***Thank you for your interest. At this time, all applicants will be required to take an assessment in order to be considered for this role. ***Why you want to work for Casiola:Are you someone who likes making others
smile? Would you enjoy taking part in making a family's vacation
experience extraordinary? If so, you are the type of person we are looking for! As a
Property Care Team Lead we count on you to make sure that every guest has an
EXTRAordinary hospitality experience.
Our missionWe create everlasting
memories through
EXTRAordinary hospitalityOur valuesThese are not just a bullet point list of good thoughts, these
values are the core of our company and we live them out each and every day.
- We love our guests, our owners, our partners, and our teammates and we make sure they love us too.
- We love what we do and we do what we love. We love to do things differently, always finding a better way.
- We love promise keepers; we do what we say!
- We love doing the right thing, even when no one is watching.
- We love to keep things personal, simple and fun.
- And we love coffee and cake.
Who is Casiola?Casiola is a
fast growing, full-service
short term rental management company that manages
650+ vacation homes in Orlando, South Florida, Aruba, Tampa Bay, Houston, Spain and other destinations. Our homes range from 2 bedroom condos to 15+ bedroom villas with a pool. Our goal is to manage
1,000+ vacation homes by the end of
2026.
What You'll Do
- Lead training and onboarding for Inspectors and Portfolio Managers.
- Coach Inspectors, Portfolio Managers, Housekeeping, and Maintenance teams.
- Guide Portfolio Managers in identifying and tracking maintenance and vendor activities aligned with quality standards.
- Define, implement, and monitor quality standards, SOPs, and inspection flows.
- Develop and execute a Quality Plan based on real-time feedback, reviews, recoveries, and extra service opportunities.
- Lead morning meetings and support cross-team alignment.
- Oversee owner arrivals with an ownership lens.
- Partner with Operations to review and follow up on 30/60/90-day plans.
What You Bring
- Strong leadership and coaching skills.
- Passion for talent development and continuous improvement.
- High attention to detail and commitment to quality.
- Ability to inspire accountability, ownership, and collaboration.
- Experience in hospitality, property management, or operations leadership (preferred).
- Bilingual: English/Spanish preferred
What We Offer
- Annual salary: $40,000
- Quarterly bonus: $800
- 5-day salaried workweek (including weekends at the office; days off set by PCM)
- Growth opportunities within a people-first, hospitality-driven culture.
- Paid vacation days and paid holidays
- Medical insurance discount
- Growth opportunities within a people-first, hospitality-driven culture
If you're ready to lead with purpose and help us raise the standard every day, we'd love to hear from you.
The
Property Manager / Vacation Home Inspector that we hire must be a self-motivated professional able to work in a high paced environment. In addition, the
Property Manager / Vacation Home Inspector must have a positive attitude and a strong desire to be part of a growing team. We are looking to add customer service-minded professionals to the Casiola family so if this sounds like you please apply today!
READY TO JOIN THE CASIOLA FAMILY?If you feel that you would be right for this position, please fill out our initial
3-minute, mobile-friendly application. Only those candidates who complete the assessment will be considered for this role. We look forward to meeting you!