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Vacation Rental Management Jobs in Boca Raton, FL

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 ...

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 ...

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 ...

Property Accountant

Hollywood, FL · Hybrid

$75K - $85K/yr

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 ...

Property Accountant

Hollywood, FL · Hybrid

$75K - $85K/yr

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 ...

Join Vacatia and Lead the Teams That Drive Vacation Rental Success Location: Weston, FL (Hybrid ... Partner with Revenue Management, Marketing, Reservations, and Resort Operations to ensure seamless ...

Join Vacatia and Lead the Teams That Drive Vacation Rental Success Location: Weston, FL (Hybrid ... Partner with Revenue Management, Marketing, Reservations, and Resort Operations to ensure seamless ...

Remote Vacatia is an innovative hospitality company reinventing the vacation rental and ownership ... Manage inventory allocation across owner usage, rental, and exchange channels to ensure accuracy ...

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Vacation Rental Management information

See Boca Raton, FL salary details

$22.8K

$54.1K

$97.7K

How much do vacation rental management jobs pay per year?

As of Jul 27, 2026, the average yearly pay for vacation rental management in Boca Raton, FL is $54,077.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,700.00 and $59,800.00 per year, depending on experience, location, and employer.

Can you make money on a vacation rental?

Vacation rental management involves overseeing properties to generate income through short-term bookings. Profitability depends on factors such as location, occupancy rates, pricing strategies, and management costs. Successful managers often use tools like booking platforms and dynamic pricing to maximize earnings.

What is the difference between Vacation Rental Management vs Property Management?

AspectVacation Rental ManagementProperty Management
CredentialsExperience in hospitality, rental lawsReal estate licensing, landlord laws
Work EnvironmentShort-term rentals, customer service focusLong-term rentals, maintenance focus
Employer & IndustryVacation rental platforms, hospitality companiesReal estate firms, property owners

Vacation Rental Management primarily focuses on short-term rental properties, guest services, and hospitality, while Property Management handles long-term leases, maintenance, and landlord relations. Both roles require knowledge of rental laws but differ in their daily operations and customer interactions.

What is the highest paying job in property management?

In property management, senior roles such as Regional Property Manager or Director of Property Management tend to be the highest paying, often earning six-figure salaries. These positions typically require extensive experience, strong leadership skills, and knowledge of property management software and industry regulations.

What is vacation rental management?

Vacation rental management involves overseeing short-term rental properties, such as homes or apartments, that are leased to guests for vacations or temporary stays. Managers handle tasks like marketing the property, communicating with guests, coordinating cleaning and maintenance, setting pricing, and ensuring compliance with local regulations. Many property owners hire vacation rental managers or companies to maximize their rental income and provide a seamless experience for guests. Effective management can lead to higher occupancy rates, positive reviews, and increased profitability.

What does a vacation rental manager do?

A vacation rental manager oversees the daily operations of short-term rental properties, including marketing, guest communication, booking management, cleaning coordination, and maintenance. They ensure the property is well-maintained, maximize occupancy, and provide a positive guest experience, often using property management software. Strong organizational and customer service skills are essential for this role.

How much does an Airbnb manager get paid?

An Airbnb manager's salary varies based on location, experience, and the size of the property portfolio, but typically ranges from $15 to $50 per hour or a percentage of rental income, often between 10% and 25%. Many managers also earn bonuses for high occupancy rates and positive reviews, and proficiency with property management software can enhance earning potential.

What are some common challenges faced in vacation rental management, and how can they be addressed?

One of the most common challenges in vacation rental management is balancing guest satisfaction with property maintenance and owner expectations. Managers often need to coordinate cleaning, repairs, and guest check-ins on tight schedules, especially during peak seasons. Effective communication, use of property management software, and building strong relationships with local vendors can help address these challenges. Additionally, handling last-minute booking changes and ensuring compliance with local regulations require strong organizational skills and adaptability.

What are the key skills and qualifications needed to thrive as a Vacation Rental Manager, and why are they important?

To thrive as a Vacation Rental Manager, you need strong organizational skills, property management experience, and a solid understanding of hospitality practices, often backed by a relevant degree or professional certification. Familiarity with property management systems (PMS), online booking platforms like Airbnb or VRBO, and digital marketing tools is typically required. Exceptional customer service, problem-solving abilities, and effective communication are crucial soft skills for building guest satisfaction and quickly resolving issues. These skills are essential for maximizing occupancy, maintaining property standards, and ensuring repeat business in a competitive market.
What job categories do people searching Vacation Rental Management jobs in Boca Raton, FL look for? The top searched job categories for Vacation Rental Management jobs in Boca Raton, FL are:
What cities near Boca Raton, FL are hiring for Vacation Rental Management jobs? Cities near Boca Raton, FL with the most Vacation Rental Management job openings:
Infographic showing various Vacation Rental Management job openings in Boca Raton, FL as of July 2026, with employment types broken down into 74% Full Time, 13% Part Time, and 13% Contract. Highlights an 100% In-person job distribution, with an average salary of $54,077 per year, or $26 per hour.

Rental Property Accountant

HOA Talent

Fort Lauderdale, FL • On-site

$75K - $85K/yr

Full-time

Medical, Dental, Vision, PTO

Posted 6 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