Anna Maria Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Anna Maria Holiday

Anna Maria Beach Holiday

The smell of fresh sea air and beautiful coastal views are just the start of things you can look forward to on your Anna Maria holiday. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria holiday deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometres from the centre of town and a must-do while here. Alternatively, pick a package that puts you close to Bay Boulevard Beach, another stunning coastline. Either way, you'll be left with extra money in your budget to have fun with.

Our pick of the best Anna Maria Hotel Deals

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA  Huge Pool, 2 Kayaks/Bikes

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Anna Maria FL
9.8/10 Exceptional! (129 reviews)
House was a perfect fit for my family on this vacation! Lots of amenities and a great outdoor space!

Reviewed on 12 Jan 2026

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
Love Shack on the Water Most desirable location on AMI

Love Shack on the Water Most desirable location on AMI

Anna Maria FL
9.8/10 Exceptional! (45 reviews)
We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay.

Reviewed on 9 Feb 2026

Love Shack on the Water Most desirable location on AMI
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Anna Maria FL
9.8/10 Exceptional! (176 reviews)
This was our second time staying at the Ballyhoo. It's the perfect place for a get away. Clean comfortable space. The host Ed is easy to reach and responded to any questions very quickly.Would definitely stay here again when we come back to AMI

Reviewed on 27 Oct 2025

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
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.

What to do in Anna Maria

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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.