logo logo ×

  • This field is for validation purposes and should be left unchanged.


Strong Base of Providing Exceptional Service

Anna Maria Rental Properties is a full-service luxury vacation rental and property management company, located on the barrier island of Anna Maria surrounded by the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico.

Anna Maria Renal Properties was founded in 2015 and designed to operate with a strong base of providing exceptional service and unmatched response time and communication with our rental guests and homeowners alike.

Our company’s focus is quality over quantity, to us being a true boutique property management company here on Anna Maria does not mean managing entire neighborhoods. We offer homeowners a chance to step away from the rest, the benefits that our unique approach to vacation rental and property management allows your property to have its own identity. This approach allows the property to avoid being part of the competitive nature of just being just another property for a guest to rent.

Interested? in learning more?

Meet The Team Behind Our Momentum

Our team has over 30 years’ experience in the Real Estate Sales and Property Management industry. We believe in hands-on management and provide a level of personal service that is simply unmatched. Each individual on our team holds an important role in ensuring our service remains at a high level and grows better every today.

We value service. We value your story. We value you.


Hayden Markowitz

Originally from Savannah, GA, Hayden brings a down-to-earth, friendly approach to property management. Hayden gained a vast background in property management, vacation rentals, and investments, and is known for his strong work ethic, passion, dependability, and always a dash of good humor. In 2012, Hayden accomplished being the youngest licensed Realtor with The Premier Property Group located on the breathtaking Scenic Highway 30A along northwest Florida's Emerald Coast. After graduating with his bachelor’s degree in Legal Studies from the University of Central Florida, Hayden moved to Siesta key in 2015 where he worked directly with top producers in the Sarasota and Manatee real estate market. As the current owner of a successful and well established property management company on 30A along the northwest Florida's Gulf Coast, Hayden opened Anna Maria Rental Properties to bring his expertise and friendly approach to the Island. Hayden’s goal is to build long-term relationships with his customers as a confidant and friend, placing their best interests ahead of all else.


Scott Markowitz

Scott Markowitz has been a top producing real estate agent on 30A helping his clients find the perfect property for the past 13 years on 30A. Scott began his real estate career over 35 years ago in the Savannah and St. Simons area in Georgia. He has experience in both residential and commercial real estate. Scott lives on 30A and thoroughly enjoys all that 30-A living has to offer. He’s an extraordinary individual with an in-depth knowledge about homes, condos, and land in and around 30A. Since 2009, Scott has become one of the most successful real estate agents in the area. He is perennially in the top 1% of agents in volume along 30A. Whether you are looking to purchase for pleasure or investment along 30A, Scott would love to meet with you.



Reservation Specialist



Head Housekeeping Supervisor



Property Inspector



Head Maintenance Supervisor



Maintenance Tech

contact us find your rental