Best Airbnb Superhost Jason Muth Rory Gill Podcasts (2025)

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He Left Tech Sales to Run Airbnbs (and Undercoat Cars?) | Morgan Steir 42:26

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5d ago42:26

42:26

Ever wondered what it takes to leave a tech career and build a thriving short-term rental business? In this episode, Morgan Steir joins me to share his journey from tech sales to managing a successful lakeside cabin in New Hampshire. Hear his honest insights on self-managing rentals, launching a home services franchise, and mastering everything fro…

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Big Mistake - NEVER Skip Professional Photos for Your Airbnb | Kaylee DeCollibus 34:29

12d ago34:29

34:29

What makes some short-term rental listings instantly irresistible while others get scrolled past? 🎥 Join us and real estate photographer Kaylee DeCollibus as we dive into the secret sauce of standout listings — professional photos! Discover how eye-catching imagery goes beyond first impressions to shape guest experience, drive bookings, and capture…

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Stop DIY Bookkeeping for Your Airbnb Business! | Ben Coons 36:11

19d ago36:11

36:11

In this episode, we sit down with Ben Koons from Keystone Bookkeepers to unpack the unique challenges of managing finances in the short-term rental world. From early days of DIY spreadsheets to implementing professional systems, they explore what it takes to build scalable, stress-free bookkeeping practices for growing portfolios. Jason and Ben als…

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What AirDNA’s Chief Economist Actually Invests In (Short-Term Rental Picks) | Jamie Lane 44:04

26d ago44:04

44:04

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How a Full-Time ICU Nurse Built a MIND-BLOWING 20-Unit Airbnb Biz | Jeremy Rosen 39:01

1M ago39:01

39:01

What happens when an ICU nurse brings his heart for care into the world of short-term rentals? In this episode, we sit down with Jeremy Rosen, who’s turned his passion for helping people into a thriving business managing over 20 properties—all while still working hospital shifts. He shares how compassion, clear systems, and smart tech have helped h…

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Inside the Midterm Rental Movement (It’s Not Just Traveling Medical Pros) | Katie Lyon 39:51

1M ago39:51

39:51

Is the future of hosting all about midterm rentals? In this episode, we chat with Katie Lyon from Furnished Finder to uncover why midterm stays are gaining major traction—and why they’re no longer just for travel nurses. From contractors and relocating families to corporate nomads, a whole new wave of guests is looking for furnished, flexible housi…

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I Bought This 400 sq ft Condo for $1M… Now It Pays for 2 Homes (STR Reality) | Kareem Sanjaghi 42:42

2M ago42:42

42:42

Ever wonder how a beachfront condo in Provincetown could become a gold mine? In this episode, we sit down with Kareem Sanjaghi—Prideaway Stays’ very first client—to hear how he went from mortgage officer to full-time musician and savvy real estate investor. Kareem shares the story behind his short-term rental success, the importance of location in …

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My Airbnb Ops Were Complete Chaos... Until I Did THIS | Michael Dinwiddie 37:08

2M ago37:08

37:08

What if one tool could organize your entire short-term rental business—and actually give you your time back? In this episode, we sit down with hospitality veteran turned systems expert Michael Dinwiddie to talk about the real-world challenges of managing short-term rentals and how the right systems can transform your operation from chaos to calm. M…

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Why I Stopped Trusting Airbnb Alone for Last-Minute Bookings (and did THIS) | Alex Alioto 31:36

2M ago31:36

31:36

Can Last-Minute Bookings Actually Boost Your STR Revenue? Last-minute bookings aren’t just a backup plan anymore—they’re becoming a key revenue strategy for short-term rental hosts. In this episode, we sit down with Alex Alioto, co-founder of Whimstay, about how shifting traveler behavior—especially among Gen Z and millennials—is reshaping the way …

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Quitting My Job for Short-Term Rentals (Everything I Learned) | Jake Martin 36:08

2M ago36:08

36:08

What does it really take to break free from the 9-to-5 and build a thriving short-term rental business? In this episode, We sit down with Jake Martin, a former corporate professional who left the security of his W2 job to chase a different kind of success—one built on freedom, flexibility, and financial independence. Jake opens up about the real st…

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Traveling the World With Kids While Running Rentals? It's Possible! (Here's How) | Adrienne Green 34:11

