Anna Maria Island Holidays

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Our guide on 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

While visiting Ilexhurst, you might make a stop by sights like Anna Maria Sound and Bradenton Beach.

Find hotels in Ilexhurst
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.

Find hotels in Bridge Street
A beach with sand dunes and tall grasses at sunset.

Key Royale

While there might not be top attractions in Key Royale, you can explore the larger area and discover places like Bradenton Beach and Anna Maria Island Museum and Historical Park.

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Anna Maria Island Holiday

Our pick of the best Anna Maria Island Hotel Deals

Anna Maria Beach Resort

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL
NZ$813
5 Oct - 6 Oct
includes taxes & fees
Anna Maria Beach Resort
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL
NZ$832
16 Sept - 17 Sept
includes taxes & fees
8.6/10 Excellent! (756 reviews)
"I will start with saying the property manager was very accommodating and responsive. We appreciated the support while we stayed there, but if we could go back again we would still stay elsewhere. The view and proximity to the beach were amazing. Exactly what we wanted. But the actual room and amenities ..."

Reviewed on 4 Sept 2026

Bali Hai Beachfront Resort and Spa
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
NZ$337
22 Sept - 23 Sept
includes taxes & fees
8.8/10 Excellent! (203 reviews)
"Everything was amazing about the property. The room was really nice, only con is they should add bed side lamps and full size mirror."

Reviewed on 7 Sept 2026

The Retreat at Anna Maria Island Inn
See all 3,782 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 holiday is part of your travel plans, Bean Point Beach might be the perfect place to visit 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 savour 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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What to do in Anna Maria Island

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

NZ$182
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

NZ$92
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

NZ$109
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
See all activities in Anna Maria Island

Frequently asked questions

How much does an Anna Maria Island holiday 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 holiday 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 holiday dreams.
How far in advance should I book my Anna Maria Island holiday?
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 holiday 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. Holidaying 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 holiday 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 holiday 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 holiday package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Anna Maria Island holiday 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.