Josh Emberg is the Founder and Real Estate Strategist behind Dream Holiday Stays, one of Southwest Florida’s fastest-growing vacation rental companies. Originally from Australia, Josh brings a global perspective and a deep passion for hospitality, real estate, and design to every property he manages.
Since moving to Florida in 2016, Josh has built a strong foundation in real estate as a licensed Realtor and Broker Associate, with a focus on investment properties and short-term rental success. With international property experience and a deep appreciation for what makes a stay truly memorable, shaped by visiting over 60 countries. Josh blends global insight with local expertise to elevate both guest experiences and owner returns.
Under his leadership, Dream Holiday Stays has expanded across Naples, Bonita Springs, and Marco Island, offering thoughtfully curated homes, personalized service, and transparent management. Known for elevated comfort and consistent 5-star reviews, Josh and his dedicated team are setting a new standard in boutique vacation rental management.
Whether you’re looking to escape to paradise or maximize your investment, Josh’s mission is simple: to treat every home as if it were his own and every guest like family.
