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

Shawn Moore

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

    Episode 411 - Vrbos' HORRIFIC Discount, AI Property Design & Fall Strategies To Boost Revenue

    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 - Vrbos' HORRIFIC Discount, AI Property Design & Fall Strategies To Boost Revenue
  2. Sep 4

    Episode 410 - 2 Hurricanes & 8.75% Rates - How This Dentist’s STRs Still Make Profit

    Check Out His Properties: 1) https://www.airbnb.com/rooms/1209440043623463487?adults=1&children=0&enable_m3_private_room=true&infants=0&pets=0&search_mode=regular_search&check_in=2024-08-08&check_out=2024-08-13&source_impression_id=p3_1722389126_P3U80TzxpiN_xBT3&previous_page_section_name=1000&federated_search_id=1f1e694f-ba6e-4857-8452-701e734e2fe9 2) https://www.airbnb.com/rooms/1160851235647050641?viralityEntryPoint=1&s=76&source_impression_id=p3_1784843440_P3Mw7GMZykVtEeLa 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 00:02:01 Jonathan's journey into real estate and rentals 00:03:59 Market selection: Texas and Kentucky 00:06:11 Timing and market environment considerations 00:08:10 Capital requirements and managing stormy markets 00:10:02 Property types: turnkey vs. custom 00:11:59 Challenges of older homes and maintenance 00:13:54 Designing for different target audiences 00:15:52 Pros and cons of turnkey vs. custom properties 00:19:09 Lessons from property management experiences 00:21:04 Impact of weather events and review management 00:23:03 Financing strategies and interest rate environment 00:25:11 Visibility and forecasting with management models 00:27:00 Future market plans and expansion 00:34:03 Advice to younger self and enjoying the journey

    Episode 410 - 2 Hurricanes & 8.75% Rates - How This Dentist’s STRs Still Make Profit
  3. Sep 2

    Episode 409 - Game Day Markets 455% Increase, Hotels Move Into STRs & Airbnb Allows Direct Bookings?!

    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 Sources: 1) https://rewiremedia.co/2026/09/01/marriott-hilton-wyndham-apartment-style-short-term-rentals-hotels/ 2) https://skift.com/2026/08/03/gen-z-millennials-vacation-ownership/ 3) https://www.hoteldive.com/news/airbnb-furthers-hotel-strategy-lark-partnership/826921/ 4) https://www.phocuswire.com/opinion/opinion-airbnb-making-us-rethink-direct-booking-means 5) https://finance.yahoo.com/real-estate/articles/shrinkflation-hits-housing-homes-smaller-090704276.html 6) https://www.lendingtree.com/home/mortgage/home-sizes-study/ 7) https://www.airdna.co/blog/college-football-short-term-rental-revenue 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 Intro 02:17 Market reactions to geopolitical tensions and interest rate changes 04:00 Shout-outs to new STR property owners and market updates 05:23 Major hospitality brands expanding into the STR and apartment market 08:43 Timeshare properties and their evolving role in short-term rentals 14:46 Airbnb's new direct booking feature and host strategies 32:50 Shrinkflation's impact on home sizes and STR opportunities 37:35 The rise of small, high-end, and niche properties 45:43 The potential of college game day markets for STR 52:58 Closing remarks and strategies for investors and hosts

    Episode 409 - Game Day Markets 455% Increase, Hotels Move Into STRs & Airbnb Allows Direct Bookings?!
  4. Aug 28

