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Last Minute Deals on Anna Maria Island

Sometimes you just need a vacation. If you're looking for a last-minute getaway to Florida an Anna Maria Island vacation rental is the perfect place to book. Island Real Estate offers you and your family top-quality vacation rentals located across the scenic and quaint island of Anna Maria at great rates. Our vacation booking site is the perfect planning tool for your Florida vacation. We have the very best in luxurious and comfortable Anna Maria vacation rentals listed here, but we also serve as a valuable resource for other elements of your vacation such as where to eat on Anna Maria IslandActivities to do on our near the island, and even how to rent a golf cart for easy travel around the island. We know a last-minute getaway somewhere tropical can at times be expensive, but we don't want you to worry - we very often have a decent selection of vacation rentals with last-minute availability offered at some pretty spectacular pricing!

Staying in one of our vacation rentals located in Holmes Beach, Anna Maria City, Bean Point, or Bradenton Beach with one of these last-minute offers can allow you to stay within your budget and still have a spectacular time while visiting the lovely Anna Maria Island.  We offer a wide variety of beachfront, pet-friendly, gulf front, and 1-2 bedroom vacation rentals, and many of our Anna Maria Island rentals come with access to a private pool. We want you and your family to feel like you're at home while you vacation on the island. We are always updating our last-minute deals so that you will be able to find the perfect rental for your stay on Anna Maria Island!


If you have any questions about booking an Anna Maria Island rental - please feel free to call the office at 877-778-6066 to speak with one of our friendly and knowledgeable booking experts, or click "chat" in the lower right-hand corner!

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Is Anna Maria Island expensive?

Just like any destination get-a-way it depends on what your plans entail. Anna Maria Island is known for its laid back family feeling and since the island is a combination of residents and visitors we accommodate all demographics of visitors. A family can rent a Beach Front Vacation rental for several thousand dollars or a vacation home close to the beach for several hundreds of dollars. Anna Maria Island offers a wide variety of things to do as well as a broad range of accommodations.

Where is the cheapest place to shop for groceries?

While Anna Maria Island does have a grocery store the prices are slightly elevated as compared to the main land in North West Bradenton. When you are staying at an Anna Maria Island rental Northwest Bradenton is just 15 minutes off the island via Manatee Avenue or Cortez. Each route has different commercial shopping choices, Publix grocery store as well as Walmart, Aldi and many others. There is also a flea market 20 minutes off Anna Maria Island. The Red Barn Flea Market has more than 500 market booths, a perfect place to spend an afternoon during your Florida vacation.

Is there a FREE transportation service on Anna Maria Island?

Yes, there is a free trolley service supplied by our County. The Trolley provides a mobile application that provides real time transportation information. There is also a service provided for tips only and there is always Uber and Lyft if time is of the essence. In addition, the trolley connects to a much larger public transit called MCAT, short for Manatee County Area Transit which connects the island to the mainland, Bradenton and beyond. There are many convenient ways to get around while staying in your Anna Maria vacation rental.

Is there an outlet mall near Anna Maria Island?

Yes. Ellenton Premium Outlets is only 30 minutes East just beyond Bradenton. There are about 100 outlet stores and the outlets offer a wide variety of products. The Ellenton Outlets also have a small food outlet where quick bites to eat can be picked up if making your shopping trip an all-day event.

What are some family-friendly things to do when staying in an Anna Maria Island vacation rental?

Where do we start? Many of our vacation properties have backyards or private pools for littles ones to enjoy. And then of course head over to the beach and build a sandcastle or search for some shells. There are plenty of parks on and off Anna Maria Island. Visit Holmes Beach skate park as well as tennis courts. There are plenty of year round festivals to attend. The list is long of things to do on Anna Maria Island as a family!

Is there FREE internet offered anywhere on Anna Maria Island?

Yes, you are in luck! All of Island Real Estate vacation rentals offer free wi-fi internet. There are also several Anna Maria Island locations that offer free internet as well as Island Real Estate offers free wi fi internet at our office located on Marina Drive.