• Apartments: 9
• Sleeps: 27
• Location: Casole d'Elsa (Countryside)
• Daily price: From € 100 to € 328
• Weekly price: From € 600 to € 1200

The picturesque setting of these vacation apartments promise stunning scenery, sunsets, outdoor picnics and afternoons by the pool. Great base for your vacation: visit Chianti, Siena, Volterra and Florence.

• Apartments: 9
• Sleeps: 45
• Location: Castelfiorentino (Countryside)
• Daily price: From € 110 to € 130
• Weekly price: From € 490 to € 1050

Cabbiavoli, originally an ancient castle in Chianti, offers 9 apartments accommodating up to 6 guests each. The charming estate is located between Siena and Florence.

• Rooms: 10
• Sleeps: 20
• Location: Florence (Countryside)
• Daily price: From € 145 to € 290

Charming relais on the hills above Florence, just a short distance from the city center, restaurants, shops & museums. Elegantly decorated rooms furnished with antiques, a gorgeous park with outdoor pool and delicious buffet breakfast

• Sleeps: 12
• Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: Tavarnelle Val di Pesa (City)
• Daily price: From € 80 to € 120
• Weekly price: From € 560 to € 840

Located in a lovely Chianti village, these accommodations offer a charming setting with 2 private rooms & en suite bathrooms featuring lovely views of the countryside. They can be used as B&B suites, or rent the entire apartment for up to 4 persons.

• Apartments: 1
• Sleeps: 4
• Location: San Gimignano (Countryside)

Independent apartment with swimming pool settled in the countryside near Siena, completely furnished according to the typical rural Tuscan style, with magnificent view on the city of San Gimignano.

• Rooms: 6
• Sleeps: 12
• Location: Siena (Countryside)
• Daily price: From € 115 to € 170

The farmhouse is within walking distance of Siena. The delicious food, wine, views, modern amenities, cooking lessons and comfortable rooms with exceptional panoramic views of the Siena skyline.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 120 to € 150

Enjoy the Chianti wine region from the comfort of this 2-bedroom, 2-bath apartment with views on the surrounding vineyards. Perfect for up to 4 guests, the self-catering flat has a kitchen, outdoor space for dining, and makes a great base.

• Apartments: 3
• Rooms: 2
• Sleeps: 12
• Location: Volterra (Countryside)
• Daily price: From € 180 to € 220
• Weekly price: From € 575 to € 1225

Located near Volterra, the villa B&B surrounded by a spacious garden and nearby river offers delicious breakfasts and lots of quiet to recharge your body and mind away from your everyday routine.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Gimignano (Countryside)
• Daily price: From € 300

The 12th century tower has been restored and offers 2 bedrooms, 2 bathrooms, kitchen and private gardens to fully relax under the Tuscan sun with your own private, wide outdoor spaces.

• Apartments: 4
• Sleeps: 8
• Location: Montepulciano (City)
• Daily price: From € 100 to € 150
• Weekly price: From € 700 to € 1000

Prominently placed in the center of Montepulciano near shops & restaurants, these 4 self-catering vacation apartments are your ideal home while on holiday in Tuscany. Explore Val d’Orcia, Chianti, Siena & Florence from your base in Montepulciano.

• Apartments: 1
• Rooms: 1
• Sleeps: 2
• Location: Buonconvento (Countryside)
• Daily price: From € 150 to € 300

The lovely and bright Myrtus apartment is ideal for a couple wishing for incredible views and intimacy in the Val d'Orcia region.

• Apartments: 4
• Rooms: 4
• Sleeps: 15
• Location: San Gimignano (Countryside)
• Daily price: From € 50 to € 160

The wine estate is located just few minutes outside of San Gimignano, on a hill surrounded by vineyards and olive groves. It has rooms, apartments, pool and playground, perfect for families and those who wish to taste great organic wines.

• Rooms: 5
• Sleeps: 10
• Location: Montepulciano (City)
• Daily price: From € 220 to € 350

DelCorto Suites is a small boutique hotel with 5 spacious bedrooms, offering large beds, fast wifi and a delicious gourmet breakfast every morning in a gorgeous historic palazzo decorated with fresocoes in Montepulciano.

• 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.