Anna Maria Island Vacations

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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
An aerial view of a beach with numerous umbrellas and people, a clear blue ocean, and a cityscape in the background.

Ilexhurst

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

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A wooden pier extending into a body of water with a clear blue sky above.

Bridge Street

1 out of top 10 points of interest in this area

While visiting Bridge Street, you might make a stop by sights like Bradenton Beach and Bridge Street.

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A beach with sand dunes and tall grasses at sunset.

Key Royale

While Key Royale might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bradenton Beach and Holmes Beach Beaches.

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Find the Best Anna Maria Island Vacation Packages

Anna Maria Island Hotel Deals

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL
NT$5,256
NT$6,652 total
Sep 8 - Sep 9
includes taxes & fees
Pelican Post at Anna Maria Island Inn
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
NT$4,491
NT$5,684 total
Sep 7 - Sep 8
includes taxes & fees
The Retreat at Anna Maria Island Inn
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
NT$6,263
NT$7,927 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (688 reviews)
"It was very clean and in a great location!"

Reviewed on 2026/8/12

Tropic Isle at Anna Maria Island Inn
See all 3,783 properties in Anna Maria Island
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.

Stay near popular Anna Maria Island attractions

A coastal beach with clear turquoise waters, a sandy shore, and a line of trees along the beachfront.

Coquina Beach

9.4/10 (818 reviews)
Coquina Beach dazzles with pristine white sands and turquoise waters on Anna Maria Island's southern tip. Enjoy swimming and dolphin-watching under the shade of Australian pine trees.
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A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)
If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.
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A sandy beach with people sunbathing and swimming, a clear blue sky, and buildings in the background.

Cortez Beach

9.6/10 (307 reviews)
Cortez Beach enchants with its pristine white sands and turquoise Gulf waters on Anna Maria Island. Enjoy uninterrupted sunsets and natural shoreline far from commercial developments.
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A waterfront scene with a clock tower, palm trees, and a pier extending into the water.

Historic Bridge Street Pier

9.6/10 (356 reviews)
This historic pier, once the gateway to Anna Maria Island, is now a vibrant community hub. Stroll the waterfront, fish from the deck, or savor fresh seafood while enjoying panoramic bay views.
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Holmes Beach Beaches

10.0/10 (1 review)
Why not spend a lazy afternoon at Holmes Beach Beaches during your trip to Holmes Beach? While you're in the area, stroll along the beautiful beaches.
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Frequently asked questions

How much does an Anna Maria Island vacation package cost?
Get ready to book, because a trip to Anna Maria Island starts from just . When you combine your hotels, flights and car rentals into a travel package, you'll score the best prices.
How do I get a cheap travel package to Anna Maria Island?
It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anna Maria Island vacation package to save loads of cash. Score even more bargains when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotel options globally, so that everyone has a chance to travel and live out those vacation dreams.
How far in advance should I book my Anna Maria Island vacation?
It's always wise to book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is an excellent opportunity to pick up some of the cheapest prices. Just been told you need to take your vacation time in a few weeks? That's fine too — Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Anna Maria Island travel package include?
From flights and hotels to rental cars, Expedia can help you craft an Anna Maria Island package that suits you. Vacationing for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a short break, an airfare and hotel deal could suit you better. Experiences can also be added once you've made your booking. Our packages make it a cinch to plan and save.
What should I know before booking an Anna Maria Island travel package?
Whether it's adventure or relaxation you're chasing, an Anna Maria Island vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Anna Maria Island Expedia vacation package?
Yes, and with more than 550 airlines to select from globally, you're not short on choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Anna Maria Island vacation package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Anna Maria Island vacation package and need to cancel or amend it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

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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.