Rent Siesta Key is looking for an organized, dependable Assistant Property Manager to help manage the day-to-day operations of our vacation rental properties in Sarasota and Siesta Key. This is a hands-on role for someone who enjoys working with people, solving problems, and keeping properties looking their best. You'll help ensure homes are ready for arriving guests, coordinate with service providers, and support a positive experience for guests and property owners. What you'll do Inspect properties before arrivals and after departures, checking cleanliness, condition, supplies, and overall readiness. Coordinate with housekeeping, maintenance teams, and vendors to keep properties guest-ready. Respond to guest questions and help resolve issues professionally and promptly. Track maintenance requests, follow up on repairs, and document completed work. Assist with owner communication and property updates. Monitor supplies and help coordinate restocking. Support reservations, check-ins, check-outs, and other daily operations as needed. What we're looking for Strong organization, attention to detail, and follow-through. Friendly, professional communication and a customer-service mindset. The ability to prioritize tasks and stay calm when plans change. Comfort using email, mobile apps, and property management software. Ability to travel between properties in the Sarasota and Siesta Key area. Experience in vacation rentals, property management, hospitality, or a related customer-service role is preferred. Needs to be able to accommodate working weekends, holidays, and after-hours as needed. About Rent Siesta Key We're a vacation rental management company serving Sarasota and Siesta Key. Our work centers on caring for our owners' properties and helping guests enjoy their stay on Florida's Gulf Coast.