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

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 FL
10/10 Exceptional! (199 reviews)
"The way the property is presented on-line you believe is a shared unit and it includes access to the pool and wash and dyer. You do not have access to the pool. It also miss leads you about parking and does not tell you that you must walk down a narrow path, that your suitcase will not easily fit ..."

Reviewed on 22 June 2026

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Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

Anna Maria FL
The price is NZ$1,703 per night from 13 July to 14 July
NZ$1,703
13 July - 14 July
includes taxes & fees
9.6/10 Exceptional! (203 reviews)
"Great location walking distance to AMI pier. Excellent restaurants and ice cream shop also within walking distance. Home was clean and excellent for large families. Generous on site parking.Private beach right behind the house. Host was very friendly and helpful."

Reviewed on 22 June 2026

JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria FL
The price is NZ$1,162 per night from 3 Aug to 4 Aug
NZ$1,162
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (62 reviews)
"Excellent location to Bean Beach and the Pine St shopping. Although across from a nice, busy restaurant, very quiet! Nice to see both the bay and the gulf."

Reviewed on 25 Apr 2026

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
See all 1,000 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.

Stay near popular Anna Maria attractions

A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)
Nothing says holiday like spending a lazy day at Bean Point Beach, a popular beach in Anna Maria. Take in the museums and sunsets in the area.
See properties

What to do in Anna Maria

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

NZ$192
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Anna Maria Island Dolphin Sightseeing Adventure

Anna Maria Island Dolphin Sightseeing Adventure

NZ$97
per adult
96% of travellers recommend
Anna Maria Island Dolphin Sightseeing Adventure
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

NZ$93
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
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.

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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.