Assistant Property Care Manager – Quality & Training

Casiola vacation homes; Orlando (FL); On-site; USD 36,000 - 44,000; Full time

Benefits offered by this job

Health

PTO

401(k)

Job summary

Casiola, a vacation-home manager, seeks an Assistant Property Care Manager in Orlando. This hands-on role trains inspectors, PMs and housekeeping, raising quality across our homes and ensuring every property shows its best. You’ll work side by side with the Property Care Manager and spend time in homes, not just behind a desk.

You’ll lead onboarding, coach teams, and develop quality plans tied to guest feedback. A driver’s license is required; bilingual English/Spanish is a plus.

Qualifications

• 2+ years supervising teams in hotels, vacation rentals, housekeeping or property management.
• Hands-on experience with quality inspections, audits or brand standards.
• A coach who gives direct, fair feedback and follows up.
• Highly organized, with a sharp eye for detail.
• Comfortable with property management software; Guesty experience is a plus.
• Bilingual English/Spanish is a plus.
• Valid driver's license and reliable transportation.

Responsibilities

• Train and onboard inspectors, PMs, and housekeeping.
• Provide regular coaching with clear feedback and follow-up.
• Build and run a quality plan based on guest reviews and issues.
• Conduct property walkthroughs, spot-checks and quality audits.
• Own owner arrivals quality so every visit shows the home at its best.
• Review cleaning reports and SOPs.
• Lead team morning meetings and manage maintenance tasks.
• Improve SOPs and quality checklists and ensure compliance.
• Step in for the Property Care Manager when needed.

Skills

Team leadership

Training & coaching

Quality inspections

Brand standards

Attention to detail

Bilingual English/Spanish

Driver's license

Tools

Guesty experience

Property management software

Job description

About Casiola

Casiola manages vacation homes for owners across Florida, Georgia, Belgium, Aruba and Spain. Our standard is EXTRAordinary Hospitality: every home ready, every guest cared for, and every owner confident their property is in good hands. We are growing fast, and we want leaders who grow with us.

The role

As Assistant Property Care Manager, you will set the quality bar for our homes and train the people who deliver it. You will work side by side with our Property Care Manager, coach our inspectors, portfolio managers and housekeeping teams, and turn guest feedback into clear action plans. This is a hands-on role. You will spend real time in our homes, not only behind a desk.

What You Will Do

• Train and onboard new inspectors and portfolio managers, and follow their progress through their first 90 days
• Coach inspectors, PMs and housekeeping through regular one-on-ones with clear feedback and follow-up
• Build and run a quality plan based on guest reviews, real-time issues and service recovery
• Conduct property walkthroughs, spot-checks and quality audits
• Own the quality of owner arrivals, so every owner visit shows their home at its best
• Review cleaning reports
• Lead team morning meetings and help PMs manage maintenance tasks and vendors
• Improve SOPs and quality checklists, and make sure the team follows them
• Step in for the Property Care Manager when needed

What We Are Looking For

• 2+ years supervising, training or leading teams in hotels, vacation rentals, housekeeping or property management
• Hands-on experience with quality inspections, audits or brand standards
• A coach who gives direct, fair feedback and follows up
• Highly organized, with a sharp eye for detail
• Comfortable with property management software and reports (Guesty experience is a plus)
• Bilingual English/Spanish is a plus
• Valid driver's license and reliable transportation

What We Offer

• $40,000 base salary
• Quarterly performance bonus of up to $3,200 per year, tied to guest satisfaction, team retention, owner retention and productivity
• A structured 30/60/90-day onboarding plan
• A clear growth path in a fast-growing, multi-market company
• Benefits: health, PTO, 401(k)

Schedule

Full-time, 5 days a week, salaried. Weekend work is required. Days off rotate based on operational needs.

Ready to raise the bar?

Apply with your resume and a short note on a time you improved quality or developed a team.

Salary: $40000 - $40000 per year