Short Term Rental Riches
Tim Hubbard, successful investor and CEO of a seven-figure short term rental management company shares it all. The insider tips you need to know to acquiring, operating and scaling a successful short term rental business.
info_outline
294. Growth Blueprint: 13 Strategies to Scale Your STR Management Business
07/01/2025
294. Growth Blueprint: 13 Strategies to Scale Your STR Management Business
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, cleaners, and interior designers • Use data tools like AirDNA and PropWire to identify struggling listings and win them over • Scale faster with strategies like content creation, lease arbitrage, and even acquisitions These 13 strategies are your blueprint to scaling your short-term rental portfolio. From tech to teamwork and outreach to ownership, this episode will help take your business to the next level. Don’t forget to subscribe, share, and explore the resources below to maximize your growth. Resource Links: Download the Growth Handbook: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/37177750
info_outline
293. Where to Invest, What to Charge: STR Strategy from AirDNA
06/25/2025
293. Where to Invest, What to Charge: STR Strategy from AirDNA
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 • Why booking windows are shrinking—and how to adjust your pricing strategy without panicking • The channel advantage: how Booking.com, Airbnb, and VRBO attract very different guest types • Forecasting future growth: Jamie Lane’s surprising predictions for STR demand and global travel This episode unpacked the power of data in driving STR success. Whether you're scaling or just starting, insights from AirDNA can guide your next move with confidence. Don’t forget to subscribe and share this episode with fellow investors—your smarter portfolio starts here. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/37091405
info_outline
292. NEW Compliance and Regulations for STR Hosts
06/17/2025
292. NEW Compliance and Regulations for STR Hosts
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 to protect your rental income Staying compliant isn’t just about avoiding fines, but rather protecting your investment. Hit play to ensure your property doesn't get blindsided by new rules. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36999535
info_outline
291. Accepting First-Time Airbnb Guests? Here’s What Hosts Need to Know
06/10/2025
291. Accepting First-Time Airbnb Guests? Here’s What Hosts Need to Know
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 like concerts and the Olympics bring a flood of new, profitable guests. • Get the exact tools, messages, and house rules we use to protect properties and boost loyalty. OUTRO Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36866430
info_outline
290. Tariffs & Airbnb: Hidden Costs That Shrink Profits
06/03/2025
290. Tariffs & Airbnb: Hidden Costs That Shrink Profits
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 using dynamic pricing tools like PriceLabs and AirDNA to stay competitive. • Find out how to prep for longer lead times, inventory issues, and future-proof your STR investments. Tariffs may sound like far-off policy shifts, but they’re already working their way into your operating budget. Stay informed, adjust your strategies, and protect your margins by staying ahead of these shifts. Don’t forget to subscribe, share the episode, and tap into the resources below. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36786475
info_outline
289. Lydia Patel’s Playbook for Smarter STR Systems
05/23/2025
289. Lydia Patel’s Playbook for Smarter STR Systems
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 operations smooth—even during travel This episode is proof that a stress-free, family-friendly STR business is possible, even across state lines. If Lydia can do it with kids, a full-time job, and limited time, so can you. Tune in, get inspired, and take that next step toward building your dream short-term rental setup. You're not going to want to miss this one.
/episode/index/show/strriches/id/36690180
info_outline
288. Rental Maintenance Costs: Short-term vs. Long-term
05/20/2025
288. Rental Maintenance Costs: Short-term vs. Long-term
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 of proactive maintenance in short-term rental success What landlords often overlook when calculating true maintenance costs Short-term rentals aren’t just higher income—they can actually be lower maintenance, too. If you’ve only considered LTRs for their “ease,” this episode may shift your thinking. Want to keep learning? Don’t forget to subscribe, share this with a fellow investor, and check out our helpful resources below. Resource Links Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36582595
info_outline
287. Booking.com’s NEW Damage Program: What Hosts Need to Know
05/13/2025
287. Booking.com’s NEW Damage Program: What Hosts Need to Know
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 on Booking.com’s mediation process. • The Shocking Fine Print: Discover what’s not covered—like extra cleaning, pet damage, smoking, or even rule violations. • How to Set It Up (Step-by-Step): A walkthrough on how to activate the damage policy within the Booking.com extranet settings. • Our Recommendation After 50,000 Guests: Hear why Tim and his expert team still favor deposits and what evidence you can’t use in a damage claim. This episode is a must-listen for any host using, or considering, Booking.com. Knowing how to protect your rental can save you thousands and major headaches. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36510560
