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Our Company

Our Company

Casey Potter started The Holiday Life in 2013, after noticing a need for high quality, well-managed and easy to reserve rental properties in Naples, a favorite destination she visited often with family and friends. After a brainstorming session with her mom, Lisa, she quickly decided the Sunshine State was calling and left her career on Wall Street to begin managing a small handful of vacation homes.

Our Company

The Holiday Life has grown from there and in 2022, became a John R. Wood Properties company through a merger with the esteemed local real estate firm. Through this synergistic relationship, The Holiday Life continues to improve on Casey’s founding goal of providing a wonderful hotel alternative for local visitors while helping homeowners preserve and create value from their real estate investments.


Meet The Team



Founder & Director


As General Manager, Casey primarily oversees homeowner relationships, strategy, and business development. Casey graduated from Georgetown University’s McDonough School of Business in 2010 where she earned a BS in Business Administration with concentrations in Finance and International Business. After graduation, she moved to New York City and spent three years working for the New York Stock Exchange, helping to develop the NYSE Bonds trading platform. Having grown up in West Palm Beach, Casey is a Floridian at heart and is grateful to have the opportunity to live and work in Naples! In her free time, she enjoys spending time at the beach, golf carting around with her golden doodle ‘Winnie’, and boating our beautiful waterways.



Originally hailing from the picturesque shores of Pensacola Beach, Stacey is a seasoned professional with a diverse background that has shaped her into a dynamic leader. In 2010, she proudly graduated from the University of South Alabama, marking the beginning of a journey marked by resilience, adaptability, and success. Having roots deeply embedded in a family with a strong military tradition, Stacey inherited a passion for exploration and a commitment to excellence. This upbringing propelled her to live in various corners of the United States and Europe, fostering a global perspective that enriches her professional endeavors. For over seven years, Stacey has been an integral part of the Naples real estate industry, demonstrating an unwavering dedication to her craft. Her leadership style is characterized by a hands-on approach, strategic vision, and an innate ability to navigate the complexities of the rental market. Beyond her professional achievements, Stacey is an active member of the International Association of Women (IAW), where she contributes to a network of like-minded professionals. She is also a dedicated participant in the Young Professionals of Naples, further showcasing her commitment to continuous learning, networking, and community involvement.



Rental Operations Manager


Dan’s role as Reservations Manager is to oversee our guest booking experience, from managing rate strategies to helping match prospective guests with the perfect residence for their stay. He also oversees our concierge service offerings to ensure all of our guests have a rental experience catered to their unique needs. Originally from upstate New York, Dan attended Siena College where he earned a BS in Marketing and Management. After graduation, Dan made the move to sunny Florida for an internship at Walt Disney World before settling in Naples. Dan comes to The Holiday Life from a position as a manager at a luxury boutique hotel in Naples and has a proven track record of exceeding guest expectations and creating memorable experiences. In his free time, you can find Dan "chomping" in support of Florida Gator athletics, kayaking the waterways or exploring the many great dining options in Naples.



Guest Services & Marketing


Our Naples native, Alondra, graduated from Florida Gulf Coast University and received a Bachelor's degree in Communications and Marketing. After graduation, she took an internship at an organic sugar substitute company where she handled customer service and social media marketing. Alondra is the first point of contact when looking for a destination vacation rental while also assisting guests during their stay to enhance their rental experience. She is excited to provide The Holiday Life clients with explementary service and a warm welcome to the Paradise Coast! In her free time, you can find Alondra reading at the beach, working out, or spending time with family.



Property Services Coordinator


As our first and longest standing property services coordinator, Janet is our hostess with the mostest! Her job consists of being out in the field visiting our properties in the South Naples and Marco Island region, performing pre and post-stay inspections to make sure things stay in order from rental to rental. Originally from the Chicago area, Janet brings her midwest work ethic to the table day in and day out, going the extra mile for our guests and our property owners.



Property Services Coordinator


As a property services coordinator for the downtown Naples area, Susan works closely with the owners of the properties in her portfolio and our cleaning crews to make sure each home is up to our THL standards prior to every rental check-in. She also assists guests with issues or requests they have to ensure their stay is seamless and enjoyable.



Property Services Coordinator


Born in Boston, Mark moved to Southwest Florida at a young age and is happy to call Naples his hometown! He comes to The Holiday Life after nine years at a luxury boutique hotel in Naples where he brings his guest focused mindset to enhance the rental experience. Mark is our boots on the ground guy making sure properties are ready for a smooth arrival and is always ready to assist guests whenever needed to ensure a comfortable and enjoyable stay. Mark is an avid sports fan and in his free time loves to get in a game of basketball whenever he can, work on projects at his home and spend time with his family.



Accounting Assistant


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