Name: Haley's at The Anna Maria Island Inn
Price range: $167 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.

Family Home Tampa

Forest Hills

$580

per person

Feb 23 - Feb 28

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

7.6/10 Good! (4 reviews)

Saddlebrook Resort

Wesley Chapel South

$582

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

Save 100% on your flight

$671

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Sarasota (SRQ)

2/10 (4 reviews)

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

Save 100% on your flight

$1,373

per person

Mar 3 - Mar 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.6/10 Exceptional! (294 reviews)

Great spacious room with updated amenities as well as a great white beach and amazing staff!

Reviewed on Dec 7, 2025

Legacy Hotel at IMG Academy

Save 100% on your flight

$921

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9/10 Wonderful! (913 reviews)

HVAC was very loud. I was surprised with a resort fee. This was not disclosed on Expedia Not fair I deserve a refund of $56

Reviewed on Nov 20, 2025

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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

$192 nightly

$217 total

Dec 15 - Dec 16

Total with taxes and fees

9.2/10 Wonderful! (328 reviews)

Clean, cozy and close to beach and shops!

Reviewed on Dec 7, 2025

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

$148 nightly

$167 total

Dec 18 - Dec 19

Total with taxes and fees

8.4/10 Very Good! (399 reviews)

Beautiful location. Walking distance to beach.

Reviewed on Dec 7, 2025

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

$239 nightly

$270 total

Dec 14 - Dec 15

Total with taxes and fees

8.4/10 Very Good! (641 reviews)

There are some rooms that do not have beach view nor do they have a balcony or outside sitting. The first floor facing the beach was not in operation, it was under construction. The staff was friendly. The TV in the room was very nice and it had all the streaming apps.

Reviewed on Dec 7, 2025

See all 3,713 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.