Anna Maria Island Vacation Packages
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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.
Top Anna Maria Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Price was CA $1,062, price is now CA $643 per person
CA $643
per person
Nov 14 - Nov 20
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (59 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.
Reviewed on May 12, 2025
Clearwater Suites
Price was CA $1,579, price is now CA $952 per person
CA $952
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
8.8/10 Excellent! (12 reviews)
The property is spacious, beds are comfortable, staff are friendly. Located just a block away from the beach. Guest service desk provided a welcome snack basket. The one downside is that the bathroom could be cleaned better. Overall it’s a great place to stay in.
Reviewed on Aug. 16, 2025
Ocean Club Treasure Island Hotel
Price was CA $1,171, price is now CA $713 per person
CA $713
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (598 reviews)
Love this place! Rooms are excellent. Please note the lobby is a tiny check in area but the rooms are amazing.
Reviewed on Aug. 20, 2025
The Avalon Club
Price was CA $2,340, price is now CA $1,426 per person
CA $1,426
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
it was great! we loved the whole stay - the only thing that kinda was a downfall was that the view we had - had a telephone pole with wires right in the way of the view - so in the future - i would be sure to ask for one that didn’t have that.
Reviewed on Aug. 19, 2025
Anna Maria Island Hotel Deals
Anna Maria Beach Resort
6306 Gulf Dr, Holmes Beach, FL
The price is CA $486 per night from Aug 27 to Aug 28
CA $486
CA $615 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (241 reviews)
"Fantastic property right on Anna Maria Beach. Rooms are beautifully appointed, tasteful luxe interiors and every amenity imagineable. If we had known how good this property is when we were planning our trip to Florida we would have booked a longer stay here. Highly recommended."
Reviewed on Aug. 19, 2025
Bali Hai Beachfront Resort and Spa
6900 Gulf Dr, Holmes Beach, FL
The price is CA $417 per night from Sep 22 to Sep 23
CA $417
CA $528 total
Sep 22 - Sep 23
includes taxes & fees
8.4/10 Very Good! (590 reviews)
sc
"Very nice hotel right on the beach with a lovely pool and close to many restaurants. Just an FYI the photos on Hotels.com show the rooms with balconies but only a few do have that amenity and it is at a higher cost per night. If that is important contact the hotel prior to booking to confirm the ..."
Reviewed on Aug. 18, 2025
Pelican Post at Anna Maria Island Inn
202 1st St N, Bradenton Beach, FL
The price is CA $250 per night from Aug 25 to Aug 26
CA $250
CA $316 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (294 reviews)
"We loved this location! It was a quiet, well kept resort. Rooms are a nice size and very comfortable. It is walking distance to the beach, multiple restaurants. A shopping strip and so many attractions. I would highly recommend this place to anyone looking for an enjoyable place to stay on the ..."
Reviewed on Aug. 21, 2025
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.
Discover the most popular places to visit in Anna Maria Island
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.
Bean Point Beach
If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.
Historic Bridge Street Pier
Explore the waterfront in Bradenton Beach with a trip to Historic Bridge Street Pier. Wander the beautiful beaches or discover the area's beautiful sunsets.
What to do in Anna Maria Island
Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour
CA $83
per adult
90% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
CA $76
per adult
100% of travellers recommend
Exclusive Kayak Expedition: Exploring the Mangroves to Shell Key
CA $62
per adult
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.