info_outline
286. Exposed: What Your Review History Is Telling Future Guests
05/06/2025
286. Exposed: What Your Review History Is Telling Future Guests
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 against mistakes and save reviews The importance of consistency and exceeding expectations to maintain stellar ratings Your reviews are doing more than you think—they're marketing for you. Stay sharp and proactive to avoid the downward spiral of negative feedback. Tune in to learn exactly how many reviews you need to create a safety net and ensure your short-term rental thrives. Don't forget to subscribe, share, and tap into our free resources below. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36441230
info_outline
285. How Stacking Small Wins Can Boost Your STR Revenue by 30% or More
04/29/2025
285. How Stacking Small Wins Can Boost Your STR Revenue by 30% or More
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 rates are costing you thousands. Why fast, stellar guest communication can make or break your entire business. How stacking these strategies leads to compounding results, pushing you into the top revenue percentiles. Stacking wins isn’t about chasing hacks — it’s about strategically refining your operations for real, lasting success. Apply these optimizations or let our expert team do the heavy lifting for you. Subscribe, share, and connect with us to make the most of your property's potential! Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36322790
info_outline
284. How to List Your Property on Booking.com in 2025 & Hacks You Should Know
04/22/2025
284. How to List Your Property on Booking.com in 2025 & Hacks You Should Know
We’ve talked about Booking.com before, but in 2025, it’s more important than ever to take it seriously as a revenue-driving channel for your short-term rental. In this episode, we’re diving deep into why Booking.com deserves a place in your strategy this year—and how to set it up for success. Whether you're brand new to the platform or you've tried it before and tapped out, we’re covering everything you need to know: Why Booking.com is a gold mine (especially for international and business travelers) Step-by-step walkthrough on setting up your property Key differences from Airbnb and VRBO How to handle payments (including new features like Payments by Booking) 2025 updates to know—AI tools, damage protection, visibility boosters, and more Mistakes to avoid and tips to boost visibility and guest quality Plus, why your photos, cancellation policy, and guest screening process really matter If you’re only on Airbnb or VRBO, you’re leaving money on the table. This episode gives you the tools to change that. Looking for hands-off help? Visit and see how our team can manage your property for you. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36244090
info_outline
283. 5 Reasons Your Automated Pricing Tool is Failing
04/15/2025
283. 5 Reasons Your Automated Pricing Tool is Failing
Think your dynamic pricing tool is doing all the heavy lifting? Think again. In this episode, we expose five major flaws that could be silently draining your rental revenue. With insights from managing properties in 20+ cities worldwide, Tim breaks down why pricing automation isn’t truly “set it and forget it”—and what to do instead. Get ready to plug the leaks and boost your bottom line. • Discover the #1 reason pricing tools misfire—and why their data isn't as accurate as you think • Learn why “one price fits all” fails across platforms like Airbnb, VRBO, and Booking.com • Find out how rural locations or unique properties throw off automated pricing strategies • See why top-performing listings get underpriced without proper manual adjustments • Understand how hidden fees and discounts distort true pricing across platforms Don’t let lazy pricing leave money on the table. These 5 insights could make all the difference in maximizing your short-term rental income. Hit play to learn how to outsmart the algorithm and stay ahead of the curve. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36126895
info_outline
282. Summer 2025 Airbnb Prep: 7 Ways to Make Your Listing Unstoppable
04/08/2025
282. Summer 2025 Airbnb Prep: 7 Ways to Make Your Listing Unstoppable
Struggling to fill your calendar for the summer season? This episode breaks down 7 essential steps to refresh your short-term rental listing, outshine the competition, and ensure your property is booked solid. Discover the tweaks and tools you need now to capture attention and secure high-value guests. Don’t wait—peak season is just around the corner. Why refreshing your listing and completing every OTA section could skyrocket your visibility The #1 way to understand why guests aren’t booking—straight from your listing insights How to position your summer-friendly amenities to beat out local competition Why knowing your booking window can make or break your pricing strategy Pro tips to elevate your guest experience with a digital guidebook that earns 5-star review This episode is packed with actionable tips to help you stay ahead in a crowded summer rental market. Want to keep those bookings rolling in? Then don’t miss this one Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/36050820
