Seven Anna Maria gulf-front rentals for the ultimate beach retreat

When you’re traveling all the way to an idyllic spot like Anna Maria Island, it really pays to go the extra mile (or half-block) and book a getaway right on the sand. These seven Anna Maria gulf-front rentals will upgrade your next beach weekend to the ultimate retreat.

Wine Down - Anna Maria Island Vacation Rental

Wine Down

Treat yourself: Not only is there an amazing ocean view and direct beach access, but there’s also a private heated pool and hot tub.

Tour Wine Down.

the deck of a beach bungalow in anna maria island

Sea Song

This sweet beach bungalow combines classic architecture with lots of natural light and a partially covered patio that leads right down to the sand. Pick an Adirondack chair and admire unobstructed ocean views.

Tour Sea Song.

a view of the ocean from the deck of an anna maria island home

Vista Grande 1: Sul Mare

Feeling a little fancy? Choose this upscale Anna Maria gulf-front property. Even the building’s pool and hot tub have ocean views.

Tour Vista Grande 1: Sul Mare.

an upscale dining room and kitchen

Vista Grande 3: Penthouse

If you’re feeling really fancy, then choose this penthouse suite. The ocean is practically in your living room with two walls of windows.

Tour Vista Grande 3: Penthouse.

a view from the window overlooking a pool with the beach in the background

Water’s Edge 205 South

This gulf-front home in Holmes Beach is a bit more laid-back, with a bright interior and nice views of both the pool and the beach.

Tour Water’s Edge 205 South.

an ocean themed dining room, with octopus decoration and driftwood

A Gulf Front Getaway

Keep cool in this condo with a north-facing view and a lovely gulf-front pool. You can access the beach right from the deck.

Tour A Gulf Front Getaway.

a porch overlooking a sandy backyard and path to the beach in Anna Maria

Honey Beach House

Follow the little paving stones through the seagrass to the sand, or stay on the porch with a book and a glass of lemonade. This gulf-front home in Holmes Beach is even dog-friendly.

Tour Honey Beach House.

Still searching for the perfect getaway? Browse all Anna Maria gulf-front rentals.