenities.