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271. Boutique Hotels vs STRs: Rich Somers Explains Why They're the Future of Real Estate in 2025

Short Term Rental Riches

Release Date: 01/21/2025

294. Growth Blueprint: 13 Strategies to Scale Your STR Management Business show art 294. Growth Blueprint: 13 Strategies to Scale Your STR Management Business

Short Term Rental Riches

Grow your short-term rental management business without burning out! In this episode, we unpack 13 actionable strategies to help you scale, from building referrals and optimizing Google presence to leveraging tools like AirDNA and creating content that drives results. Whether you’re new or established, this episode is packed with must-know tactics. • Discover how signing up for Airbnb’s co-host network boosts your visibility instantly • Learn how a CRM system and proactive outreach can unlock new client opportunities • Build strong referral pipelines with real estate agents,...

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293. Where to Invest, What to Charge: STR Strategy from AirDNA show art 293. Where to Invest, What to Charge: STR Strategy from AirDNA

Short Term Rental Riches

Where are short-term rentals thriving, and why? In this data-packed episode, AirDNA’s Chief Economist Jamie Lane reveals surprising trends in booking windows, top-performing markets, and how STRs are evolving post-pandemic. If you're wondering where to invest next or how to outperform the competition, this one's a must-listen. Ready to unlock smarter, data-driven decisions? • Discover how STR supply trends have shifted from urban cores to rural hotspots—and what that means for your portfolio • Learn the top 3 metrics investors should be analyzing before choosing their next STR market...

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292. NEW Compliance and Regulations for STR Hosts show art 292. NEW Compliance and Regulations for STR Hosts

Short Term Rental Riches

Short-term rental rules are tightening fast and ignoring them can cost you big. This episode reveals 7 critical steps to ensure your Airbnb or vacation rental stays on the right side of the law. Whether you manage one unit or dozens, avoiding fines and keeping your STR compliant starts here. Learn why zoning changes could cost you your STR rights overnight  Discover all the layers of STR rules: city, county, HOA, and more Get smarter about permits, licenses, and ongoing inspections Hear a real-life example of a property that got shut down  Find out how to set alerts and backup plans...

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291. Accepting First-Time Airbnb Guests? Here’s What Hosts Need to Know show art 291. Accepting First-Time Airbnb Guests? Here’s What Hosts Need to Know

Short Term Rental Riches

What do 10 million new Airbnb guests mean for your STR? A lot, especially if you're unknowingly filtering them out. In this episode, we unpack why welcoming first-time guests isn’t a risk, it’s a missed opportunity if you’re not prepared. Learn how to vet, host, and profit from new users with confidence. • Find out why so many top hosts are missing out on high-paying, first-time guests. • Learn the pros and cons of accepting new users and how to screen smartly. • Discover the red flags that matter (and which ones don’t) when vetting first-time bookings. • See why big events...

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290. Tariffs & Airbnb: Hidden Costs That Shrink Profits show art 290. Tariffs & Airbnb: Hidden Costs That Shrink Profits

Short Term Rental Riches

How could rising tariffs at the Canadian and Mexican borders possibly affect your Airbnb? Turns out, quite a lot. In this episode, we break down how new 25% tariffs could increase your renovation and furnishing costs—and what you can do to prepare for a tighter margin environment. • Discover how new tariffs can increase your construction and renovation costs by 10% or more. • Learn why your furniture and appliance budget needs to grow—and how to plan for it. • Understand how these price hikes impact international travel, guest spending, and your occupancy. • Get actionable tips on...

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289. Lydia Patel’s Playbook for Smarter STR Systems show art 289. Lydia Patel’s Playbook for Smarter STR Systems

Short Term Rental Riches

How do you build a short-term rental business when you have kids, a full-time job, and almost no time? In this episode, we break down a real story. I interview Lydia and unpack her journey, the systems she uses, and the lessons she wishes every host knew from the beginning. Discover the lessons every host should hear before starting. How Lydia scaled from backyard host to full-time STR owner in Florida Choosing the right market remotely and why it matters Tools Lydia uses to stay organized: ClickUp, Asana, Structured App Finding a reliable local assistant on Upwork How she keeps...

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288. Rental Maintenance Costs: Short-term vs. Long-term show art 288. Rental Maintenance Costs: Short-term vs. Long-term

Short Term Rental Riches

Think long-term tenants cause less damage than short-term guests? Think again. In this episode, we dive into surprising data from Tim’s personal portfolio showing how short-term rentals can actually reduce your maintenance costs. Discover the real numbers, real stories, and real savings that might change your rental strategy forever. Why long-term rentals may cost you more in the long run—especially after tenant turnover Real-world maintenance savings Tim uncovered over 10+ years of STR operations How frequent cleanings and guest stays actually help preserve your property The secret power...

