Anna Maria Holidays

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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

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach

Anna Maria FL
9/10 Wonderful! (65 reviews)
Great location, walkable to most everything. Unit was good, but some of the furnishings could use an update. The bar stools were too rickety to sit on, and the mattress and pillows are due for replacement. Also, we could hear our upstairs neighbors loud and clear when the upstairs unit was occupied. ...

Reviewed on 10 Nov 2025

Updated bayside condo with heated pool - across the street from the beach
Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

Anna Maria FL
I cannot say enough good things about our stay. Cara was the most fantastic host. We traveled with kids, and she had a pack n play and a high chair we were able to borrow which made traveling that much easier. The house is absolutely beautiful and well appointed. It was a quick walk to the beach ...

Reviewed on 3 Dec 2025

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation
Bayfront Home with Amazing Water Views! Private pool! – Breakaway

Bayfront Home with Amazing Water Views! Private pool! – Breakaway

Anna Maria FL
9.2/10 Wonderful! (43 reviews)
We have stayed at this same property several times in the past ten years. Our entire family loves it! The sunrise and bay views with water access steps from the house (great for kayaking and paddle boarding), the pool and then gulf waves and sunset just a few minutes away. We like the slower pace ...

Reviewed on 25 Oct 2025

Bayfront Home with Amazing Water Views! Private pool! – Breakaway
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.