Anna Maria Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.

Top Anna Maria Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Barsala At Gateway Commons

Barsala At Gateway Commons

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 19
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
8.6/10 Excellent! (34 reviews)
the property was very quiet and friendly. fast response from property manager. loved the amenities and the pool. nice workout place and bathrooms were very clean. the pool area had a kitchen and propane grills to cook in. loved it. I felt uncomfortable leaving the keys in the apartment and the apartment was left unlocked. Recommendation would be nice to lock the apartment and leave the key in the place where we obtained it from.

Reviewed on Jun. 15, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (499 reviews)
Nice location, beautiful beach, nice thought to amenities and fun stay

Reviewed on Jul. 12, 2025

Barsala At The Wayland Condos

Barsala At The Wayland Condos

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 19
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
7.8/10 Good! (9 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!

Reviewed on Jun. 10, 2025

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
Save 100% on your flight
per person
Aug 17 - Aug 24
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (151 reviews)
The insulation was awful. We could hear everything going on above us. It sounded like they were stomping and moving furniture. When the air conditioner kicked on you had to turn the tv up quite a bit to hear it

Reviewed on Jun. 10, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 24
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (421 reviews)
Beautiful property I would highly recommend this place to anyone looking for clean,friendly,convenience with a beautiful view.

Reviewed on Jul. 10, 2025

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?

 

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Anna Maria Hotel Deals

Adorable Beach cottage just steps Bean Point beach!
Adorable Beach cottage just steps Bean Point beach!
Anna Maria
The price is CA $548 per night from Jul 22 to Jul 23
CA $548
CA $1,342 total
Jul 22 - Jul 23
includes taxes & 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! (141 reviews)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"

Reviewed on Jun. 30, 2025

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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 922 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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

What to do in Anna Maria

Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

CA $116
per adult
88% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

CA $135
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

CA $89
per adult
90% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour
See all activities in Anna Maria

Frequently asked questions

How much does an Anna Maria vacation package cost?
You'll find cheap prices from CA $837 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?

  1. Choose your dates: What you want to do in Anna Maria and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.

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