From One Property to Over 1,600 Homes Nationwide February 20, 2026 by april SkyRun Looks Back on 22 Years of Disciplined, ‘Brick by Brick’ Growth, as the All-American Company Plans and Prepares for Continued Expansion In 2024, SkyRun Vacation Rentals celebrated 20 years in the vacation rental management industry. For the previous two decades, the company remained dedicated to a disciplined, brick by brick, approach to organic growth. … Read more Read more
Understanding Short Term Rental Ownership: What to Know Before Buying a Vacation Rental Property February 11, 2026 by Maura Buying a vacation rental property is often seen as the first step to building a real estate portfolio that generates passive income for years to come. With vacation rental usage and ownership surging over the last several years, vacation home ownership is becoming one of the most popular avenues for real estate investing. This guide … Read more Read more
SkyRun Named Among Top New & Emerging Franchises July 15, 2025 by april SkyRun is proud to announce we’ve once again been named one of Entrepreneur magazine’s Top New & Emerging Franchises for 2025. Only 150 franchisors earn this distinction each year, and we’re honored to be named among the other successful franchisors who have also earned a spot on this year’s list. As shared by the Entrepreneur team, companies named to … Read more Read more
New SkyRun Location Opens in Jacksonville, FL May 7, 2025 by april SkyRun’s Newest Addition will be led by Jacksonville local and Navy veteran, Mike Massey After more than two decades of decorated service in the United States Navy, Mike Massey, retired as a Chief Petty Officer, and made Jacksonville his home. After visiting 21 countries during his time in the Navy, Massey—who met his wife in … Read more Read more
