The Short Term Show Poker Sheds and Above-Ground Pools: Unconventional Wins in STR Investing with Taylor Jolly
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Jun 18, 2025 This week, Taylor Jolly, founder of Roam Free Vacation Home Rentals, shares his journey from construction to real estate investing in hot markets like Austin. He dives into creative strategies for maximizing cash flow through co-living and large short-term rentals. Taylor discusses navigating Austin's rental challenges and the unique appeal of amenities, from poker sheds to above-ground pools. He emphasizes the importance of strategic investments and mentorship in achieving success in short-term rental markets.
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Co-Living Revenue Boost
- Taylor Jolly shared how he transformed four or five bedroom houses into homes with up to twelve bedrooms for co-living to boost revenue.
- His co-living properties often achieve gross revenue three times that of normal rentals, even with partial occupancy.
Dripping Springs Property Story
- Taylor Jolly described the Dripping Springs property featuring multiple buildings, a poker shed, and an above-ground pool.
- He shared his preference for cost-effective amenities that still attract guests without overspending.
Spend Wisely on Amenities
- Investing in lower-cost amenities can be more profitable if they generate sufficient additional revenue.
- Over-investing in upgrades can fail to recoup costs on resale or rental income increase.
