Staying in an Italian Villa immerses you in la dolce vita of Italy. In Tuscany, rolling vineyards, cypress-lined roads, and historic farmhouses set the scene for wine-fueled sunsets and al fresco feasts. Umbria, Tuscany's quieter sibling, offers stone-walled retreats tucked into emerald hills, where olive groves and medieval villages invite slow, meaningful escapes. Both regions offer privacy, views, and a taste of Italy's most enchanting countryside, perfect for savoring slow mornings and local flavors.
These Italian historic villas offer private guest rooms with shared public spaces and hotel-like amenities including full staffs, pools, restaurants and spas. These beautifully restored estates combine heritage elegance with modern-day hotels.
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Italian Villa Vacations: Stay, Relax, Indulge
Locanda Del Molino
Cortona
8 Rooms
A Tuscan escape with eight uniquely designed rooms, an authentic restaurant, a serene pool, and experiences like cooking classes and wine tastings.
Restaurant I Bar I Family Friendly I Romance I AC I Parking I Pool I Breakfast
Pietra Del Cabreo
Greve in Chianti
11 Rooms
A vineyard-wrapped farmhouse offering scenery, a pool, an exclusive restaurant serving locally inspired meals, and a wine shop featuring estate-grown vintages.
Restaurant I Bar I Family Friendly I Romance I AC I Parking I Pool I Elevator I Breakfast
Villa Cicolina
Montepulciano
14 Rooms
A late 16th-century Tuscan estate with gardens, an infinity pool amid olive groves, a restaurant serving traditional cuisine, cooking classes, and wine tastings.
Restaurant I Bar I Family Friendly I Romance I AC I Parking I Pool I Breakfast
Borgobrufa Spa Resort
Torgiano
49 Rooms
An adults-only property with an exclusive sanctuary of wellness featuring dining, a sprawling 32,300 sq. ft. spa with indoor pools and saunas, and peaceful gardens.
Restaurant I Bar I Family Friendly I Romance I AC I Parking I Pool I Elevator I Breakfast
Note: Additional Villas are available to select from.
Sample Experiences to add to your trip:
Hot air Balloon Ride with Picnic Breakfast I 4 hours Shared or Private
Float above Tuscany's hills at sunrise, then enjoy a scenic countryside picnic with Prosecco and views
Orvieto Tour with Cooking Class & Lunch I 7 hours Private
Tour a historic winery, cook in a medieval chapel, enjoy lunch with wine, then explore Orvieto's charm
Val d'Orcia Tour with Cheese & Wine Tasting I 8 hours Private
Visit pecorino farm, savor Tuscan tastings, and tour a biodynamic winery near Pienza and Montalcino
Siena & San Gimignano Tour with Lunch & Wine Tasting I Duration Depends on Villa I Private
Two UNESCO World Heritage Sites and their architectural wonders accompanied by a traditional lunch and local wine tasting
*Packages must include a full-day excursion per person to qualify for the member benefit. Hop-on hop-off tours do not qualify as full-day excursions.