Anna Maria Vacation Packages 2025/2026 from $276

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

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Cleveland (CLE) 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

Save 100% on your flight

per person

Aug 4 - Aug 11

found 1 day ago

Roundtrip flight included

Chicago (CHI) 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.

Barsala At The Wayland Condos

Save 100% on your flight

per person

Aug 28 - Sep 1

found 21 hours ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. WiFi in public areas is free. Barbecue grills and a virtual front desk are also provided.

Coral Reef Beach Resort

Save 100% on your flight

per person

Sep 10 - Sep 15

found 5 hours ago

Roundtrip flight included

Chicago (CHI) to Tampa (TPA)

This apartment features 2 outdoor pools and 3 hot tubs. Business travelers can take advantage of the free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.

The Avalon Club

Save 100% on your flight

per person

Aug 28 - Aug 31

found 15 hours ago

Roundtrip flight included

Chicago (CHI) 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

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

Charming Bungalow with Fabulous Location and Private Pool!

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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Beachfront Home | Pool + Spa | Games | Ocean Views

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.

Pool

Hot Tub

Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear

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

Kitchen

Washer

Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart

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

Pool

Hot Tub

Beachfront - New Listing!

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This vacation home features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. WiFi in public areas is free.

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

Anna Maria Beach is beautiful. It's one of several beaches on Anna Maria Island and doesn't have any facilities, so it's less visited.

Palmetto Avenue Beach

Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.

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.

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 $276. 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.