Anna Maria

Mostly single-family. Restored cottages, elevated coastal-contemporary rebuilds, and a small number of Gulf-front and bayfront estates. Very few condominium buildings, and lot sizes are generally larger than elsewhere on the island.

Rental rules

Nightly rentals allowed

The only one of the island's three cities without a minimum-stay requirement, which supports strong short-stay demand for furnished homes. An association can be stricter than the city, so confirm both before counting on rental income.

Named buildings

• The Bayou Inland
  The only condominium complex in the City of Anna Maria, tucked into the residential streets near the north end. Its rarity here is the point, condo living inside a city that's otherwise almost entirely single-family.
• 5400 Gulf Drive Gulf frontage
  A small beachfront enclave on Gulf Drive within walking distance of Bean Point, on one of the lowest-density stretches of the island.