Bookkeeper – Property Management Accounting

Overview

Pousada Management oversees a portfolio of short-term rental and hospitality properties, managing day-to-day operations, guest experience, and financial performance across multiple locations. We are seeking a detail-oriented, proactive Bookkeeper to manage property-level accounting, ensure clean financials, and support year-end reporting.

Role Overview

The Bookkeeper will be responsible for day-to-day accounting across multiple properties, maintaining accurate books, reconciling accounts, and supporting month-end and year-end close. This role works closely with leadership and external CPAs to ensure timely, accurate, and well-organized financial reporting.

This is an ideal role for someone who enjoys structured, repeatable accounting work, understands hospitality or property management financials, and can operate independently in a remote environment.

Property & Day-to-Day Accounting

• Maintain accurate books for multiple properties and entities
• Record and categorize income and expenses by property
• Reconnect bank accounts, credit cards, and payment platforms
• Track operating expenses, vendor payments, and reimbursements
• Ensure proper allocation of shared expenses across properties

Revenue & Platform Reconciliation

• Reconcile bookings and payouts from platforms (e.g., Airbnb, VRBO, PMS systems)
• Track occupancy-based income and identify discrepancies
• Assist with reporting on property-level performance

Month-End & Year-End Close

• Prepare month-end close and basic financial statements
• Support year-end close and provide clean books to CPA
• Assist with 1099 tracking and documentation
• Maintain organized financial records and audit-ready documentation

Reporting & Process Improvement

• Generate property-level P&Ls and summary reports
• Identify inconsistencies or areas for improved financial tracking
• Help refine bookkeeping processes as the portfolio grows

• 3+ years of bookkeeping or accounting experience
• Experience with property management, hospitality, or multi-entity accounting strongly preferred
• Proficiency with Quick Books Online (or similar accounting software)
• Strong understanding of reconciliations and expense categorization
• Comfortable working independently and managing multiple properties
• Highly detail-oriented with strong organizational skills
• Excellent communication and responsiveness in a remote setting