Anna Maria Vacations

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Find the Best Anna Maria Vacation Packages

Anna Maria Hotel Deals

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Anna Maria FL
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The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Love Shack on the Water Most desirable location on AMI

Love Shack on the Water Most desirable location on AMI

Anna Maria FL
10/10 Exceptional! (45 reviews)
We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay.

Reviewed on 9 February 2026

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Love Shack on the Water Most desirable location on AMI
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

Anna Maria FL
9.6/10 Exceptional! (74 reviews)
Great communication. Wonderful location, super clean.

Reviewed on 2 February 2026

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Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
See all 882 properties in Anna Maria
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.

Frequently asked questions

How do I find cheap flights to Anna Maria that have flexible change policies?
We get that plans can change in the blink of an eye, so reserving a flexible fare with Expedia is always a clever idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your affordable, flexible flight to Anna Maria is just a few clicks away.
Which airlines fly to Anna Maria?
There are a couple of airlines that'll fly you comfortably to or near Anna Maria. They are:

  • American Airlines - 1,599 flights to or near Anna Maria each month, including 1,269 flights to Tampa Intl. Airport (TPA) and 329 to Sarasota-Bradenton Intl. Airport (SRQ) per month.
  • United Airlines - 971 flights to or near Anna Maria each month, including 784 flights to Tampa Intl. Airport (TPA) and 186 to Sarasota-Bradenton Intl. Airport (SRQ) per month.

How can I find cheap tickets to Anna Maria?
For an amazing deal to Anna Maria, book well ahead. Also consider using Expedia's handy "flexible dates" link at the top of your search results. This will show you the cheapest prices for similar time frames. In the last seven days, was the lowest price for a flight to Anna Maria.
How much is a flight to Anna Maria?
One-way flights from () sold for as little as in the last seven days. During this time, the price of a return airfare to Anna Maria ranged between and . If you spot a bargain, book immediately — these prices don't stick around for long.
What are the most popular airports to fly into in Anna Maria?
Picking the right airport comes down to factors such as location and convenience. Here are your choices in Anna Maria:

  • Tampa Intl. Airport (TPA) - 6,575 flights per month.
  • Sarasota-Bradenton Intl. Airport (SRQ) - 1,256 flights per month.

When is the cheapest time to fly to Anna Maria?
Consider traveling early on in the week to get a bargain airfare to Anna Maria. Tuesday is routinely the cheapest day to take off, with Monday a close second. Saturday often has the most expensive prices. This is because lots of people like to start their break on a weekend.
How much is a plane ticket to Anna Maria?
In the last seven days, plane fares varied between and . Swipe through our sensational deals to Anna Maria, pick your favorite and then start packing your suitcase.
What months are the cheapest to book a flight to Anna Maria?
To land cheap flights to Anna Maria, try to book sometime in February when the prices are at their lowest. The most expensive time to book? In the USA, it's the festive month of December.
How long is a flight to Anna Maria?
It could take you a couple of hours or more — it depends on which part of the USA you're coming from. The average flight times for these top domestic routes to Anna Maria will give you a clearer picture of what to expect:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Tampa Intl. Airport (TPA) - 1 hour and 33 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Tampa Intl. Airport (TPA) - 1 hour and 48 minutes
  • Boston, MA (BOS-Logan Intl.) to Tampa Intl. Airport (TPA) - 3 hours and 23 minutes