How much does an Anna Maria vacation package cost?

Offering excellent value package deals from $354 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?

October, November and December 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 flights and accommodations.

How many days is enough for Anna Maria?

Dedicate at least 5 days for your Anna Maria vacation to really discover all that makes this place special. Wander around key areas, including Ilexhurst and Sunny Shores. Then head to the top attractions such as Island Players and Bayfront Park . With a clever itinerary, you can keep busy with room for some relaxation too. Want to venture outside of Anna Maria? Consider a day trip or two.

Is it worth booking a vacation package to Anna Maria?

Whether you're looking to check out attractions such as Anna Maria Island Museum and Historical Park and Palmetto Avenue Beach on your Anna Maria vacation, or coming for its excellent bars and pubs, nature and coastal beaches, there's something for everyone here. With so many things to do, you'll soon find out why so many people think Anna Maria is a good vacation destination.

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?

Pick your dates: The things you'd like to do in Anna Maria and your preferred season can help you decide when to get away. Set your budget: Consider costs like transportation, flights and meals when working out how much to put aside for your trip to Anna Maria. Then, select a property that matches your budget, whether that's a low-cost option or a more upscale retreat. Explore Anna Maria using Expedia's trip planning tool : Gain insights into the top attractions and best properties for your trip to Anna Maria. You can also save your favorite locations, collaborate with friends and family and organize your plans in one place. Decide how long to go for: Now that you're more familiar with Anna Maria, you can work out the right length of your break. Create a draft plan and give yourself enough time for all the things you want to do. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find an Anna Maria vacation package that brings all your bookings together. Add on experiences and excursions: Take a look at our travel guide to find some exciting things to do in Anna Maria in Anna Maria. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Anna Maria vacation packages?

If you're like us, you love traveling but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Anna Maria break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Anna Maria Vacation Packages 2025/2026 from $362

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.

The Latest Anna Maria vacation packages

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

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,007 reviews)

The staff was very nice and helpful. The shuttle would take you anywhere within 3 miles. Pool was nice and the hotel was quiet.

Reviewed on Aug 12, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.8/10 Exceptional! (274 reviews)

Great location. Everyone was very friendly and accommodating!

Reviewed on Aug 16, 2025

Clearwater Suites

Save 100% on your flight

per person

Oct 1 - Oct 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (12 reviews)

The property is spacious, beds are comfortable, staff are friendly. Located just a block away from the beach. Guest service desk provided a welcome snack basket. The one downside is that the bathroom could be cleaned better. Overall it’s a great place to stay in.

Reviewed on Aug 16, 2025

FUSION Resort Waterfront Suites

Save 100% on your flight

per person

Oct 1 - Oct 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,049 reviews)

Rooms are 2 bedroom suites. Full size kitchen makes an extended stay more affordable. Extremely pet friendly environment.

Reviewed on Aug 8, 2025

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (574 reviews)

The property is new, clean and beautifully decorated. Our stay was a pleasant one. Although I was surprised that the beach was farther from the property than I expected. Aside from that it was an overall good experience!

Reviewed on Aug 18, 2025

Don't see what you're looking for?

See all available trips from Columbus to Anna Maria

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Anna Maria Hotel Deals

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Anna Maria

10/10 Exceptional! (275 reviews)

"Great beach cottage! Close walk to the beach. Had everything you could need for the beach and pool. The golf cart made it convenient to travel to the down town areas. Place was very clean and well maintained!"

Reviewed on Aug 12, 2025

Get rates

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Anna Maria

$1,209 nightly

$1,346 total

Aug 26 - Aug 27

Total includes taxes and fees

9/10 Wonderful! (2 reviews)

"Great house and location. Host was easy to contact and response to any questions were answered quickly. I would recommend house to any family needing extra room. Supplies are limited and no cooking spices. Our family had a great time!"

Reviewed on Aug 13, 2025

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Anna Maria

$707 nightly

$787 total

Aug 20 - Aug 21

Total includes taxes and fees

9.6/10 Exceptional! (165 reviews)

"Great location, short walk to the beach, well stocked kitchen, super clean, cute beach decor and the pool is fantastic! We absolutely loved our stay! Highly recommend and we would love to return."

Reviewed on Aug 2, 2025

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.

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 0.6 miles 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.

Things to do in and around Anna Maria

Anna Maria, Florida, is an ideal destination for beach lovers and outdoor enthusiasts, offering beautiful scenery and a variety of activities. Visitors can enjoy day trips, explore local attractions, and embark on adventure excursions. Relax at picnic tables or take a memorable hour-long dolphin cruise. With its resorts, shopping centers, and recreational areas, Anna Maria promises a delightful vacation experience filled with fun and relaxation.

Shopping

For a unique shopping experience, visit West Coast Surf Shop, located 3 miles away, or explore Bridge Street, just 5 miles from Anna Maria, offering a lively vibe. If you're up for a drive, check out Ellenton Premium Outlets, 14 miles away, for a wider selection of stores.

Recreation

Island Players offers a charming blend of culture and entertainment, perfect for family outings. For sports enthusiasts, LECOM Park provides an exciting atmosphere just 10 miles away. For ultimate relaxation, visit Aluna Wellness Center & Spa, located 4 miles from Anna Maria, where wellness and rejuvenation await.

Adventure

At AMI Paddleboard Adventures, embark on an exciting water sports journey, gliding through the pristine waters just 3 miles from Anna Maria. For an underwater thrill, explore Blue Water Explorers, located 5 miles away, where adventure awaits beneath the surface. For a fast-paced experience, visit Andersen Race Park, 13 miles away, for exhilarating karting fun.

Nightlife

In Anna Maria, enjoy a relaxed nightlife with beachfront bars like The Sandbar and Gulf Drive Cafe, where you can sip cocktails while listening to live music. Explore local shops and take in sunset views, creating a charming atmosphere perfect for unwinding after a day of adventure.

*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 a picturesque destination ideal for beach and outdoor enthusiasts. Visitors can enjoy the stunning Anna Maria Beach and explore the serene Anna Maria Island, while also delving into local history at nearby museums and marinas. With its perfect blend of natural beauty and cultural experiences, Anna Maria offers a memorable getaway for travelers seeking relaxation and adventure in a charming coastal setting.

Anna Maria Beach: Enjoy the laid-back beach vibes at Anna Maria Beach, located only 0.7 miles from the heart of Anna Maria. This pristine stretch of sand is perfect for sunbathing, swimming, and beachcombing, making it a quintessential Floridian experience.
Bean Point Beach: Discover the scenic beauty of Bean Point Beach, situated within Anna Maria. This picturesque cape offers stunning views and tranquil beach vibes, ideal for a serene day of relaxation or a leisurely stroll along the shore.
IMG Academy: Located 10 miles away, IMG Academy is a premier sports training facility. While primarily focused on athletic training, visitors can partake in various events and see future sports stars in action, making it a unique experience for sports enthusiasts.

Best time to go to Anna Maria

The best time to visit Anna Maria is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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.