info_outline
281. The Secret to High-Yield Vacation Rentals? Think Small, Earn Big!
04/03/2025
281. The Secret to High-Yield Vacation Rentals? Think Small, Earn Big!
The short-term rental market has evolved, and unique properties are leading the way! This week, Tim Hubbard welcomes back Dave Zook of Zook Cabins to discuss how modular cabins are reshaping STR investments. Discover why smaller, high-quality units can generate massive returns and how turnkey solutions simplify the process for investors. What You'll Learn in This Episode: Why modular cabins outperform traditional STR properties How investors can test the waters with a single unit before scaling The surprising ROI of compact, high-quality park model homes The benefits of tax-friendly depreciation for modular properties How off-grid solutions and Starlink are making remote rentals easier than ever Why Listen? If you're looking for a high-return, low-hassle way to expand your short-term rental portfolio, this episode is packed with actionable insights. Learn how Zook Cabins simplifies STR investing with modular solutions that maximize profits while minimizing operational headaches. Tune in now! Resource Links: Check out our videos on YouTube: Grab your FREE management eBook: Looking to EARN MORE with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/35698300
info_outline
280. The 5-Star Pricing Strategy: How to Charge More as an Exceptional Host
03/25/2025
280. The 5-Star Pricing Strategy: How to Charge More as an Exceptional Host
Are you a short-term rental host with stellar reviews? If so, you might be sitting on a goldmine! In this episode, we break down how a perfect 5-star rating can significantly boost your pricing power. Using real data from cities like Palm Springs, Las Vegas, and Paris, we explore how top-rated listings perform and what pricing strategies you can implement to maximize your revenue. What You’ll Learn: How review scores impact your booking rates and pricing potential The percentage of listings with perfect reviews in major STR markets How to use dynamic pricing tools like PriceLabs for premium pricing Why monitoring booking windows is crucial for revenue growth The best setting to automate and optimize your STR pricing strategy Having an exceptional review score isn’t just about bragging rights—it directly affects your revenue! This episode dives deep into how to position your property for premium pricing, boost occupancy, and take advantage of automated pricing strategies. Tune in to discover how you can make the most of your hard-earned 5-star status and increase your short-term rental income. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/35529340
info_outline
279. MEET the Founder of the Industry's Most Powerful Dynamic Pricing Tool!
03/18/2025
279. MEET the Founder of the Industry's Most Powerful Dynamic Pricing Tool!
Pricing your short-term rental is no easy task—but with the right tools, you can maximize revenue and occupancy. In this episode, Tim welcomes Anurag Verma, co-founder of PriceLabs, to discuss how dynamic pricing has evolved, why data-driven decisions matter, and how hosts can optimize their strategies in an increasingly competitive market. In This Episode, You’ll Learn: How PriceLabs grew from a beta tool to managing 450,000 properties worldwide Why pricing flexibility leads to higher earnings The most underutilized feature in PriceLabs that hosts should be using How AI and automation are shaping the future of dynamic pricing Actionable tips for setting the perfect base price and fine-tuning your strategy Why Listen? Whether you’re a new host or an experienced property manager, this episode is packed with insights to help you optimize pricing, increase bookings, and stay ahead of market trends. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team: Relevant Tags: #DynamicPricing #PriceLabs #AirbnbOptimization #ShortTermRentals #RevenueManagement #VacationRentalSuccess #STRInvesting #HospitalityTech #RealEstateTools
/episode/index/show/strriches/id/35533580
info_outline
278. Virtual Management Evolution: Meet Tim's Partner and Find Out What's Next!
03/11/2025
278. Virtual Management Evolution: Meet Tim's Partner and Find Out What's Next!
Property management is evolving, and virtual management is leading the way. In this episode, Tim welcomes Justin Winfield, a real estate veteran and co-founder of Corzly Inc, to discuss why the traditional model is broken—and what the future holds for property owners. Justin shares his global real estate journey, from China to Vancouver to Colombia, and why he believes technology-driven management is the key to maximizing revenue while reducing headaches. In This Episode, You’ll Learn: Why traditional property management is outdated and inefficient How virtual management increases revenue and improves guest experience The key role of AI and technology in optimizing short-term rentals Why big property managers struggle with guest satisfaction and reviews How Corsley is reshaping the hospitality industry with a tech-first approach Why Listen? If you’re managing a short-term rental, boutique hotel, or vacation property, you need to hear why virtual management is the future. Tim and Justin break down how you can boost revenue, save time, and deliver top-tier guest experiences—all without the headaches of traditional management. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team: Check out Justin's Hotel at (p.s.. we created the website for him and do for all of our partners as well)
/episode/index/show/strriches/id/35533450
info_outline
277. Hostaway's CEO Explains $924 Million Valuation & STR Industry Future
03/04/2025
277. Hostaway's CEO Explains $924 Million Valuation & STR Industry Future
