Location
Castelfalfi is an elegant Tuscan retreat set on a 2,700-acre private estate in the hills between Florence and Pisa, surrounded by vineyards, olive groves and a restored medieval borgo with castle and church.
A beautifully restored Tuscan estate between Florence and Pisa, Castelfalfi combines a medieval borgo, 146 stylish rooms and suites, superb spa, golf and pools, plus outstanding Tuscan dining amid vineyards and olive groves.
Highlights
Set on a 1,100-hectare Tuscan estate with a medieval village, castle, vineyards and olive groves, between Florence and Pisa.
146 rooms and suites spread across a contemporary main hotel and historic Tabaccaia building, many with sweeping countryside views and terraces.
Many one-of-a-kind activities, tours and bespoke experiences offer unique ways to experience this haven in the heart of Tuscany.
Excellent dining from gourmet Tuscan cuisine to casual village trattorias and bars, showcasing estate-grown produce and regional wines.
In the sun-drenched hills between Florence and Pisa, Castelfalfi is a sophisticated Tuscan retreat wrapped in a 2,700-acre private estate of vineyards, olive groves and forested slopes. At its heart lies a beautifully restored medieval borgo with castle, Medicean gardens and an ancient church, creating a magical backdrop that feels more like a tiny village than a traditional resort. Guests are invited to slow down, breathe in the scent of cypress and wild herbs, and settle into an authentic rhythm of Tuscan life.
The hotel sits within walking distance of the historic village, combining a contemporary main building with a former tobacco warehouse whose interiors echo traditional Tuscan style. There are around 146 rooms and suites, alongside a collection of villas and farmhouses, offering flexibility for couples, families and larger groups. Rooms blend warm tones, natural materials and modern comforts, with options ranging from cosy doubles to generous junior suites and one-bedroom suites with separate living areas. Signature suites, including the Castelfalfi Grand Suite and a bespoke penthouse, offer elevated space and views, while multi-bedroom villas and restored farmhouses provide a private-home feel in the heart of the countryside.
Days here revolve around the landscape. Guests can wander through vineyards and olive groves, or simply linger by the pools that overlook rolling hills. A spa and wellness facilities offer a serene sanctuary after days spent exploring hilltop towns or cycling the estate’s tracks. Dining is a highlight: restaurants and bars draw heavily on local produce, from estate-pressed olive oil to Tuscan wines, with chefs reimagining classic recipes in a refined yet relaxed style.
Thoughtful service and a sense of space make Castelfalfi especially appealing for longer stays. It works equally well as a standalone countryside escape or as part of a wider journey through Florence, Siena and the Chianti wine region. For families, couples or friends seeking an immersive yet polished Tuscan hideaway, this is an estate where days unfold at an unhurried pace and every view feels quintessentially Italy.
When to visit
Plan your trip
Our team of travel specialists are waiting to help you book your next adventure
Enquire NowCastelfalfi is an elegant Tuscan retreat set on a 2,700-acre private estate in the hills between Florence and Pisa, surrounded by vineyards, olive groves and a restored medieval borgo with castle and church.
Borgo Pignano
Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.
COMO Castello del Nero
The beautifully converted 12th century COMO Castello del Nero is nestled in the undulating hills of the Chianti region of Tuscany. Siena, Florence and Pisa are just a stone's throw away and you can take your pick from superb local Chianti wineries.
Belmond Castello di Casole
Belmond Castello di Casole commands a prominent hilltop position, offering magical views of the Tuscan countryside, combining Old World Tuscan charm with modern boutique luxury, elegance and sophistication.
Borgo Santo Pietro
This stunning boutique hotel located in the heart of the Tuscan countryside exudes charm and history. The lovingly converted 13th century villa, the centre of Borgo Santo Pietro, offers guests a luxurious haven in which to relax and unwind.
Borgo San Felice
Sink into an oasis of rural luxury in the heart of Tuscany, immersed in vineyards, with an abundance of facilities this is paradise found. This former hamlet has been transformed into a luxury hotel estate, nestled in the beautiful Chianti region.
Castel Monastero
Castel Monastero is a beautiful and unique hotel housed entirely in a perfectly restored medieval hilltop village. With a fantastic spa and stunning menus overseen by Gordon Ramsay, Castel Monastero is a must for any Tuscan adventure.
The Sense Experience Resort
A refined eco-luxury retreat in Tuscany’s Maremma, The Sense Experience Resort blends beachfront living and gourmet dining with sustainable design, serene rooms, and immersive experiences in nature for a truly unforgettable coastal escape.
La Bandita Townhouse
Escape to Pienza, an idyllic medieval city that is small in size but grand in character. Tucked away amongst its golden-stoned buildings, La Bandita Townhouse is a hip oasis of modern design with exceptional cuisine and a laid back vibe.
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.
Cycling in the Val d'Orcia
Visit the charming town of Pienza and explore its picturesque streets before cycling through the spectacular Val d'Orcia on an e-bike with your private guide.
Cooking classes at La Canonica
Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.
Wine tasting in Montalcino and Montepulciano
Spend a day discovering the delights of Tuscan wine as you explore the charming towns of Montalcino and Montepulciano, both renowned worldwide for their wine production.
Tuscan cooking class
Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.
Wine tasting and lunch in Chianti
Journey through Chianti’s rolling hills to two renowned wineries. Enjoy guided tastings, a private cellar visit, and a relaxed wine-paired lunch—all set against the breathtaking backdrop of Tuscany’s vineyards and olive groves.
Cooking class at Borgo Pignano
Learn the art of Tuscan cooking with a class at Borgo Pignano, where ingredients from the farm and vegetable garden are used to create the freshest dishes with a real farm-to-table ethos.
Wine Tours of Tuscany
Discover first hand the reason Italian wines have become some of the most well known and best loved wines in the world.
Truffle hunting at Borgo Pignano
Explore the forests of Borgo Pignano's estate with your experienced truffle hunter and their dog, searching for renowned Tuscan truffles, and discover the unique skills required to find these famous treasures.
Tuscan cookery lesson at Borgo Santo Pietro
Spend a fun and informative day learning about the regional specialities of Tuscany. Test your cooking skills and choose from a variety of classic Italian dishes to attempt for yourself under the tutelage of a skilful chef.