Property Management Accounting Bookkeeper

Casago First Coast is a vacation rental property management company operating across multiple Florida markets and part of the growing Casago franchise network. We are focused on delivering exceptional experiences for both homeowners and guests through a combination of responsive local service, operational excellence, and a strong commitment to accountability.
As a fast-growing company, we take our financial, operational, and regulatory responsibilities seriously. We move quickly, support one another, and are committed to building long-term trust with our homeowners, guests, and team members alike.
We are building an in-house finance and compliance function. This role owns two things: the day-to-day financial operations of the business and the regulatory compliance lifecycle for our properties across multiple Florida jurisdictions.
This is not a back-office support role. The right person has direct short-term rental or vacation rental experience, understands trust accounting, and brings the organizational discipline to manage a high volume of ongoing tasks without losing detail.
Bookkeeping & Trust Accounting

Day-to-day bookkeeping: revenue recognition, journal entries, accruals, and month-end close
Trust accounting within our PMS: reconcile owner accounts against collected revenue
Bank reconciliations and clearance of undeposited funds
Month-end trust report reconciliation to verify system health
Accounts Payable

• com integrated with QuickBooks Online
• Vendor setup, W-9 collection, invoice coding, and payment scheduling
• Housekeeping vendor payments processed weekly
• 1099 processing for owners and contractors annually

Tax Compliance
Monthly lodging and occupancy tax calculations across multiple Florida jurisdictions
Account for channel-remitted taxes and ensure non-remitted bookings are captured
Prepare tax workpapers and support timely filings
Regulatory Compliance & Permitting
Research, document, and maintain a living database of local STR regulations by jurisdiction
Flag regulatory changes and required actions to leadership proactively
Financial Reporting
Monthly financial statements and KPI reporting
Market-level analysis to support operational decisions
Direct experience in short-term rental or vacation rental property management at a portfolio of 500+ units

• 3+ years in bookkeeping, accounting, or a combined accounting/compliance role
• Working knowledge of trust accounting in a property management context
• OTA remittances, channel taxes, owner disbursements
• Health insurance

Life insurance
Dental insurance
Retirement benefits or accounts