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About us


It started over 20 years ago when our founder moved to Tuscany with his Italian wife and fell in love with Tuscany. The starting point was a simple question: How would a perfect trip to Tuscany look? Away from the stresses of day to day life. Just a villa, a beautiful location and a bounty of the best local food and wine. That fantasy is now a reality. To Tuscany offers some of the finest well equipped villas in Tuscany found in the most sought after positions. Add to that our tailor made experiences at some of the world's most incredible sites and landscapes before adding the most important ingredient: space and time together with family and friends.

What Makes Us Special

A To Tuscany villa stay isn’t something you can recreate from a guidebook. We live our locations and work with the ultimate experience providers and now we’re using that knowledge to create your dream trip. This is a villa stay but not as you know it. Get ready for an adventure.

Meet the team

  • Sean Caulfield


    Sean first got the flavour for working working for himself alongside his father in their family confectionery business. His first lone start up was wholesaling flowers and plants which he developed into a national supplier. He sold up and moved to the Chianti in 1997. After attending language school he invested in his first villas, following their rental success villa owners asked him to rent their villas, To Tuscany was born in the year 2000.

    Outside work he is a massive ski-touring fan and closer to home goes biking with his local team, all of which means he has an appetite for Italian food and wine, who wouldn't! He favourite quote is "The more you know, the more you know you don't know."

  • Lisa Leggate

    Director/ Administration Officer/ Villa Specialist

    Tuscany is a very special destination, one that I know and love. So I am delighted to work for the leading accommodation rental company in the region, which offers stunning properties at reasonable prices. I am based at our head office in Canterbury, Kent, and my main role is to assist Sean in ensuring the smooth running of To Tuscany. I’m also Vice Chair of the Association of British Tour Operators to Italy (Abtoi) and a member of the Association of Women Travel Executives (AWTE).


    Languages: English

  • Karen Humphrey

    Customer Relations

    There’s no better way to keep on top of our game than to receive your candid feedback – and we take our customers’ reviews very seriously. One of my roles is to monitor your reviews and ensure that we follow up any necessary improvements to our service and properties. You can be confident that by sharing your experience online, you are helping us to continue to refine the holidays we offer for future guests. I also provide administrative support to the To Tuscany team.


    Languages: English 

  • Melanie Thwaites

    English Villa Specialist

    Having visited the Chianti region, I have first-hand experience of the fantastic features Tuscany has to offer. It is this knowledge that I can pass on to you regarding the best villas to suit your needs, together with tips on where to visit, eat and drink. My goal is to personally ensure that you have a fantastic holiday by providing the best service from start to finish!

    Tel: +44 (0)1227 646040

    Melanie Thwaites: English

  • The To Toskana-Team

    German Villa Specialist

    It is our desire to make your Tuscan holiday dreams come true. Whether you’re travelling as a couple, as a family or with a group of friends, we want to make sure you get the best experience possible. Let us help you fill the Tuscan treasure chest and find the holiday home that is right for you. If you have any questions about your holiday, the German To-Toskana Team is happy to help.

    Tel: +49 (0)3222 1097029

    Britta Kerr: German and English
    Kristel Blaauw: German, English, French
    Corina Sonnleitner: German and English

  • The To Toscane Team

    French Villa Specialist

    Tuscany is a truly legendary region, and a villa in this splendid place will promise you a holiday full of culture and history. What’s more, the Italian wines and cuisine need no introduction. Passionate about interior design, we have always taken a lot of pleasure to discover new villas and we will be delighted to help you select a destination that suits your needs.

    Tel: +33 (0) 187210355

    Cynthia Keters: French, English and Spanish

  • Vinny Van der Linden

    Dutch Villa Specialist

    Tuscany has everything you need to make a truly unforgettable holiday, from beautiful surroundings to delicious food and superb wine. In order to provide you with accurate and relevant advice, we travel to the region several times a year to visit the villas and discover special new places. We have years of experience in the tourism sector and are happy to help you choose your dream villa.

    Tel: +31 (0)20 893 4302

    Vinny Van der Linden:  Dutch, English

  • Mikołaj Wierzbicki

    Mikołaj Wierzbicki

    Polish Villa Specialist

    I visited Italy for the first time as a teenager, but in fact it all started with a movie "Stealing Beauty" which was shot in Chianti. I fell in love with the Tuscan landscapes and way of life. When many years later I was wondering where I would like to organize my wedding, the scenes from this film came to my mind. Then followed an unusual sequence of events - looking for a villa for a wedding reception I found a British who was renting villas in Chianti. This is how I met Sean, the owner of To Tuscany, who soon offered me cooperation. I travelled the length and breadth of Tuscany, by car, by bike, raced in the L'Eroica, watched Palio, visited dozens of vineyards and restaurants, walked the Via Francigena trail, so if anyone needs first-hand information, I will be happy to help.

    Tel: +48 530 504 008

    Languages: Polish and English

  • Emily Barker

    Marketing Manager

    Tuscany really is like no other place I have been to - even the first time I visited it felt like a home from home. My husband and I loved it so much we actually got married there and it was absolutely perfect - the weather, the food, the people, the location, the backdrop, the service and the overall experience. Joining To Tuscany has been a dream come true and I take great delight in bringing this incredible villa collection to new and existing guests.


    Languages: English

  • Sara Crivellaro

    Destination Coordinator

    It’s my duty to mediate and facilitate communications between our villa's owners and customers, to make sure each holiday matches every expectation. Furthermore, I deal with any queries regarding agreements, properties and reservations which might concern our owners.


    Languages: English, Italian

  • Silvano Falcioni

    Property finder

    I live near many of To Tuscany’s villas and my task is to visit new properties and make sure they meet our strict standards. I work closely with the villa owners to gather all the information you need to decide which property will suit you best, as well as investigating the area’s natural and cultural highlights so you can plan what to see and do. With the legwork done, you can just relax and enjoy a fantastic holiday.


    Languages: Italian, German and English

  • John Rivers

    IT manager

    I have the pleasure of heading up To Tuscany’s IT department, where I manage the technological wizardry that keeps our website and internal systems ticking along like a well-oiled machine. We proactively respond to any feedback we receive, and it is our top priority to ensure that your experience with us is as smooth and easy as possible.


    Languages: English

  • Dave Barratt

    IT Developer

    The experiences that I have shared with my wife, teenage children, and friends, when we travel are the ones that will always be remembered.   I am passionate about travel, and feel incredibly lucky to be working in a team that really cares.  Fuelled by strong Italian coffee, I develop and maintain the IT systems, bringing you a great online experience of what To Tuscany can offer.


    Languages: English

  • Valentina Petri

    Experiences and Destination Manager

    My job is to provide a special, personal and attentive concierge service to our guests. Thanks to detailed knowledge of the villas, their facilities, extra services and the surrounding area, together with direct contact with owners and local suppliers, our guests will receive a tailored service according to their personal needs. Each recommendation is specific to each accommodation, location and individual . . . With such a choice there is an invaluable experience waiting for you...


    Languages: English, Italian

  • Karen Robertson

    Administrative assistant

    My job is to provide administrative assistance to our director and manager, Lisa Leggate.  Here at To Tuscany's head office, I am responsible for the daily administration work which allows the office to run smoothly. I am delighted to be a part of this dynamic and enthusiastic team of lovely people, who are all here to ensure that our clients get the very best from their holidays in this beautiful place.


    Languages: English