Anna Maria Island Vacations from CA $556

Anna Maria Island flight + hotel packages

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

Thunderbird Beach Resort

per person

Jun. 1 - Jun. 4

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the bar in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby. Discover genuine guest reviews for Thunderbird Beach Resort along with the latest prices and availability – book now.

Plaza Beach Hotel Beachfront Resort

per person

Jun. 1 - Jun. 4

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and room service. Our guests praise the pool and the bar in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby. Discover genuine guest reviews for Plaza Beach Hotel Beachfront Resort along with the latest prices and availability – book now.

Bay Palms Waterfront Resort - Hotel and Marina

Belle Vista

per person

Jun. 1 - Jun. 4

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3-star family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby. Discover genuine guest reviews for Bay Palms Waterfront Resort - Hotel and Marina, in Belle Vista neighborhood, along with the latest prices and availability – book now.

The Avalon Club

per person

Jun. 1 - Jun. 4

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, WiFi, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby. Discover genuine guest reviews for The Avalon Club along with the latest prices and availability – book now.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Jun. 19 - Jun. 24

Roundtrip non-stop flight included

Toronto (YYZ) to Sarasota (SRQ)

Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Cedar Cove Resort and Cottages along with the latest prices and availability – book now.

Top Anna Maria Island hotels deals

Silver Surf Gulf Beach Resort

1301 Gulf Dr N, Bradenton Beach, FL

CA $338

per night

Jun. 1 - Jun. 2

Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Silver Surf Gulf Beach Resort along with the latest prices and availability – book now.

Perfectly Located Home with Pool and Spa

CA $1,194

per night

May 23 - May 24

Stay at this vacation home in Bradenton Beach. Enjoy private pools, a water park, and WiFi. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Perfectly Located Home with Pool and Spa along with the latest prices and availability – book now.

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr, Holmes Beach, FL

CA $493

per night

May 15 - May 16

Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby. Discover genuine guest reviews for Bali Hai Beachfront Resort and Spa along with the latest prices and availability – book now.

Tortuga Inn Beach Resort

1325 Gulf Drive North, Bradenton Beach, FL

Get rates

Stay at this beach hotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Tortuga Inn Beach Resort along with the latest prices and availability – book now.

Tropic Isle at Anna Maria Island Inn

101 22nd St, Bradenton Beach, FL

Free cancellation

Reserve now, pay when you stay

CA $422

per night

May 5 - May 6

Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and a terrace. Our guests praise the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Tropic Isle at Anna Maria Island Inn along with the latest prices and availability – book now.

Pelican Post at Anna Maria Island Inn

202 1st St N, Bradenton Beach, FL

CA $476

per night

May 13 - May 14

Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby. Discover genuine guest reviews for Pelican Post at Anna Maria Island Inn along with the latest prices and availability – book now.

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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(46 reviews)

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

St. Armands Circle

4.5/5(49 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(28 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a favorite green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Frequently asked questions

How much are vacation packages to Anna Maria Island?

Travelocity has package deals to Anna Maria Island, including hotels and flights, starting at just CA $556. With all the money you save, you could purchase some cool tours or perhaps even add some extra days to your getaway.

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

Book your dream vacation with Travelocity. With access to 400 airlines and 665,000 properties around the world, finding the best Anna Maria Island package deal couldn’t be easier.

Why should I purchase my Anna Maria Island vacation package with Travelocity?

Because you’ll never wander on your own if you lock in your vacation through us, and we offer 24/7 customer support and superb service to boot. Add to that our Price Match Guarantee and a huge range of destinations and experiences to choose from. It’s our job to make your vacation as unforgettable as possible.

Will I save money on my Anna Maria Island car rental if I book it with hotels and flights?

Definitely. And our Anna Maria Island vacation packages will help you do it. In just a few clicks you can save cash as well as time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add some activities or experiences to your package and save on those too.

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

Go in to experience this place at its most exciting. While they are undoubtedly the busiest few months, the buzzing atmosphere of the high season is part of its charm. If you’d like a more relaxed pace, may fit your plans better. Don’t want to pay big bucks for your digs? Try to avoid booking a room in , when rates usually soar. Look for someplace more affordable in instead.

Can I go on vacation to Anna Maria Island at this time?

Get all the info that’s important relating to travel restrictions and quarantine policies ahead of your journey to Anna Maria Island. Our Covid-19 Travel Advisor is full of useful advice to help make your trip as smooth and carefree as possible.