Anna Maria Island Holidays

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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

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

Find hotels in Ilexhurst

Top hotels in Anna Maria Island

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 S$291 per night from 21 Dec to 22 Dec
S$291
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (332 reviews)
Spotless and tidy

Reviewed on 15 Dec, 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 S$244 per night from 21 Dec to 22 Dec
S$244
21 Dec - 22 Dec
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 15 Dec, 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 S$826 per night from 25 Dec to 26 Dec
S$826
25 Dec - 26 Dec
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 4 Dec, 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.

What to do in Anna Maria Island

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

S$128
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

S$84
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
Anna Maria Island Dolphin Sightseeing Adventure

Anna Maria Island Dolphin Sightseeing Adventure

S$71
per adult
100% of travellers recommend
Anna Maria Island Dolphin Sightseeing Adventure
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.