How much does an Anna Maria vacation package cost?

You'll find cheap prices from CA $968 on Expedia for your Anna Maria break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Anna Maria costs.

What are the cheapest months to go to Anna Maria?

If you're looking to snag a cheap Anna Maria vacation package, consider travelling in January, September and October. You'll usually find better rates on airfares and hotels during these quieter months — perfect for budget-conscious travellers.

How many days is enough for Anna Maria?

Anna Maria vacations can be as short or long as you like, but to really sink your teeth into this place, we reckon 5 days is a good ballpark. With this timeframe, you can visit major attractions like Bradenton Beach and Manatee Public Beach and seek out some underrated gems. Don't forget to explore neighbourhoods such as Ilexhurst and Sunny Shores either. If you're smart with your time, you can even schedule a day trip or two from Anna Maria too.

Is it worth booking a vacation package to Anna Maria?

Whether you want to explore key attractions such as Bean Point Beach and Palmetto Avenue Beach on your Anna Maria vacation, or coming for its excellent nature, bars and pubs and coastal beaches, there's something for everyone here. With so much to do, you'll soon learn why so many visitors think Anna Maria is a good vacation destination.

How to find the best Anna Maria package deals?

Use Expedia's handy filters to find some unbeatable Anna Maria package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Anna Maria package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

Is it cheaper to book an Anna Maria vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a customized Anna Maria vacation by choosing your favourite accommodation type, airline and car class.

When to book a vacation package to Anna Maria?

If you've got your Anna Maria travel dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for travelling on a whim.

How to plan a trip to Anna Maria?

Choose your dates: What you want to do in Anna Maria and your favourite season can help you decide when to travel. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Anna Maria. Decide how long to go away for: Now that you know more about Anna Maria, you can figure out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Anna Maria vacation package.

Anna Maria Vacation Packages | Browse Vacation Packages

Your Anna Maria Vacation

Say farewell to planning hassles and hello to a Anna Maria vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Village of the Arts, which is good for cafes, shopping and history. Anna Maria Beach, Cortez Beach and Bean Point Beach are just a few of the attractions worth checking out during your trip to Anna Maria. Don't put off visiting this destination any longer. The perfect Anna Maria vacation is just a few clicks away with Expedia.

Top Anna Maria Vacation Deals

Price found within the past 48 hours. Click for updated prices.

ChartHouse Clearwater Beach Marina Hotel

CA $968

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,206 reviews)

The front desk agent made our check in so easy. Hotel is very close to the beach and amenities were great. 10/10 can’t wait to be back!

Reviewed on Jul 7, 2026

CW Hotel

CA $1,333

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

No reviews

We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,727

per person

Aug 12 - Aug 19

found 21 hours ago

Roundtrip non-stop flight included

St. John's (YYT) to Tampa (TPA)

9.6/10 Exceptional! (1,057 reviews)

There was a problem with the toilet in the master bedroom running all night, both nights. They tried to fix it but was unsuccessful for both nights.

Reviewed on Jul 9, 2026

The Avalon Club

CA $1,244

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (564 reviews)

If you are thinking of booking the Avalon club it is definitely worth it I highly recommend

Reviewed on Jul 8, 2026

Cedar Cove Resort and Cottages

CA $1,471

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (543 reviews)

Easy check in and out and staff was awesome. Love this place

Reviewed on Jul 8, 2026

Things to do in and around Anna Maria

Anna Maria, Florida, is perfect for beach lovers and outdoor enthusiasts. Visitors can enjoy a range of activities, including access to beautiful beaches, exciting dolphin cruises, and golf vacations. The area also offers a resort atmosphere and recreational spaces, along with shopping at local centres. Whether you're planning a day trip or seeking a relaxing getaway, Anna Maria has something for everyone, making it an ideal destination for a memorable vacation.

Shopping

For a unique shopping experience in Anna Maria, visit the West Coast Surf Shop, only 4.8km away, for beach gear and surfwear. The Bridge Street shopping area, 8.0km away, offers family-friendly shops. If you're up for a drive, check out the Red Barn Flea Market Plaza, located 17.7km away.

Recreation

At the Aluna Wellness Center & Spa, indulge in rejuvenating treatments that promote relaxation and well-being, just 6.4km from Anna Maria. Enjoy a cultural night at the Island Players theatre, offering entertainment for the whole family, while the IMG Bollettieri Tennis Academy provides an active retreat for sports enthusiasts, located 16.1km away.

Adventure

Experience thrilling paddleboarding at AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy the beautiful waters. Explore the underwater wonders with Blue Water Explorers, 8.0km away, or race at Andersen Race Park, a karting venue 14.8km from Anna Maria for an adrenaline rush.

Nightlife

Experience Anna Maria's vibrant nightlife at local favourites like The Waterfront Restaurant for live music and cocktails, or head to the Anna Maria Island Beach Cafe for a laid-back atmosphere. Enjoy a beachfront sunset while sipping drinks, and explore charming bars for a true island vibe.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Anna Maria

Anna Maria, Florida, is perfect for a beach and outdoor getaway, offering stunning scenery and cultural experiences. Popular attractions include the beautiful Anna Maria Beach and local history museums, as well as marinas for water activities. Whether you're looking to relax on the beach or explore the island's rich history, Anna Maria caters to all types of travellers seeking a memorable vacation.

Bean Point Beach: Experience the serene beauty of Bean Point Beach, a picturesque cape offering stunning views and a tranquil atmosphere. With its soft sands and gentle waves, it’s the perfect spot to relax and soak up the sun.
Bradenton Beach: Located a mere 1.3km from Anna Maria, Bradenton Beach boasts vibrant beach vibes and a lively atmosphere. Enjoy water activities, beachside dining, and beautiful sunsets that create unforgettable memories.
IMG Academy: Situated 16.1km away, IMG Academy is renowned for its sports training facilities. Explore the impressive campus, where aspiring athletes hone their skills, and perhaps catch a glimpse of future sports stars in action.

Best time to go to Anna Maria

The best time to visit Anna Maria can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Anna Maria falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Anna Maria falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Average	Average
February	64.8°F (18.2°C)	No Rain	Mostly Sunny	Average	Slightly High
March	67.8°F (19.9°C)	No Rain	Mostly Sunny	Average	Slightly High
April	73.0°F (22.8°C)	Light Rain	Sunny	Average	Slightly High
May	77.5°F (25.3°C)	Light Rain	Mostly Sunny	High	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	High	Average
July	83.1°F (28.4°C)	Light Rain	Mostly Sunny	High	Average
August	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Average	Average
September	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
November	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Low	Slightly Low
December	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Low	Average

Tips to save on your trip to Anna Maria

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna Maria.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Anna Maria.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 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.

Ready to book your vacation to Anna Maria?

Choose your dates

Anna Maria Hotel Deals

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 Jun 22, 2026

Get rates

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

Anna Maria FL

CA $672

CA $1,414 total

Jul 13 - Jul 14

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 Jun 22, 2026

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

Anna Maria FL

CA $366

CA $986 total

Aug 5 - Aug 6

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 Apr 25, 2026

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.