Anna Maria, FL Vacation Packages 2022

Anna Maria Flight and Hotel Deals

Innisbrook, A Salamander Golf & Spa Resort

Save 100% on your flight

per person

Jan 1 - Jan 8

Roundtrip flight included

Newark (EWR) to Tampa (TPA)

4.1/5 Very Good! (1,001 reviews)

A wonderful place to stay

Reviewed on Aug 27, 2022

Thunderbird Beach Resort

Save 100% on your flight

per person

Feb 20 - Feb 24

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

4/5 Very Good! (1,075 reviews)

We had fun minus the drunk people

Reviewed on Nov 28, 2022

Edge Hotel Clearwater Beach

Save 100% on your flight

per person

Feb 9 - Feb 12

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

4.3/5 Excellent! (1,963 reviews)

Really liked the location of this property. So easy to walk to the beach or to find something to eat. Loved the parking with the entrance to the parking lot just outside our door. Liked the breakfast but would like some sort of protein besides yogurt would be nice. Like hard cooked eggs or cheese stick. Wish there was a hot tub or the infinity pool was heated to a warmer temp. Jimmy's on the roof is definitely a plus. I would stay here again.

Reviewed on Nov 28, 2022

Hotel Cabana Clearwater Beach

Save 100% on your flight

per person

Feb 9 - Feb 12

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

4.5/5 Wonderful! (1,000 reviews)

Across from the beach. Walking distance from everything but not in the heart of tourism. Quaint.

Reviewed on Nov 14, 2022

Shephard's Beach Resort

Save 100% on your flight

per person

Feb 9 - Feb 12

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

4.3/5 Excellent! (1,004 reviews)

Our stay at Shepards was incredible! The outdoor pool area is beautiful and we spent almost our entire trip just lounging around. The only 2 complaints I have was the slider door in our room off our balcony, it was pretty much broken but didn’t feel the need to tell anyone because I didn’t want it to interrupt our stay . And also , this may be out of anyones control but the amount of shells on the beach was crazy. We could barley walk out near the water in our bare feet. I don’t particularly blame the resort for this but maybe more could have been done to clean them up . Other than that , our stay was perfect !

Reviewed on Nov 19, 2022

Anna Maria Beach Vacation

Listen to the soothing sound of waves lapping at the shore and stroll by the shimmering waters during your Anna Maria vacation. If you're craving some time out, a trip to Anna Maria is just what the doctor ordered. We have plenty of Anna Maria vacation deals to select from. Snap one up near Bay Boulevard Beach, just 0.4 miles (0.7 km) from the city center, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Anna Maria

If your idea of the perfect vacation is ocean breezes and sparking water views, check out our Anna Maria beach hotels. You'll forget the headaches of daily life at these perfectly located retreats.
Whatever your budget or style, you'll find the perfect place to stay for your vacation in Anna Maria. Why not check out some private vacation homes, like Cherryfish and Mintfish? They're popular with travelers of all types.
Anna Maria has a population of about 1,650 people. Why not head out and introduce yourself to one or two of them? It's a great way to pick up a little local knowledge! Also look up our Anna Maria things to do page.
After you've made some great savings by booking an Anna Maria vacation package, you can indulge in some unforgettable travel experiences. Island Players, Bayfront Park and Anna Maria Island Museum and Historical Park are a few attractions that should be on your itinerary.

Anna Maria Hotel Deals

Bayside Bungalows by AMI Locals

201 S Bay Blvd, Anna Maria, FL, 34216

$140

per night

Dec 4 - Dec 5

Adorable 2 bedroom luxury Resort Unit in a perfect location! Great Pool area!

Holmes Beach, FL

$175

per night

Dec 11 - Dec 12

4.7/5 Exceptional! (38 reviews)

Great location great place to stay

"Was everything it was, very accurate online"

Reviewed on May 11, 2022

Sunrise Garden Resort by Vacasa

512 Spring Avenue, Anna Maria, FL, 34216

4.5/5 Wonderful! (270 reviews)

"Very private and quiet. We didn’t have a car and we were able to walk to the beach, dinner, shops."

Reviewed on Aug 3, 2021

Get rates

See all 936 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.

Frequently asked questions

How much does an Anna Maria vacation package cost?

From as little as $473. Yes, you read that right. Our Anna Maria packages are the easiest way to make your budget go further. Bundle your preferred flights, hotels and rental car and get to know this popular destination.

If I'm not able to travel, can I cancel my Anna Maria vacation package?

It’s hard to predict what the future holds, so it’s good to know that you can cancel or change your Anna Maria vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

How do I get a cheap travel package to Anna Maria?

Track down flights that fit your busy schedule, add a hotel to your booking and pile up the savings. It’s that simple! With an Anna Maria vacation package, you can save up to $366 on your next exciting escape. From flights and hotels to tours and rental cars, Expedia makes it simple to travel cheap. And with over 550 partner airlines and 1,000,000 hotel options worldwide to pick from, you’ll never be short of choice.

When is the best time of year to visit Anna Maria?

There’s no right or wrong time to take a break in Anna Maria. But if you want to land a great deal on your trip, consider the month of . Hotel rates tend to skyrocket in . Anna Maria can get busy in , so if you want to bypass the crowds, visit in .

How far in advance should I book my Anna Maria vacation?

Savvy travelers will likely want to reserve their seats as early as possible. You can usually compare international fares on Expedia up to 12 months before your intended flight. If you’re booking at the last minute, fear not. Cheap prices sometimes become available in the last weeks before departure.

What does an Expedia Anna Maria travel package include?

Hotels, rental cars and flights, or any combination of them — you decide! Whether you’re headed to Anna Maria with the family or adventuring with your friends, there’s a package to match your budget and style. Once you’ve made your booking, why not add on a few tours as well?

What should I know before booking an Anna Maria travel package?

Bundling your bookings into an Anna Maria vacation package is the easiest way to organize your trip. Not only that, you’ll save big when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?

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

Expedia has teamed up with online lender Affirm to help ease any financial stress to do with your trip. This could be useful if your reason for travel arose unexpectedly. Book Now, Pay Later and split the price of your flight and hotel vacation package over several payments.

Can I choose my airline with an Anna Maria Expedia vacation package?

Definitely. Expedia has more than 550 airline partners to select from around the world. With such a big range of choice, finding the ideal carrier to bring you to Anna Maria won’t be difficult.

Can I travel to Anna Maria right now?

For all the details you need about getting to Anna Maria, take a look at our Covid-19 Travel Advisor. Covering travel restrictions, quarantine policies and more, this guide will help make your vacation as stress-free as possible.

Popular places to visit

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 City Pier

Explore the waterfront in Anna Maria with a trip to Anna Maria City Pier. Stroll along the beaches or discover the area's sunrises.

Bayfront Park

During your trip to Anna Maria, enjoy the surf and sand at Bayfront Park along with the fishing. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Things to do

Calypso Breeze Tropical Party Buffet Cruise

$42

Per adult

86% of travellers recommend

Shell Key Island Excursion -3hrs.and 30min. trip

$64

Per adult

80% of travellers recommend

Sharkey's LED Illuminated Night Tour on Glass Bottom Kayaks in St. Pete Beach

$55

Per adult

90% of travellers recommend

See all activities in Anna Maria

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Anna Maria Flight and Hotel Deals