The short-term rental market is evolving rapidly, and in this episode, we dive deep into the world of vacation rental management with Marcus Rader, CEO of HostAway. With over $365 million in recent funding and a $924 overall valuation, HostAway is leading the charge in property management automation and software integration. Marcus shares his journey in defining what makes a great PMS and how technology is reshaping guest experiences. The Evolution of PMS Software – How HostAway became a top vacation rental software. The Role of Technology in Rentals – From smart locks to AI-driven guest interactions. Why Direct Bookings Matter – The push towards independence from major OTAs. Midterm Rentals: The Next Big Thing? – How the market is shifting to accommodate longer stays. Scaling a Rental Business Successfully – Key insights for property managers and investors. Marcus also discusses how the short-term rental market is maturing and why now is an exciting time to get started. With competition growing, it’s crucial to adopt the right tools, optimize guest experiences, and stay ahead of industry trends. Plus, Marcus shares a game-changing tip that could instantly improve your guest reviews. If you’re looking for a property management solution, want to optimize your rental strategy, or just stay ahead of industry trends, be sure to follow along with Short-Term Rental Riches for more expert insights. Don’t forget to grab our free property management guide at to help maximize your rental income! Watch our videos on YouTube: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
/episode/index/show/strriches/id/35413070
info_outline
276. Fixing Failing Housekeeping Strategies for 5-Star Airbnb Reviews
02/25/2025
276. Fixing Failing Housekeeping Strategies for 5-Star Airbnb Reviews
Housekeeping is one of the biggest contributors to short-term rental success. Yet, large property managers are consistently failing in this area, leading to bad reviews and lost revenue. In this episode, we look at national review averages from over 5,000 vacation rentals in the most popular areas and why they have averages from 4.02 to 4.62! Tim Hubbard discusses why property owners should consider hiring their own housekeepers to maintain higher standards and create better guest experiences. Housekeeping & Review Scores – Why cleanliness impacts guest ratings and revenue. Large Property Managers’ Shortcomings – How inconsistent housekeeping teams hurt your rental business. The Benefits of Hiring Your Own Housekeeper – Improved consistency, attention to detail, and guest experience. How to Find Your Own Housekeepers – Tips for recruiting and setting cleaning standards. The Financial Impact of Cleanliness – How better reviews lead to higher nightly rates and more bookings. By the end of this episode, you'll understand why hiring your own housekeeper is one of the best investments you can make for your rental business. If you’re looking for ways to optimize your rental strategy, be sure to follow Short-Term Rental Riches for more expert insights. Don’t forget to grab our free property management guide at to help maximize your rental income! Looking to earn more money with less headaches? Chat with the team that manages Tim's portfolio of 46 properties:
/episode/index/show/strriches/id/35364215
info_outline
275. The Hidden Risks of Letting Your STR Manager Handle Repairs (Costly Mistake!)
02/18/2025
275. The Hidden Risks of Letting Your STR Manager Handle Repairs (Costly Mistake!)
One of the biggest mistakes short-term rental (STR) owners make is assuming their STR manager is handling repairs in the most cost-effective way. The truth? Many property managers either mark up repair costs, delay small fixes until they become major problems, or use their own preferred vendors who charge higher rates. If you’re not reviewing your Airbnb repair expenses, you could be losing thousands of dollars every year without realizing it. The key to running a profitable short-term rental isn’t just about getting bookings—it’s also about managing expenses. STR maintenance costs can add up quickly, but with the right approach, you can avoid unnecessary fees and keep your property in great shape. In this video, I’ll share the top risks of letting your STR manager handle repairs unchecked and give you practical strategies to protect your rental income while keeping your guests happy. Let’s get into it. In this episode, you’ll learn: Overpriced Repairs – Many STR managers mark up maintenance costs or hire expensive contractors instead of getting competitive quotes. Unnecessary Fixes – You might be paying for repairs that aren’t urgent or even needed at all. Always ask for before-and-after photos. Delayed Maintenance – Small issues, like a leaky faucet, can turn into costly repairs if ignored. Some managers don’t prioritize timely fixes. Lack of Transparency – If you’re not reviewing repair invoices, you could be paying hidden fees without realizing it. Limited Vendor Options – Many STR property managers use their own preferred vendors who charge higher-than-average rates, cutting into your profits. Letting your STR manager handle repairs might seem like the easiest option, but it can come at a cost—literally. If you’re not actively monitoring repair expenses, you could be overpaying for Airbnb maintenance without even knowing it. The good news? A little oversight goes a long way. Always ask for itemized repair invoices, get multiple quotes for major fixes, and consider having a backup handyman you trust. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/35322330
info_outline
274. STR Nightmares: Craziest Airbnb Guest Stories
02/11/2025
274. STR Nightmares: Craziest Airbnb Guest Stories
