We’ve packed our big towels and our floppy sunhats. We’ve slathered ourselves in sunblock. Now, all we need is a cozy spot to rest our sandy, sun-sleepy selves before we do it all again. When the beach is calling, these Anna Maria beach cottages make a picture-perfect home base.

Blue Heron Beach House

anna maria beach cottage | vacasa

This dog-friendly Anna Maria cottage has room for eight, along with a patio, a private pool, and a fenced backyard. The beach is just a block away, and there’s even a foosball table for the kids.

Tour Blue Heron Beach House.

Salt Shack

kitchen and dining room at anna maria island cottage | vacasa

Reach the surf in 150 steps for a day at the beach, then come unwind with a private heated pool and a cool, calm interior.

Tour Salt Shack.

Starfish Cottage

Starfish Cottage Anna Maria | Vacasa

After a day of seashell hunting, return home for a family meal in this airy Anna Maria beach cottage. The screened-in patio is perfect for an evening beverage and some light reading.

Tour Starfish Cottage.

Sea Palm Cottage

Sea Palm Cottage Anna Maria | Vacasa

The beach is just a block away from this sunny three-bedroom cottage, and the lush foliage adds a tropical flair right outside your door.

Tour Sea Palm Cottage.

Emma’s Cottage

anna maria island beach cottage swimming pool | vacasa

Beach cottage on the outside, luxury ocean retreat on the inside. Take advantage of the private pool, grass-roof gazebo, and beach access right across the road.

Tour Emma’s Cottage.

Sapphire Beach House

living room at a anna maria cottage

This Holmes Beach cottage has three bedrooms, a private pool, and the perfect backyard for a family barbecue.

Tour Sapphire Beach House.

Dolphin Watch

anna maria island cottages | vacasa

Yes, the sand really is right there. Sit back and soak up the views at this two-bedroom Anna Maria beach cottage.

Tour Dolphin Watch.

Browse our other Anna Maria Island rentals.


Author: Hannah Morrison

Hannah hails from Telluride, CO and currently lives in Portland, where she works as writer, editor, and unofficial resident poet for Team Vacasa. You'll often find Hannah singing and dancing down the sidewalk, making really tall sandwiches, and planning her next long run.