3M ago34:11

34:11

What if you could run a thriving real estate business from anywhere in the world—without ever setting foot in most of your properties? In this episode, we sit down with Adrienne Green, a savvy real estate investor who turned house hacking into a passport for full-time travel with her family. She shares how she built rock-solid systems, empowered vi…

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How I Turned Ghost Town Casitas Into a Brand (Not Just an Airbnb) | Coleman Davis 33:27

3M ago33:27

33:27

What does it take to turn a remote West Texas ghost town into an Instagram-worthy short-term rental experience? In this episode, discover how a former NYC creative director brought his branding expertise to the desert to create the cinematic Ghost Town Casitas. Learn how storytelling, design, and photography come together to craft rentals that offe…

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How a Tech Sales Guy Built an Airbnb Business on Cape Cod (Unfiltered) | Matt Cutler 43:01

3M ago43:01

43:01

Ever wondered what it really takes to leave your 9–5 and build a successful short-term rental business on Cape Cod? 🌊🏡 In this episode, we sit down with Matt Cutler, who made the bold leap from a traditional W2 career to creating a thriving STR operation in one of New England’s most iconic vacation destinations. Matt pulls back the curtain on the e…

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From Fired to 31 Short-Term Rentals - MyBrokerMatt’s FULL Playbook | Matt McCall-Stillman 44:13

3M ago44:13

44:13

What does it take to walk away from a high-paying corporate job and build a 50+ property short-term rental empire? In this episode, I sit down with real estate investor and coach Matt McCall Stillman, along with attorney and legal expert Rory Gill, for a powerful conversation about what it really takes to succeed in the short-term rental world. We …

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How I Grew to 11 STRs in Months (Full Breakdown) | Chachi Horgan 56:16

3M ago56:16

56:16

Ever wonder what it really takes to pack up your life, move to a new city, and build a short-term rental business from scratch? In this episode, We sat down with my friend Chachi Horgan — a former real estate agent from Maine who took a leap, moved to Florida, and built Roam Ready Vacation Rentals, scaling to 11 properties in less than two years. W…

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How Prideaway Stays Became Provincetown's #1 Airbnb Host | Ethan Sobel + Jason Muth 51:45

4M ago51:45

51:45

Can a side hustle built on friendship and a love of travel become something bigger? Join Jason Muth, Rory Gill, and Ethan Sobel as they share the real story behind Prideaway Stays, their co-hosting venture in Provincetown. From a family dream of owning a Cape home to building a guest-first rental brand, this episode dives into the heart of short-te…

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After 450+ Real Estate Deals, I Finally Bought My 1st Airbnb (HERE'S WHY) | Jeremy Beland 37:02

4M ago37:02

37:02

What if your best-performing Airbnb was sitting just a mile away—and you almost missed it? In this episode, we talk with Jeremy Beland, a real estate investor who made the leap from wholesaling to building a killer short-term rental portfolio in Port St. Lucie, Florida. He shares how one overlooked pocket became home to his top-performing property—…

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Airbnb, Family, and the Life I Never Had While Working a Corporate Job | Fouad Bazzi 44:18

4M ago44:18

44:18

What if your real estate business was designed to serve your life — not run it? In this episode, we chat with Fouad Bazzi, a former banker who left the corporate world to build a thriving short-term rental business centered around freedom, family, and purpose. He shares how he scaled his operations, mentors the next generation (including his own ki…

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The TRUTH About Airbnbs in Opportunity Zones (AMAZING Tax Benefits) | Ashley Tison 33:31

4M ago33:31

33:31

What if your next real estate deal could help you eliminate capital gains taxes—while building a thriving short-term rental business? In this episode, tax strategist Ashley Tison dives into the powerful world of Opportunity Zones and how investors can use them to unlock huge tax advantages. These zones aren't just distressed areas—they include beac…

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What Airbnb Hosts Don’t Realize About Furnished Rentals | Ken and Gary Brown 33:19

5M ago33:19

33:19

What does it take to turn a small real estate side hustle into a global corporate housing empire? In this episode, we sit down with Gary Brown and his son Ken Brown of Furnished Quarters to explore their incredible journey from NYC real estate investors to international leaders in corporate housing. With roots in their family’s furniture business a…

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No Real Estate Background - 40+ STRs Later (HERE'S HOW) | Alex Steeg 56:14

5M ago56:14

56:14

What does it take to grow from managing one small rental to overseeing 40+ short-term properties in just seven years? In this episode, we sit down with Alex Steeg, a short-term rental entrepreneur who's built a thriving business across Boston’s North Shore. His journey is nothing short of inspiring—from starting with a modest two-family property to…

