Director of Accounting - Vacation Rental Portfolio jobs in United States
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Howard · 3 days ago

Director of Accounting - Vacation Rental Portfolio

positionUnited States
timeFull-time
remoteRemote
seniorityMid, Senior Level
date7+ years exp

Howard Financial is a full-service back-office solution for companies needing bookkeeping, payroll, and reporting services. They are seeking a Director of Accounting with deep vacation rental industry experience to lead their accounting function across a growing, multi-property portfolio, ensuring compliance and accuracy in financial reporting.

Financial Services
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H1B Sponsor Likelynote

Responsibilities

Own and oversee trust accounting across multiple legal entities and property portfolios
Ensure strict compliance with state trust laws, escrow requirements, and brand standards
Maintain clean separation of operating funds, owner funds, and tax liabilities
Oversee the preparation and accuracy of monthly owner statements
Partner with Owner Relations and Operations to resolve owner inquiries with clarity and professionalism
Translate complex financial data into owner-friendly explanations (you’re calm, confident, and kind—even during payout questions)
Serve as the accounting lead for PMS platforms (e.g., Guesty, Escapia, Track, Streamline, Hostfully, or similar)
Ensure seamless integration between PMS, accounting software (QuickBooks, Sage Intacct, NetSuite, etc.), and payment processors
Troubleshoot reservation, folio, and payout discrepancies across systems
Manage accounting operations across multiple properties, markets, and ownership structures
Oversee revenue recognition for nightly rent, fees, taxes, commissions, and ancillary services
Handle complex allocations, owner splits, management fees, and channel adjustments
Lead, mentor, and develop an accounting team with a service-oriented mindset
Establish scalable processes as the portfolio grows through onboarding, acquisitions, or new markets
Drive month-end close, reconciliations, audits, and financial reporting
Oversee lodging tax compliance (state, county, city, special districts)
Maintain internal controls and prepare for audits or owner reviews
Partner with external CPAs, auditors, and banking partners

Qualification

Trust accountingVacation rental accountingPMS systems expertiseMulti-property accountingAccounting platformsCPA certificationProcess improvementCompliance knowledgeTeam leadership

Required

7+ years of accounting experience, with direct vacation rental or short-term rental industry experience
Proven trust accounting expertise in a property management or vacation rental environment
Hands-on experience with owner statements and owner payout structures
Strong working knowledge of PMS systems and their accounting workflows
Experience supporting multi-property, multi-entity portfolios
Advanced knowledge of accounting platforms (QuickBooks, Sage Intacct, NetSuite, or similar)

Preferred

CPA or equivalent professional certification
Experience with portfolio growth, acquisitions, or market expansion
Familiarity with channel managers, payment processors, and tax automation tools

Company

Howard

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Full-service, bespoke back-office solutions for the modern era.
location
Miami Beach, FL, US
people-size51-200 employees
web-link
https://www.financebyhoward.com/

H1B Sponsorship

Howard has a track record of offering H1B sponsorships. Please note that this does not guarantee sponsorship for this specific role. Below presents additional info for your reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2023 (1)

Funding

Current Stage
Growth Stage
Company data provided by crunchbase