Meet the CottageCrew

Heather grew up with her family enjoying life in the southeast states from North Carolina all the way to Key West! Now residing in Sarasota with her husband, Heather’s own passion for travel and adventure propels her desire to perfect her guests’ experiences. She aims to create a company that celebrates bringing families and friends closer together. As Heather would say, what else is there in life after all?

Eric’s position envelopes the oversight of operations and on boarding new properties. He enjoys being part of the transformation of a newly acquired home into a premier vacation rental. He is deeply ingrained in the inner workings of the company taking part in what truly makes it special. The experiences and communication that he shares with owners and guests alike is what he cherishes most.

Nick Russell oversees all aspects of the daily operations. For Nick, nothing beats reading an email, or speaking to a guest at the end of their trip where they express how much they enjoyed everything about their stay and their experience from start to finish. Nick loves the idea of being a part of an amazing experience for every guest that stays at one of our properties and having the opportunity to live and work on a beautiful island!

Matthew is actually a native to Siesta Key! No problem is ever too big or too small for Matthew, he will do all in his power to make the perfect outcome for any situation. Matthew has been in the vacation industry for over 10 years and he could not see himself in a more perfect career. One of Matthew’s favorite quotes is “The waves of the sea helps me get back to me.”

Joseph (JoJo) has been in the hospitality industry for over 13 years. Putting smiles on people’s faces and creating unforgettable experiences that will be cherished forever is the reason he chose this career path. JoJo loves working for a company where employees such as himself are treated more like family and guests are also loved just as much!

As the Guest Services Coordinator, Kaitlyn is the first point of contact for The Cottages’ by initiating, maintaining and resolving any issue(s) that may arise during their stay. Kaitlyn has traveled to almost every continent and has studied four different languages. She believes her passion for travel and culture is what has taught her how to truly understand and even anticipate the needs of our guests!

Anne makes sure all homes are very welcoming to every single guest. She enjoys reading the guests’ comments after their departure and the memories they have made. She loves being part of a dynamic company and always strives to make our guests’ experience an unforgettable one.

Amanda oversees the overall functions of The Cottages’ office including the Accounting and Marketing departments. She is the point of contact for most “back of the house” operations. She has been in the hospitality field for over 7 years, and she loves working with such a tight-knit family including her coworkers, owners and guests alike.

Because of Sara’s previous professional background, she is very passionate about enhancing the consumer experience! Growing up on an Army base, Sara has learned to adapt and interact with people from every background and culture. It has been from these experiences that she can easily communicate, anticipate, and discover the needs of others. This is integral to her work across departments in the company as well as connecting with our guests.

Born and raised in Sarasota, Kenneth has always loved the beach and the soft Siesta sand. Kenneth enjoys the outdoors and is always considered the “go-to guide” for recommendations for just about anything in Sarasota! He enjoys helping people from around the world explore our beautiful city and loves being a part of their vacation experience.

Gabriella loves meeting new travelers and learning their backstory. She loves that she works as a part of a team and family right on Siesta Key! Nothing is better for Gabriella than seeing the rush of excitement from every happy guest that comes in and their eagerness radiating for their vacation stay with us!

Chris is a new member of The CottageCrew. He loves getting to know the guests’ wants and needs and working with them to find the absolute perfect home for their vacation or special occasion. He loves working and spending time around beautiful Siesta Key and on the water. Chris counts himself very lucky to be living in paradise!