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
Ilexhurst
If you're spending some time in Ilexhurst, Anna Maria Sound and Bradenton Beach are top sights worth seeing.
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.
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.
Find the Best Anna Maria Island Vacation Packages
Anna Maria Island Hotel Deals
Tropic Isle at Anna Maria Island Inn
101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
₩274,181
₩347,010 total
Sep 2 - Sep 3
includes taxes & fees
Pelican Post at Anna Maria Island Inn
202 1st St N Bradenton Beach FL
₩230,087
₩291,196 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (443 reviews)
"Super convenient location and clean room! We loved staying here for the easy access to the beach and bridge street."
Reviewed on Aug 8, 2026
The Retreat at Anna Maria Island Inn
2305 Gulf Dr N Bradenton Beach FL
₩180,974
₩229,040 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (180 reviews)
"The location was great, with easy access to the beach and the added convenience of chairs and umbrellas already set up. However, I do think the cleanliness of the room was subpar. The floors were never cleaned during our stay, which left the room feeling sandy despite our efforts to avoid tracking ..."
Reviewed on Aug 8, 2026
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
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.
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.
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.
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.
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.
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.
