Property Caretaker / Lead Inspector

Panhandle Getaways • Panama City, FL

22d • Onsite

About The Position

Property Caretaker / Lead Inspector – Launch Your Property Management Career Panhandle Getaways @ Calypso Towers Resort Location: Panama City Beach, FL | Full-Time | On-Site (must live locally or relocate) Who We Are Panhandle Getaways is one of the Top 50 vacation rental management companies in the world , managing 900+ luxury short-term rentals across the Florida Panhandle. At Calypso Towers , one of our flagship beachfront resorts, we deliver 5-star guest experiences and protect owner assets through obsessive attention to detail. The Opportunity This is a high-visibility, hands-on operations role built for someone hungry to learn the vacation rental business from the ground up and grow within property management. You’ll work side-by-side with the General Manager of Calypso Towers , owning quality control and operations for 100+ beachfront units. This is an excellent opportunity for someone who enjoys hands-on property work and wants to grow professionally within the property management field.

Requirements

• Walk multiple units/floors daily, lift up to 30 lbs, bend/kneel/stoop for inspections, stand/walk for extended periods, and work indoors/outdoors as needed

Nice To Haves

• 1–3 years in hospitality, property maintenance, housekeeping supervision, or customer-facing roles (or a rock-solid work ethic and quick learning ability if you’re newer)
• Insane attention to detail — you notice the crooked picture frame, the scuff mark, the slightly burnt-out bulb
• Organized, dependable, and follow through like your life depends on it
• Great communicator (text, phone, in-person) with teams and vendors
• Tech-savvy and comfortable on phones/tablets
• Flexible schedule — weekends and occasional evenings are part of resort life
• Positive, coachable attitude and a genuine desire to build a career in property management

Responsibilities

• Perform detailed pre-arrival, post-departure, and owner inspections (you’ll become an expert at spotting issues others miss)
• Create and track work orders , coordinate vendors, and ensure every repair is completed correctly and on time
• Partner daily with housekeeping, maintenance, and front-desk teams to keep everything running smoothly
• Proactively catch small problems before they become negative reviews or owner complaints
• Use our tech stack (mobile inspection app, Teams, task system) to document everything with photos and notes

Benefits

• Competitive hourly pay with regular performance raises
• Full benefits: health, dental, vision
• Generous 401(k) match
• Paid time off + holidays
• Work literally steps from the Gulf of Mexico at one of PCB’s premier resorts
• Real mentorship from seasoned pros in the vacation rental space
• A genuinely fun and supportive team that is constantly improving while celebrating the wins

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed
• Number of Employees: 51-100 employees