Our Story

Family Owned & Operated

Matt Floyd and Craig Gerulski stayed at their first AirBnB's
as guests in 2018 in Nashville and Breckenridge and quickly fell in love with this new concept of traveling like locals all around the world and creating genuine relationships along the way.  

Those experiences inspired them to begin investing in
Vacation Rentals while working W-2 jobs for large corporations.  They were both passionate about reaching financial freedom through real estate investing and felt that Vacation Rentals provided the best combination of cash flow, appreciation, and tax benefits while also allowing them to visit their investments with family and friends and create lifelong memories.

Family Owned & Operated

Matt Floyd and Craig Gerulski stayed at their first AirBnB's
as guests in 2018 in Nashville and Breckenridge and quickly fell in love with this new concept of traveling like locals all around the world and creating genuine relationships along the way.  

Those experiences inspired them to begin investing in
Vacation Rentals while working W-2 jobs for large corporations.  They were both passionate about reaching financial freedom through real estate investing and felt that Vacation Rentals provided the best combination of cash flow, appreciation, and tax benefits while also allowing them to visit their investments with family and friends and create lifelong memories.

In 2019, they partnered up to create Stay Classy Homes to
manage their own properties and those of their clients around the country.  Fast forward 5 years later and they left their W-2 jobs to fully commit to this business, manage properties in 5 states, have a full-time operations team, and have spoken on over a dozen podcasts and in front of the largest Real Estate Investor groups in Southern California to help others
looking to get started.

They are just as passionate about Vacation Rentals as they
were when they started and are now focused on helping their clients achieve the same financial freedom goals that they had through 1:1 consulting and providing 5-Star guest experiences.

In 2019, they partnered up to create Stay Classy Homes to
manage their own properties and those of their clients around the country.  Fast forward 5 years later and they left their W-2 jobs to fully commit to this business, manage properties in 5 states, have a full-time operations team, and have spoken on over a dozen podcasts and in front of the largest Real Estate Investor groups in Southern California to help others
looking to get started.

They are just as passionate about Vacation Rentals as they
were when they started and are now focused on helping their clients achieve the same financial freedom goals that they had through 1:1 consulting and providing 5-Star guest experiences.

Meet the Team

Matthew Floyd

Client Relations

Craig Gerulski

Operations Management

Jeremy Ashburn

Marketing

Recent Testimonials from Our Clients

Megan Rodriguez

Craig and Matthew are the finest at what they do. They not only taught my team how to be more efficient and successful, but they were also willing to guide me one-on-one as I continued my STVR management journey.

Joseph Malvar

Matt and Craig from Stay Classy Management was the best decision I made for hiring a management company. Their professionalism, expertise, and commitment to excellence have not only alleviated the stress of rental management but have also significantly enhanced the profitability and desirability of my property. They keep things running smoothly, they take care of any issues that arise and keep us informed. My mind is always at ease knowing they’re on top of things. With them I can honestly say, I can set it and forget it. You guys are AWESOME!!!

Mike Valenzona

The service I receive from Stay Classy Homes has been top notch. Matt and Craig are great and are very easy to work with. With their experience, knowledge, and creativity they've made suggestions to help improve my property so that I would be able to provide a better experience for guests. It's been worry free since they've been managing the property.
Thanks guys and keep up the great work!!!

Discover what your property could generate with our short term rental management services

Connect With Us

We are currently exploring new partnership opportunities and we would love to hear about your new or existing property.

Please feel free to reach out by filling out the form or giving us a call directly.

619-738-6199
matt@stayclassyhomes.com