caribbean.work / jobs / assistant-villa-manager
Live WORC posting · J6R3M4

Assistant Villa Manager.

Grand Cayman Villas & Condos Ltd
KYD$55k–75k/yrNorth SideFull-time45 h/week

Grand Cayman Villas & Condos seeks an experienced and highly organized Assistant Villas Manager to provide attentive, trusted management of high-end private homes, ensuring owners and guests receive responsive, well-organized service and that each property is cared for with pride, discretion and respect.

Key Responsibilities:
• Build trusted, respectful relationships with homeowners, guests and service providers while representing each home with care and professionalism
• Coordinate day-to-day home maintenance, inspections, repairs and scheduled services, keeping owners informed and following their preferred procedures
• Respond calmly and thoughtfully to owner and guest requests, always balancing priorities and maintaining composure
• Maintain clear property records, schedules, service updates, expenses and maintenance information
• Develop a practical working knowledge of home systems and equipment, including automation and home controls, air conditioning, pools and spas, blinds and shutters, so you can communicate effectively with specialist service providers
• Schedule, coordinate and follow up with multiple service providers to ensure work is completed properly and owners receive timely, accurate updates
• Take ownership of each home’s presentation and readiness, anticipating needs and resolving issues with initiative, honesty and sound judgement
• Provide responsive support when on call, including outside regular working hours during busy guest periods, weekends and holidays when required

Requirements:
• Brings a genuine hospitality and customer-service mindset; experience in hotels, restaurants, vacation rentals or another service-led environment is especially valuable
• Is highly organized, communicates clearly and follows through consistently across multiple homes, requests and service providers
• Maintains composure, discretion and professionalism when handling changing priorities, owner expectations and guest requests
• Is willing to learn property management and develop a basic understanding of home maintenance, systems and equipment; technical expertise is not required
• Can speak confidently with service providers, ask the right questions and communicate clear, accurate updates to homeowners
• Works independently, takes initiative and takes pride in caring for other people’s homes and personal spaces
• Is honest, respectful and dependable, with the judgement required to be trusted in private homes
• Understands that vacation rental and private home management can involve demanding and variable hours, including longer days and some holiday or weekend support
• Is available for a flexible 45-hour schedule across Monday to Sunday and is comfortable travelling between properties from East End to West Bay
• Has a reliable vehicle and a good knowledge of Cayman, with enthusiasm for helping guests enjoy their stay

Posted2026-11-03
Application deadline2026-11-24
EducationCertificate/Diploma
Experience3-4 years
OccupationServices managers not elsewhere classified
RequiredCover letter
WORC referenceJ6R3M4

Apply through WORC.

This vacancy is listed on WORC, the Cayman Islands government job portal. Applications go through the official channel.

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