Destination Concierge and Planner

REM Services Ltd is a boutique, independent, professional Property Management and Rental company in the Cayman Islands operating in both the Residential and Commercial aspect of the business. We are dedicated to providing professional property management and rental services, ensuring customer satisfaction and adding value to our client’s property interests. Vacation Rental & Management

• Lead the vacation rental department, including two cleaning teams and the concierge team
• Oversee all property assets to ensure quality and owner satisfaction
• Supervise renovations and preventative maintenance for properties
• Develop and implement pricing strategies for vacation rentals
• Create and manage marketing campaigns and special offers (social media, Ecaytrade, etc.)
• Manage DOT licensing and ensure regulatory compliance
• Coordinate with strata for services such as pest control, AC servicing, and fire inspections
• Oversee purchasing for all units, including linens, furniture, household products, and guest amenities
• Maintain and track office inventory (rum, coffee, linens, and supplies)
• Onboard new properties from start to finish, including client meetings, proposal preparation, and integration into the rental program
• Review and update property management contracts annually
• Serve as the primary point of contact for property owners
• Answer all inquiries for quotes and availability across multiple channels
• Meet with local accommodation to present potential partnership opportunities

Financial Oversight

• Prepare and issue invoices for bookings and services
• Track reimbursements, process payments, and ensure accurate, timely deposits
• Maintain financial records and reporting through detailed Excel tracking
• Monitor revenue, expenses, and owner payouts while supporting budget planning and forecasts
• Prepare and submit monthly tax forms in compliance with local regulations

Guest Services & Concierge

• Greet guests at their accommodations, ensuring a warm Cayman welcome
• Manage all guest relations from booking to post-stay follow-up
• Conduct property inspections at check-in, post-cleaning, and check-out
• Curate authentic Cayman experiences including excursions, private charters, tours, dining reservations, and more
• Provide insider recommendations for dining, beaches, water sports, and cultural activities
• Coordinate personalized services such as private chefs, event planning, and in-villa experiences
• Build relationships with local vendors and service providers to deliver best-in-class experiences

Reservations & Operations

• Manage bookings across platforms (Airbnb, VRBO, Booking.com, Guesty, etc.)
• Respond promptly and professionally to guest inquiries
• Monitor occupancy, revenue, and guest feedback, making operational adjustments as needed
• Coordinate with housekeeping and maintenance teams to ensure properties are guest-ready and meet the highest standards
• Prepare internal documents, checklists, and workflows to continually improve department efficiency

Job Requirements

• Minimum 3+ years’ experience in hospitality, vacation rentals, or property management, including oversight of guest services, housekeeping, and maintenance teams
• Proficient with booking and property management platforms (e.g., Guesty, PropertyWare, Airbnb, VRBO, Booking.com, or similar software management systems)
• Experience with financial and administrative tasks, such as invoicing, payment processing, revenue tracking, and assisting with monthly reporting
• Highly organized with excellent attention to detail; able to manage property and office inventories, contracts, and operational documentation
• Demonstrated ability to multitask, problem-solve, and work effectively under pressure in a fast-paced environment
• Exceptional communication skills with a service-oriented, guest-focused mindset
• Skilled in onboarding new properties, developing proposals, and building relationships with property owners and local partners
• Flexible to work evenings, weekends, and public holidays as needed to support guest arrivals and property operations

Remuneration will be commensurate with qualifications and experience with a basic salary in the range of CI$ $32,000 - $40,000. Full-time Monday to Friday 08:30 AM to 05:00 PM 45 hours per week. Evenings, weekends, and holidays as needed.

• 10 days paid vacation per year
• Standard pension contributions
• Standard health insurance

Suitably qualified Caymanians, PR, and Status Holders are invited to apply to: https://bovell.bamboohr.com/careers/26