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Vacation Rental Operations Manager Jobs in Florida

That depth of operational experience, at scale, across markets, is the foundation StaySouth is built on. We are part of the Casago franchise network, one of the largest vacation rental management ...

Rental Coordinator

Tampa, FL ยท On-site

$16.75 - $22/hr

From new and used equipment to rentals, service, training, and fleet management, we solve problems ... rental operations in our Tampa location. What You'll Do As a Rental Coordinator, you'll play a ...

As a Property Manager, you'll lead a team responsible for maintaining the quality, cleanliness, and overall condition of a portfolio of vacation rental homes. You'll serve as the operational leader ...

As a Property Manager, you'll lead a team responsible for maintaining the quality, cleanliness, and overall condition of a portfolio of vacation rental homes. You'll serve as the operational leader ...

Rental Coordinator

Tampa, FL ยท On-site

$16.75 - $22/hr

From new and used equipment to rentals, service, training, and fleet management, we solve problems ... rental operations in our Tampa location. What You'll Do As a Rental Coordinator, you'll play a ...

Property Manager

Panama City, FL ยท On-site

$50K - $55K/yr

As a Property Manager, you'll lead a team responsible for maintaining the quality, cleanliness, and overall condition of a portfolio of vacation rental homes. You'll serve as the operational leader ...

As the Operations Manager, you will oversee daily rental operations to ensure a seamless customer experience from arrival to departure. You will lead a team, manage fleet readiness, monitor ...

As the Operations Manager, you will oversee daily rental operations to ensure a seamless customer experience from arrival to departure. You will lead a team, manage fleet readiness, monitor ...

Showing results 41-60

Vacation Rental Operations Manager information

What are some common challenges vacation rental operations managers face, and how can they be addressed?

Vacation Rental Operations Managers often navigate challenges such as coordinating housekeeping schedules, ensuring property maintenance, and managing guest expectations. High season periods can bring increased workloads, requiring efficient time management and clear communication with staff and vendors. Addressing these challenges involves implementing robust scheduling systems, establishing clear standard operating procedures, and fostering strong relationships with service providers. Proactive communication with guests and quick resolution of issues also contribute to smooth operations and positive guest experiences.

What are the key skills and qualifications needed to thrive as a vacation rental operations manager, and why are they important?

To thrive as a Vacation Rental Operations Manager, you need expertise in property management, hospitality operations, and customer service, often supported by experience in hospitality or real estate and a relevant degree or certification. Familiarity with property management systems (PMS), booking platforms like Airbnb or Vrbo, and maintenance scheduling tools is typically required. Exceptional organizational skills, problem-solving ability, and strong interpersonal communication help you excel in coordinating teams and ensuring guest satisfaction. These competencies are essential for maintaining high occupancy rates, positive guest experiences, and efficient, profitable operations.

What does a vacation rental operations manager do?

A Vacation Rental Operations Manager oversees the day-to-day operations of short-term rental properties, ensuring a seamless guest experience and efficient property management. Their responsibilities include coordinating cleaning and maintenance, managing guest check-ins and check-outs, handling guest inquiries or issues, and ensuring properties meet quality and safety standards. They also work with property owners, manage bookings, and may supervise staff. The goal is to maximize occupancy rates, guest satisfaction, and property profitability.

What is the difference between Vacation Rental Operations Manager vs Vacation Rental Property Manager?

AspectVacation Rental Operations ManagerVacation Rental Property Manager
CredentialsExperience in operations, hospitality, or property management; certifications like CAM or CMPReal estate license or property management certifications often preferred
Work EnvironmentOversees multiple properties, manages staff, and handles operational strategiesManages individual or multiple properties, focusing on day-to-day tenant or guest relations
Employer & Industry UsageUsed by property management companies, hospitality firms, and vacation rental platformsCommonly used by property owners, real estate agencies, and rental platforms

While both roles involve managing vacation rental properties, the Vacation Rental Operations Manager focuses on overall operations, staff management, and strategic planning across multiple properties. In contrast, the Vacation Rental Property Manager typically handles daily guest interactions, maintenance, and tenant relations for specific properties.

What are popular job titles related to Vacation Rental Operations Manager jobs in Florida? For Vacation Rental Operations Manager jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Vacation Rental Operations Manager jobs in Florida look for? The top searched job categories for Vacation Rental Operations Manager jobs in Florida are:
What cities in Florida are hiring for Vacation Rental Operations Manager jobs? Cities in Florida with the most Vacation Rental Operations Manager job openings:
Infographic showing various Vacation Rental Operations Manager job openings in Florida as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution.

Rental Property Accountant

HOA Talent

Fort Lauderdale, FL โ€ข Hybrid

$75K - $85K/yr

Full-time

Medical, Dental, Vision, PTO

Posted 21 days ago


Job description

About StaySouth

StaySouth is a fast-growing, locally operated vacation rental management company based in Southeast Florida, managing properties across Miami, Miami Beach, Fort Lauderdale, and Palm Beach. Founded by Ricardo Remak, who spent more than 10 years in senior operations roles supporting reservations, guest communications, and client management across 20,000+ property bookings in the U.S. and U.K. That depth of operational experience, at scale, across markets, is the foundation StaySouth is built on.

We are part of the Casago franchise network, one of the largest vacation rental management platforms in North America, with 40,000+ homes. That means our owners and guests benefit from national-grade technology and distribution, while working directly with a local team that actually lives here and cares.

We are now building out our core team as we grow, and this role is a key part of that infrastructure.

Compensation: $75,000 - $85,000

The Role

This is not a basic bookkeeping position. The Property Accountant will own the financial operations side of the business; managing trust accounting, OTA reconciliations, owner distributions, and reporting, and play a direct role in building the systems that let us scale cleanly.

You will work closely with the founder and have visibility into the full financial picture of the company. The right person is organized, proactive, and takes ownership without waiting for direction.

What You'll Do

Owner Accounting

  • Prepare and distribute accurate monthly owner statements
  • Manage owner distributions, reserve balances, and expense tracking
  • Respond to owner accounting questions clearly and promptly

Trust Accounting & Reconciliation

  • Maintain accurate trust and operating account records
  • Perform daily, weekly, and monthly bank reconciliations
  • Reconcile OTA payouts from Airbnb, Vrbo, and Booking.com
  • Identify and resolve discrepancies quickly

Accounts Payable & Receivable

  • Process vendor payments, contractor invoices, and refunds
  • Track guest payments and outstanding balances
  • Manage payment issues and coordinate vendor payment schedules

Financial Reporting & Systems

  • Prepare monthly P&L reports, cash flow summaries, and operational reports
  • Support forecasting, budgeting, and financial controls
  • Help build and improve accounting workflows and automation as we scale

Requirements

What We're Looking For (Required)

  • 3+ years of accounting experience in property management or hospitality
  • Hands-on trust accounting experience
  • Proficiency in QuickBooks Online
  • Strong reconciliation skills: bank accounts, OTA payouts, merchant processors
  • Advanced Excel or Google Sheets skills
  • Exceptional attention to detail and ability to manage high-volume transactions
  • Clear, professional written and verbal communication

Nice to Have

  • Short-term vacation rental (STR) industry experience
  • Experience with Guesty, Hostaway, Escapia, or AppFolio
  • Familiarity with OTA payout reconciliation workflows
  • Understanding of occupancy and lodging tax compliance in Florida

Benefits

After a 90-day probationary period, full benefits become available:

  • Health, dental, and vision benefits
  • Paid time off and paid holidays
  • Performance-based bonus opportunities
  • Flexible/hybrid work environment
  • Growth opportunity; this role is foundational as we scale