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Vacation Rental Revolution: Building Lifestyle & Financial Freedom With Short-Term Rentals
Vacation Rental Revolution: Building Lifestyle & Financial Freedom With Short-Term Rentals
Author: Shawn Moore
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© Shawn Moore
Description
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.
425 Episodes
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Their 1% Property:
https://www.airbnb.com/rooms/1608127384681815294?source_impression_id=p3_1794522435_P38yfcv25GQDN9r1
Want to learn more about Vodyssey or start your STR journey. Book a call here:
https://api.leadconnectorhq.com/widget/bookings/vodyssey-strategy-session
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:
[email protected]
Want to learn more about Vodyssey or start your STR journey. Book a call here:
https://api.leadconnectorhq.com/widget/bookings/vodyssey-strategy-session
Check Out Our NEW Properties:
1) https://www.airbnb.com/rooms/1753123973094305646?guests=1&adults=1&s=67&unique_share_id=aea00426-c4bc-48a1-92a1-ee08601b806c&source_impression_id=p3_1794342693_P3Qed0yJagozG3mR
2) https://www.airbnb.ca/rooms/1790852910738764742?adults=6&check_in=2026-12-05&check_out=2026-12-12&children=4&search_mode=regular_search&source_impression_id=p3_e1cf1b0c-af11-4d88-9c4b-4e50fedda98b_11ec94c1-67e5-48ba-b992-d9074d18c883_0_1790852910738764742_1&previous_page_section_name=1000&federated_search_id=e1cf1b0c-af11-4d88-9c4b-4e50fedda98b
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:
[email protected]
SOURCES:
1) https://news.airbnb.com/airbnb-q3-2026-financial-results
2) https://travel.yahoo.com/news/articles/jetblue-kid-free-flight-already-123055044.html
3) https://finance.yahoo.com/real-estate/article/there-are-more-than-two-condo-sellers-for-every-one-buyer-110000414.html?guccounter=1
4) https://www.ft.com/content/72abed21-6043-4b2b-81b1-f3a2547da5b7?syn-25a6b1a6=1
Jarde’s Property:
https://www.airbnb.com/rooms/1043656594301161070?source_impression_id=p3_1786469996_P3RW3y7RoEI7FxEF
Want to learn more about Vodyssey or start your STR journey. Book a call here:
https://api.leadconnectorhq.com/widget/bookings/vodyssey-strategy-session
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:
[email protected]
Chapters
00:00 Jared’s path from manufacturing engineer to short-term rentals
03:04 Why the family chose Bloomington over California
09:01 Great guest reviews, but listing photos that failed to stand out
11:48 Why they upgraded property one before buying property two
18:02 Professional photography and the page-five problem
20:47 Pricing and cancellation changes push the listing to page one
26:57 Designing for Bloomington, not just football
32:58 When to judge the redesign and consider property two
35:55 Jared’s advice
39:00 Closing thoughts
Check out the properties:
1) https://www.airbnb.com/rooms/1806048588443177710?source_impression_id=p3_1793745068_P3-fsqsCzXZPdo9n
2) https://www.airbnb.com/rooms/1810452768791819984?source_impression_id=p3_1793745108_P3tpChwU9r-x_qGj
Want to learn more about Vodyssey or start your STR journey. Book a call here:
https://api.leadconnectorhq.com/widget/bookings/vodyssey-strategy-session
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:
[email protected]
Chapters
00:00 Intro
01:21 Two Shoutouts
07:18 Fed Rate Update
09:09 Holiday bookings RISE
17:44 MIDTERM RESULTS IMPACT
22:28 Hotels vs STRs
42:10 Small Investors .... Buy More?
49:41 VRBO's Negative Updates
54:02 Ski Season Need 2 Knows
57:47 Wrap Up
SOURCES:
1) https://news.airbnb.com/introducing-a-new-way-to-book-stays-through-american-express-travel
2) https://www.airdna.co/blog/christmas-new-years
3) https://polymarket.com/finance/fed-rates
4) https://corporate.wyndhamhotels.com/news-releases/wyndham-rewards-opens-the-door-to-extraordinary-escapes-with-debut-of-homes-havens/
5) https://finance.yahoo.com/real-estate/articles/small-investors-66-investor-home-165349823.html
6) https://www.luxehausstays.com/insights/vrbo-12-percent-commission/
7) https://www.keydata.co/blog/2026-2027-ski-season-outlook-vacation-rental-pacing-trends
His Property:
https://www.airbnb.com/rooms/931988051526866181?source_impression_id=p3_1792602174_P3QremAgIngP53ar
Want to learn more about Vodyssey or start your STR journey. Book a call here:
https://api.leadconnectorhq.com/widget/bookings/vodyssey-strategy-session
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:
[email protected]
Chapters
00:00 Meet Jon Price
03:05 Why Bardstown
07:02 Turning a 1790s historic home into a luxury rental
09:33 Permits, parking rules, and setup
13:01 Financing, consultants, and property management
16:54 Five-star guest experience
20:51 Why autopilot pricing went wrong
24:08 Bourbon tourism growth
29:05 The regulation change
35:30 Reassessing pricing
42:12 Lessons from the journey







