Bookkeeper (Vacation Rentals / Property Management) Remote, Contract (1099)

About Us We are a boutique accounting services firm that supports property management companies across the U.S., specializing in short-term rentals (STRs). Our work is fast-paced, detail-oriented, and deeply rewarding as we help clients grow and stay financially organized. We pride ourselves on transparency, integrity, and delivering service that makes our clients feel supported and confident in their finances. About the Role We’re seeking an experienced Bookkeeper with direct short-term rental or property management accounting experience. This is a 1099 contractor role, offering the flexibility to set your own schedule and work remotely. Beyond strong bookkeeping skills, we’re looking for someone who genuinely values customer service—someone who can communicate clearly, resolve issues with patience, and leave clients feeling taken care of. Key Responsibilities • Manage day-to-day bookkeeping using QuickBooks Online • Reconcile bank accounts, credit cards, and owner statements • Prepare and deliver monthly financial reports • Categorize expenses, track vendors, and ensure books stay accurate and audit-ready • Communicate with clients via email and Zoom in a warm, professional, and solution-oriented way Qualifications • Minimum 2 years bookkeeping experience in the vacation rental or property management industry (required) • Proficiency with QuickBooks Online (required) • Excellent communication skills with a customer-first mindset • Strong attention to detail, organization, and follow-through • Values transparency, integrity, and collaborative teamwork • Reliable internet connection and ability to work independently in a remote setting What We Offer • 100% remote with flexible hours • A supportive and collaborative team environment • Opportunity to grow with a fast-moving company in the vacation rental space • Long-term collaboration potential for the right candidate To Apply Please submit your resume and a brief cover letter highlighting your STR/property management bookkeeping experience, your approach to client service, and why you’d like to join our team. Job Types: Part-time, Contract Pay: $25.00 - $50.00 per hour Expected hours: 20 – 30 per week Benefits: • Flexible schedule Experience: • vacation rental bookkeeping: 3 years (Required) Ability to Commute: • Remote (Required) Work Location: Remote Apply tot his job