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.
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul. 24 - Jul. 28
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,038 reviews)
The music every evening was great. The staff was so friendly and helpful. The beds were comfortable and room was clean.

Reviewed on May 10, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul. 8 - Jul. 12
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (294 reviews)
First time at Avalon Club & we love it. Karen, the asst manager, took care of checking us in early & was so pleasant & professional. Our room was perfect. We stayed in the 1-bedroom & it was amazing. Great views, a full kitchen, washer & dryer, 1.5 baths, and spotless. The best part is the parking (it’s $35 but so worth it). We walked directly out to the beach from the hotel. The pool is on the 5th floor & small so we were down on the beach the entire time. Hope to stay here again when visiting the area.

Reviewed on May 12, 2024

Hotel Haya

Hotel Haya

4 out of 5
Ybor City
Save 100% on your flight
per person
Jun. 23 - Jun. 27
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (1,017 reviews)
Nice interior & customer service.

Reviewed on May 9, 2024

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jun. 23 - Jun. 27
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7/10 Good! (1,351 reviews)
The hotel was nice, clean and convenient but our room was HOT and the air conditioning didn’t work well. Also the shower was clogged and we had to take super quick showers because the tub filled fast. We asked for maintenance, but they didn’t arrive.

Reviewed on May 7, 2024

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
Jun. 22 - Jun. 29
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9.6/10 Exceptional! (488 reviews)
Very small beach area as large portion was reserved for a chair concession

Reviewed on Apr. 11, 2024

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 0.64 kilometres 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

Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Anna Maria
The price is CA $479 per night from Jun. 2 to Jun. 3
CA $479
CA $1,122 total
includes taxes & fees
Jun 2 - Jun 3
9.6/10 Exceptional! (140 reviews)
Stunning Views, Tired House
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses ..."

Reviewed on May 3, 2024

Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Charming cottage in quiet area, close to beach & bay.
Charming cottage in quiet area, close to beach & bay.
Anna Maria
9.8/10 Exceptional! (213 reviews)
Weekend wedding
"We were lucky enough to find this home in the heart of everywhere we needed to be. Wedding was at The Sandbar… 7 minute walk. Cindy’s house was spotless and thank god had enough coffee for us the first morning. Plenty of towels too! Very nice. Thank you for being exactly as promissed."

Reviewed on May 4, 2024

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Charming cottage in quiet area, close to beach & bay.
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Anna Maria
9.6/10 Exceptional! (63 reviews)
Fabulous little spot
"We booked this adorable two bedroom duplex for four nights to go to Anna Maria for a family wedding. We had no idea about the island and ended up in the loveliest quiet little neighborhood in beans point. The unit was exactly as it was described and as it looks in the pictures, the owner was incredibly ..."

Reviewed on Apr. 26, 2024

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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
See all 986 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Anna Maria vacation package cost?
From as low as CA $802. Yes, you read that right. Our Anna Maria vacation packages are an awesome way to make your dollar go further. Bundle your favorite flights, hotels and rental car and discover this vibrant destination.
How do I get a cheap travel package to Anna Maria?
You’ll save tons of cash if you combine your car rentals, flights and hotels into an Anna Maria travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 hotels globally, so you’ll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Anna Maria?
With loads to explore in Anna Maria, it makes sense to secure a room in a hotel close to its attractions. Anna Maria Beach, Bean Point Beach and Bradenton Beach are some good ones to put on your must-see list.
What are the top hotels in Anna Maria?
Get your trip off to a great start by locking in a room at Cozy Couples Hideaway 5 - Min Walk To Beautiful White Sand Beach At Bean Point. It’s one of most sought-after properties in Anna Maria. Another top option is Cute And Cozy Getaway At North End Of Anna Maria Island. 5.
How far in advance should I book my Anna Maria vacation?
Reserving your flights early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount flights to Anna Maria occasionally appear just weeks before departure.
What does an Expedia Anna Maria travel package include?
Travel packages include flights, rental cars and hotels, but you can combine any of them to create your perfect Anna Maria vacation. You can also add on some activities and tours once you’ve made your booking. You’re in control! When you bundle your bookings with Expedia, you’ll score discounts you won’t find elsewhere.
What should I know before booking an Anna Maria travel package?
Whether it’s relaxation or adventure you’re chasing, an Anna Maria vacation package lets you plan your escape your way. Plus, you’ll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with an Anna Maria Expedia vacation package?
Yes, of course. We offer more than 550 airline partners throughout the world, so go with the carrier that’s a good fit for your travel needs.
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 change or cancel your Anna Maria vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Anna Maria

Image for Palmetto Avenue Beach

Palmetto Avenue Beach

Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.

Palmetto Avenue Beach
Image for Anna Maria Island Museum and Historical Park

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
Image for Anna Maria City Pier

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.

Anna Maria City Pier

What to do in Anna Maria

Image for Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

CA $107
Per adult
94% of travellers recommend
Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area
Image for Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

CA $88
Per adult
80% of travellers recommend
Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island
Image for Small-Group Clear Kayak Tour in Shell Key

Small-Group Clear Kayak Tour in Shell Key

CA $87
Per adult
100% of travellers recommend
Small-Group Clear Kayak Tour in Shell Key
See all activities in Anna Maria

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