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About Us

To Tuscany offers the largest hand-picked selection of rental villas in Tuscany and Umbria. Our experts personally inspect all our properties and are ready to help you choose the perfect villa for your dream holiday.

You can rely on To Tuscany for:
  • The best private rental villas in the region at the best possible prices
  • An efficient and friendly service and secure online booking system
  • Personal experience of our villas and their owners
  • Expert knowledge about the area and its attractions

Meet the team

  • Sean Caulfield


    I founded To Tuscany in 1998 to provide a link between holidaymakers and owners of high-quality properties locally. During the past two decades, we’ve expanded both the number of villas in the collection and our team, whose friendly and efficient service is at the core of To Tuscany’s success. Today, To Tuscany has the largest selection of hand-picked villas in the region, suitable for couples, families and groups of friends – and we continue to grow. What’s more, you can book on our simple yet secure booking platform, with no fees charged, saving you time and money. Tuscany is my home and I feel privileged to share this wonderful place with you. To find out more about me, take a look at this article in the Financial Times.


    Languages: English and Italian

  • 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 

  • To Tuscany Enquiries

    Villa Specialist

    Having visited the Chianti region, we have first-hand experience of the fantastic features Tuscany has to offer. It is this knowledge that we can pass on to you regarding the best villas to suit your needs, together with tips on where to visit, eat and drink. Our 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

    Charlotte Colley: English, French, Italian
    Cynthia Keters: French, English and Spanish
    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

  • The To Toscane Team

    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

  • Małgorzata Kałużna

    Polish Villa Specialist

    I’ve been passionate about travel ever since I was a teenager, and before earning my degree in Tourism and Business Studies, I had already lived in a variety of places in Europe. I love discovering new places, gaining new experiences and meeting new people. Italy is the perfect place to pursue these dreams. It’s hard not to fall in love with this beautiful country – it left an instant and permanent impression on me: la dolce vita, olive groves, and countless flavours of regional cuisine. Working for To Tuscany has given me an opportunity to travel to this incredible region, and to gain experience and knowledge about the real estate that currently lies at your fingertips. Please contact me and I will be very happy to answer all your questions.

    Tel: +48 530 504 008

    Languages: Polish, French and English

  • Barbara Parrini

    Owner Representative

    Building strong relationships with the owners of our villas is key to making sure your holiday goes without a hitch. My job is to provide a bridge between our agency and the owners, helping with any queries about the properties we feature and reservations. Siena is my home town, so I’m also very proud to contribute my expertise about the local area with the team, sharing my insider’s take on Tuscany so that you can enjoy a fulfilling holiday and return home with happy memories.

    Tel: +39 339 535 1017
    Skype: barbedera

    Languages: Italian and English

  • 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

  • Michela Menegon

    To Tuscany Experiences Coordinator

    I’ve seen To Tuscany evolve from a small company representing a few villas to one of the leading villa-booking companies in the region, with websites in five languages, encouraging visitors from across the world to explore this lovely part of Italy. My job is to research and expand our experiences sector, assisting our guests to have the best holiday possible.


    Languages: English, Italian and French

  • 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

  • Paul Perry

    Web Content Manager

    Our goal is to offer you a seamless experience on our website, from choosing to booking your villa in Tuscany. And I’m here to ensure you’ve all the information you need at your fingertips. My job is to provide high-quality and in-depth content, with honest, accurate and up-to-date details, as well as inspiring descriptions of our villas and apartments to capture the spirit of a holiday in Tuscany.


    Languages: English

  • Joe Hill

    Web Editor & Creative Writer

    My job is to provide our customers with accurate descriptions that do justice to these magnificent properties. Honesty is our top priority - the last thing we want to do is to rent a house or apartment to someone who isn’t suited to it. This is why we work hard to make sure each villa is properly represented, so we can find the right holiday destination for you. I work with our agents and property finders to ensure that what our customers read on the website is reliable and trustworthy information.


    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

  • Maya Medhurst

    Owner Representative

    Everyone deserves a holiday every now and then and it's our pleasure to help you find the perfect villa for your stay in the wonderful regions of Tuscany and Umbria. Planning a holiday can involve a lot of work, from selecting your home away from home, to making sure everything is ready for you when you arrive. I'm here to help if you have any questions for our villa owners before you book, after you book and during your stay.


    Languages: English, Dutch, 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