Name: Haley's at The Anna Maria Island Inn
Price range: $164 total
Rating: 8.4

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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.

Mar Bay Motel &Suites

$492

per person

Feb 4 - Feb 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Excellent customer service

Reviewed on Dec 14, 2025

Saddlebrook Resort

Wesley Chapel South

$600

per person

Mar 12 - Mar 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

Delray House With Hot tub & Game Room

Palm River-Clair Mel

Save 100% on your flight

$602

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sarasota (SRQ)

2/10 (2 reviews)

Kompose Boutique Hotel

$537

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (4,624 reviews)

It would have been nice to know before hand that there would be an $200 hold on the room fee

Reviewed on Dec 22, 2025

Family Home Tampa

Forest Hills

Save 100% on your flight

$629

per person

Feb 23 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sarasota (SRQ)

7.6/10 Good! (4 reviews)

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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

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.

Discover the most popular places to visit in Anna Maria Island

Coquina Beach

4.5/5(368 reviews)

Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.

Cortez Beach

Why not spend a carefree afternoon at Cortez Beach during your travels in Bradenton Beach? Stroll along the seaside or experience the area's entertainment venues.

West Coast Surf Shop

You can do some window-shopping at West Coast Surf Shop during your visit to Holmes Beach. Wander the beautiful beaches or discover the area's beautiful sunsets.

What to do in Anna Maria Island

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99

per adult

Robinson Preserve Mangrove Tour

$55

per adult

St. Pete Dolphin Watching and Shelling Adventure

$43

per adult

100% of travellers recommend

See all activities in Anna Maria Island

Anna Maria Island Hotel Deals

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

$167 nightly

$189 total

Dec 24 - Dec 25

Total with taxes and fees

9.2/10 Wonderful! (332 reviews)

Spotless and tidy

Reviewed on Dec 15, 2025

Seaside at Anna Maria Island Inn

2200 Gulf Dr N Bradenton Beach FL

Fully refundableReserve now, pay when you stay

$548 nightly

$620 total

Jan 22 - Jan 23, 2026

Total with taxes and 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 Dec 4, 2025

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

$145 nightly

$164 total

Dec 23 - Dec 24

Total with taxes and 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 Dec 15, 2025

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.