Hosting on Airbnb is an amazing way to make passive income, but it’s not always smooth sailing. Most guests are great, but every now and then, you’ll get a guest who leaves you completely speechless. Airbnb horror stories are rare, but when they happen, they’re unforgettable. Recently, Brian Chesky, the CEO of Airbnb, shared a bizarre guest complaint—someone wanted a refund because a ghost was "harassing them." Funny enough, the Airbnb listing actually mentioned the ghost (his name was Stanley). But as wild as that sounds, I can tell you—we’ve dealt with way crazier things in our short-term rental properties. In this episode, I’m sharing some of our craziest Airbnb guest stories, from guests checking into the wrong unit to naked people in common areas—and even a dead raccoon hidden in the walls. Whether you’re an Airbnb Superhost or just starting your STR business, these stories will give you a real look at what it’s like behind the scenes. Plus, I’ll share some Airbnb host tips to help you avoid your own guest nightmares. Let’s get into it! In this episode, you'll learn: Airbnb CEO Brian Chesky’s Ghost Story—We Have Our Own! A guest once requested a refund because a ghost was “harassing” them, even though they booked the listing because of the ghost. They left a 3-star review a full year after their stay! The Naked Guest & Her Life-Size Unicorn One of our cameras caught a guest standing completely naked at the top of a shared staircase—with a giant unicorn prop next to her. Just another day in Airbnb hosting. Wrong Unit Mix-Ups Happen More Than You Think From guests entering occupied units to one guest knocking on every door in a gated community, Airbnb check-in issues are more common than you’d expect. The Worst Airbnb Smell Ever—A Dead Raccoon in the Walls Guests complained about a horrible smell in one of our vacation rentals. After weeks of searching, we found a rotting raccoon inside the walls. Definitely one of the worst hosting surprises ever. A Guest Walked in on a Couple in Their Own Bed A guest returned from making a cocktail on a shared terrace, only to find a couple in their bed… in the middle of the act. Turns out, the other guests had walked into the wrong unit and made themselves at home. If you’ve been an Airbnb host, you probably have a crazy guest story of your own. And if you’re new to short-term rentals, don’t worry—these Airbnb nightmares are rare, but they do happen. The good news? With the right guest screening and Airbnb hosting strategies, you can avoid bad guests and make your STR business run much more smoothly. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/35233380
info_outline
273. Why Having a Revenue Goal Is Costing You Profits
02/04/2025
273. Why Having a Revenue Goal Is Costing You Profits
If you’ve ever set a revenue target for your Airbnb, you’re not alone. A lot of short-term rental hosts aim for a specific income—maybe six figures a year or $10K a month. And while setting goals can be motivating, the truth is revenue targets might be costing you money. That’s because your Airbnb revenue isn’t based on what you want to earn—it’s determined by supply and demand. If you’re using last year’s numbers or a random target, you could be underpricing or overpricing your property, leading to lost revenue. Instead of relying on outdated data, it’s crucial to use a smart Airbnb pricing strategy based on real-time market conditions. In this video, I’ll show you how dynamic pricing for Airbnb works and why tools like PriceLabs, Beyond Pricing, and Wheelhouse are essential for maximizing Airbnb profits. I’ll also explain why you should be tracking RevPAR (revenue per available rental) instead of just focusing on occupancy rates or nightly prices. Whether you’re new to Airbnb hosting or managing multiple properties, these insights will help you increase Airbnb income and stay competitive in your market. Key Takeaways Revenue targets can limit your Airbnb earnings. Your short-term rental pricing should be based on real-time supply and demand, not a fixed income goal. Last year’s data isn’t always reliable. Market conditions change—new properties, regulations, and shifting demand mean you can’t rely solely on past performance. Dynamic pricing tools like PriceLabs, Beyond Pricing, and Wheelhouse adjust your Airbnb prices daily based on real market trends. Track your performance using RevPAR (Revenue per Available Rental). Focusing only on occupancy or nightly rates can be misleading—RevPAR gives a more accurate picture of profitability. Fine-tune your pricing strategy regularly. Even with the best pricing tools for Airbnb, you still need to monitor booking trends and adjust accordingly for maximum Airbnb profits. So, if you’ve been setting a revenue target for your short-term rental, it might be time to rethink your approach. Instead of sticking to a fixed number, focus on real-time Airbnb pricing strategies that respond to market trends. Use dynamic pricing for Airbnb to automatically adjust your rates, track your performance with RevPAR, and stay ahead of the competition by analyzing supply and demand. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/35060095
info_outline
272. Is Starting an Airbnb in 2025 Still Worth It? Here’s the Truth
01/28/2025
272. Is Starting an Airbnb in 2025 Still Worth It? Here’s the Truth