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287. Booking.com’s NEW Damage Program: What Hosts Need to Know show art 287. Booking.com’s NEW Damage Program: What Hosts Need to Know

Short Term Rental Riches

What happens if a guest damages your short-term rental and they booked through Booking.com? Good news: they now offer host protection. But it’s not as great as it sounds... In this episode, we break down the truth behind Booking.com’s new damage policy, what’s covered, and why you still might want to stick with deposits. 5 Key Takeaways: • The Damage Policy Breakdown: Booking.com now offers a host damage protection program, but it’s filled with fine print and limitations. • Deposits vs. Damage Program: Learn why collecting a deposit might offer stronger protection than relying...

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286. Exposed: What Your Review History Is Telling Future Guests show art 286. Exposed: What Your Review History Is Telling Future Guests

Short Term Rental Riches

Your reviews don't just reflect guest experiences—they create them. In this essential episode, we're breaking down how guest expectations (shaped by prior reviews) can make or break your reputation. Discover the psychology behind reviews, how many you need for protection, and actionable ways to build your "safety net."  Key Takeaways: Why guest reviews are shaped more by expectations than just the actual stay How negative reviews influence new guests to look for flaws  The critical "40 review" milestone where bad reviews hurt less  How clean communication can buffer...

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285. How Stacking Small Wins Can Boost Your STR Revenue by 30% or More show art 285. How Stacking Small Wins Can Boost Your STR Revenue by 30% or More

Short Term Rental Riches

Want to unlock up to 30% more revenue from your short-term rental or boutique hotel? This week, we're diving into the powerful concept of "stacking wins" — small optimizations that, when combined, lead to massive growth. Tune in to learn the simple steps you can take today to maximize earnings and future-proof your property. 5 Key Takeaways: Why optimizing your listing photos, descriptions, and titles is the first big win for better bookings. How multi-channel distribution not only boosts revenue but shields you from platform changes. The importance of dynamic pricing — and why flat...

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More Episodes

If you’ve ever wondered how to scale your short-term rental business or pivot into a new real estate niche, boutique hotels might be the perfect opportunity for you. Boutique hotel investing combines the fundamentals of STRs—guest experience, revenue management, and location—but on a much larger scale. And the best part? Unlike single-family STRs, boutique hotels are valued based on income, not comps, giving you more control over asset appreciation.

In this episode of Short Term Rental Riches, Tim interviews Rich Somers, a seasoned real estate investor with an $80M portfolio of boutique hotels. Rich shares his journey from managing Airbnbs to acquiring and renovating underperforming boutique hotels in some of the most competitive markets. Along the way, he highlights essential strategies, like leveraging seller financing, navigating Airbnb regulations, and mastering SEO and direct bookings. Whether you’re just starting in real estate investing or are a seasoned STR operator, this episode is packed with actionable insights to help you grow your portfolio while maximizing guest experience and revenue.

In this episode, you'll learn:

  • STRs vs. Boutique Hotels: Boutique hotels offer scale and operational control, and their valuation is based on income instead of comparable properties. This allows investors to force appreciation by increasing revenue.

  • Creative Financing Strategies: Many boutique hotels are owned outright by baby boomers, creating unique opportunities for seller financing. Offering flexible terms can help you close deals faster.

  • Airbnb Regulations Are an Advantage: Tight short-term rental regulations in many cities are driving demand back to boutique hotels. Choosing markets with strict Airbnb rules can create high occupancy and premium rates.

  • Direct Bookings & SEO: Focusing on direct bookings through SEO and social media marketing can reduce reliance on OTAs (Airbnb, Vrbo) and significantly boost your bottom line.

  • Overcoming Challenges: From high-interest bridge loans to unexpected renovations, boutique hotels require proper contingency planning and operational excellence to mitigate risks.

 

The boutique hotel space is rapidly growing, and as Rich Somers explained, it’s one of the best ways to scale your portfolio while navigating strict Airbnb regulations and a high-interest rate environment. Whether you’re leveraging seller financing, using bridge loans, or refining your guest experience strategy, the potential for forced appreciation and profitability is massive in boutique hotels.

Need help managing your short-term rental and you don’t want to go it alone? Shoot us a message here and we’ll see if we can help.

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