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The vacation rental management market is growing substantially, offering significant opportunities for private equity firms looking for their next investment. Due to the scale and maturity of most companies in the sector, there is a unique opportunity to drive value creation through strategic acquisitions and professionalization. However, success in this space requires more than just financial investment—it demands the right leadership and a clear talent strategy. 

The Rise of Vacation Rentals 

For the past decade, the vacation rental market has been dominated by major technology platforms like Airbnb and VRBO, but beneath the surface lies a fragmented landscape of mom-and-pop management companies ripe for consolidation. On average, vacation rental management companies oversee fewer than 20 properties. Mid-sized firms manage between 20 and 200, while large firms oversee 200 or more. For private equity firms looking for a clear path to value creation in the industry, mid-sized and large firms are prime targets for investment.   

Since most businesses in the industry are operating at such a limited scale, the opportunity to become a major player is tremendous. Firms that recognize this are already strategically acquiring small property management companies, streamlining operations and consolidating the businesses under a shared platform to expand market reach. For example, in Q4 of last year, Porter Vacation Rental Management acquired three businesses, Victory Vacation Rentals, Soar Vacation Rental Services, and KD Prime Properties, while Casago acquired Vacasa  in a $128 million merger.

Given this compelling growth opportunity, private equity interest in the sector is surging. While mature investors have taken the lead in shaping this space so far, such as General Atlantic’s $365 million investment in Hostaway, there is still significant opportunity for smaller PE firms that are willing to move quickly and strategically.  

The Secret to Success: Talent 

Despite the market’s potential, many vacation rental businesses face a growing need for experienced talent. These companies are often founder-led with executives who are running a business for the first time. As a result, these leaders may be limited in their ability to scale the business and deliver consistent performance. For PE firms focused on scaling and value creation, a leadership transition should be a consideration for any investment in the industry. Top grading leadership teams with professional, operationally focused executives with deep experience scaling and growing businesses are key for unlocking untapped potential. 

Sourcing the Right Leaders: Key Qualities for Success 

Identifying and placing the right executives is essential for driving long-term success in vacation rental businesses. The ideal leaders will possess: 

  • Deep, practical leadership experience managing operations in B2C services. 
  • Demonstrated success in executive roles with full responsibility for P&L performance. 
  • Expertise developing and implementing consistent processes. 
  • Experience managing due diligence and leading successful integrations. 
  • Exceptional collaboration and communication abilities. 

The demand for great leaders needed to fill these roles outpaces the supply, so firms seeking to maximize returns need to prioritize attracting top talent. This means starting the hunt early and being aggressive about making competitive offers that ensure you land the executives who will drive the growth you seek.

In recent years, the vacation rental market’s rapid expansion has offered unparalleled opportunities for PE firms willing to invest in both assets and talent. By focusing on professionalizing leadership and aligning growth strategies with experienced, agile executives, investors will be positioned for significant value creation.  

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