Anna Maria Vacation Packages 2026 from $428

Anna Maria flight + hotel vacation packages

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

Captiva Beach Resort

South Village

Save 100% on your flight

$428

per person

May 12 - May 15

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

FUSION Resort Waterfront Suites

Save 100% on your flight

$954

per person

Apr 26 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, luggage storage, and concierge services are also on offer.

Cedar Cove Resort and Cottages

Save 100% on your flight

$631

per person

May 9 - May 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

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.

The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

Save 100% on your flight

$636

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This smoke-free hotel features 3 outdoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$758

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Top Anna Maria hotels deals

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Anna Maria FL

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A gym is featured at this cottage, along with laundry facilities and barbecue grills.

Kitchen

Washer

Love Shack on the Water Most desirable location on AMI

Anna Maria FL

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This apartment includes a garden and laundry facilities.

Kitchen

Washer

Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!

Anna Maria Florida

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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

Pool

Hot Tub

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

Anna Maria FL

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This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.

Pool

Hot Tub

Wake up on the waters of Tampa Bay in a north Anna Maria home.

Anna Maria FL

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

Kitchen

Washer

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

Anna Maria FL

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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

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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 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.

Island Players

You can get tickets for a performance at Island Players during your trip to Anna Maria. Stroll along the area's seaside, or simply savor its top-notch restaurants.

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 $428. 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.