City of Anna Maria

Anna Maria vacation rentals.

Stay near Bean Point, Pine Avenue, quiet Gulf beaches and the relaxed north end of Anna Maria Island.

Why stay in Anna Maria?

The northern end of the island is known for lower-key beach days, walkable restaurants and shops, historic island character and memorable sunsets.

Guests can bike to Pine Avenue, use the free island trolley, walk to neighborhood beach access points and return home for a private pool afternoon. It is an excellent fit for families and groups who want convenience without a resort atmosphere.

Heated pool and spa at Shore to Please

Featured: Shore to Please

Five bedrooms, 4.5 baths, a heated pool and spa, elevator, rooftop deck and a quiet white-sand beach less than one minute away.

Check live dates & pricing