A Better Way to Stay

The Joes was founded out of a genuine need for upscale, mid-term rental options that cater to the discerning traveler.

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The Joes started with a simple question: Why is it so hard to find quality midterm rentals? After years of navigating short-term stays and long-term leases, Joe Ragland and Joe Bartolomei saw an opportunity to create something better - a trusted, premium marketplace for midterm stays that works for both guests and hosts.

With a passion for hospitality, I decided to create a space where our guests could feel at home without sacrificing luxury.

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The journey to launching The Joes was paved with meticulous planning and a commitment to setting a new standard. Recognizing the gap in the market, the founders dedicated themselves to building a platform that not only connected guests with exceptional properties but also fostered a community of trusted hosts. This involved rigorous property vetting, the development of a user-friendly booking system, and the establishment of a support network to ensure seamless experiences for both parties involved in the transaction.

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This dedication to excellence and innovation quickly set The Joes apart. By focusing on the specific needs of mid-term renters – those seeking stays longer than a typical vacation but shorter than a traditional lease – The Joes cultivated a niche market. This specialization, combined with a focus on luxury and personalized service, allowed The Joes to rapidly gain recognition as the go-to destination for discerning travelers seeking a home away from home.

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Beyond connecting guests with stunning properties, The Joes also offers high-end property management and a range of other luxury and concierge-level services. The entire experience is easy, exciting, and exceeds expectations. Guests can choose from exciting locations with breathtaking views, as well as properties featuring incredible amenities, including gourmet kitchens, pools, tennis courts, state-of-the-art gyms, and horse stables. From private beach access to vibrant downtown locations, The Joes offers a truly amazing mid-term rental experience.

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Joe Ragland (Joe R) had built a flourishing tech company in Washington, D.C., which gave him the freedom to explore life on the road with his partner. As they traveled the U.S. in search of a better way of living, they kept running into the same frustrating issue: high-quality, fully furnished mid-term rentals were nearly impossible to find. The deeper he looked, the clearer the market gap became. Eventually, he found his forever home in Healdsburg, California, and decided to do something about it.

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Joe reached out to Michael Koval, a graduate school professor and longtime friend with extensive experience in building scalable platforms in the real estate space. Together, they began to architect a new kind of marketplace—one built specifically for people like Joe R: mobile, professional, and community-minded. But they knew the idea needed more than just great tech—it needed soul, hospitality, and a growth plan.

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That’s when they met Joe Bartolomei (Joe B) is a fifth-generation Sonoma native and a nationally recognized leader in luxury hospitality. When he and Joe R crossed paths as fellow property owners, the connection was instant. Joe B understood travelers who crave curated experiences, just as Joe R knew the needs of digital nomads. Their audiences were different—but perfectly complementary. Together with Mike, they had the full package: design, tech, strategy, hospitality, and heart.

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Now, The Joes is building a new standard for midterm stays—designed for people who want more than a rental. They want to belong. They want to live well, even while living elsewhere.