Anna Maria Vacation Packages 2025/2026 from $354

Anna Maria flight + hotel vacation packages

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

Twin Palms at Siesta

Save 100% on your flight

$354

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

An outdoor pool, free self parking, and barbecue grills are featured at this hotel. Guests will appreciate perks like free WiFi and a free beach shuttle. A terrace, a garden, and a picnic area are also on offer.

Clearwater Suites

Save 100% on your flight

$439

per person

Dec 7 - Dec 12

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

An outdoor pool is available at this hotel. Take advantage of the self parking.

Wyndham Grand Clearwater Beach

Save 100% on your flight

$705

per person

Dec 7 - Dec 12

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

The Residences at Siesta Key Beach by Hyatt Vacation Club

Save 100% on your flight

$1,056

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Sarasota (SRQ)

This aparthotel features an outdoor pool and a 24-hour gym. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Guests will appreciate free perks like valet parking and WiFi in public areas.

The Avalon Club

Save 100% on your flight

$729

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Denver (DEN) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Anna Maria hotels deals

Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

$1,329 nightly

$1,482 total

Oct 13 - Oct 14

Total with taxes and fees

This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

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

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This cottage features an outdoor pool and a hot tub. Families will appreciate the playground and onsite laundry facilities. Barbecue grills are provided for your convenience.

Pool

Hot Tub

SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

$642 nightly

$716 total

Sep 21 - Sep 22

Total with taxes and fees

A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

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

$1,405 nightly

$1,571 total

Sep 28 - Sep 29

Total with taxes and fees

This vacation home features an outdoor pool and a hot tub. Families will appreciate the water park and onsite laundry facilities. A garden and barbecue grills are also provided.

Pool

Hot Tub

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

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This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

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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.

Popular places to visit

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.

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 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.

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 $354. 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.