Anna Maria Trips (flight + hotel)

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Anna Maria Beach Vacation

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 vacation. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria vacation deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometers from the center 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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is P5,261 per night from Sep 10 to Sep 11
P5,261
P5,918 total
Sep 10 - Sep 11
includes taxes & fees
8.4/10 Very Good! (6,556 reviews)
"Very friendly staff."

Reviewed on Aug 13, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue, Miami Beach, FL
Fully refundableReserve now, pay when you stay
8/10 Very Good! (6,763 reviews)
"Dining option is very bad"

Reviewed on Aug 12, 2025

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Fontainebleau Miami Beach
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is P4,630 per night from Aug 25 to Aug 26
P4,630
P5,209 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (4,776 reviews)
"Price was very reasonable"

Reviewed on Aug 11, 2025

Rosen Inn at Pointe Orlando
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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 vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.

Bean Point Beach

What to do in Anna Maria

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

P3,490
per adult
90% of travellers recommend
Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

P4,362
per adult
88% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

P3,199
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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation 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 neighborhoods like Ilexhurst and Sunny Shores during your Anna Maria vacation. 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 vacation 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 vacation.
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 vacation package well in advance.
Is it cheaper to book an Anna Maria vacation as a package?
Expedia vacation 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 vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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, favorite 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 accommodations, 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 accommodations: Once you've nailed down your trip dates and duration, lock in the right Anna Maria vacation package for you.

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