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
Sarasota, florida, bradenton beach, Shutterstock ID 1052846027, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Ilexhurst

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

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Anna Maria Island Holiday

Our pick of the best Anna Maria Island Hotel Deals

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
202 1st St N Bradenton Beach FL
9.2/10 Wonderful! (372 reviews)
Those staying here should know there's a popular bar about a half block away. Loud, live, sing-along music is sometimes happening all day long. Since the front door of the room we stayed in shows daylight around it, we could hear every word of every song. Pool looked inviting but was full of tatted-up ...

Reviewed on 5 Mar 2026

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Pelican Post at Anna Maria Island Inn
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3 out of 5
2218 Gulf Drive N Bradenton Beach FL
9/10 Wonderful! (83 reviews)
The room was beautiful. The beach was pristine. The staff who checked me in was lovely. Great stay all around.

Reviewed on 27 Feb 2026

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Seabreeze at Anna Maria Island Inn
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
6900 Gulf Dr Holmes Beach FL
8.6/10 Excellent! (663 reviews)
Staff was very nice and rooms were very clean. I had a great time with my son and I can't wait to come back.

Reviewed on 1 Mar 2026

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Bali Hai Beachfront Resort and Spa
See all 3,792 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.

What to do in Anna Maria Island

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

NZ$165
per adult
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
Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

NZ$134
per adult
88% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
See all activities in Anna Maria Island

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 cancelling 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 travellers 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?
Organise your seat with Delta and then start organising 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 favourite 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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