Anna Maria Vacation Packages 2025/2026 from $508

Anna Maria flight + hotel vacation packages

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

Mar Bay Motel &Suites

Save 100% on your flight

$508

per person

Nov 8 - Nov 15

found 13 hours ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,505

per person

Dec 26 - Jan 2

found 24 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

The Avalon Club

Save 100% on your flight

$2,532

per person

Dec 20 - Dec 27

found 1 hour ago

Roundtrip flight included

Detroit (DTW) 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.

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

Save 100% on your flight

$523

per person

Nov 6 - Nov 10

found 12 hours ago

Roundtrip flight included

Minneapolis (MSP) to Sarasota (SRQ)

A full-service spa, free self parking, and laundry facilities are featured at this villa. Barbecue grills and a virtual front desk are also provided.

Anna Maria Beach Resort

Save 100% on your flight

$1,628

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Sarasota (SRQ)

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden and a picnic area are also provided.

Top Anna Maria hotels deals

Amazing 6 bed house on Anna Maria!

Anna Maria, FL

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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

Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

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This vacation home features barbecue grills.

Pool

Kitchen

Charming cottage in quiet area, close to beach & bay.

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

Kitchen

Washer

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

$1,485 nightly

$1,654 total

Oct 6 - Oct 7

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

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

$1,348 nightly

$1,501 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

Private Home on Anna Maria! Private Heated Pool, Hot Tub, and Balconies! Near Be

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

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 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 $508. 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.