Anna Maria Vacations

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Find the Best Anna Maria Vacation Packages

Anna Maria Hotel Deals

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Anna Maria FL
9.8/10 Exceptional! (129 reviews)
House was a perfect fit for my family on this vacation! Lots of amenities and a great outdoor space!

Reviewed on 12 January 2026

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Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Anna Maria FL
10/10 Exceptional! (295 reviews)
Hosts were exceptional. Communicated quickly to answer questions. Apartment was putfitted wirh everything we needed. Private location. Loved the private pool, hot tub, and outdoor shower. Short walk to a gorgeous beach. Love the laid back feel of AMI!

Reviewed on 26 January 2026

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Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Love Shack on the Water Most desirable location on AMI

Love Shack on the Water Most desirable location on AMI

Anna Maria FL
9.8/10 Exceptional! (42 reviews)
Kitchen was stocked with all utensils. Property had travel cleaning products and bathroom toiletries as well. Right on Pine Ave, and very walkable to shops/restaurants. Also directly in front of a trolley stop which is very helpful. Would most definitely stay here again, and highly recommend!

Reviewed on 19 January 2026

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Love Shack on the Water Most desirable location on AMI
See all 964 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.

Discover the most popular places to visit in Anna Maria

Sarasota_AnnaMariaIslandMuseumandHistoricalPark_6295969-5

Anna Maria Island Museum and Historical Park

You can spend time browsing the exhibits at Anna Maria Island Museum and Historical Park in Anna Maria. Wander the beautiful beaches and seaside in the area.

Anna Maria Island Museum and Historical Park
EyeEm Custom Shoots Q4 2018

Island Players

You can get tickets for a performance at Island Players during your trip to Anna Maria. Stroll along the area's seaside, or simply savor its top-notch restaurants.

Island Players

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