Is 2025 the right time to jump into the short-term rental (STR) game? It’s a question I get asked a lot, especially as the STR market continues to evolve. With rising competition, new regulations, and changing guest expectations, it’s natural to wonder if Airbnb is still a good investment. The truth is, while the industry has shifted, the opportunity to create a profitable Airbnb business is very much alive—if you know how to adapt. After nearly a decade in the short-term rental space, I’ve learned that success isn’t just about having a great property—it’s about understanding the trends, navigating challenges, and offering an experience that keeps guests coming back. Today, I’ll share an honest look at the current state of the Airbnb market in 2025. We’ll talk about key factors like market saturation, guest preferences, and the impact of new tools and technology. Whether you’re considering starting your first Airbnb or scaling an existing short-term rental business, I’ll help you decide if 2025 is still the right time to jump in—and how to do it profitably. Let’s get started! In this episode, you’ll learn: Competition Is Rising: With more people entering the STR space, market saturation is a real challenge in some areas. That’s why finding a unique selling point (like a killer design or standout amenities) is more important than ever. Guest Expectations Are Changing: Today’s travelers are looking for more than just a place to sleep—they want unique, Instagram-worthy stays with all the comforts of home. Use tools like my Recommended Resources to help you stand out. New Regulations in Some Markets: From city-specific rules to stricter licensing, it’s important to research regulations in your target market before you invest. These rules can impact profitability, so do your homework. Technology Can Be a Game-Changer: From dynamic pricing tools like PriceLabs to automated guest communication, leveraging the right tools will save you time and help maximize profits. Opportunities Are Still Out There: Even with challenges like competition and regulations, demand for short-term rentals remains strong in the right markets. Focus on high-demand locations and offer something guests can’t find elsewhere. So, is starting an Airbnb in 2025 still worth it? The answer really depends on your strategy, market, and willingness to adapt to changes. Short-term rentals are still a great way to generate income, but success comes down to planning and execution. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34988665
info_outline
271. Boutique Hotels vs STRs: Rich Somers Explains Why They're the Future of Real Estate in 2025
01/21/2025
271. Boutique Hotels vs STRs: Rich Somers Explains Why They're the Future of Real Estate in 2025
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? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34915335
info_outline
270. 12 STR Hacks to Maximize Revenue & Enhance Guest Experience
01/14/2025
270. 12 STR Hacks to Maximize Revenue & Enhance Guest Experience
I’m excited to have you here because today’s episode is all about improving your short-term rental game with practical, actionable tips. I’ve been in this business for years, and if there’s one habit that’s made a huge difference, it’s taking notes on everything—whether I’m listening to a podcast, attending an event, or watching STR success stories on YouTube. I recently went through my inbox, where I save all my ideas, and pulled out 12 incredible tips to help you boost Airbnb visibility, improve your listing, and enhance your guest experience. In today’s fast-paced STR market, standing out is key, and small changes can make a massive impact. From ensuring your property is categorized correctly on Airbnb (yes, you can request a category change!) to investing in high-quality photos with drone shots and twilight lighting—this episode covers it all. I’m also diving into smart tech upgrades like wireless chargers and pet-friendly touches that guests love. And if you’re scaling your business or managing properties remotely, stay tuned for operational tricks, including how to leverage same-day deliveries for emergencies. Let’s dive in! Key Takeaways: Optimize Airbnb Categories: Request up to 5 new categories for your listing to improve visibility using the Airbnb category request page (visit elevate.translated.com/categories). Professional Photos Matter: Invest in drone photos, twilight shots, and highlight parking or nearby attractions to attract more guests. Add Convenience with Tech: Install wireless chargers by bedsides and in common areas—guests love having quick access to charging. First Impressions Count: Check your doormat! Ensure it’s clean and welcoming. Bonus points for adding a fun message that makes guests smile. Consistent Lighting: Make sure your lightbulbs match in color temperature (stick with warm 3000K for a cozy feel)—no "hospital lights"! Thanks for tuning in! Whether you’re updating your photos, adding smart tech upgrades, or fine-tuning your pricing strategy, remember that every step brings you closer to running a standout short-term rental. These small but impactful changes can lead to higher bookings, glowing reviews, and a smoother operation overall. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34834350
info_outline
269. Short-Term Rental Trends 2025: Boost Your Airbnb Bookings with AI, Google, and Pricing Tips
01/07/2025
269. Short-Term Rental Trends 2025: Boost Your Airbnb Bookings with AI, Google, and Pricing Tips
Welcome back to Short-Term Rental Riches! I’m excited to be home in Medellin after visiting California, where I got to check in on my first short-term rental properties from 2015. This episode is all about the big takeaways from 2024 and what to expect in 2025. If you’ve been hosting Airbnb guests or managing short-term rentals, you know that market trends change fast—and understanding STR market trends for 2025 can be your key to maintaining high occupancy and revenue. This year, I’ve seen a significant drop in new STR supply, but demand has remained strong, creating a huge opportunity for hosts who are leveraging the right strategies. I’ll cover the most important trends, including how AI is reshaping how guests search for properties and why Google Vacation Rentals could be a game-changer for direct bookings. If you’re using tools like Price Labs or considering listing on Google to avoid commission fees, this is your guide to staying competitive. Whether you're focused on increasing your Airbnb revenue or refining your guest experience to earn more five-star reviews, this episode is packed with practical advice. Let’s dive in and set you up for success in 2025! If you're looking