Invest in your Legacy.
At Vacation Vest, we believe in more than just financial growth and profitability—we’re passionate about creating opportunities for you to invest in vacation properties that not only generate income but also allow you to enjoy them yourself. Our vision is to help you invest in properties and locations where your family, friends, and loved ones can come together to build unforgettable memories. Each property you invest in becomes a legacy, offering enjoyment now and something future generations will cherish.
Our Team
Jon has been an experienced STR (short-term rental) investor and owner for over 8 years, successfully managing a portfolio of three properties. A licensed broker in Tennessee and Colorado, Jon combines his deep understanding of real estate with his passion for STR investments.
Before settling in Colorado in July 2000, Jon served as a Captain in the United States Army, where he utilized his Undergraduate Degree in Architecture to oversee the design and construction of Army medical hospitals and clinics. His military service honed his project management skills and attention to detail, which have been invaluable in his real estate career.
Upon relocating to Colorado, Jon furthered his education by enrolling in the University of Denver’s Master in Real Estate & Construction Management program, graduating in 2004. His academic background, combined with his practical experience, has enabled him to excel in both residential and commercial real estate projects.
Since 2011, Jon has built 13 homes and currently has 23 units in various stages of construction, design, or permitting. Looking forward, Jon is eager to continue expanding his STR portfolio and is always on the lookout for his next investment opportunity.
Co-Founder and Coach: Jon Roberts
Sonya has been a dedicated STR (short-term rental) investor and owner for over 8 years, skillfully managing properties while maintaining a successful career in corporate HR. In her corporate role, Sonya has honed key skills in leadership, problem-solving, and strategic planning, all of which seamlessly translate into her work as an STR owner.
While balancing her corporate responsibilities, Sonya takes on the critical tasks of hosting and property management, including guest problem-solving, inventory management, and interior design. Her HR background has equipped her with exceptional interpersonal and organizational skills, allowing her to create welcoming, well-run properties that attract guests and maximize ROI.
Sonya’s ability to combine her corporate expertise with her passion for STR investing has made her a standout in the industry. She continues to apply her diverse skill set to grow her portfolio and deliver exceptional guest experiences.
Co-Founder and Mentor: Sonya Roberts
Our Services
Investment Coaching
Our STR coaching services cater to both newcomers and experienced investors in the short-term rental market. Whether you're just starting out and need a step-by-step guide to finding, purchasing, and operating your first STR, or you're a seasoned investor seeking expert advice on scaling your portfolio and identifying your next lucrative investment, our tailored program is designed to meet you where you are and help you achieve your goals in the STR industry.
Hosting Mentorship
Our hosting mentorship program offers a tactical approach dedicated to all things STR hosting. Whether you need to learn how to maximize your profits or navigate your first guest issue, we're here to guide you through every aspect of the hosting journey. With our experience, we’ll mentor you through the good, the bad, and the ugly of STR hosting. Ask us about our monthly mentorship program to keep the support going.
Virtual Interior Design
Our data-driven STR design services with help you create scroll stopping listings that is key to staying competitive in the STR market. But also, a well-designed space for you and your family so that you feel like you are “at home”. Our team of experienced virtual designers will work closely with you to create a stylish and functional space that guests will love.
Contact Us
Contact Us
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