Your Realtor Partners in the Anna Maria Island Area

Simpson South Realty, LLC is a proud family owned and operated business conveniently located in the center of Anna Maria Island, in Holmes Beach. We offer all real estate services including real estate sales, property management, vacation rentals and annual rentals. Our team also offers assistance to our customers in preparing their homes for sale.


Simpson South Realty, LLC is proud to be a member of the Anna Maria Island Chamber of Commerce. 


Whether you're moving out, moving in or just moving on, let us help you find the property that exceeds your demands.

The Brokers at Simpson South Realty, LLC

You can learn a little about our experienced brokers right here. We look forward to meeting you in person, so make an appointment any time! The first meeting is non-binding and completely free of charge.


Real Estate Broker, Anna Maria Island Gayle Simpson Schulz, Principal Broker/Owner

Gayle Simpson Schulz

Principal Broker/Owner


Bio: I have been in the real estate business for over 30 years. I hold my Virginia Brokers License as well as my Florida Brokers License. My education and experience include commercial leasing, property management, sales, annual rentals and vacation rentals. Our family has owned property on the island for over 33 years. As a native Anna Maria Island resident for over 19 years,  I am very familiar with the area market and am here to offer you my experience.


I am a certified SFR, Short Sales, and Foreclosure Resource Realtor and have been nominated by my customers to receive the prestigous Five Star Awards Realtor Award for 2009, 2010 and 2012.


I love helping people find the property that suits them best, and there's nothing more rewarding to me than a satisfied customer.


Phone: (941) 812- 6489




Real Estate Broker Associate, Anna Maria Island Nicole Heslop, Broker Associate & Gayle Simpson Schulz, Principal Broker/Owner

Nicole Heslop

Broker Associate


Simpson South Realty, LLC is very pleased to announce that Nicole Heslop has joined our team as a Broker Associate.


Nicole is a long time Holmes Beach resident, successful business woman and Real Estate Broker, who you may know from her garden center Everything Under the Sun and then Island Flea and Island Tiki Bar businesses on Marina Drive in Holmes Beach.


We welcome Nicole with her many years in the Real Estate industry and 30 years of local knowledge living and working on our beautiful Anna Maria Island. She is looking forward to helping you find your perfect home "Under the Sun". We are a full service Real Estate company offering vacation rentals, property management, sales and home staging.


Nicole can be reached at (941) 704-9486. or



Have Questions?

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Simpson South Realty, LLC

538 Key Royale Drive

Holmes Beach, FL 34217



(941) 812-6489