It depends on the strategy: short-term and vacation rentals point to Siesta Key and select coastal pockets where zoning allows; annual rentals pencil best in Bradenton, Palmetto, and Parrish, where price-to-rent ratios are the strongest in the two-county area; and value-add investors should hunt older block homes in central Sarasota corridors where renovation genuinely moves rents.
I underwrite investment purchases with an investor's spreadsheet and a contractor's eye, and the two-county map splits cleanly by strategy.
Short-term rental buyers must start with zoning and any association rules — the same street can contain legal weekly rentals and strict annual-only buildings, and I verify before we tour, not after. Where it's permitted, coastal STR demand here is deep and seasonal pricing is strong.
Annual-rental investors do better inland and north: Bradenton and the Parrish growth corridor offer entry prices that still cash-flow against area rents, with tenant demand fed by real job and population growth.
Value-add is my favorite conversation: 1960s–80s concrete block homes in improving central corridors, where a disciplined renovation budget — I'll tell you what the rehab actually costs before you offer — creates equity and rent premium at once.
Two Florida-specific lines your out-of-state spreadsheet is missing: insurance on the specific structure and the non-homestead tax reality I cover in my property-tax guide.
Bring me a strategy and a budget; I'll bring you three addresses that fit it. Start with Bradenton-area inventory or my buyer's guide.