Il Condottiero

Castiglion Fiorentino, Toscana
from/per night 228













  • Families with kids
  • Televisions
  • Dishwasher
  • Washing machine
  • Air Conditioning
  • Private pool
  • Barbeque
  • Pets Allowed
  • Parking area
  • Microwave
  • Oven
  • Fenced

Castiglion Fiorentino at 4 km

Airport of Firenze at 100 km

Highway A1 Monte San Savino at 25 km

Hospital of Fratta at 10 km

Villa selected and checked for you by Alice and Michela of Eurocasa Holiday, if you would like any further information please write to

Beatiful villa with extremely panoramic pool, situated only 4 km from Castiglion Fiorentino. In rustic Tuscan style. Suitable for families or groups of friends who wish to combine the relaxing life of the countryside with tours of Tuscany.


Il Condottiero is a beautiful farmhouse set in the hills covered with olive groves, between Castiglion Fiorentino and Cortona, in an extremely panoramic position. You will be within walking distance of the superb medieval castle of Montecchio Vesponi, with its imposing tower rising over the valley.
The village of Castiglion Fiorentino, with shops and services of all kinds, is only 4 km away and offers many folkloristic and cultural events, especially during the summer, as does the ancient Etruscan town of Cortona, which is only 8 km away. It is impossible not to recommend a visit to Cortona and a stop at "Rugapiana" for an ice cream or an aperitif. The town, with its stone streets and historic buildings perched on the hill, will remain in your heart.

The farmhouse is tastefully decorated in a comfortable, rustic Tuscan style. The furniture chosen, the colours with which the walls have been painted, the wrought iron beds, the curtains and the furnishings, all blend in perfectly with the ancient characteristics of the structure.
On the lower floor, the large masonry kitchen also serves as a dining room.
The huge fireplace, the woven wicker baskets and the copper pots and pans will immerse you in a warm atmosphere of times gone by.
Il Condottiero is perfect if you are travelling as a family or with a group of friends, wishing to combine a relaxing holiday by the pool surrounded by the Tuscan countryside with tours and day trips throughout central Italy. 

The garden is enclosed and surrounded by olive, almond and cypress trees and is well equipped with outdoor furniture, barbecue and wood-burning oven. It will be a space of pleasant relaxation and refuge on hot summer days and the ideal place for your dinners or barbecues with friends. For a chat and a glass of wine on the side of the house there is a small pergola with table and sofas. At your disposal and for your exclusive use is the beautiful swimming pool (size 5x10 m - depth 1.40 - open from 01st May to 30th September) situated on a natural terrace, with stone solarium, sunbeds and umbrellas. The fantastic view of the Valdichiana from here will enchant you with its changing colours, at any time of the day, from dawn to dusk.

Luca, the owner, will be happy to organise for you trekking or mountain bike excursions with local guides to discover the paths in the area, ceramics, painting and cookery courses and many other activities to live an unforgettable Tuscan experience.

Interior description

GROUND FLOOR: wide kitchen-dining room with fireplace, small bathroom with shower, double bedroom.
FIRST FLOOR: with access either through internal wooden staircase or external staircase with typical loggia, living room with fireplace and single sofa bed, study with single sofa bed, double bedroom with small private bathroom with shower, double bedroom, double bedroom with added single bed, bathroom with shower. The 3 bedrooms on the first floor are endowed with air conditioning.


  • Dishwasher, microwave, refrigerator with freezer, filter coffee maker, oven
  • Wi-Fi Internet access, DVD player, satellite TV
  • Washing machine, high chair, air conditioning.

Price notes

 Arrival: in the afternoon between 4 p.m. and 7 p.m. - Departure: in the morning between 8 a.m. and 10 a.m. Possibility of late Check-in until Midnight with an extra charge of Euro 50.

WELCOME BASKET for dinner and breakfast Euro 60.


Private pool open from 01/05 to 30/09.
Pets allowed.
Swimming towels available on request.
Air Conditioning.
High speed Wi-Fi Internet access (20 MEGA).
Wood for fireplace.
Bed linen and bathroom towels (Initial Set).
One baby bed (for children up to 3 years) on request at time of booking.

Breakage deposit Euro 200 (payable in cash on your arrival and held by the owner for the duration of your stay). During their stay, should travellers cause any damage to the property, they will be liable for the associated costs. 
Electric car charging on demand on payment.
Obligatory final cleaning Euro 150.
Heating Euro 30 per day (if used).
Tourist Tax Euro 1 per person per day, applied for the first 7 days only, children up to 14 years do not pay.


