This newly restored 17th-century property is nestled amidst the breathtaking hills of the world-famous Chianti wine region. With the perfect blend of contemporary comforts and Italian authenticity, this luxury villa is the ideal gathering place for families and groups; panoramic vineyard views, olive groves, and stunning views create pure Tuscan magic. Visit Castellina in Chianti's weekly Saturday market to pick up fresh produce and artisanal goods, and experience the famous local wineries for a taste of true Tuscan living …
This newly restored 17th-century property is nestled amidst the breathtaking hills of the world-famous Chianti wine region. With the perfect blend of contemporary comforts and Italian authenticity, this luxury villa is the ideal gathering place for families and groups; panoramic vineyard views, olive groves, and stunning views create pure Tuscan magic. Visit Castellina in Chianti's weekly Saturday market to pick up fresh produce and artisanal goods, and experience the famous local wineries for a taste of true Tuscan living.
Stunning design is a feature of this unique farmhouse in the heart of Chianti. Teardrop chandeliers artfully juxtapose with classic terracotta floors, making for an Italian villa masterpiece. Additionally, an alfresco dining space and a heated pool allow for around-the-clock outdoor relaxation.
Reservations are from Saturday to Saturday only.
This newly restored 17-century estate boasts iconic views of bountiful vineyards, picturesque olive groves, beautiful rolling hills, and medieval hamlets to capture the essence of authentic Tuscan living. With five plush bedroom suites, two granary upper-level bedrooms, a heated pool, a bocce ball court, and a fitness room, this is the perfect estate to experience historic Tuscany with a contemporary twist.
Bespoke Bedrooms
Highlighted Amenities
This estate is located close to Tregole, a quaint area boasting hidden gems such as Osteria Contemporanea Tregole, a charming restaurant that curates a stunning gastronomic experience. Walk alongside Chianti's hills with a glass of the region's namesake wine, and explore the many castles, churches, and towers dotting the bucolic landscape. This estate's prime location is just 50 minutes from Florence and 25 minutes from Siena, putting you within reach of two of Italy's most notable cities.
Helicopter Adventure
A helicopter adds extra thrill and scenic beauty to an already special winery itinerary. Whisk away in a helicopter right from Gaiole and take in the panoramic sights of Siena, Monteriggioni, San Gimignano, and more. First stop: You’ll land in the private helipad of Tenuta Torciano Winery. Pierluigi will welcome you to the winery with a glass of sparkling wine and introduce you to the 400-year history of their family, followed by a winery and vineyard tour.
Tuscan Wine Safari
For the adventurer and the wine lover in you, explore Chianti’s hidden secrets, via vintage Land Rover. In between tastings, you’ll stop at the Organic Farm La Piaggia for a farm-to-table treat. Bruschettas and handmade pastas use ingredients from their organic vegetable and herb garden.
Hands-On Cocktail Class
This hands-on cocktail class is perfect for date nights, corporate retreats, cocktail enthusiasts, family gatherings, and budding bartenders. Learn to make Italian-inspired craft cocktails using local spirits and ingredients in the comfort of your private villa.
Heli-Golf Experience
Embark on a curated private helicopter journey from Gaiole to explore some of Tuscany’s most quintessential experiences. See the Chianti hills from above, soaring over the historic fortresses of San Gimignano and Colle di Val d’Elsa to reach an immaculate 18-hole golf course. Play a round amidst a spectacular setting before taking off for an exclusive Giachi family wine tasting.
Authentic Vineyard Experience
On this exclusive winery experience, be guided through the spectacular Capanna vineyard and witness panoramic views of rolling hills while learning the details of the winemaking process and Castiglion del Bosco’s commitment to quality. Following your vineyard jaunt, enjoy a private wine tasting in the exclusive historical wine library (typically only available to members) where you will be guided through the history of each wine.
Countryside Horseback Riding
Connect with Chianti’s countryside on an Italian cavallo, meandering between vineyards and olive groves while admiring Tuscany’s stunning landscapes. The sights, sounds, and scents along the ride are what dreams are made of. Pair that with medieval villages and vintage wine cellars and you’ll be transported through Tuscany’s deep-rooted heritage.
Truffle Hunting Excursion
In the ultimate bucket-list culinary experience, hunt for a true worldwide delicacy—one that only hails from Tuscany. You’ll be joined by an expert truffle hunter and his impressive, uber-trained dogs. And while you’re at it, take in the beauty of the Tuscan hills.
Vintage Fiat 500 Adventure
Ancient Chianti castles, Mona Lisa’s original house, rustic vineyards, cypress lined roads—exploring the rich land around the farmhouse is nothing short of magical. And by way of a vintage Fiat 500, la dolce vita is as authentic as can be during this 5–6 hour experience.
Sommelier For A Day
We’ve fallen in love with Torciano’s deep Italian heritage and Tuscan luxury. In this special wine and culinary experience, Pierluigi Giachi, the charismatic owner of Torciano wines, comes to the villa for an intimate tasting of his 10 favorite wines and library reserves.
City/tourist taxes for this destination are collected separately and are not included in the quoted rate. The applicable amount and payment method, including whether the tourist tax will be collected prior to arrival or in destination, will be confirmed before check-in if not specified above.
Our dedicated concierge team will be pleased to assist you in tailoring your one-of-a-kind stay. You can request services, experiences, and local area recommendations after booking. Please note that options will be subject to availability for your destination and travel dates.
Upon booking, seamlessly customize your stay with our expert selection of services & experiences.
Discover a new standard for residential stays with havens bringing together the best of hospitality and home. Every reservation is backed by our signature triple-diamond Haven Guarantee, offering enhanced booking flexibility, professional 24/7 guest and emergency support, and an industry-leading Peace of Mind Guarantee.
Flexible Booking Guarantee - A New Standard for Our Industry. With havens, we are committed to offering the most flexible and guest-friendly terms in the industry for residential stays. That’s why we always extend at least a 24-hour grace period for bookings placed more than 30 days before check-in, and after that strive to provide the most flexible cancellation and modification policies that meet or exceed what local property managers are able to offer on their own.
Professional Service Guarantee - Professionally Managed from Booking Through Stay. We believe in the magic that is possible when professionals come together to create one-of-a-kind stays that combine the best of hospitality & home. That’s why every haven experience is professionally managed by a local hospitality company with boots on the ground and comes with an expert trip designer to provide personalized options tailored just for you. Every reservation also comes with a dedicated 24/7 emergency hotline operated by our in-house travel experience specialists, available during your stay and in the 72 hours prior to check-in as an extra layer of service and support.
Peace of Mind Guarantee - Here for You When it Counts. While it’s rare, we recognize that sometimes things don’t always go according to plan - especially in a category where every property is unique. That’s why we stand behind our valued clients and guests with our industry-first Peace of Mind Guarantee. If a property manager cancels your original booked reservation prior to check-in for any reason (e.g. the home was unexpectedly sold, irreparably damaged, or double-booked), we will find you an alternative accommodation of equal or better value, or else provide you with 100% of your money back.
Enjoy a 24-Hour Risk Free Guarantee for bookings placed more than 30 days prior to check-in. Beyond that, we'll make every effort to work with property management to find options if your plans change, but refunds cannot be guaranteed and are on a best-effort basis. Cancellation fees may apply. Please note that any reservation overlapping with the week of major holidays, including Christmas and/or New Year’s, is fully non-refundable upon submission. We strongly recommend securing travel insurance, including Cancel For Any Reason (CFAR) coverage, to protect against unexpected changes to your plans.
Please feel free to contact our concierge if you need help.