Anna Maria Island Vacations from $464

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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

Saddlebrook Resort

Wesley Chapel South
Save 100% on your flight
$464
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8/10 Very Good! (143 reviews)
Very nice and quiet, staff were helpful, will come back

Reviewed on Aug 8, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$821
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,128 reviews)
In room laundry huge and ideal for families at the beach!! Entire condo spacious and clean and modern with everything a family needs. Beautiful gulf beach view. Toys available for pool and beach for kids. Can't believe how much we got for our money compared to other places!

Reviewed on Aug 9, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$1,428
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (563 reviews)
Good for kids , need some updates on the railing.

Reviewed on Aug 9, 2026

CW Hotel

CW Hotel

Save 100% on your flight
$907
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (48 reviews)
Super clean, staff was very friendly.

Reviewed on Aug 9, 2026

Captiva Beach Resort

Captiva Beach Resort

South Village
Save 100% on your flight
$1,085
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,294 reviews)
The room was more like a small apartment! Plenty of space for our family of 5. The staff was friendly. Very clean facility. Convenient location. We will definitely stay here again.

Reviewed on Jul 30, 2026

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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
An aerial view of a beach with numerous umbrellas and people, a clear blue ocean, and a cityscape in the background.

Ilexhurst

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

A wooden pier extending into a body of water with a clear blue sky above.

Bridge Street

1 out of top 10 points of interest in this area

While visiting Bridge Street, you might make a stop by sights like Bradenton Beach and Bridge Street.

A beach with sand dunes and tall grasses at sunset.

Key Royale

While Key Royale might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bradenton Beach and Holmes Beach Beaches.

Stay near popular Anna Maria Island attractions

A coastal beach with clear turquoise waters, a sandy shore, and a line of trees along the beachfront.

Coquina Beach

9.4/10 (818 reviews)
Coquina Beach dazzles with pristine white sands and turquoise waters on Anna Maria Island's southern tip. Enjoy swimming and dolphin-watching under the shade of Australian pine trees.
See properties
A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)
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.
See properties
A sandy beach with people sunbathing and swimming, a clear blue sky, and buildings in the background.

Cortez Beach

9.6/10 (307 reviews)
Cortez Beach enchants with its pristine white sands and turquoise Gulf waters on Anna Maria Island. Enjoy uninterrupted sunsets and natural shoreline far from commercial developments.
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A waterfront scene with a clock tower, palm trees, and a pier extending into the water.

Historic Bridge Street Pier

9.6/10 (356 reviews)
This historic pier, once the gateway to Anna Maria Island, is now a vibrant community hub. Stroll the waterfront, fish from the deck, or savor fresh seafood while enjoying panoramic bay views.
See properties

Holmes Beach Beaches

10.0/10 (1 review)
Why not spend a lazy afternoon at Holmes Beach Beaches during your trip to Holmes Beach? While you're in the area, stroll along the beautiful beaches.
See properties

What to do in Anna Maria Island

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$109
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

$55
per adult
Manatee Discovery Anna Maria Island
See all activities in Anna Maria Island

Anna Maria Island Hotel Deals

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
$218 nightly
$246 total
Sep 2 - Sep 3
Total with taxes and fees
Tropic Isle at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL
$161 nightly
$182 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (443 reviews)
"Super convenient location and clean room! We loved staying here for the easy access to the beach and bridge street."

Reviewed on Aug 8, 2026

Pelican Post at Anna Maria Island Inn
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
$144 nightly
$163 total
Sep 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (180 reviews)
"The location was great, with easy access to the beach and the added convenience of chairs and umbrellas already set up. However, I do think the cleanliness of the room was subpar. The floors were never cleaned during our stay, which left the room feeling sandy despite our efforts to avoid tracking ..."

Reviewed on Aug 8, 2026

The Retreat at Anna Maria Island Inn
See all 3,775 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.

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.