Anna Maria Vacation Packages 2026 from $377

Anna Maria flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hibiscus Suites - Gateway to Siesta Key

$377

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

The Fold Hotels Indian Shores

Save 100% on your flight

$638

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and laundry facilities are also on offer.

CW Hotel

Save 100% on your flight

$1,094

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.

Cedar Cove Resort and Cottages

Save 100% on your flight

$890

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$756

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.

Top Anna Maria hotels deals

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria FL

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This vacation home featured laundry facilities and barbecue grills.

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

Anna Maria FL

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This condo featured laundry facilities and barbecue grills.

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria FL

$462 nightly

$514 total

Aug 2 - Aug 3

Total with taxes and fees

An outdoor pool is featured at this apartment, along with laundry facilities and barbecue grills.

JULY, AUG. SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

Anna Maria FL

$779 nightly

$869 total

Aug 4 - Aug 5

Total with taxes and fees

This vacation home features a garden, laundry facilities, and barbecue grills.

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Anna Maria FL

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This vacation home featured laundry facilities and barbecue grills.

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street

Anna Maria FL

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This villa featured laundry facilities and barbecue grills.

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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.

Stay near popular Anna Maria attractions

A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)

Nothing says vacation like spending a lazy day at Bean Point Beach, a popular beach in Anna Maria. Take in the museums and sunsets in the area.

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Frequently asked questions

How much are vacation packages to Anna Maria?

You'll be pleasantly surprised — you could find yourself in Anna Maria for as low as $377. Let Travelocity save you time and money with our fantastic vacation packages. With flights, hotels and experiences all in one place, what's stopping you?

How long should my Anna Maria vacation be?

On average, people spend 4 nights in Anna Maria. However, that mightn't be nearly enough time for you. If you're eager to explore some of the region's off-the-beaten-path gems, why not add a couple of extra nights to your travel itinerary?

Where can I get the best vacation package deals for Anna Maria?

With at least 400 air carriers and 1,000,000 properties across the globe, you can't go wrong with Travelocity. Look through our extensive range and create your dream Anna Maria package deal. Don't you love it when trip planning is that easy?

Why should I purchase my Anna Maria vacation bundle via Travelocity?

We take the stress out of travel planning. Whether you're seeking a new destination to discover or want to make sure you get the best deal around, we've got your back. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can confidently book with Travelocity.

Can I save money on my Anna Maria car rental if I bundle it with hotels and flights?

With an Anna Maria vacation package, you can combine your car, hotel and flight bookings and save some serious money. If you want to uncover the best of this impressive destination, why not head to Universal Studios Florida? This famous sight is 100 mi from Anna Maria. With your own rental car, you'll be there before you know it.

Which airport is best for Anna Maria?

Many visitors choose to fly into Tampa Intl. Airport (TPA), 35 mi north of downtown Anna Maria. Others prefer Sarasota-Bradenton Intl. Airport (SRQ) (15 mi away from central Anna Maria) or St. Petersburg-Clearwater Intl. Airport (PIE) (25 mi away from central Anna Maria).

What is there to do in Anna Maria?

You'll feel a particular magic in the air as you wander through the streets of Anna Maria. Palmetto Avenue Beach and Island Players are just two landmarks that lure visitors to this fantastic city, so add them to your itinerary.

Where should I stay when visiting Anna Maria?

Many people spend their nights at the Sunrise Garden Resort By Vacasa. It's sure to be a great base for your Anna Maria escape.