Heather Van Wie is the CEO and President of The Cottages On The Key and The Compass Collection, two unique and organically grown Sarasota-based businesses specializing in property management, revenue management, reservations, and marketing for rental properties. She is also a Board Member of VRNation, an alliance of Property Managers dedicated to reshaping how travelers plan their stays, where she represents the Eastern U.S.

The story of Heather’s business start-up and evolution paints the true picture of who she is. Her success came about when the 2008 housing crisis left her broke, in foreclosure, facing bankruptcy, and immense personal and professional turmoil.

Heather and her father, Roger Van Wie, who was also affected by the crisis, turned their homes into vacation rentals to generate enough income to cover bills. Learning the tools of the trade, they formed The Cottages On The Key, Inc., in 2009, a company built by homeowners, for homeowners. They quickly attracted like-minded owners looking to achieve the same financial goals.

As the business grew, their portfolio expanded, and The Cottages on The Key experienced rapid growth, achieving over 25 percent average revenue growth annually. Today, the company manages 125 listings in the Sarasota area, generating over $16 million in revenue. Heather recently expanded its successful business model nationally by launching The Compass Collection, transforming her initial desperation into a thriving enterprise.

About The Cottages On The Key

The Cottages On The Key manages and operates amazing, luxury vacation rentals in Sarasota, Siesta Key, Lido Key, and Anna Maria Island. Whether with an owner or vacationer, this family-run business builds relationships based on trust, transparency, exceptional service, and return on investment. The company’s success is founded on its ability to find the right guests and pair them with the right home and neighborhood, from an exclusive collection of vacation homes in the most desirable beach destinations on Florida’s Gulf Coast.

5001 Ocean Blvd.,
Siesta Key, FL 34242
941.346.1200
TheCottagesOnTheKey.com