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WHAT? A Mystery Game That Lives Inside Your Airbnb?? | Rachel DeSantis 29:28

5M ago29:28

29:28

Want to turn your vacation rental into an unforgettable adventure that guests can’t stop talking about? In this episode of the SmartStay Show, we sit down with Rachel DeSantis — the mastermind behind QR Clue, a groundbreaking in-home escape game that transforms ordinary short-term rentals into immersive, puzzle-filled experiences! Imagine your gues…

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NEVER Let Equity Sit Idle - Here's What Smart Real Estate Investors Do Instead | Alan Franks 43:32

5M ago43:32

43:32

Feeling “equity rich” but still cash strapped? You’re not alone—and there’s a smarter way to break free. In this eye-opening episode, We sit down with Certified Financial Planner Alan Franks to explore how real estate investors can unlock hidden capital, boost returns, and build lasting wealth. Alan shares powerful strategies for using tools like h…

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Hosting Doesn’t Have to Be Chaotic (Hospitable’s Bold Fix) | Pierre-Camille Hamana 47:10

6M ago47:10

47:10

What happens when a frustrated Airbnb host builds a tool to solve his own problem—and ends up launching one of the most influential platforms in short-term rentals? In this episode, we sit down with Pierre-Camille Hamana, CEO and founder of Hospitable, to explore his surprising journey from law school dropout to tech entrepreneur. What began as a s…

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Insurance Claim Secrets That STR Hosts Need to Hear | Andy Gurczak 39:06

6M ago39:06

39:06

What Happens When Your Airbnb Becomes a Disaster? Join us as we sit down with Andy Gurczak, a seasoned public adjuster and new short-term rental owner, to explore the often-overlooked world of insurance claims for vacation rentals. In this eye-opening episode, Andy reveals insider tips on protecting your property and why your standard homeowner's i…

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The Tax Strategy Airbnb Hosts Can’t Afford to Ignore | Sean Graham 41:12

6M ago41:12

41:12

Did you know your short-term rental could be a powerful tax-saving machine? In this episode, We sit down with Sean Graham—CPA, real estate investor, and cost segregation expert—to uncover how vacation rental owners can legally slash their tax bills using smart depreciation strategies. From bonus depreciation and the short-term rental loophole to ma…

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Avoid the Biggest Mistakes in Airbnb Investing | John Bianchi 48:48

6M ago48:48

48:48

Are you ready to find your next cash-flowing short-term rental property — and actually know it’s a winner before you buy? In this episode, We sit down with John Bianchi, the self-proclaimed "Airbnb Data Guy," who's helped uncover over 200 profitable STR properties. John pulls back the curtain on how to spot the best markets, why understanding local…

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Confident Hosts Do This Differently - Boostly's Founder Mark Simpson Explains 43:13

6M ago43:13

43:13

Are you putting all your hosting eggs in the Airbnb basket? What if there's a smarter way to grow your short-term rental business? In this eye-opening episode, we sit down with Mark Simpson, founder of Boostly and one of the world’s top experts in direct booking strategies. From running a family farm stay to becoming a global authority on short-ter…

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I Wish I Knew These Airbnb Tax Hacks Before We Bought | Anne Gannon 39:41

7M ago39:41

39:41

Are you leaving money on the table with your short-term rental? In this episode, We sit down with CPA and tax strategist Anne Gannon to uncover the often-overlooked financial advantages of real estate investing. Anne simplifies complex tax topics and reveals how savvy investors use short-term rentals not just for income—but to build long-term wealt…

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Luxury STR Hosts Are Using This Exclusive Booking Model! | Kevin Duran 30:12

7M ago30:12

30:12

"What if your vacation rental came with VIP treatment?" Dive into the world of luxury short-term rentals with Kevin Duran, founder of JKW Vacation Club. In this episode, we explore a game-changing approach to vacation stays—one that goes beyond traditional Airbnb bookings. Kevin shares how his innovative membership model offers travelers a full con…

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Why Making Your Airbnb ACCESSIBLE is a Smart Business Move! | Mrs. Schneider 40:00

7M ago40:00

40:00

Is Your Short-Term Rental Truly Welcoming to All Guests? In this must-listen episode, we sit down with Mrs. Schneider, an expert who understands the real challenges travelers with disabilities face. They uncover practical, budget-friendly ways to make your rental more accessible—like installing lever door handles, modifying bathrooms, and making sm…

