Back-to… backed by the World Travel Awards voters worldwide, Olive Villa Rentals has won the “Greece’s Leading Holiday Villa Rental Company” trophy for the second year in a row.  

It’s also the third time in the last four years (2023, 2025, 2026) — an unrivaled performance that proves our steady push for excellence, innovation, and the delivery of unparalleled hospitality services across the Greek luxury spectrum. 

Greece, after all, has always been and remains the focal point of our development strategy, as we keep exploring new ways to tap into its endless luxury travel potential: select villas in beloved and unexpected locations, innovative on-the-ground services for every demand, and one-of-a-kind local and hyperlocal experiences. 

Nikos Anastasopoulos & Michalis Folas with Graham Cooke, Founder of the World Travel Awards

The honor is even greater, considering the WTAs have been around since 1993, celebrating our industry’s creme de la creme across all continents and travel sectors. Just attending these last four ceremonies, whether as nominees or winners, has been a huge opportunity to network with the top players in the luxury realm and have our accolades covered by the international travel media. 

The 2026 Europe Gala Ceremony took us on a trip to nearby Kotor, the stunning medieval port town of Montenegro. On October 17, at the Hyatt Regency Kotor Bay Resort, Olive Villa Rentals went undefeated! Besides “Greece’s Leading Holiday Villa Rental Company 2026,” we also won “Greece’s Leading Luxury Private Villa 2026” for our magnificent Porto Heli gem, Villa Eleganza. 

The event was worthy of its fame, a night of indulging in luxury for the continent’s best luxury service providers — in other words, a karmic reward for everyone who works hard, on and off-season, to create better, more unique experiences for sophisticated travelers in every corner of the globe. 

World Travel Awards 2026 winners on stage at the Europe Gala Ceremony

For Olive Villa Rentals, being named leaders among an esteemed list of competitors three times in four competitions is more than a distinction. With 400+ carefully selected villas in 30+ destinations, we have established an undisputed reputation as countrywide experts across our constantly growing international network of luxury travel partners and audiences. Such sweeping official recognition proves that we have chosen the best path forward by pushing our services to the highest standards while staying competitive, innovative, and, above all, exciting! 

That was the feeling in the air when our founders took the stage to receive the two awards. Highlighting the excellent teamwork and fruitful partnerships behind our achievement, Michalis Folas said: 

“This recognition belongs first and foremost to our team, whose passion and commitment are behind everything we have achieved. It also belongs to our villa owners, partners and guests who continue to place their trust in Olive. Winning once is an honor. Winning three times in four years makes us incredibly proud — and even more determined to keep raising the bar.” 

Nikos Anastasopoulos & Michalis Folas interviewed by Breaking Travel News

Following his lead, Nikos Anastasopoulos focused on the company’s strategic thinking and future outlook: 

“For us, this third win validates a very simple strategy: Greece is not one of our destinations. It’s our destination. We chose to focus on one country, know it exceptionally well, and build the strongest possible villa offering and local expertise around it. Three wins in four years is a milestone, but we see it much more as a platform for what comes next. Our ambition is clear: to establish Olive as the go-to villa partner in Greece for discerning travelers and luxury travel professionals around the world.” 

Nikos Anastasopoulos & Michalis Folas with their partners at the WTA 2026 ceremony

As we return victorious from a wonderful gala, we are confident this incredible “triple crown” is only the beginning. The Olive Villa Rentals story has many chapters ahead as we continue our strategic steps forward both as value partners and inspiring hosts.  

Not alone, of course. Luxury hospitality is an ever-evolving adventure, and you are openly invited along to make the most of our deep experience, unparalleled expertise, and burning passion! 

Last but not least, a huge heartfelt thank you to those who helped us reach this milestone: our super-dedicated team, our villa owners and guests who continue to trust us, travel advisors and agencies recommending us worldwide, our collaborators in Greece and abroad, and everyone who has voted for us in the World Travel Awards. Your love takes us higher every time… 

Three golds in four years. Back-to-back wins. And we’re only getting started.

Greece’s Leading Villa Rental Company 2026, 2025, 2023 – Olive Villa Rentals

About Olive Villa Rentals 

Olive Villa Rentals is a Greece-based luxury villa rental company specializing exclusively in Greece. Since 2013, Olive has built a carefully curated portfolio of more than 400 luxury villas across 30+ Greek destinations, supported by deep local expertise and on-the-ground service. A three-time winner of “Greece’s Leading Holiday Villa Rental Company” at the World Travel Awards, Olive is trusted by discerning travelers, villa owners and luxury travel professionals around the world.