Exclusive Insights Short Term Rental Industry Secrets with Stephanie Figueros

17 Dec 2023 · 65 min
The New And Experienced Investor

17 Dec 2023 · 65 min

0:00

In this episode of The New and Experienced Investor Podcast, host Alex Barnett is joined by experienced investor Joe Homs (calling in from a cruise) and short‑term‑rental (STR) specialist Stephanie Figueros. Stephanie shares her journey from nursing to full‑time STR investing across multiple states, explaining how her hospitality background informs her approach. The conversation covers the distinction between real‑estate and hospitality aspects of STRs, underwriting methods that consider both short‑term and long‑term scenarios, and how market selection (including emerging markets like Michigan, Myrtle Beach, the Gorge in Kentucky, and inland‑Empire cities) drives success. They discuss the evolution of STRs toward experience‑focused, themed properties—3D installations, Disney‑style rooms, domes, treehouses—and the substantial upfront costs of amenities versus expected ROI. Rental arbitrage (master leasing) is explained as a low‑entry strategy, while HOA and municipal regulations are highlighted as major risk factors, with examples from California, Boca Raton, Dallas, and Big Bear. The hosts compare platform dynamics (Airbnb, VRBO, Google Vacations, direct booking) and note how large events (Taylor Swift tour, Coachella) can spike demand. Operational insights include property‑management fee structures (15‑30 %), the use of virtual assistants (e.g., Bravo Virtual Assistants) to outsource repetitive tasks, and the importance of guest screening and review management. They also explore scaling ideas such as boutique hotel conversions, the benefits of offering kitchens, laundry, and communal spaces, and the need for contingency planning when regulations change. Throughout, Stephanie emphasizes the active, hands‑on nature of STRs, the value of mentorship and community meetups, and practical advice for newcomers on entry price points, market research tools (AirDNA), and balancing short‑term, mid‑term, and long‑term rental strategies.

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