Property Caretaker Lead Inspector

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.

Youll 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.

What Youll Do (and Learn)

• Perform detailed pre-arrival post-departure and owner inspections
  (youll 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

• Physical 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

Preferred Qualifications:

• 13 years in hospitality property maintenance housekeeping supervision or customer-facing roles
  (or a rock-solid work ethic and quick learning ability if youre 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

Whats Great About Working With Us:

• 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 PCBs 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

If youre reliable detail-obsessed and ready to turn your hustle into a real career in vacation rental management we want to hear from you.

Apply today!