How much does an Anna Maria vacation package cost?

Offering excellent value package deals from $441 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.

Book Anna Maria Island Vacation Packages 2026

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.

Saddlebrook Resort

Wesley Chapel South

Save 100% on your flight

$441

per person

Mar 18 - Mar 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

The rooms were newly renovated and the staff were very helpful. Very roomy

Reviewed on Jan 23, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

Save 100% on your flight

$1,296

per person

Apr 23 - Apr 27

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.6/10 Exceptional! (294 reviews)

The room was amazing! Plenty of room, clean, great appliances. Very comfy room

Reviewed on Jan 18, 2026

Kompose Boutique Hotel

Save 100% on your flight

$916

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (4,624 reviews)

Unique hotel with fun sayings on the walls. Open shelves in the room with good quality surfaces . No coffee in the room, but it was ok because they have espresso drinks in the lobby for typical prices. Easy to find and pet friendly.

Reviewed on Jan 31, 2026

Lemon Bay Motel

Englewood Central

Save 100% on your flight

$474

per person

Mar 17 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

8.4/10 Very Good! (39 reviews)

Staff was great. Clean room but needs new rubber around the door.

Reviewed on Jan 29, 2026

Legacy Hotel at IMG Academy

Save 100% on your flight

$1,134

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9/10 Wonderful! (913 reviews)

Very convenient to athletic fields

Reviewed on Jan 12, 2026

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Anna Maria Hotel Deals

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Anna Maria FL

9.8/10 Exceptional! (129 reviews)

House was a perfect fit for my family on this vacation! Lots of amenities and a great outdoor space!

Reviewed on Jan 12, 2026

Get rates

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

Anna Maria FL

10/10 Exceptional! (295 reviews)

Hosts were exceptional. Communicated quickly to answer questions. Apartment was putfitted wirh everything we needed. Private location. Loved the private pool, hot tub, and outdoor shower. Short walk to a gorgeous beach. Love the laid back feel of AMI!

Reviewed on Jan 26, 2026

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Love Shack on the Water Most desirable location on AMI

Anna Maria FL

9.8/10 Exceptional! (42 reviews)

Kitchen was stocked with all utensils. Property had travel cleaning products and bathroom toiletries as well. Right on Pine Ave, and very walkable to shops/restaurants. Also directly in front of a trolley stop which is very helpful. Would most definitely stay here again, and highly recommend!

Reviewed on Jan 19, 2026

Get rates

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.

Things to do near Anna Maria

Anna Maria, Florida, is an ideal destination for beach lovers and outdoor enthusiasts. Enjoy a variety of activities, including relaxing at resorts, exploring recreational areas, and shopping at local centers. Plan a day trip to discover attractions, embark on adventure excursions, or enjoy a picnic at scenic spots. Don't miss the chance to experience an hour-long dolphin cruise for a unique view of the area's marine life.

Shopping

For a unique shopping experience in Anna Maria, visit West Coast Surf Shop, only 3 miles away, for beach-themed gifts. Bridge Street, located 5 miles away, offers a charming atmosphere with various shops. If you're up for a drive, Ellenton Premium Outlets, 14 miles away, features a wide range of brands.

Recreation

LECOM Park offers an energetic atmosphere for sports enthusiasts, perfect for catching a game or enjoying the thrill of live sports. For ultimate relaxation, Aluna Wellness Center & Spa provides rejuvenating treatments in a tranquil setting. Fish Hole Adventure Golf combines fun and family bonding with its playful mini-golf experience.

Adventure

At AMI Paddleboard Adventures, located 3 miles from Anna Maria, embark on an exhilarating paddleboarding journey through beautiful waters. Experience the thrill of Blue Water Explorers, 5 miles away, where you can dive into underwater sports. For karting enthusiasts, Andersen Race Park, 13 miles from Anna Maria, offers an adrenaline-pumping race experience.

Nightlife

Anna Maria’s nightlife offers a relaxed beach vibe. Enjoy cocktails at The Sandbar, which features stunning sunsets and live music. For a more laid-back atmosphere, visit the Anna Maria Island Beach Café, where you can unwind with friends while savoring great food and drinks under the stars.

*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, offers a perfect blend of beach relaxation, outdoor adventures, and cultural experiences. Visitors can enjoy the beautiful Anna Maria Island and its stunning beaches while exploring historical museums and marinas nearby. Whether you're seeking sun-soaked days by the shore or a taste of local history, Anna Maria has something for every traveler looking to unwind and explore.

Anna Maria Beach: Enjoy the laid-back atmosphere of Anna Maria Beach, located just 0.7 miles away. With its soft white sands and clear turquoise waters, it's perfect for sunbathing, swimming, and beachcombing. The relaxed vibe makes it an ideal spot for families and couples alike.
Bean Point Beach: Experience the stunning scenery at Bean Point Beach, situated within Anna Maria. This picturesque cape offers breathtaking views and a tranquil ambiance, making it perfect for peaceful walks and sunset watching while enjoying the beautiful beach vibes.
IMG Academy: Located 10 miles away, IMG Academy is a premier sports training facility. While primarily for athletes, visitors can explore its impressive campus and witness elite sports training programs in action, a unique experience for sports enthusiasts.

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

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
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 0.6 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.

Language	English
Currency	U.S dollars
Closest Airport	Sarasota-Bradenton Intl. Airport (SRQ)
Population	1,650
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	Coquina Beach, Anna Maria Beach and Cortez Beach

Language

English

Currency

U.S dollars

Closest Airport

Sarasota-Bradenton Intl. Airport (SRQ)

Population

1,650

Max Temp Winter

70ºF

Max Temp Summer

90ºF