Anna Maria Island Vacations from $441

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Your Anna Maria Island Vacation

Secure a vacation package to Anna Maria Island and enjoy travel on your own terms. You'll be charmed by its watersports, coastal beaches and fishing. Get your trip to Anna Maria Island off to a flying start by exploring its best cities. Bradenton Beach is one you cannot miss. Whether you're planning to travel for a few days or a few weeks, Expedia are here to help you organize your next dream Anna Maria Island vacation.

The Latest Anna Maria Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
Kompose Boutique Hotel
Lemon Bay Motel
Legacy Hotel at IMG Academy
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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

Discover the most popular places to visit in Anna Maria Island

What to do in Anna Maria Island

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
$263 nightly
The price is $297 total per night from Feb 2 to Feb 3
$297 total
Feb 2 - Feb 3
Total with taxes and fees
9/10 Wonderful! (352 reviews)
Parking was extremely easy with our own spot, pool was clean, nice pool area. Staff was nice when checking in. Our place was nice, large and exactly what I expected from photos on website. We could walk anywhere we needed to go.

Reviewed on Jan 21, 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! (834 reviews)
Everything was perfect!

Reviewed on Jan 9, 2026

Tortuga Inn Beach Resort
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
$263 nightly
The price is $297 total per night from Feb 2 to Feb 3
$297 total
Feb 2 - Feb 3
Total with taxes and fees
8.4/10 Very Good! (421 reviews)
Great location, super friendly staff, and were more than happy to put a bottle of champagne in our room before arrival!

Reviewed on Jan 25, 2026

Haley's at The Anna Maria Island Inn
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.

Find the Best Anna Maria Island Vacation Packages

Things to do near Anna Maria Island

Anna Maria Island is perfect for beach and outdoor family vacations, offering a variety of activities. Enjoy stunning beach vacations, take a day trip to explore the area, play tennis at local courts, or visit nearby theme parks. For a unique experience, don't miss the hour-long dolphin cruise to see these playful creatures up close. With options for relaxation and recreation, Anna Maria Island is an ideal getaway for everyone.

Shopping

Visit West Coast Surf Shop, just 0.6 miles from Anna Maria Island, for surf gear and beachwear. Explore Bridge Street, 3 miles away, for a charming shopping area with a mix of local businesses. For a larger selection, check out Ellenton Premium Outlets, 13 miles from the island.

Recreation

At Aluna Wellness Center & Spa, indulge in rejuvenating treatments that promote relaxation and well-being, just 2 miles from the island. For family fun, visit Fish Hole Adventure Golf, a lively mini-golf venue offering sports and adventure vibes, located 3 miles away.

Adventure

Experience the thrill of paddleboarding with AMI Paddleboard Adventures, located 0.6 miles from Anna Maria Island. Dive into underwater exploration with Blue Water Explorers, situated 3 miles away. For family fun, visit the Astro Skate and Fun Center, found 10 miles from the island.

Nightlife

Experience the laid-back nightlife of Anna Maria Island with a visit to The Sandbar, where you can enjoy beachfront dining and live music. For a more casual vibe, check out the Island Pub for great drinks and friendly locals, perfect for unwinding after a day in the sun.

*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 is a perfect destination for beach and outdoor family vacations, offering attractions like pristine beaches, historical museums, and cultural experiences. Visitors can enjoy the beautiful Anna Maria Beach and explore local points of interest that highlight the island's charm. Whether you're seeking relaxation or adventure, Anna Maria Island provides a delightful mix of activities for every traveler looking for the best beach getaway.

  • Anna Maria Beach: Experience the quintessential beach vibes at Anna Maria Beach, located a short 3 miles from Anna Maria Island. With its soft white sands and gentle waves, it's perfect for sunbathing, swimming, and enjoying picturesque sunsets.
  • Bean Point Beach: Just 3 miles from Anna Maria Island, Bean Point Beach offers stunning scenery and a tranquil atmosphere. This cape is ideal for beachcombing, picnicking, and taking in breathtaking views of the Gulf of Mexico.
  • IMG Academy: Situated 8 miles from Anna Maria Island, IMG Academy is a premier sports training facility. While it's more focused on sports education, visitors can appreciate the impressive campus and various athletic events held throughout the year.

Best time to go to Anna Maria Island

The best time to visit Anna Maria Island is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Anna Maria Island during the low season (September to November) for more affordable options.
  • 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 Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)

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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.