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Betting on Yourself + Leaving a Lucrative Career for STRs (WAS IT WORTH IT?) | Payton Cummings 34:34

7M ago34:34

34:34

Would You Quit Your 9-to-5 to Build a Short-Term Rental Empire? Payton Cummings did exactly that—leaving behind a steady paycheck to scale a thriving 17-property short-term rental business! In this episode, she shares her journey from corporate consulting to full-time entrepreneurship, the mindset shifts that made it possible, and how community and…

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Want to Scale Your Airbnb Portfolio? Stop Doing Everything Yourself! | Jayla Siciliano 34:38

8M ago34:38

34:38

Ever wondered if one spontaneous decision could completely change your career? That’s exactly what happened to Jayla Siciliano. While on vacation, she crunched the numbers on a short-term rental, saw its potential, and the next day, put in an offer on her first property. In this episode of SmartStay Show, Jayla takes us through her journey from tha…

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Turn Your Airbnb into a Money-Making Machine with These Upgrades | Mark Lumpkin 31:29

8M ago31:29

31:29

What makes a short-term rental truly unforgettable? In this episode of SmartStayShow, we uncover the secrets behind top-performing vacation rentals with Mark Lumpkin, sales director at STRCRIBS. From bachelorette-themed escapes in Nashville to hidden speakeasies and glow-in-the-dark mini-golf, Mark shares expert tips on designing spaces that attrac…

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They’ve Stayed in 33 Airbnbs – Here’s What Hosts Get RIGHT! | Marissa + Eric Dingler 1:00:10

8M ago1:00:10

1:00:10

Ever wondered what it’s like to live as a digital nomad, staying in over 30 short-term rentals around the world? In this exciting episode of the Smart Stay Show, we sit down with Eric and Marissa Dingler, a family that sold most of their possessions and turned their home into a life of adventure. From Costa Rica to Liverpool, the Dinglers share the…

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His HELOC Strategy Made STR Investing Easy (Smart Money Move!) | Jim McGowan 56:20

8M ago56:20

56:20

Can You Build a Thriving Short-Term Rental Business While Working Full-Time? In this episode, we sit down with Jim McGowan, a seasoned sales professional who has successfully built a profitable short-term rental portfolio—all while maintaining his full-time job! Jim takes us through his journey, from an early misstep in fractional ownership to full…

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Airbnb Hosts: This Simple AI Tool Saves You HOURS Every Week! | Jay Ullrich 33:35

9M ago33:35

33:35

Can AI Handle Guest Communication Better Than You? In this episode of The Smart Stay Show, we sit down with Jay Ulrich, CEO and co-founder of HostBuddy.ai, to explore how AI is revolutionizing short-term rental management. Jay, a former civil engineer turned short-term rental host, shares his journey from scaling Select Stays to 40 units to develop…

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THRIVE With Hard Money Lending and Scale Your Airbnb Empire (Here's How!) | David Little 35:38

9M ago35:38

35:38

Can hard money lending and short-term rentals be the ultimate power duo? In this episode of The Smart Stay Show, We sit down with David Little, co-founder of Crown Capital Resources, to explore how savvy investors are using short-term rentals as a game-changing exit strategy. We dig into DSCR loans, the Burr method for vacation rentals, and how too…

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How I Fought Back Against Bad Airbnb Reviews (And Won!) | Islam Elgarhi 42:55

9M ago42:55

42:55

How did one property cover an entire mortgage—and spark a 30-property empire? In this episode of the Smart Stay Show, We sit down with Islam Elgarhi, a short-term rental investor and entrepreneur, to uncover how he turned a chance discovery into a thriving business. From scaling his portfolio with smart systems to creating an AI tool that helps hos…

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Is Bad Guest Communication Hurting Your 5-Star Reviews? | Kory Himmer + Alex Steeg 36:50

9M ago36:50

36:50

Ever wonder why some hosts seem to always get glowing reviews while others struggle? In this episode of the Smart Stay Show, I’m joined by my business partners Alex Steeg and Kory Himmer to dive into the game-changing power of proactive communication in short-term rental hosting. We break down how setting clear expectations upfront can prevent nega…

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Our $130k Water Damage Claim - How Proper Insurance Saved Our STR Lake Home! | Darren Pettyjohn 42:15

