Vacation Rental Revolution: Building Lifestyle & Financial Freedom With Short-Term Rentals

Shawn Moore
  • 4.8 (120)
  • Investing
  • Updated Weekly

Learn More More 1% short-term rental properties than any other group, 2,000+ STR investors, and 20+ years of real estate investing experience. Shawn Moore, Founder & CEO of Vodyssey, and bestselling author, brings you inside the strategies behind turning vacation homes into profitable Lifestyle Assets. Hear the mistakes, breakthroughs, and strategies most STR investors never talk about, from the people actually doing it at the highest level.

  1. 3d ago ·  Video

    7 Months, No Money - Then Everything Changed...

    His Property: 1) https://www.airbnb.com/rooms/1462981189559620709?source_impression_id=p3_1785949027_P3Kew6-7O1kXxAiq 2) https://www.vrbo.com/4692370?dateless=true Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com

    7 Months, No Money - Then Everything Changed...

  2. 4d ago ·  Video

    Episode 416 - Americans Pulling Back: Economic Warning Signs You Can't Ignore

    Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Property: https://www.airbnb.com/rooms/1779816942815554728?source_impression_id=p3_1790784618_P32w1TkAhR_xm8HW Sources: 1) https://www.conference-board.org/topics/consumer-confidence/ 2) https://shorttermrentalz.com/news/expedia-group-vrbo-compensation-model-change/ 3) https://finance.yahoo.com/markets/stocks/articles/goldman-sachs-says-80-ultra-111500026.html 4) https://www.sca.isr.umich.edu/ 5) https://www.freddiemac.com/pmms FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com

    Episode 416 - Americans Pulling Back: Economic Warning Signs You Can't Ignore

  3. Sep 25 ·  Video

    $388K Tax Savings REVEALED - How To Write Off 90% Of Your Purchase Price

    Wes's Property: https://www.airbnb.com/rooms/1586781231542468450?source_impression_id=p3_1787328211_P3j571mVnTtphCS5 Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00 Introduction and Wes' background in tech 02:05 Discovery of Odyssey and initial property interest 04:04 Transition from wishful thinking to active investing 06:28 Tax strategies including cost segregation and PPA 10:01 Redesign and renovation of Tampa property 16:40 Operational success and market positioning 20:20 Market differentiation and branding 30:24 Design and guest experience in Tampa 36:07 Future plans and scaling the portfolio 45:58 Lessons learned and advice for new investors

    $388K Tax Savings REVEALED - How To Write Off 90% Of Your Purchase Price

  4. Sep 23

    Episode 415 - Cash Flow CRASH: The NEW Metric Airbnb Investors Should Care About

    Check out these NEW Vodyssey properties: 1) https://www.airbnb.com/rooms/1773471159591291182?guests=1&adults=1&s=67&unique_share_id=d9727f15-f9ad-42e4-b2eb-68a8d5e62818&source_impression_id=p3_1790173905_P304LgA9vDlPg4gZ 2) https://www.airbnb.com/rooms/1776204833472399976?source_impression_id=p3_1790001320_P3z2ywdk_3CUxnci 3) https://www.airbnb.com/rooms/1697825024853733231?check_in=2026-11-01&check_out=2026-11-06&guests=14&adults=14&s=67&unique_share_id=8199cd75-3d64-4384-b027-1a2fd385276a&source_impression_id=p3_1790110323_P32umNKAlYtjVSfz AirDNA's Hidden Gem Markets & Airbnb Farm Stays 1) https://www.airdna.co/blog/ranked-by-airdna-best-hidden-gem-airbnb-locations 2) https://news.airbnb.com/farmtostay Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00 Market Overview and Key Challenges 01:58 New Property Launches and Success Stories 04:12 Interest Rate Hikes and Their Impact on Cash Flow 05:59 Inflation, Fuel Prices, and Consumer Goods 07:48 Reevaluating Deal Assumptions in a High-Rate Environment 09:59 Housing Market Trends and Builder Sentiment 11:54 Opportunities in a Frozen Housing Market 13:49 Demand for Short-Term Rentals and Supply Constraints 15:58 The Power of Off-Market and Unique Properties 18:03 Creative Strategies and Tax Benefits in Real Estate 19:46 Market Data and Hidden Gem Locations 22:09 Evaluating Investment Opportunities and Due Diligence 23:53 Balancing Cash Flow with Appreciation and Tax Benefits 26:10 Long-Term Wealth and Lifestyle Benefits 27:58 The Role of Community and Surrounding Influences 29:47 Opportunities in Agritourism and Farm Stays 31:54 Partnering with Farmers and Local Communities 33:50 Tax Strategies and Wealth Building Tools 35:58 The Long Game and Navigating Market Headwinds 37:54 Younger Generation and Real Estate Perspectives 40:11 The Power of Education and Community Support 41:57 Final Tips for Navigating a Challenging Market

