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Anna Maria Island Vacation Rentals

from Island Real Estate

Rich in old-Florida charm and breathtaking views of the Gulf of Mexico, Anna Maria Island is a vacation destination second to none. It’s a place where many go to escape the stress of everyday life and enter a world of pure relaxation. With more than 7 miles of soft, white sand beaches to explore and no high rises or highways to distract the senses, you can really get away from it all on Anna Maria Island. Wake up to the sound of waves crashing in your beachfront rental home overlooking the Gulf, and be just steps away from Bradenton beach, Manatee beach, or a short cruise to Bean Point or Coquina Beach. Reserve a full house rental big enough for a large group, or bring the whole family and stay in one of our pet friendly rentals. Our vacation homes have ample space for everyone to kick back and enjoy their time on Anna Maria Island, making them the perfect choice for a family friendly getaway.

You're just a few clicks away from booking a relaxing Anna Maria Island Rental for your next vacation! Let our Island Real Estate Vacations team help you find your perfect getaway. Our local team has worked, lived or played on the island for several decades and can help with any questions about the Island including where to stay, where to eat and anything else to help make your vacation perfect in every way! Island Real Estate has managed tens of thousands of visitors to Anna Maria Island, so let our expertise work for you.


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About Island Real Estate

Island Real Estate has been serving Anna Maria Island’s vacation rental and real estate needs since 1970. Quite a bit has changed over the last 50 years, but our dedication to our work has remained the same. The recently reinvented vacation division of Island Real offers one of a kind Anna Maria Island rentals, unique vacation experiences, and unmatched customer service. Whether you’re looking for beachfront rentals overlooking the Gulf of Mexico, or a pet friendly rentals big enough for the whole family, you’ll find the perfect Anna Maria Island rental here.

For those looking to make their stay on Anna Maria Island more long-term or permanent, Island Real Estate is here to help. With more than 50 years of real estate experience in Anna Maria City, Holmes Beach, and Bradenton Beach, Island Real is your key to Anna Maria Island. Check out our homes for sale on Anna Maria Island, or browse all MLS listings on the island! From sunning oceanfront mansions to affordable condos, there’s something for every taste and budget here on Anna Maria Island.


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If you're looking to find your own little 'peace' of paradise, you've come to the right place. Since 1970 Island Real Estate has been helping patrons find their get-a-way home, condo, cottage or villa on and off Anna Maria Island. The sales professionals at Island Real Estate are full time specialists, no "weekend warrior" realtors here! With more than 225 years of combined experience working for you, our experts will show you all that Anna Maria Island has to offer. For almost 50 years, Island Real estate has been committed to helping our community through every step of the home buying process. Don't believe us? Just check out reviews of our real estate services.

Anna Maria Island Real Estate
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stay in touch with ourLocal Scene BLOG

Keep up to date on the latest happenings on and around Anna Maria Island. What to do, where to eat and all the fun you could possibly have on vacation! Our local vacation and real estate sales experts have created thousands of pages of information on and off Anna Maria Islandto help you make the most out of your vacation rental or real estate purchase. Check out our top ten lists for Anna Maria Island shopping, restaurants, things to do on rainy days, the most beautiful beaches, you name it! Have an interest, we have likely written about it.


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