Name: Pelican Post at Anna Maria Island Inn
Price range: $252 total

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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.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$372

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,006 reviews)

Location and staff were excellent. Will definitely stay here again.

Reviewed on Aug 30, 2025

Clearwater Suites

Save 100% on your flight

$539

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (19 reviews)

Super convenient, clean, and right across the street from the beach. Staff was very friendly

Reviewed on Aug 25, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

Save 100% on your flight

$728

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.8/10 Exceptional! (284 reviews)

Beautiful apartment! Great city view on the balcony. Pool area was lovely.

Reviewed on Aug 27, 2025

Wyndham Grand Clearwater Beach

Save 100% on your flight

$1,171

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (2,592 reviews)

Everything was great.

Reviewed on Aug 29, 2025

Ocean Club Treasure Island Hotel

Save 100% on your flight

$484

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (609 reviews)

looked brand new, absolutely beautiful inside As soon as you open the door, you can see down the hallway of a view of the Gulf. You are truly renting a 2bedroom, 2bath condo with a full kitchen and full size washer and dryer...everything you would need!

Reviewed on Aug 29, 2025

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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

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55

per adult

100% of travellers recommend

Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

$65

per adult

90% of travellers recommend

2-Hour Sunset Cruise Tour in St. Petersburg

$67

per adult

See all activities in Anna Maria Island

Anna Maria Island Hotel Deals

Anna Maria Beach Resort

6306 Gulf Dr, Holmes Beach, FL

$350 nightly

$395 total

Sep 2 - Sep 3

Total with taxes and fees

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr, Holmes Beach, FL

$285 nightly

$322 total

Sep 2 - Sep 3

Total with taxes and fees

8.4/10 Very Good! (593 reviews)

"The Staff are so friendly and helpful. Great location , and the parking and beach chairs and umbrellas are the plus . I’ll definitely come back ."

Reviewed on Aug 24, 2025

Pelican Post at Anna Maria Island Inn

202 1st St N, Bradenton Beach, FL

$223 nightly

$252 total

Sep 1 - Sep 2

Total with taxes and fees

See all 3,581 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.