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
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Ilexhurst

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

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Anna Maria Island Hotel Deals

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
The price is ₩280,084 per night from Dec 21 to Dec 22
₩280,084
₩354,475 total
Dec 21 - Dec 22
includes taxes & fees
9.2/10 Wonderful! (332 reviews)
Spotless and tidy

Reviewed on Dec 15, 2025

Pelican Post at Anna Maria Island Inn
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
8102 Gulf Drive Holmes Beach FL
The price is ₩205,987 per night from Dec 21 to Dec 22
₩205,987
₩260,697 total
Dec 21 - Dec 22
includes taxes & fees
8.4/10 Very Good! (400 reviews)
Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!

Reviewed on Dec 15, 2025

Haley's at The Anna Maria Island Inn
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
2200 Gulf Dr N Bradenton Beach FL
Fully refundableReserve now, pay when you stay
The price is ₩902,491 per night from Dec 24 to Dec 25
₩902,491
₩1,142,192 total
Dec 24 - Dec 25
includes taxes & fees
9.6/10 Exceptional! (52 reviews)
Great place right on the beach, the Women running the place were all kind and efficient. Our room was clean and had a incredible view.

Reviewed on Dec 4, 2025

Seaside at Anna Maria Island Inn
See all 3,692 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.

Discover the most popular places to visit in Anna Maria Island

Bean Point Beach

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.

Bean Point Beach

Frequently asked questions

Can I cancel my flight booking to Anna Maria Island due to COVID-19?
Our handy Customer Service Portal has important information about canceling or changing your flight due to COVID-19. Before booking your tickets, it's smart to read the terms and conditions of your airfare too.
What's the best way to find cheap flights to Anna Maria Island that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, type in your travel details and click the "Search" button. Step 2? Check "No change fee" under the "Flexible change policies" filter on the top left of your screen. Step 3. Book a flexible and cheap ticket to Anna Maria Island.
What are some of the general tips for travelers to Anna Maria Island during the COVID-19 outbreak?
With new rules, restrictions and safety measures to follow, travel looks a bit different these days. Here's what you should know before you fly off to Anna Maria Island:
  • Investigate if any restrictions apply to both your destination and origin. It may not be possible to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to briefly lower it for ID purposes. Passengers who refuse to wear a face mask may be fined and denied entry.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA officer. Instead, position your pass on the scanner and then hold it up for the agent to visually inspect it.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll have to remove it for screening.
  • Remove personal items from your pocket, such as your phone and wallet, and put them in your carry-on rather than into bins. This will minimize handling during the screening process.
  • If you're planning to take food on board, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA employee will need to handle your food container or carry-on bag for closer inspection.

Which airlines fly to Anna Maria Island?
Organize your seat with Delta and then start organizing your Anna Maria Island must-do list. This well-known airline has 929 flights per month to Tampa Intl. Airport (TPA), a main gateway.
How can I find cheap tickets to Anna Maria Island?
One of the best ways to find cheap tickets to Anna Maria Island is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The best price for a flight to Anna Maria Island in the last seven days was . Booking well ahead will usually help you walk away with an even bigger bargain.
How much is a flight to Anna Maria Island?
You could have purchased a round-trip airfare to Anna Maria Island from anywhere between and in the last seven days. For one-way journeys taking off from (), the lowest amount paid during this period was .
What are the most popular airports to fly into in Anna Maria Island?
Jet into Tampa Intl. Airport (TPA) and experience everything that Anna Maria Island has to offer. As the region's main point of entry, approximately 6309 flights touch down here every month.
When is the cheapest time to fly to Anna Maria Island?
Consider leaving earlier in the week to land a bargain airfare to Anna Maria Island. Tuesday is generally the most economical day to take off, with Monday a close second. Saturday typically has the highest fares. This is because lots of people prefer to begin their trip on a weekend.
How much is a plane ticket to Anna Maria Island?
In the last seven days, plane tickets varied between and . Take a look at our fabulous deals to Anna Maria Island, pick your favorite and then start packing your suitcase.
Which airlines with flights to Anna Maria Island employ COVID-19 cleanliness policies?
In response to the ongoing COVID-19 pandemic, many airlines have adopted additional actions and measures to help everybody get back in the air. Here are a few examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.