    Episode 408 - Their 1st Airbnb Earned $71,000 In Revenue - Here's How

    ENTER THE GIVEAWAY: https://www.geauxtimegetaway.com/ Check Out Their Properties: 1) https://www.airbnb.com/rooms/1631568300669975701?guests=1&adults=1&s=67&unique_share_id=7fad13f2-8719-4283-b481-20f0a9f3d02a&source_impression_id=p3_1784216277_P3zn_n-01cGG7e1p 2) https://www.airbnb.com/rooms/1296412992583781804?check_in=2025-03-01&check_out=2025-03-06&guests=1&adults=1&s=67&unique_share_id=a1f89a2e-8147-41e8-96d8-8477f1bf2321&source_impression_id=p3_1784216268_P3Z99tQdzkg1Y45v Follow Their Instagram: https://www.instagram.com/geauxtimegetaway/ 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 00:02:33 Deciding to pivot from Florida to Arizona market 00:04:27 Choosing Page, Arizona for their first property 00:07:07 Mindset shift from tax strategy to legacy building 00:11:07 Family involvement and community impact 00:14:01 Market challenges and adjusting strategies 00:17:20 Performance numbers and financial success 00:22:28 Expanding to a second property in Baton Rouge 00:27:37 Creating immersive, branded experiences for guests 00:30:26 Launch and marketing strategies for success 00:33:20 Lead generation and digital marketing results 00:38:17 Future plans and advice for aspiring hosts

    Episode 408 - Their 1st Airbnb Earned $71,000 In Revenue - Here's How
  5. Aug 26

    Episode 407 - This Is The Easiest STR Strategy To Get Your Tax Savings In By EOY

    Check out Ranjay's Property: https://www.airbnb.com/rooms/1756726015619534506?unique_share_id=b6fb2338-e0be-41e9-bf69-3286fdf8fe77&viralityEntryPoint=1&s=76&source_impression_id=p3_1787578952_P3wUCxW-z-8y9pAo 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 Sources: 1) https://www.airdna.co/blog/how-to-analyze-a-short-term-rental 2) https://www.the-independent.com/life-style/airbnb-host-rules-tiktoks-cassie-john-b3023148.html Chapters 00:00:00 Intro 00:00:36 Discussion of year-end property purchase timelines 00:01:04 Electric vehicle charging as a guest amenity 00:02:50 Shout-out to Ranjay’s new property in Galveston 00:04:16 Analyzing short-term rental potential before buying 00:05:07 Importance of thorough underwriting and market analysis 00:08:11 Deep dive into property analysis and seasonality 00:09:24 Maximizing peak season revenue and demand 00:12:03 Maximizing assets during shoulder seasons 00:13:36 Understanding property setup timelines and execution 00:15:22 Guest checkout expectations and management 00:20:23 Investing in proper trash and wildlife-proofing 00:22:49 The importance of high-quality Wi-Fi for guests 00:23:26 End-of-year tax strategies and property acquisition timelines 00:26:48 Design, customization, and execution timelines 00:35:19 The speed of execution and customization in setup 00:44:12 Maintaining quality and avoiding compromises 00:46:29 Market differentiation through customization 00:50:35 Closing remarks and call to action

    Episode 407 - This Is The Easiest STR Strategy To Get Your Tax Savings In By EOY
  6. Aug 19

    Episode 405 - 3 MASSIVE Changes Every Airbnb Owner Needs to Know

    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 Check Out These Vodyssey Properties: 1) https://www.airbnb.com/rooms/1043656594301161070?source_impression_id=p3_1786975767_P3EFBCLG25B00EoO 2) https://www.airbnb.com/rooms/1743885571024950304?source_impression_id=p3_1786975858_P3EwUHdwkTD23Nat 3) https://www.airbnb.com/rooms/1586781231542468450?source_impression_id=p3_1786976132_P34y9eePGHXSChvT 4) https://www.airbnb.com/rooms/1608127384681815294?source_impression_id=p3_1786976137_P321MW7MPmqXLteL Sources: 1) https://itep.org/trump-capital-gains-indexing-midterms-2026/ 2) https://finance.yahoo.com/video/capital-gains-tax-rate-effectively-152311364.html 3) https://news.airbnb.com/fall-beats-summer-as-the-top-season-for-weekend-trips/ 4) https://writing.strisker.com/short-term-rentals-daily-notes-august-17-2026/ 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 00:01:23 Success Stories and Market Shout-Outs 00:04:39 Luxury and High-End Property Achievements 00:08:00 Discussion on Proposed Tax and Regulation Changes 00:17:30 Fall Travel Trends and Opportunities 00:24:36 Rising Hospitality Taxes and Their Impact 00:34:24 AI in Property Photos and Listings Debate 00:50:48 Wrap-Up and Final Thoughts

    Episode 405 - 3 MASSIVE Changes Every Airbnb Owner Needs to Know
4.8
out of 5
119 Ratings

About

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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