to increase your Airbnb revenue and optimize your STR listings, this episode is packed with actionable tips! In this episode, you’ll learn: Occupancy Trends & Supply Slowdown: STR supply is stabilizing or decreasing in some markets, giving established listings an edge to increase bookings. Average Daily Rate (ADR) Adjustments: Nationwide, ADRs have dipped slightly, making dynamic pricing tools like Price Labs essential for maximizing your revenue. AI’s Impact on Search: Guests are using AI-based searches to find highly specific STRs. Properties that align with personalized searches will see increased visibility. Google Vacation Rentals: Google’s no-commission listing option is a game-changer for direct bookings. Partnering with platforms like Hostaway makes integration seamless. Long-Term Strategy with Direct Bookings: A direct booking website can reduce your reliance on platforms like Airbnb and VRBO, especially as competition grows. Thanks for tuning into Short-Term Rental Riches! With the 2025 market shaping up, staying informed and proactive can help you outpace the competition. Whether it’s leveraging AI to boost your listing visibility, optimizing your pricing strategy, or listing on Google Vacation Rentals, there’s never been a better time to strengthen your short-term rental business. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Drop your thoughts or questions in the comments and let me know what trends you’re seeing in your market. Don’t forget to like, and subscribe for updates. Here’s to crushing your 2025 STR goals—see you in the next episode! including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34747380
info_outline
268. How to Find Profitable Airbnb Properties in 2025 | STR Investing with John Bianchi (Part 2)
12/31/2024
268. How to Find Profitable Airbnb Properties in 2025 | STR Investing with John Bianchi (Part 2)
Today, we’re unpacking all things short-term rental profitability with a special guest, John Bianchi, who’s mastered the art of finding profitable Airbnb markets and avoiding risky investments. Over the years, I've received countless messages asking, “Is this property worth the purchase?” or “Is this STR market too crowded to make money?” While I’d love to dive into everyone’s listings, it’s a time-consuming process that requires detailed research. That’s why experts like John are game-changers—they provide the market analysis and strategies you need to make informed decisions quickly. In this episode, we’ll cover how to navigate saturated Airbnb markets, identify whether there’s still room to profit, and build a data-backed "buy box" so you can spot a winner faster. John also explains why amenities matter and how unique features like game rooms and outdoor spaces can give your listing a competitive edge. Whether you’re worried about how your listing ranks on platforms like Airbnb or struggling to figure out how much to spend on upgrades, this conversation is packed with Airbnb investing tips you won’t want to miss. Let’s dig in and help you level up your Airbnb portfolio in 2025 and beyond! In this episode, you’ll learn: Understanding Market Saturation Just because a market has lots of listings doesn’t mean it’s off-limits. John explains why some Airbnb markets are still worth investing in, even when they seem oversaturated. Luxury Demand vs. Fun-Driven Amenities Instead of only focusing on a high-end look, create listings with experience-focused amenities like game rooms or outdoor entertainment to boost your short-term rental revenue. The Power of Data Tools Not all data is equal! John recommends STR data tools like PriceLabs and AirDNA to track trends and find the right Airbnb pricing strategy for your market. Risky STR Markets to Avoid Some regions that surged during the pandemic—like Blue Ridge—are struggling with low demand despite high home prices. John shares insights on when to walk away from "boomed" areas. Building a Strong “Buy Box” Narrow down your options by creating a list of key features—like the right number of bedrooms and essential amenities. Once you spot an outlier with higher projected revenue, you’ll know you’ve found a winner. Thanks for tuning in to another episode of Short-Term Rental Riches! John gave us a ton of valuable insights into building a profitable Airbnb portfolio and identifying top STR markets. Whether you're planning to buy in 2025 or upgrading an existing listing, remember that using the right tools and strategies can make all the difference. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34615730
info_outline
267. How to Find Profitable Airbnb Properties in 2025 | STR Investing with John Bianchi (Part 1)
12/24/2024
267. How to Find Profitable Airbnb Properties in 2025 | STR Investing with John Bianchi (Part 1)
Finding profitable Airbnb properties in 2025 might seem like a challenge, but it’s far from impossible with the right tools and strategies. Today, we’re joined by Airbnb investing expert Jon Bianchi, who has helped direct over $90 million in STR investments across 200+ properties. From real estate data analysis to selecting the right markets, Jon has fine-tuned a process to identify cash-flowing STR properties that outperform others. In this episode, we break down Jon’s strategies for using platforms like AirDNA for STR market analysis, optimizing amenities to attract guests, and avoiding risky real estate markets. Whether you’re focused on boosting Airbnb income or expanding your real estate portfolio, this conversation delivers insights for STR success. If you’ve ever wondered how to turn your property into a revenue-generating asset, this episode is a must-listen. In this episode, you’ll learn: Effective STR Market Analysis: Learn how to use AirDNA and other tools to identify profitable short-term rental markets with potential for cash flow. Key Amenities for Success: Discover the must-have amenities that make your property competitive and the nice-to-have features that set you apart. Avoiding Risky Real Estate Investments: Identify oversaturated or underperforming markets to avoid costly investment mistakes. Boosting Airbnb Income: Optimize your STR listings with better management, guest experience, and strategic amenities for maximum revenue. How to Find Cash-Flowing Properties: Understand price-to-rent ratios and the importance of full-time hosting data for STR property selection. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34615640
