Anna Maria Island Vacations from $383

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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.

The Latest Anna Maria Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites
Hotel Alba, Tapestry Collection by Hilton
Wyndham Grand Clearwater Beach
Ocean Club Treasure Island Hotel
RumFish Beach at TradeWinds
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Anna Maria Island Hotel Deals

Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
$431 nightly
The price is $487 total per night from Sep 4 to Sep 5
$487 total
Sep 4 - Sep 5
Total includes taxes and fees
9.2/10 Wonderful! (233 reviews)
"Beautiful property! Lots of amenities."

Reviewed on Aug 7, 2025

Anna Maria Beach Resort
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr, Holmes Beach, FL
$340 nightly
The price is $384 total per night from Aug 18 to Aug 19
$384 total
Aug 18 - Aug 19
Total includes taxes and fees
8.4/10 Very Good! (585 reviews)
"Beautiful room, it was clean and had everything we needed. The attendant at the front desk was really nice and sweet and helpful and so were the other employees. It was right on the beach. They gave us complimentary drinks at the bar which was amazing! Would come back again."

Reviewed on Aug 7, 2025

Bali Hai Beachfront Resort and Spa
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N, Bradenton Beach, FL
$223 nightly
The price is $252 total per night from Sep 1 to Sep 2
$252 total
Sep 1 - Sep 2
Total includes taxes and fees
9/10 Wonderful! (293 reviews)
"This was one of my favorite places I visited this year , I was so please with everything. Property felt so well taken care of , amenities perfect! Love you can use the beach chairs from other properties. The location is spot on from restaurants and bars. Im coming back! Parking perfect! The island ..."

Reviewed on Aug 11, 2025

Pelican Post at Anna Maria Island Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.