Name: Seaside at Anna Maria Island Inn
Price range: $635 total
Rating: 9.6

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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

Wesley Chapel South

Save 100% on your flight

$466

per person

Feb 23 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

Family Home Tampa

Forest Hills

$580

per person

Feb 23 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

7.6/10 Good! (4 reviews)

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

$1,305

per person

Mar 3 - Mar 7

found 1 day ago

Roundtrip non-stop 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

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$708

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,001 reviews)

AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.

Reviewed on Nov 21, 2025

Plaza Beach Hotel Beachfront Resort

Save 100% on your flight

$1,380

per person

Mar 8 - Mar 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,000 reviews)

This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 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

$209 nightly

$236 total

Dec 17 - Dec 18

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

Seaside at Anna Maria Island Inn

2200 Gulf Dr N Bradenton Beach FL

Fully refundableReserve now, pay when you stay

$562 nightly

$635 total

Dec 23 - Dec 24

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

See all 3,722 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.