Anna Maria Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

4/5(1 area review)

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

Find hotels in Ilexhurst

Find the Best Anna Maria Island Vacation Packages

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 ₩568,871 per night from Feb 16 to Feb 17
₩568,871
₩719,963 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (359 reviews)
Everything was great!!

Reviewed on Feb 2, 2026

Pelican Post at Anna Maria Island Inn
Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
9.2/10 Wonderful! (836 reviews)
Room was so clean and fresh. The entire place was clean and staff was very friendly. I’d definitely stay again!!

Reviewed on Feb 1, 2026

Get rates
Tortuga Inn Beach Resort
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr Holmes Beach FL
The price is ₩1,350,211 per night from Feb 16 to Feb 17
₩1,350,211
₩1,708,827 total
Feb 16 - Feb 17
includes taxes & fees
9.4/10 Exceptional! (301 reviews)
We love Jose! He was so kind to us.

Reviewed on Jan 29, 2026

Anna Maria Beach Resort
See all 3,740 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

Sarasota_BeanPointBeach_6296220-6

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.