
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.
Latest episodes

Apr 22, 2025 • 18min
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 striches.com and see how our team can manage your property for you. Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

6 snips
Apr 15, 2025 • 13min
283. 5 Reasons Your Automated Pricing Tool is Failing
Automated pricing tools might not be as effective as you think. Discover five major reasons they can fail, from inaccurate data to the pitfalls of one-size-fits-all pricing. Unique properties and rural locations often throw off automated strategies. Learn how top listings risk being underpriced without manual adjustments. Hidden fees can also distort your pricing across platforms. Get insights on maximizing your rental income and stay ahead with smarter pricing strategies.

12 snips
Apr 8, 2025 • 12min
282. Summer 2025 Airbnb Prep: 7 Ways to Make Your Listing Unstoppable
Are you ready for a packed summer rental season? Discover seven essential strategies to refresh your listing and attract high-value guests. Learn how to enhance your property’s visibility and create a summer-friendly appeal. Understand booking trends and optimize your pricing strategy. Explore the power of a digital guidebook to elevate guest experiences and secure those coveted 5-star reviews. Don’t wait until it's too late—get your rental ready to shine this summer!

7 snips
Apr 3, 2025 • 26min
281. The Secret to High-Yield Vacation Rentals? Think Small, Earn Big!
Dave Zook, founder of Zook Cabins, shares his expertise in modular cabin construction for short-term rentals. He highlights why smaller, high-quality units can yield impressive returns, offering investors a chance to start with one before scaling. The conversation covers the advantages of tax-friendly depreciation and the simplicity of turnkey solutions. Zook also discusses how off-grid options and Starlink technology are making remote rentals more viable. This episode is packed with strategic insights for maximizing profits in the evolving rental market!

Mar 25, 2025 • 14min
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

Mar 18, 2025 • 36min
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/ Relevant Tags: #DynamicPricing #PriceLabs #AirbnbOptimization #ShortTermRentals #RevenueManagement #VacationRentalSuccess #STRInvesting #HospitalityTech #RealEstateTools

Mar 11, 2025 • 30min
278. Virtual Management Evolution: Meet Tim's Partner and Find Out What's Next!
Justin Winfield, a real estate veteran and co-founder of Corzly Inc., dives into the evolution of property management. He argues that traditional models are outdated and highlights how technology, especially AI, transforms the hospitality industry. Justin shares his global experiences, from coaching in China to running a boutique hotel in Colombia. Discover how virtual management boosts profitability and guest satisfaction while simplifying operations. He reveals why adapting to tech-first solutions is crucial for modern property owners.

11 snips
Mar 4, 2025 • 42min
277. Hostaway's CEO Explains $924 Million Valuation & STR Industry Future
In this discussion, Marcus Rader, CEO of HostAway, dives into the booming short-term rental realm. He reveals how HostAway secured a $924 million valuation and why tech is reshaping guest experiences. Marcus emphasizes the potential of direct bookings to sidestep major OTAs and explores the emerging trend of midterm rentals for longer stays. He shares essential strategies for scaling rental businesses and a game-changing tip to boost guest reviews, showcasing why now is the perfect moment to enter this evolving market.

Feb 25, 2025 • 11min
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 strriches.com 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: https://strriches.com/management-services/

Feb 18, 2025 • 23min
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? Shoot us a message here 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. You can find all of our links here including our website, recommended resources, upcoming live event, short-term rental playbook, Instagram, and more!
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