Anna Maria Holidays

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Anna Maria Beach Holiday

Listen to the soothing sound of waves lapping at the shore and stroll by the shimmering waters during your Anna Maria holiday. If you're craving some time out, a trip to Anna Maria is just what the doctor ordered. We have plenty of Anna Maria holiday deals to select from. Snap one up near Bay Boulevard Beach, just 0.64 kilometres from the city centre, and live out your holiday fantasies without blowing your budget.

Things You Should Know About Anna Maria

  • If your idea of the perfect holiday is ocean breezes and sparking water views, check out our Anna Maria beach hotels. You'll forget the headaches of daily life at these perfectly located retreats.
  • Whatever your budget or style, you'll find the perfect place to stay for your holiday in Anna Maria. Why not check out some private holiday homes, like Cherryfish and Mintfish? They're popular with travellers of all types.
  • Anna Maria has a population of about 1,650 people. Why not head out and introduce yourself to one or two of them? It's a great way to pick up a little local knowledge! Also look up our Anna Maria things to do page.
  • After you've made some great savings by booking an Anna Maria holiday package, you can indulge in some unforgettable travel experiences. Island Players, Bayfront Park and Anna Maria Island Museum and Historical Park are a few attractions that should be on your itinerary.

Top hotels in Anna Maria

The Wee Cottage | House in Anna Maria
The Wee Cottage | House in Anna Maria
Anna Maria
7.8/10 Good! (8 reviews)
A great escape
"Found a little piece of paradise"

Reviewed on 6 Jun 2024

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The Wee Cottage | House in Anna Maria
Adorable Beach cottage just steps Bean Point beach!
Adorable Beach cottage just steps Bean Point beach!
Anna Maria
9.6/10 Exceptional! (46 reviews)
Beach Living
"Enjoyed our stay very much, Cannot wait to go back!!"

Reviewed on 29 Jun 2024

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Adorable Beach cottage just steps Bean Point beach!
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Anna Maria
9.4/10 Exceptional! (9 reviews)
Great location
"House is just as pictured, beautiful and great location. Pool is small but perfect size for a few people to cool off in. Walking distance from the bay side and rod and reel pier. Highly recommend staying here!"

Reviewed on 30 Jun 2024

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Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
See all 902 properties in Anna Maria
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.

Frequently asked questions

How much does an Anna Maria holiday package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a holiday to Anna Maria costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Anna Maria?
January, September and October are great times to search for cheap Anna Maria holiday packages. Choosing to travel in less busy periods means you’ll typically find reduced prices on hotels and flights.
How many days is enough for Anna Maria?
With about 5 days, you’ll have enough time to visit popular neighbourhoods like Ilexhurst and Sunny Shores during your Anna Maria holiday. Be sure to also add Island Players and Bayfront Park to your must-see list. In the mood for more adventures? Consider venturing outside of Anna Maria on tours and day trips.
Is it worth booking a holiday package to Anna Maria?
Anna Maria has all the ingredients you need for a fantastic trip — nature, bars and pubs and coastal beaches are just the start. Whether you want to check out attractions such as Bean Point Beach and Palmetto Avenue Beach, or take the path less traveled, you’ll find plenty to see and do on your Anna Maria holiday.
How to find the best Anna Maria package deals?
Use Expedia’s handy filters to help you find some tempting Anna Maria package deals. When you begin your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or search for Anna Maria package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to lock in your holiday package well in advance.
Is it cheaper to book an Anna Maria holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You’ll generally land a better deal than booking each component separately. And you’ll still have the flexibility to create a tailored Anna Maria holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Anna Maria?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Anna Maria getaway.
How to plan a trip to Anna Maria?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Anna Maria.
  2. Plan your budget wisely: As well as the price of your accommodation, you’ll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Anna Maria.
  3. Decide how long to go away for: Now that you know more about Anna Maria, you can work out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: Once you’ve nailed down your trip dates and duration, lock in the right Anna Maria holiday package for you.

Popular places to visit

Bean Point Beach

If a restful holiday is part of your travel plans, Bean Point Beach might be the perfect place to visit during your trip to Anna Maria. Take in the museums and sunsets in the area.

Bean Point Beach

What to do in Anna Maria

Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

€82
per adult
100% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

€67
per adult
88% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
Anna Maria Island and Bradenton Beach: Parasailing Tour

Cortez: Anna Maria Island & Bradenton Beach Parasailing Tour

€88
per adult
Cortez: Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Anna Maria
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.