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
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
Rp3.167.047
Rp3.563.016 total
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (4,434 reviews)
"Booked this last minute after weather canceled my flight. I booked a balcony room mistakenly thinking i would have an indoor view of the airport but it was outdoor unfortunately. Very nice hotel. Room and hallways were clean and didn't smell. Only warning is the elevator is very busy in the morning ..."
Reviewed on 31 Aug 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
Rp2.179.778
Rp2.452.251 total
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (6,621 reviews)
"It was great! We had a great time!"
Reviewed on 31 Aug 2026
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
Rp3.713.884
Rp5.423.858 total
14 Sept - 15 Sept
includes taxes & fees
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.
Stay near popular Anna Maria attractions
Bean Point Beach
10.0/10 (1 review)
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.
Anna Maria Island Museum and Historical Park
9.6/10 (10 reviews)
You can spend time studying the exhibits at Anna Maria Island Museum and Historical Park during your trip to Anna Maria. Wander the beautiful beaches and seaside in the area.
Photo by Kirsten
Palmetto Avenue Beach
10.0/10 (2 reviews)
Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.
Anna Maria City Pier
9.6/10 (35 reviews)
After visiting Anna Maria City Pier, make a plan to see the other sights and activities in Anna Maria. Wander the beaches or discover the area's sunrises.
Island Players
9.8/10 (8 reviews)
You can make plans for a show at Island Players during your stay in Anna Maria. Stroll along the area's seaside or simply savour its top-notch restaurants.
Bayfront Park
9.2/10 (22 reviews)
After visiting Bayfront Park, make a plan to see the other sights and activities in Anna Maria. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
What to do in Anna Maria
Anna Maria Island & Bradenton Beach Parasailing Tour
Rp1.946.849
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Rp982.355
per adult
100% of travellers recommend
Small Group Kayak Tour of the Shell Key Preserve
Rp1.321.714
per adult
100% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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.
