• Rooms: 3
• Sleeps: 5
• Location: Siena (City,Countryside)
• Weekly price: From € 2000 to € 5000

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: 4
• Sleeps: 7
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2900 to € 4200

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: 7
• Sleeps: 14
• Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

• Apartments: 1
• Sleeps: 6
• Location: Gaiole in Chianti (Countryside)

This beautiful farmhouse villa in Chianti Classico near Gaiole in Chianti offers part of the main villa for your holiday with family & friends. Great views, a Tuscan atmosphere, attentive service & all comforts that will ensure a relaxing vacation.

• 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.

• Apartments: 6
• Sleeps: 26
• Location: Casole d'Elsa (Countryside)
• Daily price: From € 60 to € 215

A beautiful family run estate with self catering apartments & independent vacation villas. Located in the heart of the Siena landscape, it promises panoramic views & tranquility while within walking distance of shops & restaurants.

• 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.

• 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: 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.

• 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.

• Rooms: 15
• Location: Colle di Val d'Elsa (City,Countryside)
• Daily price: From € 51 to € 225

This elegant villa is located near Colle Val D'Elsa. It is surrounded by a pleasant garden with outdoor pool. Rooms are tastefully furnished and equipped with modern comforts.

• Rooms: 37
• Location: Poggibonsi (City,Countryside)
• Daily price: From € 69 to € 254

This luxury hotel in the Chianti region near Poggibonsi offers elegant rooms equipped with major comforts. Set in 15th century villa it offers many facilities for its guests, such as pool, Jacuzzi and tennis court.

• Apartments: 6
• Rooms: 15
• Sleeps: 32
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

• Rooms: 13
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 139 to € 250

This wine resort in Chianti is located in beautiful Gaiole in Tuscany. It is set in ancient and carefully restored abbey equipped with modern comforts.