Anna Maria Island Vacations from ￥326,260

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The Latest Anna Maria Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was ￥375,638, price is now ￥326,260 per person
￥326,260
per person
Apr 23 - Apr 28
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Tampa (TPA)
No reviews
The resort is doing 90 million dollars in upgrades. Our 2-bedroom suite was upgraded and was very nice. I had the pork at Rare and it was delicious, highly recommend. We went off site for dinner at Cooper's Hawk and it was amazing. The tennis camp was a lot of fun and also played pickleball. The pool area was just updated as well. They did plant all new vegetation but the 2 week cold spell killed everything unfortunately and must be redone. They are going to open the spa in March 2026 and there is a sports bar that is going to open. This was a great resort.. Had a blast.

Reviewed on Feb 16, 2026

Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Port Tampa City
Price was ￥488,184, price is now ￥410,875 per person
￥410,875
per person
Apr 23 - Apr 28
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Tampa (TPA)
9/10 Wonderful! (166 reviews)
Shower curtain in dire need of being washed or replaced. It was pink at the bottom showing it hasn't been washed for quite a while. Nasty! Parking is horrific!!!! It is virtually impossible to find a place to park.

Reviewed on Feb 19, 2026

Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was ￥424,091, price is now ￥368,464 per person
￥368,464
per person
Apr 23 - Apr 28
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Tampa (TPA)
7.6/10 Good! (4 reviews)
Soho Serenity by Brightwild Pool Hot Tub

Soho Serenity by Brightwild Pool Hot Tub

2 out of 5
Hyde Park
Price was ￥576,512, price is now ￥513,290 per person
￥513,290
per person
Apr 25 - Apr 28
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Tampa (TPA)
8/10 Very Good! (1 review)
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was ￥393,326, price is now ￥350,282 per person
￥350,282
per person
Apr 23 - Apr 28
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Tampa (TPA)
9.4/10 Exceptional! (1,000 reviews)
Very Clean, Amenities, Staff was Nice and Friendly. Will stay here again

Reviewed on Feb 26, 2026

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.

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Find the Best Anna Maria Island Vacation Packages

Things to do near Anna Maria Island

Shopping

Discover the West Coast Surf Shop, just 966m from Anna Maria Island, perfect for beach gear and souvenirs. For a vibrant shopping atmosphere, visit Bridge Street, 4.8km away, featuring diverse shops and eateries. For a larger selection, Ellenton Premium Outlets, 14.8km away, offers great deals on various brands.

Recreation

Experience rejuvenation at Aluna Wellness Center & Spa, where you can indulge in soothing treatments and unwind in a serene atmosphere. For culture and entertainment, catch a show at Island Players, showcasing captivating performances just two miles away from the island.

Adventure

Experience thrilling water sports at AMI Paddleboard Adventures, located 966m from Anna Maria Island, where you can paddle through serene waters. For underwater excitement, explore Blue Water Explorers, 4.8km away, offering captivating diving experiences. Families can enjoy the fun at Astro Skate and Fun Center, situated 16.1km away.

Nightlife

For vibrant nightlife on Anna Maria Island, visit Pine Avenue for cozy bars and live music. The Beach House offers beachfront dining and entertainment, while The Sandbar features sunset views and beach parties. Enjoy a relaxed atmosphere with friendly locals and a laid-back vibe perfect for evening fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Anna Maria Island

Anna Maria Island, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can explore pristine beaches, engaging history museums, and charming marinas. The island offers a blend of cultural experiences and outdoor fun, making it perfect for travelers of all types. Don't miss the opportunity to discover the best spots on Anna Maria Island, including the renowned Anna Maria Beach for a memorable vacation experience.

  • IMG Academy: Located 12.9km from Anna Maria Island, IMG Academy is a renowned sports training facility. It offers a unique experience for sports enthusiasts, featuring elite coaching and state-of-the-art facilities across various sports, including tennis, soccer, and golf. Visitors can attend events and explore the vibrant campus atmosphere.
  • Anna Maria Beach: Just 4.8km away, Anna Maria Beach boasts stunning white sand and crystal-clear waters. This picturesque beach offers a relaxed vibe, perfect for sunbathing, swimming, and beachcombing. Enjoy breathtaking sunsets while soaking in the serene surroundings.
  • Sunshine Skyway Bridge: Situated 14.5km from Anna Maria Island, this iconic bridge offers stunning views of the bay and cityscape. The modern architectural marvel is a must-see, providing a scenic drive and photo opportunities that capture the essence of Florida's coastal beauty.

Best time to go to Anna Maria Island

The best time to visit Anna Maria Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Anna Maria Island falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Anna Maria Island falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
February64.8°F (18.2°C)No RainMostly SunnyAverageSlightly High
March67.8°F (19.9°C)No RainMostly SunnyModerately HighSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyModerately HighAverage
July83.1°F (28.4°C)Light RainMostly SunnyModerately HighAverage
August83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Anna Maria Island

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna Maria Island.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Anna Maria Island.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Anna Maria Island Hotel Deals

Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
9.4/10 Exceptional! (848 reviews)
Spotless room. Well stocked with necessities. Newly renovated.

Reviewed on Feb 23, 2026

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Tortuga Inn Beach Resort
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
9.2/10 Wonderful! (368 reviews)
Great location to restaurants, shops and the beach! Pool was a great plus and the rooms were very clean! Overall great stay and definitely would return!

Reviewed on Feb 20, 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! (82 reviews)
Very clean, great location

Reviewed on Feb 19, 2026

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Seabreeze at Anna Maria Island Inn
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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

￥15,323
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Robinson Preserve Mangrove Tour

Robinson Preserve Mangrove Tour

￥8,513
per adult
Robinson Preserve Mangrove Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

￥8,513
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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.

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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.