Anna Maria Vacation Packages

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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.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sarasota (SRQ)
8.8/10 Excellent! (2,044 reviews)
The stay was awesome! Staff was great and very clean!

Reviewed on Aug. 12, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (574 reviews)
As a travel agent I have traveled extensively and reviewed a plethora of properties. I would highly recommend Ocean Club. The check in area is small but it gets the job done. All condos are gulf front with beautiful views. Previous reviews remarked about the music from the pool- we were in room 206 which is almost directly above the pool and we didn’t have a problem. The actual Condo is very clean with everything you need for your stay- pots and pans, dishes, can opener, toaster, keurig (complete with a variety of pods), quality towels, and comfortable beds. There is also a full size washer and dryer in each unit. Others also remarked about “the trek” to the beach. Please remember that the waterline on a beach is variable and building codes require structures to be specific distances from the beach. Additionally, Florida law prohibits the destruction of certain grasses and sea oats. You can rent chairs and umbrellas on the beach OR there are plenty of umbrellas, chairs, sand toys,and floats that are in a communal area left by previous guests. There is a limit to one car per unit and with this parking is free. WiFi can be spotty as my partner did have to use her hotspot in order to work from our unit.

Reviewed on Aug. 12, 2025

The Avalon Club

The Avalon Club

4 out of 5
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
Nice place...near the beach, would've rated it a 5 but I was denied a later checkout. Other than that a very nice place convenient to all the sites.

Reviewed on Aug. 8, 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tampa (TPA)
8.2/10 Very Good! (1,005 reviews)
Room was already best possible. No upgrade necessary

Reviewed on Aug. 11, 2025

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.2/10 Very Good! (1,345 reviews)
Needs some upgrades on current rooms, but we had a great stay there

Reviewed on Aug. 11, 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

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

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

Anna Maria
The price is CA $654 per night from Sep 1 to Sep 2
CA $654
CA $2,016 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1 review)
"My family and I had a great stay! Plenty of room for the 9 of us. Within walking distance of the beaches, shops and restaurants. The owner was very responsive and made sure we had everything we needed!’"

Reviewed on Jul. 27, 2025

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

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

Anna Maria
10/10 Exceptional! (274 reviews)
Beach getaway
"We went to Ana Maria Island for a quick beach getaway before school started. August in Florida is extremely hot and the ocean water is very warm. The cottage and all of its amenities offered a reprieve from the Florida Sun. The pool was the perfect temperature to cool off and enjoy outside in the ..."

Reviewed on Aug. 6, 2025

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Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Adorable Beach cottage just steps Bean Point beach!

Adorable Beach cottage just steps Bean Point beach!

Anna Maria
9.8/10 Exceptional! (55 reviews)
"If you’re looking for the perfect blend of relaxation and coastal charm, this house in Anna Maria Island is a dream come true. The home is spotless, beautifully decorated, and thoughtfully stocked with everything you might need from beach chairs and towels to a fully equipped kitchen. The location ..."

Reviewed on Aug. 9, 2025

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Adorable Beach cottage just steps Bean Point beach!
See all 921 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.
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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

What to do in Anna Maria

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

CA $82
per adult
90% of travellers recommend
Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

CA $103
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

CA $75
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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 $732 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.