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Belmond Castello di Casole
Picks
A five-star Tuscan resort managed by Belmond, Castello di Casole has a spa, vineyards, three restaurants, a bar and an epic infinity pool. Overall, the biggest criticism of the property has been that it feels somewhat compounded, as if it’s not...
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Borgo Santo Pietro
PlusPicksThis painstakingly restored Borgo near Siena has upped the luxury ante for the area.
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Castello del Nero
PlusClose to both Siena (45 minutes away) and Florence (30 minutes away), this one-stop hamlet with five-star amenities comes with a Gordon Ramsey–approved restaurant and one of the best spas in Tuscany.
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Castello di Ama
The famed Castello di Ama vineyard, set in the medieval village of Ama, was established in 1960. Decades later, the owners married their two passions—wine and contemporary art—when they began commissioning art installations from famed artists like Anish Kapoor, Louise...
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Castello di Velona
Set on the top of a hill in the Siena region, Castello di Velona has beautiful views of the Val d’Orcia and spectacular pools fed by hot springs.
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Castello di Vicarello
Tucked away in the southern Tuscan countryside, Castello di Vicarello captures the essence of a soulful yet contemporary rustic Tuscan retreat. Set in a 12th-century castle, the property is surrounded by acres of gorgeous manicured grounds that overlook the shimmering...
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Conti Di San Bonifacio
PicksLocated on a hillside in Maremma, this chic vineyard house is perfect for travelers seeking an authentic Tuscan experience.
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Fighine
Restoring this hamlet, perched in the hills of Tuscany with endless views of rolling vineyards, has been a labor of love for its dedicated owners.
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Fontelunga Hotel and Villas
PlusCasual comfort and convivial atmosphere is the aim behind this Tuscan villa hotel, sitting a bit off the beaten path.
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Il Borgo (at Castello Banfi)
PlusPicksCentrally located in the wine-heavy Montalcino area, the borgo of this castello is a great find for foodies who come for a meal and want to spend the night.
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Il Borro
PlusThis Ferragamo family–owned and–run estate exudes an Old Guard feeling of Italian aristocracy, counting among its past residents Medici and Savoia clans.
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Il Pellicano
PlusPicksFirst opened in the 1960s, Il Pellicano, a hideaway above the Med, remains one of the most glam spots in Italy.
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Il Salviatino
PlusPicksA charming, personal take on a grand country home hotel in the hillside outside Florence.
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La Bandita
With gorgeous views across the Val d’Orcia, this cool retreat offers a great base for exploring the area around Montepulciano.
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La Bandita Townhouse
Contemporary design elements sit comfortably within this hip boutique hotel’s medieval walls.
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Locanda dell’Amorosa
As its name suggests, Locanda dell'Amorosa is a preferred hideaway for honeymooners.
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Locanda Rossa
Capalbio has remained the secret getaway for Romans looking for a seaside retreat close to the capital, and this property set in the vineyards above the Med is a well-priced but still luxurious hideaway.
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Monteverdi
PicksThe hilltop Monteverdi is a charming property with 12 rooms and three villas that are dotted throughout the small, 14th-century village of Castiglioncello del Trinoro.
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Poggio ai Santi
Set above the seaside town of San Vincenzo, Poggio ai Santi has sweeping views over the Mediterranean and the islands of Elba and Corsica in the distance.
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Relais La Suvera
Complete with a towering 12th-century fortress, this hotel—a 40-minute drive from Siena—is also a living museum, filled with precious furnishings and heirlooms.
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Rosewood Castiglion Del Bosco
PlusPicksIndagare IndexAt a Glance In 2003, Massimo Ferragamo (of the Salvatore Ferragamo clan) was scouring the Val d’Orcia for a parcel of land where he could produce his favorite Brunello di Montalcino wine. But when he visited the vineyards of Capanna,...
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Siena House
A perfect launch pad to towns like Cortona to the east and Montepulciano and Siena to the northwest, this 18th-century villa proves refreshingly contemporary on the inside even as it remains perfectly Tuscan country on the outside.
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Toscana Resort Castelfalfi
PlusSurrounded by nature and steeped in history, this restored 800-year old medieval hamlet situated on 2,700 acres is a new destination in timeless location.
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Villa Le Rose
The former private home of the Ferragamo family, Villa Le Rose is perfect for a family or group of friends who want the comfort of a private home and the convenience of Florence, which is 15 minutes away by car.
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Villa Mangiacane
When it first opened, Villa Mangiacane was an incredible luxury option close to Florence but nestled in the gorgeous Chianti region. Several management companies later, the property is still beautiful but service has not kept up.
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Villa Sassolini
The beautifully designed Villa Sassolini is set in a renovated historic building in a tiny Tuscan hamlet.
Tuscany
Destination
Type of Hotel
Benefit
Beyond…
Consider combining your trip with one of these destinations.
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Sardinia
Sardinia is a glamorous island in Italy known for its stunning Costa Smeralda (Emerald Coast), a small area on the island’s northeast side characterized by dramatic granite formations and coves lapped by bright-green and turquoise waters. Having gained international fame...
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Lake Garda
With jagged cliffs carved by the last Ice Age, Lake Garda boasts one of Europe’s most dramatic landscapes, and yet it is often overlooked in favor of the celebrity-adored Lake Como, which lies two hours west. What Lake Garda lacks...
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Florence
Firenze, famously dubbed the “city of stone” by writer Mary McCarthy, regards itself as a living museum. And considering that it has counted among its residents the likes of Michelangelo, Raphael, Dante, Donatello, Brunelleschi and the entire Medici clan, it...