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Careers at The Thinking Traveller


Background and Company History

The Thinking Traveller was founded in 2002 and is run by a team of 30 headed by Founding Directors Huw and Rossella Beaugié. It is an award-winning company which offers the finest, most desirable villas for private rental in Sicily, Puglia, the Ionian Islands, the Sporades Islands and Corsica.

The company has grown organically since its inception, and enjoys extremely high-levels of customer satisfaction and loyalty. We are proud to have been recognized as one of the best villa rental companies by readers of Condé Nast Traveller magazine since 2011.

For more information about The Thinking Traveller take a look at our who we are page.

We are currently recruiting for the following roles: 

- Villa Specialist | based in London 



Role: Villa Specialist 

Team: Sales Department
Location: Brick Lane, London E1

The Thinking Traveller is an award-winning luxury villa rental company with properties in the Mediterranean. Our villas are exclusively available through us, which means we are able to ensure the quality of each property, and in turn offer award-winning service to each and every one of our clients. We regularly visit our villas and destinations, which means we are able to offer superior product knowledge, understand our regions intimately and consistently go the extra mile.

Our mission is simple, to hear our clients say “That was the best holiday we’ve ever had… we’ll be back”.

Reporting to the Sales Manager, your role as a Villa Specialist will be to use your exceptional sales skills, product knowledge and experience to match clients to the villa which will best suit their needs and go the extra mile to ensure that their expectations are exceeded.

You should be positive, assertive, creative, curious, flexible and proactive. You should also be charming and engaging in order to win over your clients and ensure that they book with you, and return to you for future holidays.  If these adjectives describe you then read on!

  • Previous experience in sales is essential, whilst luxury travel industry experience is desirable
  • Experience in working towards targets and a drive to exceed these is essential
  • You should be able to demonstrate to us a genuine and collaborative selling style using your strong influencing and negotiation skills
  • You’ll need to show us that you can engage with and build rapport with clients from all over the world. For this you’ll need to be a confident and articulate communicator with fantastic listening skills.  Experience of working with up-scale clients would be a plus
  • You should be able to empathise with and prioritise customer needs in order to be able to deal effectively with their requests and any issues they may present. You should also be confident in overcoming objections
  • You’ll need to demonstrate that you have excellent writing skills and be able to produce concise written responses to clients
  • You’ll need to show us that you are organised and detail minded with a good memory for retaining and recalling information
  • Fluency in a second language such as, German, French or Italian would be desirable
  • You’ll need to demonstrate a passion and curiosity for all things Mediterranean
  • You should be flexible and be open to new and different ideas of working that will constantly improve both your and the team’s performance

If you are excited by the opportunity of becoming part of The Thinking Traveller team, and can tick all of the above boxes, you should apply for this role by sending your CV and covering letter to


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