Our Company

We are Tyler & Taylor, owners of Day Off Properties a local vacation rental company here in the Florida gulf beaches area. Day Off Properties started off as 1 property and has organically grown by word of mouth into a quality vacation rental hosting company. We wanted to be different from the large corporations and make this a personalized experience for owners and guests. As a family-owned company we work closely with our owners to ensure 5-star service and a trusted partnership.

Tyler Waggoner

Tyler is one half of our great team! He is originally from Kansas and moved to Florida in 2018. Tyler has been working in Parks and Recreation, since graduating from Pittsburg State University in Pittsburg, Kansas. Tyler has a B.A. in Business with a concentration in Recreation Management. Until recently, he was a Parks and Recreation Supervisor for the City of St. Pete Beach, managing a mid-size staff, planning events and building rentals and overseeing maintenance and cleaning. He is now our full-time Operations Manager and takes care of handyman work at the properties, furniture procurement, marketing, while also scheduling cleanings, and quality control inspections. In his spare time, he enjoys spending time with his family, playing basketball, golf and walking the dogs, Peyton and Buck.

Taylor Waggoner

Taylor is the other half of the Day Off team! She is originally from Georgia and moved to Louisiana for college on a full volleyball scholarship. She graduated with a double major in History and Spanish. In 2018 she moved to Florida to pursue beach volleyball and gaining a love and interest in real estate. Taylor takes care of managing reservations, communications, design and accounting. Together with Tyler, she makes sure all owners feel taken care of and all guests have the best experience while on vacation with us.

Maintenance

Gary and his team handle our handyman and maintenance services. They assist with plumbing, electrical and any other renovation or restoration needs. They are flexible, reliable and perform quality work at a reasonable price.

Peyton & Buck

Peyton and Buck are our team mascots, and office supervisors. Their responsibilities include supervising all business operations, head security and building team morale with their cuteness.