Anna Maria Island Vacation Packages from $418

Anna Maria Island flight + hotel vacation packages

Thunderbird Beach Resort

Save 100% on your flight

per person

May 22 - May 26

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features a bar/lounge, a beach bar, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Hotel Tampa Riverwalk

Downtown Tampa

Save 100% on your flight

per person

May 29 - Jun 3

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the laundry service, conference space, and valet parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Wesley Chapel South

Save 100% on your flight

per person

May 29 - Jun 3

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

Save 100% on your flight

per person

May 29 - Jun 3

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A free area shuttle is offered as well.

Hotel Alba, Tapestry Collection by Hilton

Westshore

Save 100% on your flight

per person

May 29 - Jun 3

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Prices and availability subject to change. Additional terms may apply.

Top Anna Maria Island hotels deals

Silver Surf Gulf Beach Resort

1301 Gulf Dr N, Bradenton Beach, FL

$248

per night

May 6 - May 7

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, a picnic area, and barbecue grills are also on offer.

Tortuga Inn Beach Resort

1325 Gulf Drive North, Bradenton Beach, FL

Get rates

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station, laundry facilities, and barbecue grills are also on offer.

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr, Holmes Beach, FL

$395

per night

May 5 - May 6

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.

Perfectly Located Home with Pool and Spa

$875

per night

Apr 20 - Apr 21

A water park and a spa tub are featured at this smoke-free vacation home. A garden is also provided.

Tropic Isle at Anna Maria Island Inn

101 22nd St, Bradenton Beach, FL

Free Cancellation

Reserve now, pay when you stay

$306

per night

May 6 - May 7

An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Anna Maria Beach Resort

6306 Gulf Dr, Holmes Beach, FL

$635

per night

Apr 28 - Apr 29

This aparthotel features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and barbecue grills are also on offer.

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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

Lido Beach

4.5/5(1,225 reviews)

Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the seaside or discover the area's sunsets.

St. Armands Circle

4.5/5(1,234 reviews)

Enjoy the beautiful sunsets and explore St. Armands Circle, a well-known green space in Sarasota. Wander the beautiful beaches and seaside in the area.

Fort De Soto Park

4.5/5(676 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Frequently asked questions

How much are vacation packages to Anna Maria Island?

Enjoy a memorable travel experience in Anna Maria Island with a vacation package starting from just $418. Locking in your tours, flights and hotels through Travelocity is easy. And even better, our vacation deals will leave you with extra cash for fun, fun, fun!

Where can I get the best vacation package deals for Anna Maria Island?

You can grab fantastic Anna Maria Island package deals with Travelocity. Mix and match from 400 airlines and 1,000,000 worldwide properties and turn those vacation daydreams into a reality.

Why should I book my Anna Maria Island vacation bundle with Travelocity?

With top-quality service, customer support available 24/7 and some of the most amazing getaways money can buy, you’ll never roam alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.

Can I save on my Anna Maria Island car rental if I bundle it with my hotel or flight?

Bundling your bookings into an Anna Maria Island vacation package will leave you with some serious savings. Book a car and flight; a flight, hotel and car; or a car and hotel. You won’t find a better way to explore the greater Anna Maria Island area than with your own set of wheels. You can also add experiences and tours to your Travelocity package.

What is the best time of year to go to Anna Maria Island?

You’ll nab the lowest hotel prices in and pay more during . It’s usually more relaxed in August, September and October, while you’ll have plenty more fellow travelers to meet in January, February and March. It all comes down to how much you’re willing to pay, the climate and how well you deal with crowds.