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Anna Maria Island

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Anna Maria Island Flights as Low as $202

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Cheap Flights to Anna Maria Island

Fall in love at first flight with your vacation to Anna Maria Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Anna Maria Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Anna Maria Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Anna Maria Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Anna Maria Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the PIE airport.

What is the cheapest month to fly to Anna Maria Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Anna Maria Island are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Anna Maria Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Anna Maria Island.

What airport is best to fly into Anna Maria Island?

When you’re planning your trip to Anna Maria Island, convenience is the name of the game. Luckily, Anna Maria Island Sarasota-Bradenton Intl. Airport is nearby so you can deplane and get going on checking off everything on your Anna Maria Island must-do list.

How much are flights to Anna Maria Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Anna Maria Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $202, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Anna Maria Island?

The trick to saving a stack of cash on your flight to Anna Maria Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $202 right now, why wait?

Anna Maria Island Flight Information
Destination airport
St. Petersburg-Clearwater Intl.
Destination airport IATA code
PIE
Roundtrip price
$202

Last Minute Hotel Deals in Anna Maria Island

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N Bradenton Beach FL
Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (358 reviews)
Clean room, nice pool but didn’t swim in it. Close to everything.

Reviewed on Jan 31, 2026

Pelican Post at Anna Maria Island Inn
Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
Book a 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 ...
9.2/10 Wonderful! (834 reviews)
Everything was perfect!

Reviewed on Jan 9, 2026

Tortuga Inn Beach Resort
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
8102 Gulf Drive Holmes Beach FL
Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (420 reviews)
Great location, super friendly staff, and were more than happy to put a bottle of champagne in our room before arrival!

Reviewed on Jan 25, 2026

Haley's at The Anna Maria Island Inn
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (653 reviews)
We loved it here!! Defiantly would come back in the future

Reviewed on Jan 27, 2026

Bali Hai Beachfront Resort and Spa
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr Holmes Beach FL
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (302 reviews)
We love Jose! He was so kind to us.

Reviewed on Jan 29, 2026

Anna Maria Beach Resort
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3 out of 5
2218 Gulf Drive N Bradenton Beach FL
Book a stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Bean Point ...
9/10 Wonderful! (73 reviews)
The room was clean, the beds were comfy, and the view was incredible!

Reviewed on Jan 27, 2026

Seabreeze at Anna Maria Island Inn
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

2 out of 5
5108 Gulf Dr Holmes Beach FL
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bean Point Beach and Coquina Beach are located ...
8.4/10 Very Good! (80 reviews)
I didn't know how to turn the daikin ac to heat and it was too late to call the office, so I froze the 1st night. I got it to work on day 2 and it was fine. The bathroom vanity is literally 8" from the end of the toilet seat, barely enough room to sit down, but at 6' I was OK. The tv had a ghost ...

Reviewed on Jan 30, 2026

Driftwood at Anna Maria Island Inn
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
2710 Gulf Drive N Holmes Beach FL
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (488 reviews)
Room was clean and staff was friendly

Reviewed on Jan 20, 2026

Cedar Cove Resort and Cottages
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.