Anna Maria Vacations from $588

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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

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
I had an incredible stay at Voco. The shower was absolutely amazing—spacious with top-quality products that made it feel like a spa. The bed was extremely comfortable, and the room itself was large, spotless, and beautifully maintained. The staff were wonderful, so friendly and attentive. They even provided us with beach chairs, towels, and an umbrella. I’ll definitely be coming back and highly recommend this hotel.

Reviewed on Jul 28, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
A very clean hotel. Well worth the money for that fact alone.

Reviewed on Jul 28, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.2/10 Wonderful! (445 reviews)
Absolutely amazing staff , great property, beautiful sunset, beach and water!!! Perfect spot before the crowds with a private beach. So laidback. Can’t recommend enough

Reviewed on Jul 25, 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.4/10 Exceptional! (2,352 reviews)
Incredible vacation! We will return !

Reviewed on Jul 28, 2025

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.6/10 Exceptional! (545 reviews)
It’s the best getaway place!! Great beach hotel!! Staff are amazing!!

Reviewed on Jul 28, 2025

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Discover the most popular places to visit in Anna Maria

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

Anna Maria Island Museum and Historical Park

You can spend time browsing the exhibits at Anna Maria Island Museum and Historical Park in Anna Maria. Wander the beautiful beaches and seaside in the area.

Anna Maria Island Museum and Historical Park

Bayfront Park

4.5/5(7 reviews)

After visiting Bayfront Park, make a plan to see the other sights and activities in Anna Maria. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Bayfront Park

What to do in Anna Maria

Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
90% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

$75
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

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
See all activities in Anna Maria

Anna Maria Hotel Deals

Adorable Beach cottage just steps Bean Point beach!

Adorable Beach cottage just steps Bean Point beach!

Anna Maria
$953 nightly
The price is $1,063 total per night from Aug 1 to Aug 2
$1,063 total
Aug 1 - Aug 2
Total includes taxes and fees
9.8/10 Exceptional! (54 reviews)
Island time
"House was very close to beach perfect walk. House was equipped with everything we need and very clean. The only thing is I have older kids age range 16-22. So when we got there they were disappointed in the twin beds when the picture showed bunk queens. So our youngest had to suffer whom is very ..."

Reviewed on Jul 2, 2025

Adorable Beach cottage just steps Bean Point beach!
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
10/10 Exceptional! (142 reviews)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"

Reviewed on Jun 30, 2025

Get rates
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Anna Maria
10/10 Exceptional! (82 reviews)
Amazing stay!
"Everything here was great from start to finish. Easy check-in and check-out and the owners were super flexible and accommodating! The house itself was very clean and tidy. Comfy beds, enough space for all of us and the pool was the best! Plus you’re right on Pine with all the shops and restaurants ..."

Reviewed on Jul 5, 2025

Get rates
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
See all 928 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.

Find the Best Anna Maria Vacation Packages

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.

Anna Maria Essential Information

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

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Frequently asked questions

How much does an Anna Maria vacation package cost?
Offering excellent value package deals from $588 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.