Anna Maria Holidays

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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.

Top hotels in Anna Maria

Adorable Beach cottage just steps Bean Point beach!

Adorable Beach cottage just steps Bean Point beach!

Anna Maria
9.8/10 Exceptional! (54 reviews)
Island time
"House was very close to beach perfect walk. House was equipped with everything we need and very clean. The only thing is I have older kids age range 16-22. So when we got there they were disappointed in the twin beds when the picture showed bunk queens. So our youngest had to suffer whom is very ..."

Reviewed on 2 Jul 2025

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Adorable Beach cottage just steps Bean Point beach!
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria
10/10 Exceptional! (142 reviews)
Gorgeous area to visit
"The bungalow is cute and cozy and had everything we needed."

Reviewed on 26 Jul 2025

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Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Anna Maria
10/10 Exceptional! (82 reviews)
Amazing stay!
"Everything here was great from start to finish. Easy check-in and check-out and the owners were super flexible and accommodating! The house itself was very clean and tidy. Comfy beds, enough space for all of us and the pool was the best! Plus you’re right on Pine with all the shops and restaurants ..."

Reviewed on 5 Jul 2025

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🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
See all 919 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.

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

Robinson Preserve Mangrove Tour

Robinson Preserve Mangrove Tour

€47
per adult
Robinson Preserve Mangrove Tour
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

€65
per adult
88% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
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

€73
per adult
88% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
See all activities in Anna Maria

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.