Assistant Live Property Caretaker Jobs (NOW HIRING)

Gibson Beach Rentals, Inc. is a locally rooted short-term vacation rental management company serving some of the most sought-after destinations along Florida’s Emerald Coast, including Destin, Sandestin, Miramar Beach, and Panama City Beach.

For years, Gibson Beach Rentals has helped guests create memorable beach vacations while providing owners with trusted, professional property management. Our portfolio includes premier vacation homes and condos located in well-known resort communities such as Sandestin Golf & Beach Resort, TOPS’L Beach & Racquet Resort, Silver Shells Beach Resort & Spa, and properties along Old Highway 98.

At Gibson Beach Rentals, hospitality is at the heart of everything we do. We take pride in delivering exceptional guest experiences, maintaining high standards for the properties we manage, and building strong relationships with our owners, guests, and team members.

We are looking for hardworking, dependable, and service-minded individuals who want to be part of a team that values professionalism, communication, accountability, and genuine hospitality. Whether you are assisting guests, supporting owners, maintaining properties, or helping behind the scenes, every role plays an important part in creating a seamless vacation experience.

Joining Gibson Beach Rentals means becoming part of a dedicated team that cares about doing the job right, supporting one another, and representing one of the most respected vacation rental brands on the Emerald Coast.

The Property Caretaker is responsible for helping ensure a portfolio of vacation rental properties consistently meets Gibson Beach Rentals’ standards for quality, presentation, maintenance, cleanliness, and guest readiness.

This role works closely with Housekeeping, Maintenance, Guest Services, and Operations to identify property needs, coordinate follow-up, support inspections, report concerns, and help resolve issues in a timely manner. The Property Caretaker may also assist with property improvement initiatives, vendor access, supply needs, and other operational tasks that support the overall care and performance of each property.

The Property Caretaker is not the primary point of contact for homeowners. However, the individual may communicate with homeowners when appropriate or necessary based on specific property needs, scheduled work, access coordination, or other operational matters.

Success in this role requires strong organization, attention to detail, reliability, and the ability to manage multiple priorities. The ideal candidate takes ownership of assigned tasks, communicates clearly with internal teams, identifies concerns before they become larger issues, and follows through to completion.

As a representative of Gibson Beach Rentals, the Property Caretaker plays an important role in maintaining property standards, supporting a positive guest experience, and protecting the condition and long-term value of the homes in our rental portfolio.

At Gibson Beach Rentals, our homeowners trust us with some of their most valuable assets. As a Property Caretaker, you will help protect those investments by ensuring properties are maintained to the highest standards while delivering the communication, responsiveness, and attention to detail our homeowners expect.

Your ability to build trust, solve problems, coordinate across departments, and proactively identify opportunities for improvement will directly impact homeowner satisfaction, guest experience, property performance, and the continued growth of our portfolio. Every interaction is an opportunity to strengthen relationships, elevate the quality of our homes, and reinforce the exceptional service Gibson Beach Rentals is known for throughout the Emerald Coast.

• Communicate with assigned homeowners as needed regarding property-specific matters, providing timely and professional updates when appropriate.

• Build strong, long-term homeowner relationships through responsiveness, follow-through, and proactive service.

• Follow up on homeowner requests, concerns, and open items to ensure timely resolution.

• Communicate property updates, maintenance recommendations, guest feedback, and operational insights.

• Identify opportunities to improve homeowner satisfaction and strengthen owner retention.

• Monitor assigned properties to ensure they are well-maintained, guest-ready, and meeting company standards.

• Conduct property inspections and document maintenance needs, housekeeping concerns, and recommended improvements.

• Review guest and homeowner feedback to identify recurring issues and opportunities for improvement.

• Assist with coordinating repairs, deep cleans, inspections, preventative maintenance, and property improvement projects.

• Support the onboarding of new properties into the rental program.

• Partner with Housekeeping, Maintenance, Guest Services, and Operations to address property needs.

• Coordinate and follow up on work orders, maintenance requests, and operational concerns.

• Maintain accurate records, inspection reports, photos, and homeowner communication notes.

• Help resolve guest-impacting property issues quickly and professionally.

• Support initiatives that improve property performance, guest satisfaction, and portfolio growth.

• 1+ years minimum experience in property management, vacation rentals, hospitality, real estate, homeowner relations, account management, or customer service mandatory.

• Experience communicating professionally with homeowners, clients, guests, or customers.

• Demonstrated ability to build and maintain strong professional relationships through communication, responsiveness, and follow-through.

• Strong organizational and time management skills with the ability to manage multiple priorities simultaneously.

• Excellent problem-solving skills and the ability to navigate challenges with professionalism and sound judgment.

• Comfortable coordinating with multiple departments and stakeholders to achieve successful outcomes.

• Proficiency with technology platforms, property management software, CRM systems, Breezeway, and Microsoft Office or Google Workspace.

• Valid driver's license and reliable transportation.

• Ability to conduct property inspections and travel throughout the portfolio as needed.

• Knowledge of maintenance coordination, property inspections, and vendor management.

• Familiarity with the Destin, Miramar Beach, Sandestin, or Panama City Beach markets.

• Experience working in a fast-paced hospitality or property management environment.

• Unit Growth Bonus

• Paid time off such as PTO, sick days, and vacation days

• Life insurance

• Dental and Vision insurance

• Retirement benefits or accounts

• Long term and Short term disability insurance

• Tuition reimbursement

• Wellness programs

• Employee recognition programs

• Commuting/travel assistance

• Flexible, Monday - Friday, 8:30 AM - 5:00 PM, some weekends required.