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About Us


I started Tuscan Estates in 1996 with just one property - the house in the Chianti region of Tuscany that my wife and I have rented for ten of the past 15 years on our annual trips to Italy. Since then, our portfolio of rental properties has grown to more than 2000, a collection that ranges from a studio apartment in one of Tuscany's charming converted farmhouses to a luxurious palazzo with complete staff. We offer only those that meet stringent criteria, so that you can choose any of these properties with confidence. In addition to managing villa rentals directly for their owners, we have also built partnerships with ten companies that include select properties in privately-published catalogs. Tuscan Estates offers one of the widest selections of truly distinctive properties available anywhere.

Before starting Tuscan Estates, I was in the catering business and traveled to Italy each year for inspiration and recipes. I quickly realized that the only way to get the best of Italy was to become part of the culture - sampling not just the olive oil but the shade in which those olives were grown, selecting wines at the Enoteca and then getting to know their vintners and the subtle differences in their vineyards, learning the recipes of this magnificent culture from the creators of the cuisine. Renting a place that becomes your base and then heading out on day trips to explore the countryside lets you discover secret treasures you wont find any other way. (Plus there's nothing like gathering a market basket of gorgeous produce, pasta and cheese and bringing it home to your own Tuscan kitchen. Trying doing that in a hotel!) We share these secrets, these Tuscan Tips, with everyone who rents from Tuscan Estates.

And that's really the difference between Tuscan Estates properties and those you can find elsewhere. We make it as personalized, convenient and enjoyable for you as we can, from the booking process, to our personal recommendations of things to do and see, to our alliances with companies who can supply rental cars, mobile phones and even holiday or trip cancellation insurance. All of our rental rates include all taxes and insurance on the property. You can rent from Tuscan Estates secure in the knowledge that we know our subject, from the inside out. As a result, many of our properties are spoken for up to a year in advance*; in fact we strongly recommend that if you plan to rent for a month or longer, you reserve a year in advance. So click on one of the icons at the top of this page and explore our portfolio today and start planning your own sojourn under the Tuscan sun.
Bruce Webster

* For short lead times, please call 978-453-7839 or email us to check what's available,
so you won't be disappointed.