• Rooms: 3
• Sleeps: 5
• Location: Siena (City,Countryside)
• Weekly price: From € 1800 to € 3000

Perfect base for exploring Siena and the Tuscan countryside, the villa for 5 guests offers exclusive pool, tennis court, spacious gardens and olive tree orchard just outside Porta Romana and a 15 min walk to Piazza del Campo, heart of Siena.

• Rooms: 6
• Sleeps: 12
• Location: Poggibonsi (Countryside)

Villa Vianci is a family run luxury rental between the hills of Chianti and the historic city of Siena. There is a beautiful green garden with pool, lots of family space throughout the villa for up to 12 PAX on holiday in Tuscany

• Apartments: 6
• Sleeps: 27
• Location: Cetona (Countryside)
• Weekly price: From € 500 to € 3000

A privately owned medieval village surrounded by woods in southern Tuscany has been restructured to offer both apartments and villas for families and small groups of friends searching for a unique vacation in Tuscany's countryside.

• Sleeps: 22
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 160 to € 420

A romantic & enchanting way to discover the mysteries of Tuscany at Borgo Argenina, where the B&B and private villas combine the savour perfumes from the kitchen, and the warm hospitality of your hostess for a memorable holiday adventure.

• Rooms: 4
• Sleeps: 8
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2500 to € 3900

Charming villa with private pool, garden and BBQ area in the enchanting landscape of the Crete Senesi near Siena. It offers 4 bedrooms and 3 bathrooms located on two floors overlooking the marvelous Tuscan countryside. A B&B only in mid & low season.

• Rooms: 9
• Sleeps: 18
• Location: Monteroni d'Arbia (Countryside)

Cozy & comfortable, the large vacation villa at San Fabiano can host up to 18 guests and features the best of Tuscany all in one place! The villa is just 20 minutes south of Siena and staffed.

• Apartments: 5
• Rooms: 9
• Sleeps: 18
• Location: Monticiano (Countryside)
• Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

• Rooms: 7
• Sleeps: 14
• Location: San Gimignano (Countryside)
• Weekly price: From € 5800 to € 6490

This romantic Villa promise tranquility & spectacular views of San Gimignano & the Tuscan landscape. The villa can accommodate up to 14 guests and offers all best modern facilities; it has also a beautiful panoramic pool.

• Apartments: 3
• Sleeps: 21
• Location: San Casciano dei Bagni (Countryside)
• Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

• Apartments: 1
• Sleeps: 6
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 180 to € 300

This beautiful farmhouse villa near Gaiole in Chianti features a holiday rental villa for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

• Rooms: 5
• Sleeps: 10
• Location: Pienza (Countryside)
• Weekly price: From € 4000 to € 10000

This enchantingly simple yet graceful vacation villa rental only minutes from the historic town of Pienza features an ideal holiday accommodation for up to 10 persons. Private pool, WiFi, air conditioning and fabulous views.

• Apartments: 3
• Sleeps: 10
• Location: Sinalunga (Countryside)
• Daily price: From € 60 to € 200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

• Rooms: 17
• Location: Siena (City)
• Daily price: From € 81 to € 199

Set in an elegant 19th century villa, this 3 star hotel is less than 10 minutes walking distance from Piazza del Campo. The hotel offers charming rooms overlooking the beautiful well-cared garden of the villa and free WiFi.

• Rooms: 6
• Location: Siena (Countryside)
• Daily price: From € 95 to € 179

This farmhouse is located in the countryside near Siena, close to the Chianti region. It has nice and comfortable apartments that are finely furnished in typical Tuscan style.

• Rooms: 26
• Location: Castelnuovo Berardenga (Countryside)
• Daily price: From € 162 to € 999

Borgo Villa Curina is a nice resort near Siena, in Castelnuovo di Berardenga. It offers elegant rooms with antiques and precious fabrics, as well as pool and tennis court.