Stay Classy Homes
Property Management

A Better Way to Stay in San Diego

Every home is designed by hand, kept spotless, and cared for by a local team that actually picks up the phone.

Family Owned & Operated

Our Story

Matt and Craig booked their first Airbnb in Nashville in 2018 and came home with one thought: this is how travel should feel. A real home, a real neighborhood, a host who picked up the phone. They started Stay Classy Homes in 2019 because they couldn't find enough places like that one. Six years on, the portfolio spans five states. The team is bigger, but the approach hasn't changed: Matt and Craig are still across every property, and Kimberly still designs each interior herself.

How We Work

What to Expect

Every home is cleaned and checked before you arrive, the kitchen is stocked with the basics, and the Wi-Fi password is on the counter. The neighborhoods are real ones: walkable, local, worth exploring. If something's off during your stay, text us. We keep the team small on purpose so the people who answer actually know the homes.

Meet the Team

The People Behind It

Matt Floyd

Co-Owner

Matt Floyd

Matt booked his first Airbnb in Nashville and never looked back. He oversees operations and makes sure every home runs the way a guest would want it to.

Craig Gerulski

Co-Owner

Craig Gerulski

Craig handles the details that make a stay feel effortless: the right amenities, a clean handoff, and a home that's ready when you arrive.

Kimberly Hixson

Interior Designer

Kimberly Hixson

Kimberly designs the interiors. She picks what goes in each room so it feels like a home, not a rental.

What You Get

Every Stay, Covered

Homes We Stand Behind

Homes We Stand Behind

Every home is cleaned, stocked, and checked before you arrive. If something's off, we fix it fast.

  • Someone reachable around the clock

  • Professionally cleaned before every stay

  • Well-maintained homes in good neighborhoods

Local Knowledge

Local Knowledge

Ask us for restaurant picks, the best beach for your group, or what to skip.

  • Honest local recommendations

  • Tips for getting the most out of your trip

  • A team that actually picks up the phone

Support When You Need It

Support When You Need It

Questions before you book, a late check-in, something missing from the kitchen: just text us.

  • Fast responses, day or night

  • Flexible check-in when we can manage it

  • Real people, not a call center