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Panhandle Getaways

Property Caretaker / Lead Inspector

Panhandle Getaways, Panama City Beach, Florida, United States, 32407

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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.

What You’ll Do (and Learn)

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

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:

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

What's 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 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

If you’re 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!

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