Anna Maria Island Vacations from ￥136,858

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The Latest Anna Maria Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Price was ￥176,014, price is now ￥136,858 per person
￥136,858
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
14.8/10 Exceptional! (2,435 reviews)
Everything was perfect.

Reviewed on Nov 23, 2025

The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was ￥239,349, price is now ￥169,098 per person
￥169,098
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
17.2/10 Exceptional! (203 reviews)
Love this boutique hotel we have stayed here before it’s right across from the beach, beautiful rooms, lots of natural light, clean quiet on the intercoastal. Friendly staff.

Reviewed on Nov 18, 2025

The Beachcomber

The Beachcomber

2.5 out of 5
Price was ￥196,929, price is now ￥147,152 per person
￥147,152
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
16/10 Exceptional! (1,005 reviews)
Great to see them open again after last year’s hurricanes. All the staff were wonderful and the room was perfect. And of course, it’s THE place for beach bands!

Reviewed on Nov 11, 2025

Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Price was ￥185,440, price is now ￥146,818 per person
￥146,818
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
17.6/10 Exceptional! (1,804 reviews)
Staff was friendly room was clean had a nice view of Gulf. Jimmy’s Crows Nest was a blast on 10th floor outside.

Reviewed on Nov 24, 2025

Bilmar Beach Resort

Bilmar Beach Resort

4 out of 5
Price was ￥200,556, price is now ￥159,139 per person
￥159,139
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
17.6/10 Exceptional! (1,005 reviews)
Location was great as well as helpful staff.

Reviewed on Nov 18, 2025

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

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

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
The price is ￥54,911 per night from Nov 30 to Dec 1
￥54,911
￥69,495 total
Nov 30 - Dec 1
includes taxes & fees
8.4/10 Very Good! (638 reviews)
staff was very attentive .. room was modern and clean .. property was beautiful .. beach access was easy and beautiful .. wish there was a restaurant .. but coffee was free and they had drinks and some deli food ..

Reviewed on Nov 21, 2025

Bali Hai Beachfront Resort and Spa
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 ￥64,602 per night from Dec 26 to Dec 27
￥64,602
￥81,759 total
Dec 26 - Dec 27
includes taxes & fees
8.4/10 Very Good! (391 reviews)
Location. The room is beautiful but the bathroom toilet is really close to the sink.

Reviewed on Nov 20, 2025

Haley's at The Anna Maria Island Inn
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 ￥34,827 per night from Nov 30 to Dec 1
￥34,827
￥44,077 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (320 reviews)
Pelican Post is the cutest place! I don't know when it was renovated, but it looked newly renovated. It was very clean. It had everything we needed. It was a short walk to the beach - took about 3 minutes. We didn't use the pool, but it was clean and well-maintained. It was within walking distance ...

Reviewed on Nov 18, 2025

Pelican Post at Anna Maria Island Inn
See all 3,691 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

￥15,113
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
St. Pete Dolphin Watching and Shelling Adventure

St. Pete Dolphin Watching and Shelling Adventure

￥6,502
per adult
100% of travellers recommend
St. Pete Dolphin Watching and Shelling Adventure
Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

￥9,923
per adult
94% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour
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 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.

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