• Rooms: 15
• Sleeps: 30
• Location: Volterra (Countryside)
• Weekly price: From € 10000 to € 16000

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

• Apartments: 1
• Rooms: 24
• Sleeps: 48
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, a Spa and swimming pool.

• Rooms: 4
• Sleeps: 8
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2300 to € 3700

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.

• Apartments: 9
• Rooms: 2
• Sleeps: 40
• Location: Montespertoli (Countryside)
• Daily price: From € 80 to € 365
• Weekly price: From € 620 to € 2490

Recently restored agriturismo offering rooms and apartments surrounded by a fabolous landscape in Montespertoli, in the heart of Chianti a few steps from Florence. Delicious local food, DOC wines and panoramic pool overlooking the rolling Chianti hills.

• Rooms: 5
• Sleeps: 12
• Location: Scarlino (Countryside,Seaside)
• Weekly price: From € 2600 to € 7590

This lovely Villa rental is located in Maremma, at a short distance from sandy beaches, shops & restaurants. The accommodations include spacious living quarters, private pool & garden, wifi, & AC for up to 12 persons.

• Apartments: 22
• Sleeps: 100
• Location: Gambassi Terme (Countryside)
• Daily price: From € 86
• Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

• Apartments: 6
• Sleeps: 20
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 80 to € 230

The warm hospitality of this estate creates an environment where holiday goers can enjoy the Tuscan styled vacation rentals, panoramic vistas, a lovely private pool & romantic spa. Spacious apartments in the heart of Chianti, close to Siena & Arezzo.

• Apartments: 8
• Sleeps: 22
• Location: Dicomano (Countryside)
• Daily price: From € 80 to € 200

Borgo di Villa Cellaia stands over Dicomano, offering views in a natural country Tuscan setting. The newly renovated modern apartments in their rustic setting also offer guests a pool, jacuzzi, sauna, Wi-Fi and breakfast upon request.

• Rooms: 10
• Sleeps: 22
• Location: Cortona (Countryside)

The romantic atmosphere in the hills between the Tuscany & Umbria provide the perfect relaxing setting for up to 22 persons. Spacious meeting rooms, gardens, pool and traditional meals for your family vacation, destination wedding or yoga retreat.

• Apartments: 9
• Sleeps: 50
• Location: Gavorrano (Countryside,Seaside)
• Daily price: From € 40 to € 220
• Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

• Apartments: 10
• Sleeps: 24
• Location: Crespina (Countryside)
• Daily price: From € 140 to € 300

Enjoy the peace & quiet of the Tuscan countryside surrounded by vineyards that produce organic Chianti wines. Spacious apartments make a perfect base, offer privacy and a sense of home in upscale elegant comfort.

• Apartments: 2
• Rooms: 6
• Sleeps: 19
• Location: Semproniano (Countryside)
• Daily price: From € 80 to € 180

The Maremma farmhouse offers rooms & apartments for a relaxing stay near the Saturnia hot springs. Guests have a saltwater swimming pool, buffet breakfast, Jacuzzi and on-site restaurant to enjoy the perfect relaxing holidays in southern Tuscany.

• Sleeps: 5
• Location: Florence (Countryside)
• Daily price: From € 130 to € 150
• Weekly price: From € 700 to € 1000

Cosy vacation villa rental on the outskirts of Florence boasts excellent position for holiday travels and lush Tuscan decors with family antiques and a country style motif. The best place to be, close to public transport.

• Apartments: 8
• Sleeps: 28
• Location: San Quirico d'Orcia (City)
• Daily price: From € 65 to € 125
• Weekly price: From € 435 to € 845

This Residence in Val d'Orcia offers 8 self catering one & two bedroom apartments with WiFi, functional kitchens, space for the kids, technogym & a relaxing jacuzzi tub. Positioned less than 500 meters from restaurants, shops and public transport.

• Rooms: 5
• Sleeps: 10
• Location: Pienza (Countryside)
• Weekly price: From € 4000 to € 7000

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.