Anna Maria Island Vacation Packages 2025/2026 from $506

Plan, book, travel with confidence

Better together

Save up to $1,045 when you book a flight and hotel together*

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

Rest easy

Plan, book, and manage your trip all in one place

Your Anna Maria Island Vacation

Secure a vacation package to Anna Maria Island and enjoy travel on your own terms. You'll be charmed by its watersports, coastal beaches and fishing. Get your trip to Anna Maria Island off to a flying start by exploring its best cities. Bradenton Beach is one you cannot miss. Whether you're planning to travel for a few days or a few weeks, Expedia are here to help you organize your next dream Anna Maria Island vacation.

Where to stay in Anna Maria Island

Find the best Anna Maria Island areas and neighborhoods for the activities you enjoy most. Learn more about Anna Maria Island

Ilexhurst

4/5(1 area review)

If you're spending some time in Ilexhurst, Anna Maria Sound and Bradenton Beach are top sights worth seeing.

Discover the most popular places to visit in Anna Maria Island

Coquina Beach

4.5/5(368 reviews)

Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.

Cortez Beach

Why not spend a carefree afternoon at Cortez Beach during your travels in Bradenton Beach? Stroll along the seaside or experience the area's entertainment venues.

West Coast Surf Shop

You can do some window-shopping at West Coast Surf Shop during your visit to Holmes Beach. Wander the beautiful beaches or discover the area's beautiful sunsets.