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Jan 14 - Jan 17
Bradenton Beach
3 nights
9.6/10 - Exceptional (1,004 reviews)
"Excellent location!"
Reviewed November 13, 2026
Roundtrip • Toronto (YTO) - Tampa (TPA)
YTZ - TPA • 1 stop TPA - YYZ • Nonstop
CA $979
per traveller
found 1 day ago
Jan 14 - Jan 17
Holmes Beach
3 nights
9.4/10 - Exceptional (623 reviews)
"What a treat for us Minnesotans!!! Special place to stay. Clean, comfy, and cozy! We stayed in the Violet Cottage. Staff allowed us to hang for a bit on the beach (plus parking for our rental) after check-out. There is even a shower available for this exact purpose, which is extra handy and appreciated. Thank you! We hope to be back some day!"
Reviewed November 9, 2026
Roundtrip • Toronto (YTO) - Tampa (TPA)
YTZ - TPA • 1 stop TPA - YYZ • Nonstop
CA $1,180
per traveller
found 1 day ago
Jan 31 - Feb 6
Bradenton Beach
6 nights
9.4/10 - Exceptional (147 reviews)
"Everything was wonderful. We had a beautiful Ocean view room. We had 2 other couples stay too and we all loved the location. Excellent staff, beautiful rooms. We will stay here again in the future! We loved it here!"
Reviewed November 13, 2026
Roundtrip • Toronto (YYZ) - Tampa (TPA)
YYZ - TPA • Nonstop TPA - YYZ • Nonstop
CA $3,040
per traveller
found 2 hours ago
Dec 27 - Dec 31
Holmes Beach
4 nights
9.4/10 - Exceptional (437 reviews)
"NO ALTERNATIVAS PARA DESAYUNAR EN EL HOTEL"
Reviewed November 5, 2026
Roundtrip • Toronto (YTO) - Tampa (TPA)
YYZ - TPA • 1 stop TPA - YYZ • 1 stop
CA $3,067
per traveller
found 1 day ago
Jan 31 - Feb 6
Bradenton Beach
6 nights
8.6/10 - Excellent (252 reviews)
Roundtrip • Toronto (YYZ) - Tampa (TPA)
YYZ - TPA • Nonstop TPA - YYZ • Nonstop
CA $1,640
per traveller
found 2 hours ago
Rating: 10.0/10 (1 review)
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.
Rating: 9.4/10 (818 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.
Rating: 9.6/10 (307 reviews)
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.
Rating: 9.6/10 (356 reviews)
After visiting Historic Bridge Street Pier, make a plan to see the other sights and activities in Bradenton Beach. Wander the beautiful beaches or discover the area's beautiful sunsets.
Rating: 9.6/10 (72 reviews)
Why not spend a lazy afternoon at Anna Maria Beach during your trip to Anna Maria? Stroll along the beaches or discover the area's sunrises.
Rating: 10.0/10 (1 review)
Why not spend a lazy afternoon at Holmes Beach Beaches during your trip to Holmes Beach? While you're in the area, stroll along the beautiful beaches.
CA $78
per adult
0% of travellers recommend
CA $154
per adult
100% of travellers recommend
CA $92
per adult
0% of travellers recommend
See all activities 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.
See all properties in Anna Maria Island
When you travel to the beach in Anna Maria Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.
To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Anna Maria Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.
There are quite a few things you can do to get cheap beach vacations in Anna Maria Island. Prices range from CA $978, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.
Yes, and you'll find quite a few beach packages available in Anna Maria Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 20.
When you're travelling with the family to Anna Maria Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.
It's easy to find a beachfront vacation accommodation in Anna Maria Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.
Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Anna Maria Island as your destination and see what's available.
Yes, all you have to do to find all-inclusive beach vacations in Anna Maria Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.
Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Florida. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.
When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.