Transform your property management journey with Sunnyside

Redefining vacation rentals for a brighter experience.

Welcome to Sunnyside, where your property management journey transitions from simply memorable to spectacularly transformative.

Founded by Irina and Alex, our story began over two decades ago in the heart of Europe. From the bustling markets of the UK to the serene shores of Portugal, we have dedicated ourselves to enhancing the experiences of both property owners and guests alike, ensuring each encounter is not only enjoyable but also lucrative.

Our passion for hospitality has no bounds. After making a significant impact in Europe, we set our sights on the vibrant landscapes of the USA, choosing Orlando as our new home. Here, we’ve continued to grow, driven by a vision to expand our reach and expertise on a global scale.

So, what exactly is Sunnyside? We are a team of devoted professionals committed to redefining the vacation rental experience. Our mission is clear: to revolutionize property rentals across North America, impacting tens of thousands of homes. At Sunnyside, we go beyond the traditional vacation rental model by focusing on comprehensive support and expertise that enhance every aspect of property management.

Join us in our journey to reshape the world of vacation rentals, creating better experiences for visitors, property owners, and service providers. With Sunnyside, discover the brighter side of property management.

We make vacation rental easy for everyone


Are you ready to unlock the full potential of your vacation property? At Sunnyside, we understand the importance of maximizing your investment while minimizing your stress. Let us handle the details, from marketing and guest communication to maintenance and bookings. With our expertise and dedication, you can sit back, relax, and watch your property thrive.


Your dream vacation starts here. Sunnyside offers an unparalleled selection of vacation rentals, each carefully curated to ensure a memorable stay. Whether you're seeking a cozy cabin in the mountains or a luxurious villa by the beach, we have the perfect retreat for you. Experience personalized service, seamless booking, and unforgettable memories with Sunnyside.


Ready to take your business to the next level? Partner with Sunnyside and join a network of industry leaders dedicated to excellence. From property management companies to service providers, we offer strategic partnerships that drive growth and innovation. Together, we can redefine the vacation rental experience and create brighter opportunities for all.

By The Numbers

At Sunnyside, we continuously endeavor to broaden our impact, aiming to enhance vacation rental experiences for a wider audience across various destinations

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Let’s grow together

Working with Sunnyside, as an owner, guest, partner, or company, means dealing with a caring organization.

It’s actually ingrained in our company’s beliefs. Our Building Hospitality initiative, our DEIB (diversity, inclusiveness, equity, and belonging) standards, and our enthusiasm for creating novel experiences are all motivated by care. Here, discover both your home and your purpose.

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