    Episode 415 - Cash Flow CRASH: The NEW Metric Airbnb Investors Should Care About

  5. Sep 21 ·  Video

    Episode 414 -2 Years On Airbnb - $280k Tax Savings & $150k In Revenue

    His Properties: 1) https://www.airbnb.com/rooms/1417438512261589099?source_impression_id=p3_1784732066_P3upqdKgFUX_TKPL 2) https://www.airbnb.com/rooms/615877235027596350?source_impression_id=p3_1765911878_P3LGJrboXuDsI9Na Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:01:10 Paul’s Career and Entry into Real Estate 00:03:34 First Investment in Short-Term Rentals 00:06:14 Market Choice: Arizona and Sedona 00:07:27 Impact of Interest Rates on Buying Decisions 00:09:42 Property Acquisition and Setup in Sedona 00:12:46 Design and Theming for High Performance 00:14:43 Operational Performance and Revenue Insights 00:19:47 Expanding to a Second Property in Broken Bow 00:22:52 Pool and Amenity Enhancements 00:24:43 Upcoming Projects: Pickleball Court and Market Outlook 00:27:43 Tax Benefits and Cost Segregation Strategies 00:33:24 Future Market Interests and Portfolio Goals 00:38:52 Advice for New Investors and Setup Tips 00:42:29 Reflections on Starting Earlier and Building Wealth 00:44:33 Closing Remarks and Call to Action

    Episode 414 -2 Years On Airbnb - $280k Tax Savings & $150k In Revenue

  6. Sep 16 ·  Video

    Episode 413 - The Housing Market Just Got WORSE for Airbnb Investors... *Breaking News*

    SAVE ON TAXES: https://humble-growth-820952--revo-213-partner-pages-wn0las8ze.framer.app/partners/vodyssey WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Sources: 1) https://news.airbnb.com/announcing-housing-accelerator 2) https://www.cnbc.com/2026/09/11/cpi-inflation-report-august-2026.html 3) https://shorttermrentalz.com/news/airbnb-1bn-sponsored-listings/ Chapters 00:00:00 Intro 00:02:25 Interest Rate Hikes and Economic Outlook 00:06:52 Negotiation Strategies in a High-Interest Market 00:16:33 Airbnb's Investment in Affordable Housing 00:27:50 Airbnb's Sponsored Listing Bandwagon 00:37:57 AI and the Future of Listing Photos 00:49:27 Enforcement and Regulation of Short-Term Rentals 00:58:14 Closing Remarks and Market Outlook

    Episode 413 - The Housing Market Just Got WORSE for Airbnb Investors... *Breaking News*

  7. Sep 11 ·  Video

    The $1.3M Vacation Home Gamble That Changed Everything...

    Properties: 1) https://www.airbnb.com/rooms/1306027121341201396?source_impression_id=p3_1789076790_P3h0MPqfaMCmqHC7 2) https://www.airbnb.com/rooms/904445235790642892?source_impression_id=p3_1789081596_P3uUsGgKlCdO3YCS Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters 00:00:00 Intro 00:01:56 Market selection: Why Jason chose mountain and ocean properties 00:06:59 Property features and upgrades that attract high-end clients 00:12:01 Managing seasonal fluctuations and marketing strategies 00:16:57 Lessons learned from management companies and self-management 00:23:00 The importance of amenities and themed interiors 00:30:01 Future plans and market expansion strategies 00:39:49 Advice for new investors and management tips

    The $1.3M Vacation Home Gamble That Changed Everything...

  8. Sep 9 ·  Video

    Episode 411 - You Will LOSE 20% From Vrbo If You Don't Change This NOW!!

    Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Check Out The Properties: 1) https://www.airbnb.com/rooms/1765489961443087041?unique_share_id=cfd244ee-2c5e-4156-96bc-da4d20edd8e6&viralityEntryPoint=1&s=76&source_impression_id=p3_1788884075_P3zze-GzB1Q4CA_p 2) https://www.airbnb.com/rooms/1218128470033142917?unique_share_id=bb314c38-8a05-48ee-a8ac-5b935e1d63fd&viralityEntryPoint=1&s=76&source_impression_id=p3_1788883988_P337A_QcC-u4x5NA Sources: 1) https://www.cnbc.com/2026/09/04/fall-travel-wealthy-europe.html 2) https://www.airdna.co/blog/airbnb-length-of-stay 3) https://www.rentalscaleup.com/vrbo-members-only-deals-auto-enrollment/ FOLLOW US: https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/ https://www.linkedin.com/company/str-financial-freedom https://www.tiktok.com/@vodysseyshawnmoore CONTACT US: support@vodyssey.com Chapters: 00:00:00 Intro 00:03:32 Using AI in property design and graphics 00:11:14 Creating immersive environments with AI 00:20:18 When to and when not to use AI in design 00:21:13 Luxury travel trends shifting into fall 00:23:28 Data on fall demand and booking trends 00:28:25 Extending peak seasons with amenities like pools 00:34:04 The impact of heating pools in off-season 00:40:10 VRBO's new member-only discount policies 00:44:27 Opting out of OTA discounts and policies 00:51:29 Closing remarks and call to action

    Episode 411 - You Will LOSE 20% From Vrbo If You Don't Change This NOW!!
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4.8
out of 5
120 Ratings

About

Learn More More 1% short-term rental properties than any other group, 2,000+ STR investors, and 20+ years of real estate investing experience. Shawn Moore, Founder & CEO of Vodyssey, and bestselling author, brings you inside the strategies behind turning vacation homes into profitable Lifestyle Assets. Hear the mistakes, breakthroughs, and strategies most STR investors never talk about, from the people actually doing it at the highest level.

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