Senior Sales Representative Sicily - based in Palermo or Trapani (all genders)

Holidu is one of the world’s fastest-growing vacation rental technology companies. Our mission is to make booking and hosting holiday homes free of doubt and full of joy, by helping hosts generate more bookings with less work and helping guests find a holiday home they truly enjoy. Our team of 700 colleagues from 60+ nations shares a passion for tech, an ambition for constant improvement, and a relentless drive to bring the best experience to more than 40k vacation rental hosts and 4 million annual guests.

Your future team

Become a key member of our Sicily Sales Team while working remotely from Palermo or Trapani.

As we expand our presence in Italy, you will play a crucial role in supporting the establishment and success of our team in Sicily. This is an exciting opportunity to contribute to the growth and culture of a dynamic and ambitious team. As a key member of the Sicily team, you will collaborate with colleagues to drive our mission forward while fostering a motivated and innovative work environment.

Your role in this journey

• Reach out to vacation rental owners and execute sales strategies (mostly by cold calling) to find out if Holidu is the right solution for their needs.
• Generate sales by handling all aspects of the sales cycle from prospecting to closing.
• Be rigorous in activity tracking and monitor your completion of monthly targets.
• Conduct regular business trips to your focus regions and gain valuable market insights.
• Support the onboarding process of new team members and share your knowledge with other international sales teams at Holidu.
• Help in organising events to promote Holidu and build a community of hosts.
• Travel to our Catania office for one working week per quarter, (accommodation costs covered by the company) to collaborate closely with your team and participate in trainings and team activities.

Your backpack is filled with

• 5+ years of professional experience in sales, or business development.
• High level of self-motivation and ability to convince our hosts both on the phone (cold calling) and face to face.
• Positive mindset towards new challenges and empathic personality that enables strong interpersonal relationships.
• Solution-driven attitude and the ability to work in a responsible and organised way.
• Preferred but not mandatory: experience in sales or account management, travel industry or online business.
• Near native Italian skills and fluent English skills.
• Drivers licence and personal vehicle for business trips.

Our adventure includes

• Impact: Shape the future of travel with products used by millions of guests and thousands of hosts. At Holidu ideas become products, data drives decisions, and iteration fuels fast learning. Your work matters—and you’ll see the impact.
• Learning: Grow professionally in a culture that thrives on curiosity and feedback. You’ll learn from outstanding colleagues, collaborate across disciplines, and benefit from mentorship, and personal learning budgets—with a strong focus on AI.
• Great People: Join a team of smart, motivated and international colleagues who challenge and support each other. We celebrate wins and keep our culture fun, ambitious and human. Our customers are guests and hosts—people we can all relate to—making work meaningful and energizing.
• Technology: Work in a modern tech environment. You’ll experience the pace of a scale-up combined with the stability of a proven business model, enabling you to build, test, and improve continuously.
• Flexibility: Work a hybrid setup with 50% in-office time for collaboration, and spend up to 8 weeks a year from other inspiring locations. You’ll stay connected through regular events and meet‑ups across our almost 30 offices.
• Perks on Top: Of course, we also offer travel benefits, gym discounts, and other perks to keep you energized—but what truly sets us apart is the chance to grow in a dynamic industry, alongside amazing people, while having fun along the way.

Check out the adventure that awaits you on Instagram @lifeatholidu and dive straight into the world of Sales at Holidu for more insight!

Want to travel with us?

Apply online on our career page! Your first travel contact will be Gloria from HR.

We are committed to diversity in all aspects of our business. We encourage applications from all genders, all corners of the world and all individual backgrounds. You are welcome to submit your application without a photo and without stating your gender, date of birth, marital status, nationality or disability status (if applicable).

If you require any special assistance when arranging interviews, office visits or the recruitment process in general, please contact the relevant HR person responsible for this job and we will do our best to accommodate your needs.