Senior Controller, Vacation Rentals & Associations

Mainsail Lodging & Development; Tampa (FL); On-site; USD 110,000 - 140,000; Full time

Job summary

Mainsail Lodging & Development is seeking a Controller to oversee a portfolio of vacation rental properties and condominium associations. Based in Florida, the role directs a staff accountant, manages month-end close, tax compliance, budgeting, and financial controls, while partnering with operations and association boards.

The position offers leadership responsibility, cross-functional collaboration, and opportunities to influence financial strategy for multiple properties across Anna Maria

Qualifications

• Associate degree in Accounting, Finance, Business Administration, or related field.
• 7+ years of progressively responsible accounting experience; vacation rental and condo association experience preferred.
• Demonstrated knowledge of month-end close and financial reporting processes.
• Experience handling sales/occupancy tax filings for lodging-related entities.
• Strong written and verbal communication skills.
• Experience with vacation rental software (Escapia, Guesty, Track, Breezeway).

Responsibilities

• Oversee monthly vacation rental property owner distribution statements and payments.
• Oversee Accounts Receivable activities, including billing, collections, and reconciliations.
• Oversee Accounts Payable activities.
• Manage the month-end close to ensure deadlines and accuracy.
• Review and coordinate monthly financial reporting packages."],
• CoT_job_summary_short":"COMPANY NAME: Mainsail Lodging & Development\nKEY POINTS: Vacation rental accounting, condo associations, leadership role" ,
• job_summary_short":"<p>Mainsail Lodging & Development is seeking a Controller to oversee a portfolio of vacation rental properties and condominium associations. Based in Florida, the role directs a staff accountant, manages month-end close, tax compliance, budgeting, and financial controls, while partnering with operations and association boards.</p><p>The position offers leadership responsibility, cross-functional collaboration, and opportunities to influence financial strategy for multiple properties across Anna Maria Island and Tampa. Strong background in lodging accounting and vacation rental software is valued.</p>
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• salary_estimation_cot":"Controller in Florida with 7+ years of accounting: market range likely 110k–140k USD yearly, reflecting lodging-industry scope.",
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Skills

Financial acumen

Leadership

Communication

Problem solving

Attention to detail

Travel readiness

Education

Assoc degree in Accounting

Tools

Escapia

Guesty

Track

Breezeway

Job description

Mainsail Lodging & Development is seeking a Controller to oversee a portfolio of vacation rental properties and condominium associations. Based in Florida, the role directs a staff accountant, manages month-end close, tax compliance, budgeting, and financial controls, while partnering with operations and association boards.

The position offers leadership responsibility, cross-functional collaboration, and opportunities to influence financial strategy for multiple properties across Anna Maria