Front Office Manager

• Manage and supervise front desk, concierge, and guest services operations to deliver seamless check-in/check- out experiences and exceptional service standards consistent with The Islands of Islamorada’s luxury positioning.
• Oversee daily front office operations including reservations coordination, room assignments, billing accuracy, and special request fulfillment across villas and suites.
• Ensure security and safety protocols and property access standards are consistently enforced to maintain a safe, private environment for guests, owners, and team members.
• Coordinate closely with Housekeeping, Engineering, and Marina teams to support efficient villa and suite readiness and guest movement throughout the property.
• Ensure all incidental charges including F&B are accurately posted, reconciled and accounted for on a daily basis
• Ensure all Exclusive Resort and Inspirato standards are executed daily and ensure staff is held accountable for achieving

• Uphold anticipatory, personalized service that reflects the resort’s exclusive, residential-style luxury experience; proactively address guest needs and preferences.
• Handle escalated guest concerns with professionalism and urgency, driving prompt resolution to protect and elevate satisfaction scores and online reputation.
• Collaborate with all departments (Housekeeping, Food & Beverage, Concierge, and Marina) to deliver cohesive, memorable guest journeys across the resort’s amenities.
• Manage VIP arrivals, special occasions, and loyalty recognition programs; ensure guest preferences are accurately captured and acted upon in the property management system.

• Serve as a primary point of contact and trusted partner for villa owners, fostering strong, professional relationships built on transparency, responsiveness, and care.
• Coordinate owner arrivals, stays, and special requests with the same elevated standards applied to hotel guests; ensure seamless communication between owners, operations, and leadership.
• Act as primary owner liaison and meet property performance expectations while coordinating property services, and resort initiatives in partnership with leadership and any third-party management or sales partners.
• Maintain accurate records of owner preferences, contacts, and stay history; resolving owner conflicts and appropriately escalating ownership-related issues as needed, promptly and professionally.
• Ensure billing, maintenance requests, property services and all owner charges are managed timely and accurately to exceed owner expectations

• Recruit, train, coach, and mentor front office and guest relations team members, fostering a diverse, inclusive, and service-driven culture.
• Develop and manage schedules that balance operational coverage with team member work-life balance in a high-touch, villa-centric environment.
• Implement ongoing training focused on luxury service standards, systems proficiency, conflict resolution, and owner-guest interaction protocols.

• Monitor departmental performance against budgets and labor targets while upholding luxury service standards.
• Oversee front office systems (PMS, reservation platforms, and related tools) and ensure data integrity, accurate billing, and system reliability.
• Ensure compliance with resort policies, safety standards, accessibility requirements, and all applicable regulations.

• Track and analyze key performance indicators including guest satisfaction scores, online review ratings, occupancy metrics, and departmental contribution.
• Review and respond within 24 hours to feedback from all 3rd party sites including Tripadvisor, Google, as well as internal surveys, and direct guest/owner comments to identify trends and drive continuous improvement
• Strive to be the property expert on all guest related front office systems and train staff to meet service expectations

• Bachelor’s degree in hospitality management, business administration, or a related field preferred; equivalent experience considered.
• Minimum of 4–6 years of progressive experience in hotel/resort front office or guest relations operations, with at least 2–3 years in a supervisory or managerial capacity.
• Proven leadership experience managing teams in a high-touch, luxury, or residential-style hospitality environment; villa, condo-hotel, or owner-relations experience strongly preferred.
• Strong working knowledge of property management systems (PMS), front office operations, revenue awareness, and guest preference management.
• Exceptional communication, relationship-building, problem-solving, and interpersonal skills; ability to interact confidently with owners, VIP guests, and internal stakeholders.
• Familiarity with the Florida Keys market and luxury traveler expectations is a plus.
• Ability to work flexible hours, including evenings, weekends, and holidays, in a fast-paced, guest-facing leadership role.

Boutique luxury resort setting in Islamorada, Florida Keys. This position offers a beautiful island location with access to resort amenities (based on availability) and meaningful professional growth opportunities.