info_outline
266. 4 Risky Markets to Avoid in Short-Term Rental Investing
12/17/2024
266. 4 Risky Markets to Avoid in Short-Term Rental Investing
Real estate markets are constantly evolving, and short-term rental investing adds another layer of complexity. As an Airbnb host or STR investor, it’s not just about demographics and trends. You also need to consider unique factors like oversupply in short-term rentals, the potential for unfavorable regulations, and even crime rates in your chosen market. These risks, if overlooked, can undermine the success of your investment. In this video, we’ll unpack four reasons why some markets are just too risky for your next Airbnb or STR property. From volatile real estate speculation risks to markets with increasing short-term rental competition, knowing how to identify red flags can save you from costly mistakes. We’ll also talk about how guest reviews and selecting the right property type can help you stand out in competitive markets. So, whether you’re using tools like AirDNA to assess market trends or navigating landlord laws for STRs, these tips will ensure your next move is a smart one. 5 Key Points: Speculative Markets Are Risky: Investing in areas reliant on unpredictable appreciation is a gamble. Focus on markets with stable growth and strong fundamentals, avoiding those known for real estate speculation risks. Oversupply Can Hurt Profits: Use tools like AirDNA to analyze how new short-term rentals impact average occupancy and daily rates. Markets flooded with STRs often lead to declining revenues. Landlord Laws Matter: Research local landlord laws for STRs to ensure you're compliant. Regulations are constantly changing and can significantly affect your ability to operate. Crime Rates and Reviews: High crime rates can hurt both property value and guest experiences. Negative reviews stemming from unsafe neighborhoods can drive away future bookings. Differentiation is Key: In oversaturated markets, focus on delivering exceptional guest experiences and maintaining strong Airbnb reviews to outperform the competition. Investing in short-term rentals offers fantastic opportunities, but only if you approach it with the right knowledge. Understanding real estate speculation risks, avoiding oversupply, navigating landlord laws for STRs, and prioritizing safe neighborhoods are critical steps toward success. Stay ahead by leveraging tools like AirDNA, focusing on guest reviews, and staying informed about market trends. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34464415
info_outline
265. 6 Hidden Costs Your Guests Pay | Airbnb Pricing Insights
12/10/2024
265. 6 Hidden Costs Your Guests Pay | Airbnb Pricing Insights
If you're managing short-term rentals, you know how vital dynamic pricing tools are to maximizing your revenue. Platforms like PriceLabs and Wheelhouse integrate seamlessly with Airbnb, VRBO, and Booking.com, making it easier to adjust rates daily. However, what many hosts don’t realize is that the price you see in your tool often doesn’t match the final cost your guests pay. These hidden costs—from platform commissions to payment processing fees—can significantly impact your pricing strategy and overall revenue management. In this episode, I’ll break down 6 hidden factors affecting the prices your guests see. Whether it’s Airbnb commission fees, property management software charges, or local taxes, understanding these details is key to staying competitive. We’ll also discuss how cancellation policies, STR promotions, and discounts influence your listings on platforms like Booking.com and VRBO. By the end, you’ll have actionable insights to fine-tune your short-term rental revenue management strategy for optimal results. Key Points: Channel Commission Fees: Airbnb, VRBO, and Booking.com charge varying fees that directly impact the final price your guests see. Stay informed to stay competitive. Property Management Software Charges: Tools like HostAway and Guesty often add hidden fees, which can inflate the price without your knowledge. Payment Processing Fees: Credit card fees, often around 3%, are passed on to guests or deducted from your revenue, depending on the platform. Cancellation Policies & Rate Plans: Offering flexible or non-refundable booking options can change guest pricing significantly and impact your revenue strategy. Taxes & Local Fees: STR taxes, like transient occupancy fees, can vary widely by location and platform. Make sure your listings on Airbnb, VRBO, and Booking.com are aligned. Pricing isn’t just about setting competitive rates—it’s about understanding the ecosystem of fees and commissions that affect your listings. By diving into these dynamic pricing insights, you’ll be better equipped to maximize your short-term rental revenue and deliver great guest experiences. If you’re looking for help with revenue management or pricing strategies, my team and I are here for you. Need help managing your short-term rental and you don’t want to go it alone? and we’ll see if we can help. Are you enjoying the podcast? Please subscribe, leave a rating and a review, and share it! This helps us reach others that may find the info helpful as well. including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
/episode/index/show/strriches/id/34342800