Overnight Vacation Rental Property Management Jobs

Company Overview

Panhandle Getaways is proud to be recognized as one of the Top 50 Vacation Rental Property Management Companies in the World by Rentals United. Managing over 900 short-term vacation rental properties along the Florida Panhandle, we deliver exceptional guest experiences while maintaining strong relationships with our homeowners. 

Position Summary

Panhandle Getaways is seeking a driven, relationship-focused Business Development Manager / Account Executive to grow our vacation rental portfolio across the Florida Panhandle. This is a high-impact sales role focused on identifying, engaging, and converting vacation rental homeowners while building strong referral relationships with real estate agents, developers, investors, and other key partners.

You’ll represent an established, trusted brand with a portfolio of more than 900 vacation rentals, while having the autonomy to build your territory, develop creative prospecting strategies, and own the sales process from first conversation through signed agreement.

As a key member of our business development team, you’ll directly influence company growth and help shape how we expand into new properties and markets. If you’re entrepreneurial, competitive, relationship-driven, and motivated by closing deals, this role offers significant earning potential with uncapped commission.

Key ResponsibilitiesBusiness Development & Property Acquisition

• Identify, prospect, and convert vacation rental homeowners into new management clients

• Generate opportunities through outbound calls, email campaigns, direct mail, networking, referrals, and in-person outreach

• Develop referral relationships with real estate agents, brokers, builders, developers, investors, HOAs, and other strategic partners

• Respond to and nurture inbound leads generated through marketing and company partnerships

• Represent Panhandle Getaways at local networking events, industry functions, and community opportunities

Sales & Pipeline Management

• Own the full sales cycle from initial outreach through signed agreement

• Present management services, revenue projections, and strategies for maximizing rental performance

• Maintain an active sales pipeline with consistent prospecting, follow-up, and CRM documentation

• Develop customized proposals and confidently address homeowner questions and objections

• Meet or exceed property acquisition, revenue, and sales activity goals

Market & Internal Partnerships

• Build a strong professional presence and become a trusted vacation rental resource within the territory

• Monitor local real estate, vacation rental, and competitive trends to identify new opportunities

• Partner with marketing, revenue management, and operations to support sales efforts

• Coordinate a seamless handoff of newly signed properties to the onboarding and operations teams

Required Qualifications

• 2+ years of successful sales, business development, or account executive experience within the vacation rental industry

• Proven track record of prospecting, generating leads, managing a sales pipeline, and closing new business

• Strong relationship-building, negotiation, presentation, and closing skills

• Comfortable conducting consistent outbound prospecting through phone, email, networking, and in-person outreach

• Self-motivated and highly accountable, with the ability to independently manage a territory and sales pipeline

• Strong organizational and follow-up skills with experience working in a CRM or similar sales platform

• Must reside within or be willing to relocate to the assigned Florida Panhandle territory

Preferred Qualifications

• Existing relationships with vacation rental homeowners, real estate professionals, developers, investors, or HOA communities along the Florida Panhandle

• Experience selling vacation rental property management services directly to homeowners

• Knowledge of short-term rental revenue management, occupancy, ADR, and property performance metrics

• Familiarity with vacation rental agreements, homeowner onboarding, and property acquisition processes

• Experience developing referral partnerships and generating business through local networking

• Established knowledge of the Destin, 30A, Panama City Beach, or Forgotten Coast vacation rental markets

Compensation & BenefitsCompensation: $105,000 expected on-target earnings (OTE), consisting of base salary plus commission.Top Performers can make 180k+. This is a performance-driven sales role offering significant earning potential through a combination of base salary + uncapped commission.

What’s Great About Working with Us

• Stable, locally owned company with strong community roots

• Manage one of the largest vacation rental portfolios in the area (900+ homes)

• Competitive pay with growth opportunities & performance raises

• Full Benefits: Health, dental, and vision insurance

• Retirement plan with Generous 401(k) match

• Real mentorship from seasoned pros in the vacation rental space

• A genuinely fun and supportive team that is constantly improving while celebrating the wins