Name: Haley's at The Anna Maria Island Inn
Price range: $267 total
Rating: 8.4

Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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.

Delray House With Hot tub & Game Room

Palm River-Clair Mel

Save 100% on your flight

$545

per person

Feb 21 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

2/10 (2 reviews)

Saddlebrook Resort

Wesley Chapel South

$588

per person

Mar 11 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

Family Home Tampa

Forest Hills

Save 100% on your flight

$689

per person

Mar 16 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

7.6/10 Good! (4 reviews)

Mar Bay Motel &Suites

Save 100% on your flight

$558

per person

Mar 11 - Mar 18

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

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,734

per person

Mar 7 - Mar 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (712 reviews)

Yet another wonderful stay with spotless rooms, fantastic views, and a great staff!

Reviewed on Dec 30, 2025

Don't see what you're looking for?

See all available trips from Columbus to Anna Maria Island

View all trips

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

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

$186 nightly

$211 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

9.2/10 Wonderful! (334 reviews)

The room was pretty small for three. Bathroom too small. Shower was great. I was expecting a kitchen with sink and microwave. It was too small. Maybe regular coffee pot instead of espresso machine. Pool nice. The hot tub jets were intermittent. I believe when I looked the room was different than ...

Reviewed on Dec 24, 2025

Seaside at Anna Maria Island Inn

2200 Gulf Dr N Bradenton Beach FL

Fully refundableReserve now, pay when you stay

$539 nightly

$609 total

Jan 27 - Jan 28, 2026

Total with taxes and fees

9.4/10 Exceptional! (55 reviews)

The room was clean. Staff was very friendly. This was a very beautiful place to stay, and if I ever come back, I will absolutely be staying at the same location.

Reviewed on Dec 27, 2025

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

$237 nightly

$267 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

8.4/10 Very Good! (405 reviews)

Yes the air co ditioing was fine.

Reviewed on Dec 26, 2025

See all 3,727 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.