Short-Term Rental Accountant (with Guesty Experience)

We are seeking a detail-oriented Short-Term Rentals Accountant Specialist to support the financial operations of a short-term rental (STR) property management portfolio. The successful candidate will manage accounts payable, owner charges, trust-account reconciliations, payments, and Xero-related bookkeeping tasks, with strong working knowledge of Guesty.

Key Responsibilities

• Process and manage accounts payable, including vendor invoices, cleaning and maintenance bills, utility charges, reimbursements, and supplier payments.

• Verify invoices against approved work orders, contracts, property records, and supporting documentation before processing payment.

• Prepare, review, and process owner charges, recurring charges, management fees, and expense allocations in Guesty and Xero.

• Maintain accurate records of payments due to owners, vendors, and other third parties.

• Assist with trust-account administration, ensuring owner funds are properly recorded, allocated, and separated from operating funds.

• Perform regular reconciliation of trust and operating bank accounts, Guesty transactions, Xero records, and supporting documentation.

• Reconcile reservation income, guest payments, OTA payouts, refunds, adjustments, and disbursements against Guesty and Xero.

• Investigate and resolve discrepancies, missing transactions, duplicate entries, unallocated payments, and reconciliation variances.

• Prepare and review owner statements, including rental income, expenses, owner charges, management fees, and net distributions.

• Process or prepare owner and vendor payments in line with approval procedures and payment schedules.

• Maintain accurate accounts payable aging, payment records, invoices, receipts, and supporting files.

• Support month-end close activities, including reconciliations, journal entries, balance-sheet reviews, and financial reporting.

• Assist with Xero-related tasks, including bill entry, bank-feed reconciliation, expense categorisation, invoice matching, and reporting.

• Communicate professionally with property managers, owners, vendors, and internal finance stakeholders to resolve accounting queries.

• Maintain confidentiality and handle trust funds, owner information, and financial records with a high level of accuracy and integrity.

Requirements

• Proven experience in accounts payable, bookkeeping, property accounting, or trust accounting.

• Strong hands-on experience with Guesty, particularly accounting, owner charges, owner statements, payments, reconciliations, or trust-account workflows.

• Experience in short-term rental, vacation rental, or property management accounting is highly preferred.

• Solid working knowledge of Xero, including bank reconciliations, bills, payments, expense coding, and reporting.

• Understanding of trust-accounting principles, including separation of owner and operating funds, accurate allocation of transactions, and reconciliation of funds held on behalf of owners.

• Experience reconciling PMS/accounting data against bank statements and supporting records.

• Strong attention to detail, with the ability to identify and resolve discrepancies independently.

• Advanced Excel or Google Sheets skills, including VLOOKUP/XLOOKUP, pivot tables, filters, and reconciliation templates.

• Excellent written and verbal communication skills.

• Ability to manage multiple properties, deadlines, and high transaction volumes accurately.

• Reliable internet connection, quiet workspace, and availability to work during required business hours.

Technical Requirements:

• Equipment is self-provided

Computer:

• RAM: 8GB

• HDDISDD: 512 GB

• PU/Processor: Intel Core i5 or AMD Ryzen 5 (12th generation or newest)

• Operating System: Windows 11 Home or Pro

• Power Backup: Power station, Powerbank, UPS, and etc.

• Extra Display: Secondary/External Monitor

• Audio & Video: Noise-Cancelling Headset + Web Cam

• Internet Speed: 40-50 Mbps minimum bandwidth speed for both Download and Uploads.

Contractor Perks & Rewards:

• 20 Paid Time Off

• Referral Bonus - 70 AUD per successful referral to the Wingman platform (paid at 1st month mark with a client contract)

• Annual Trip - connect with the broader Wingman community in person

• Dedicated Support Contact (CSM) - someone to help you succeed and stay connected

• Access to a Network = collaborate with follow contractors and onshore specialists

• Opportunities to Upskill - optional sessions, peer learning, and developmental pathways

• More Work, More Opportunity - potential for additional contracts, Statements of Work, or expanded workloads

• High-Impact Projects - work alongside top-tier Australian partners on meaningful assignments

• Flexibility First - deliver your work in your way, with full autonomy on how you achieve outcomes

• Advisory Support - HR, Tax, and setup guidance available to make contracting seamless

• 100% Work-From-Home Contracts - all engagements designed for remote delivery

Pre-engagement requirements for Independent Contractors:

• BiR as you are a contractor (Required to submit any contributions required by the government.)

• NBI or Police Clearance

• Any Government-issued 10

Note: If you think you have the skills and experience we are looking for but are short on technical requirements, don’t hesitate to reach out to us to discuss the matter.