Welcome to Island Life
WOULD YOU LIKE TO VACATION OR STAY FOREVER?
Anna Maria Island Vacation Rentals
Serving Anna Maria Island for more than 50 years
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.
View some of our newest properties
Featured AMI Rentals
Anna Maria Island Club 40
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
About a Mermaid
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 6
Anna Margaritas Plus Den
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
A Mermaids Tale
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 6
Our History
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. 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.
View Some of Our Beautiful Homes & Beaches
Anna Maria Island Photo Gallery
Recent Client Testimonials
Hear what some of our clients have said about us
“"Thanks for the wonderful stay!!!"
Kimberly K
“"Great job!"
Frank S
“Great front desk staff who are very accommodating to our needs. When guest services were required our issues were dealt with effectively and in a timely and efficient manner.
Julie
“"If you want perfect go to island real"
Anne B
“"A great service as usual, all went smoothly as planned."
Philip S
“"Very Nice house with à very Nice pool area. Very close to the beach."
Joakim, M
“"AMI is a great place for a relaxing vacation!"
Peter K
“"Check out was equally quick & easy! WE loved our stay and our dealing with your company were exemplary. I loved the welcome call after our first night to verify that things were going well!"
Susan H
“This has been our third time renting with Island Real Estate and we have enjoyed every stay. Looking forward to returning soon. We are always happy with the service we receive when staying with Island Real Estate. Thanks again!
Kelly J
“ Service was exceptional!
John
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