Destination guide

With beaches and fun activities, you’ll love Anna Maria

Visitors to Anna Maria Island always find a fun vacation haven, perfect for kayaking and experiencing island life. Tucked away on Anna Maria’s north end is Bean Point Beach, ideal for those seeking an island paradise with an Old Florida vibe. Anna Maria Bayfront Park offers sweeping views of Tampa Bay, and in addition to its beaches is also home to numerous restaurants. Spend your afternoons with your toes in the sand or shopping till you drop—either way, your Anna Maria vacation rental gives you access to a getaway the whole family will enjoy.

Things to do

Immerse yourself in the Anna Maria experience

The beaches are just one reason to book an Anna Maria vacation rental. The island boasts museums as well as restaurants serving everything from fresh seafood to specialty cupcakes and donuts. Take a stroll on the pier—or down Pine Avenue with its colorful, eclectic shops. It’s not every day you get to soar hundreds of feet over the ocean, so if you’re feeling brave, try parasailing. If staying in the water is more your speed, check out Bean Point, and keep an eye open for manatees, which are known to mingle with human swimmers.


Pack the sunscreen—there’s lots to do in Anna Maria

Anna Maria vacation rentals are perfect if you love the beach. There are endless entertainment options for those who love the sun, sand, and water. Rent Segways for the family and tour the island in style. Go on a sightseeing dolphin cruise, or have some high-powered fun on a jet ski. Spend hours relaxing on the beach, or keep things active and sign up for a kayak lesson or tour. Paddleboard rentals, boat trips, fishing excursions and more are yours for the taking when you book a vacation rental in Anna Maria.


Expect pleasant weather any time of the year

Anna Maria has sun, sand, beautiful beaches, and exceptional weather. The climate is warm and temperate with plentiful rainfall, and when it does rain, it’s often short-lived before the clear blue skies return. Most of the year sees abundant sunshine, and in the heart of summer, the average high is a pleasant 88 degrees. Winter is mild with an average January low of 52. The best time to book a vacation rental in Anna Maria depends on what you’d like to do, but even winter is typically comfortable enough for outdoor activities.

Natural features

Diverse wildlife and island beauty in Anna Maria

Anna Maria is a bird sanctuary. Cranes, pelicans, herons, sandpipers, parrots, seagulls, vultures, and crows all call the island home. Marine life includes bottlenose dolphins, snapper, redfish, mackerel, and amberjack. Anna Maria lies adjacent to the isle of Key Royale, which was uninhabited until 1960 when a new bridge joined it to Anna Maria. At the southern edge of Anna Maria lies Longboat Key, and Jewfish Key is situated just to the east of the connecting drawbridge. Book your vacation rental in Anna Maria to see for yourself all this beautiful island offers.

How to get there

Transportation options to and around Anna Maria

Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), the closest airport, located 14.7 mi (23.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into St. Petersburg, FL (SPG-Albert Whitted), which is 17.4 mi (28 km) away.

Can I find a vacation rental around Anna Maria?

Yes, our 2019 property listings offer a large selection of 3,498 vacation rentals near Anna Maria. From 1,595 Houses to 195 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Anna Maria for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Anna Maria?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Anna Maria:

  • Lido Key: 1,919 vacation rentals
  • Pass-a-grille: 1,602 vacation rentals
  • Sunset Beach: 1,147 vacation rentals
  • Gulf Shores: 469 vacation rentals
  • Isla del Sol: 228 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Anna Maria?

HomeAway offers a large selection of vacation rentals near lovely places in Anna Maria. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Anna Maria Island Museum and Historical Park: 7,448 vacation rentals
  • Island Players: 7,422 vacation rentals
  • Historic Green Village: 7,416 vacation rentals
  • AMI Outfitters Coastal Gear & Apparel: 7,408 vacation rentals
  • John's Pass Village & Boardwalk: 7,886 vacation rentals

But there are many other points of interest around Anna Maria listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Anna Maria?

Yes, of course. HomeAway has 1,595 Houses in Anna Maria. Our other popular types of vacation rentals in Anna Maria include:

  • Cottages: 195 rentals available
  • Condos/Apartments: 1,304 rentals available
  • Bungalows: 195 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Villas and more.

Can I find a vacation rental with pool in Anna Maria?

Yes, you can select your preferred vacation rental with pool among our 2,776 vacation rentals with pool available in Anna Maria. Please use our search bar to access the selection of vacation rentals available.

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