Oct. 14, 2025

From STRs to Boutique Hotels: What It Really Takes to Buy Your First Hotel in 90 Days | Jacobo Hernandez E53

From STRs to Boutique Hotels: What It Really Takes to Buy Your First Hotel in 90 Days | Jacobo Hernandez E53

When most people say they want to buy a hotel, it’s just talk. Jacobo Hernandez sold his entire $10M short-term rental portfolio, packed his car, and hit the road for 90 days to find one. He toured 35 hotels, underwrote 2,000 deals, and slept in random motels across the U.S. before discovering a hidden gem, a 59-room hotel on 10 acres in Eureka Springs, Arkansas, for just $1.2 million. Now he’s turning it into Forest Springs Hotel & Spa, a wellness-focused retreat with saunas, cold plunge...

When most people say they want to buy a hotel, it’s just talk.

Jacobo Hernandez sold his entire $10M short-term rental portfolio, packed his car, and hit the road for 90 days to find one.

He toured 35 hotels, underwrote 2,000 deals, and slept in random motels across the U.S. before discovering a hidden gem, a 59-room hotel on 10 acres in Eureka Springs, Arkansas, for just $1.2 million.

Now he’s turning it into Forest Springs Hotel & Spa, a wellness-focused retreat with saunas, cold plunges, and outdoor cinemas funded by investors who believed in his vision.

In this episode, you’ll learn:

  • The exact framework he used to identify hot markets and good deals
  • How storytelling and video marketing helped him raise $2.5M+ in capital in weeks
  • Why focusing on unique, experiential assets can help investors stand out and command higher ADRs

This episode is super interesting and shows what can happen when you go all in!

About Jacobo

Jacobo Hernandez is the founder and CEO of FreedomVest Capital and managing partner at The Vesta Group, where he specializes in transforming undervalued real estate into high-performing boutique hotels and short-term rentals. With expertise in acquisitions, revenue management, and digital marketing, Jacobo has built multimillion-dollar portfolios that merge design-driven hospitality with investor-focused returns. He’s also the author of Short-Term Rental Secrets, a guide to scaling and exiting rental portfolios through data, SEO, and systems. Passionate about education and impact, Jacobo now teaches entrepreneurs how to build scalable hospitality businesses that generate both financial freedom and exceptional guest experiences.

Connect with Jacobo

Website: https://thespringsretreat.space/

LinkedIn: https://www.linkedin.com/in/jacobo-hernandez-747299128/

Instagram: @_jacobohernandez_

Tiktok: @jacobohernandez_official

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