 Liesbeth (Nederlands) - agosto 2022

Het huis was heel net, heeft een zeer mooie ligging. De prachtige tuin met het zwembad is zeker een meerwaarde. We vonden wel dat we te weinig opbergruimte in de keuken hadden, maar we hebben de enorme grote mooie tafel gebruikt om alles te op te bergen. We hadden zelf een extra tafel mee die we buiten direct hebben gebruikt om een beetje comfortabel te zitten, de volgende dag kwam de eigenaar een nieuwe extra tafel brengen. Eigenaar zeer behulpzaam en vriendelijk, hij woont er naast, maar dit gaf helemaal geen problemen. We hebben er echt van genoten, we gaan zeker nog is terug. Het is een heel mooi huis met een prachtige tuin. Ook stonden ze elke keer klaar als er een probleem was vb. Electriciteit uitgevallen bij onweer. Dank u voor de gastvrijheid! Ik zou het direct aan iedereen aanbevelen.

 Julien (France) - agosto 2017

Très belle maison privée située près de la ville pittoresque et charmante de Castiglion Fiorentino. Supermarchés, gare, restaurants à proximité (10 min en voiture). Accueil parfait, très bonne communication. Décoration traditionnelle, beaucoup d'espace int et ext, et ensemble très confortable. Piscine nettoyée chaque matin. Beaucoup de mobilier ext mis à disposition. Je recommande, sans hésitation.

Bernard Xavier (belge) - agosto 2016

Belle maison, mais equipement un peu limite

Nous avons passé de très agréable vacances dans cette villa. Vue dégagé, grand jardin (top pour les enfants), chambre agréable, four à Pizza Mais une seule table 8 personnes dehors, 6 transats, table extérieur assez éloignée de la cuisine, cuisine limite pour 8 personnes (petit frigo, petite tac, ..) et une seule sdb réellement utilisable. Ceci étant, cela nous a pas empêché de passer un excellent séjour !

 Taija - luglio 2016

What a wonderful week in this lovely villa!

This was our (two families) second time in this wonderful, traditional italian house. We just love it and its magnificent swimming pool and huge garden. Owner is also very kind and helpful, whenever we needed help. Perfect place for those who need a peaceful and relaxing holiday. However the house is close to lovely cities like Cortona, Arezzo and Florence.
 Nora (HUNGARY) - settembre 2015 If you are looking for a hidden place, where none disturbs you, you should choose Casolare Il Condottiero! The owner is very kind and helps you to organize your free time and gives advice where to go and what to do. You can visit Florence, San Gimignano, Siena, Montepluciano and Cortona easily, by car or by train as well. The house has an authentic spirit with the inside furnitures. The view is beautiful, as it was built on the hillside. The garden is huge with pool and BBQ area. We took our dogs with us and they enjoyed the big field as well. I can recommend for those who are looking for a farmhouse with big surface in a tranquil environment and would like to explore the southern part of Tuscany.
 Essukka (FINLAND) - luglio 2015

Amazing villa

We spent one week in Casolare Il Condottiero at June-July 2015 with my family, my parents and my hubs parents. Very nice and beautiful villa with amazing view. Pool and garden were great, specially for children. The owner was very friendly and told us some great tips about Tuscany. Thanks for amazing vacation!
G Michael S. & Robert (GERMANY) - settembre 2012 Liebe Michela, unser Urlaub im Haus Il Condottiero war ein Traum! Angefangen von der Freundlichkeit und Hilfsbereitschaft von Luca, da wir erst abends um 20.00 Uhr ankamen, bis hin zum wunderschönen Haus mit traumhaften Grundstück! Wir vergeben natürlich 10 Punkte, da dies ein außergewönlich schöner Urlaub war. Luca war telefonisch immer erreichbar, wenn wir ein Problem hatten. Einfach toll. Wir möchten uns auch bei Ihnen recht herzlich für die tolle Kommunikation bedanken. Wir empfehlen dieses Haus gerne weiter! Dieses Haus lebt förmlich - mit der liebevollen Einrichtung - so etwas muss man erst einmal finden. Der Pool war immer sauber - es wird alles mt Liebe gepflegt. Vielen Dank für alles herzlichste Grüße von Familie Michael S. und Familie Robert S.

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