Anna Maria Vacation Packages 2026/2026 from $336

Anna Maria flight + hotel vacation packages

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

Captiva Beach Resort

South Village

$336

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

Bali Hai Beachfront Resort and Spa

$852

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

A full-service spa and an outdoor pool are featured at this smoke-free resort. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Legacy Hotel at IMG Academy

$457

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

$721

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

A private beach and an outdoor pool are featured at this smoke-free aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

The Beachcomber

Save 100% on your flight

$1,021

per person

Feb 12 - Feb 17

Anna Maria FL

Get rates

A water park and a hot tub are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Anna Maria

View all properties

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 $336. 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.