9M ago42:15

42:15

Ever Dealt With a Water Damaged Rental Property? This Could Save You Thousands. As short-term rental owners, Rory and I have seen it all - from the good, the bad, to the downright disastrous. One fateful night, we got that dreaded 2am call about a water damaged property, and let me tell you, it was a nightmare. But what happened next is the real st…

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Everything You THINK You Know About Hostels Is Wrong | Howzit Hostels Co-Founder Nathan St Cyr 41:54

10M ago41:54

41:54

Ever wondered how hostels are redefining the travel experience? In this episode, I sit down with Nate St Cyr, the visionary co-founder of Malama Capital and Howzit Hostels, to uncover how he’s revolutionizing the traditional hostel concept. From daily pancake breakfasts and Margarita nights to crafting a vibrant, community-driven atmosphere, Nate s…

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NEVER Overlook This in Your Airbnb Design (Insider Tips) | Dre Shapiro 36:59

10M ago36:59

36:59

What happens when a passion for design meets the wild beauty of Joshua Tree? In this episode, Rory Gill and I sit down with Dre Shapiro, a designer whose journey into short-term rentals is as inspiring as it is unexpected. Dre fell in love with a vacation rental in Joshua Tree, turned it into her own, and transformed it into a guest favorite throug…

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How BiggerPockets’ STR Expert Stays Fully Booked Year-Round | Garrett Brown 47:43

10M ago47:43

47:43

Ready to learn from one of the top short-term rental experts in the game? In this episode of the Smart Stay Show, we’re joined by Garrett Brown, the resident expert at Bigger Pockets, who shares his journey from hospitality to real estate success. Garrett reveals how his background in hotels and restaurants shaped his approach to managing multiple …

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The Genius Solution for Family-Friendly Airbnbs (No Gear Required!) | BabyQuip CEO Fran Maier 30:31

10M ago30:31

30:31

Ever wondered how to transform your short-term rental into a family-friendly haven? In the latest episode of the Smart Stay Show, Rory and I sit down with Fran Maier, CEO of Baby Quip, to explore how providing essential baby and toddler gear can elevate the guest experience. Fran shares her journey as a host-turned-innovator and how Baby Quip helps…

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The Truth About Direct Bookings for Serious Airbnb Hosts | Abby Grous 43:07

10M ago43:07

43:07

What if you could reduce your reliance on OTAs, save money, and build a loyal guest base—all while maintaining complete control over your short-term rental business? That’s exactly what we’re exploring in this episode of The SmartStay Show! Rory Gill and I sit down with Abby Grous, the Senior Product Manager of Direct at Hospitable, to unpack the p…

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Remote Hosting Secrets Every Airbnb Host Should Know! | Punith Upadhya 47:36

11M ago47:36

47:36

Ready to take your short-term rental business to the next level? In this episode of the Smart Stay Podcast, Rory Gill and I chat with Punith Upadhya, the mastermind CEO of Moon Gaze Stays, who’s figured out how to run a world-class short-term rental operation from hundreds of miles away! Puneet pulls back the curtain on his game-changing strategies…

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Airbnb Guests Are Paying MORE for Vintage + Local Vibes - Here’s Why! | Christina Melander 37:52

11M ago37:52

37:52

In this episode of the Smart Stay Show, I sit down with Christina Melander, the founder of Knotty Pine Design and a talented short-term rental host, to discuss how she creates memorable guest experiences with a blend of budget-conscious, authentic design. Christina shares her insights on crafting distinctive, fantasy-driven vibes that stand out on …

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How Proper Signage Can SAVE Your Airbnb from Bad Reviews | Jason Muth + Rory Gill 17:15

11M ago17:15

17:15

In this episode of The Smart Stay Show, we’re diving into the critical role of signage in short-term rentals. From the must-have Wi-Fi sign to rules about smoking, plumbing, and pets, this episode is packed with practical advice to help you create a seamless guest experience. We’ll discuss how to balance necessary information with tasteful design, …

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The Ultimate Airbnb DESIGN Hacks + Pro PHOTO Tips That Hook Potential Guests | Justin Miller 39:53

11M ago39:53

39:53

In this episode, we’re joined by the brilliant Justin Miller, co-founder of Showplace and a true trailblazer in hospitality design. Justin brings a wealth of experience to the table, having co-founded Pillow, a groundbreaking property management tech platform, and now leading Showplace, where he helps rental owners and investors create spaces that …