Unlocking Wealth with Midterm Rentals: Jesse Vasquez
The real estate market is evolving, and midterm rentals are quickly becoming one of the most profitable strategies for investors. In a recent episode of the Showplace Podcast, Justin Miller, CEO of Showplace, sat down with Jesse Vasquez, founder of Air Venture Academy, to explore the opportunities, challenges, and strategies for success in the midterm rental space.
Why Midterm Rentals Are Gaining Popularity
Midterm rentals—leases lasting 30 days to a year—offer higher cash flow than long-term rentals without the intensive management required by short-term rentals. According to Jesse Vasquez, midterm rentals often generate 1.5 to 2.5 times the income of traditional long-term rentals. They also avoid the regulatory headaches that plague short-term rental markets across the country.
Building a Business in Midterm Rentals, Not Just Renting Properties
Jesse emphasizes treating real estate as a business rather than just a passive investment. His approach focuses on creating systems to attract consistent tenants, such as corporate travelers and insurance relocation clients. By building relationships with agencies and HR departments, investors can ensure long-term bookings and steady income. This leads to building up your business, just as Jesse has done.
The King of Midterm Rentals
Dubbed the "King of Midterm Rentals," Jesse’s Air Venture Academy has over 500 students and it continues to grow. More than half of his students have already established successful midterm rental businesses, with some earning six-figure incomes within their first year.
Keys to Success in Midterm Rentals
When strategizing for success in a midterm rental business, Jesse highlights a few key details to prioritize:
Commitment: Success requires 7–10 hours a week of focused effort.
Education: Learning the market and building connections are crucial.
Flexibility: Having exit strategies, such as pivoting to short-term rentals if needed, ensures resilience.
Insurance Relocation: The Hidden Gem of Midterm Rentals
One standout insight from Jesse is the profitability of insurance relocation clients. These clients often pay premiums for fully furnished homes to house displaced families for extended stays. By tapping into this niche, investors can secure long-term, high-paying bookings.
Mindset Matters in Midterm Rentals
Jesse encourages aspiring entrepreneurs to embrace fear and persistence. Transitioning from a W2 job to entrepreneurship requires courage, but the long-term rewards outweigh the risks. He reminds listeners that success isn’t overnight—it’s built through consistency and hard work.
What’s Next?
As midterm rentals continue to grow, Jesse and his team are expanding their offerings, including courses on creative financing and multifamily investments. With the midterm rental market booming six times faster than short-term rentals, now is the perfect time to explore this strategy.
Want to learn more? Listen to the full episode with Justin Miller and Jesse Vasquez here and discover how midterm rentals can transform your real estate business.