Get Ready for an Amazing Experience on Anna Maria Island

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Eat, Sleep, & Play on Anna Maria Island.

If you’re looking for a well-preserved, quaint island community to visit in Florida, this might be your place.  Crystal blue water views letting you enjoy the magic of both sunrise and sunset daily.  It’s filled with character, historic sites, a free trolley, and some really good eats.  The feeling of being far away yet so close to museums and entertainment.  It’s the one place where I truly just want to relax on the beach all day, no other entertainment necessary. See Live Anna Maria Island Webcam

4 Historic Sites that might surprise you:

City Pier

100 N Bay Blvd, Anna Maria, FL

The newly reopened city pier, dating back to 1911, has weathered its fair share of storms.

Anna Maria City Jail

402 Pine Ave, Anna Maria Island

The Anna Maria City Jail is a great photo op with one instagrammable wall, no doors, windows, bars, or roof.  Perfect to pose with while you’re visiting the historical society to learn more about the island.

Bean Point

North Bay Blvd. and North Shore Drive, Anna Maria, Florida

Bean Point (the home of the founder of the island) will be hard to get to without a boat or some good walking shoes as parking nearby is pretty limited.  You can always park at City Pier and walk almost a mile to it, or you may be able to find some very limited parking near Fern St. and Jacaranda Rd.

Historic Green Village

501-507 Pine Avenue, Anna Maria, FL

The most surprising thing on Anna Maria Island might be the Historic Green Village as it is one of the first 100 developments worldwide with the highest possible green building standards – LEED Platinum® and Net Zero Energy combining modern technology and historic preservation of the some of the islands historic 100-year-old buildings. You’ll find everything you need here:

Where to Stay:

You’re not going to find a bunch of high-rise hotels or familiar brands here but what you will find is cute cottages and independent beach resorts.  You may want to search by location for closest to the beach or maybe you just want to go with tried and true recommendations.  Here’s the top 5 traveler ranked accommodations:

While it has both compliments and complaints, I found Waterline Marina Resort to be exactly what I was looking for. 

Waterline Marina Resort –

Marriott Autograph Collection

  • Well appointed, large 2BR/2BA apartment with balcony. 
  • Centrally located for catching the free trolley or walking to a local restaurant.
  • Quiet distance from other guests.
  • Free parking
  • Washer and dryer – great for drying towels!
  • Everything needed to clean up sand that follows you indoors.
  • Plenty of other amenities that I had no use for, pool, firepit, and games.
  • Gorgeous sunrise views.

Ready to Wander?

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Happy Wandering on Anna Maria island!

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3 months ago

What a beautiful place in sta ana so stunning and incredible I love the nature view. Awesome photos.

3 months ago


3 months ago

This looks like a great place to spend some down time.  I have a few family members in Florida, so we could plan on meeting here sometime.

Rose Ann Sales
3 months ago

Oh that key lime cake got my mouth watering.. yum!!

3 months ago

I always find it amazing when jails are part of a tourist attraction.

Monidipa Dutta
3 months ago

The place looks perfect to spend some quality alone time, and this is perfectly a place where I would love to check myself in!

3 months ago

Ana Maria Island is still on my list to see in Florida!

3 months ago

I love sunsets on the beach – never visited a prison before though – sounds pretty interesting 🙂

3 months ago

Never heard of Anne Maria Island but it looks very beautiful. Thank you for sharing.

3 months ago

There are so many things to see and do! I would love to visit this island ☺

3 months ago

Anna Maria Island looks Absolutely heavenly. I’d love to see the crystal waters and eat that delicious key lime cake!