Holiday houses in Le Fosse

Casa Lucy

Casa situata sulla collina cortonese, completamente ristrutturata, costituita da 3 camere matrimoniali, 2 bagni e openspace cucina e sala da pranzo. Si trova a 5 minuti dal centro storico di Cortona e in ottima posizione per raggiungere le più belle e caratteristiche località della Toscana e Umbria come Pienza, Montepulciano, Castiglione del Lago fino a città culle dell'arte come Firenze, Arezzo,Siena e Perugia. Obbligatoria tassa di soggiorno da pagare in loco (2,50 euro a persona per 4 giorni)

Value · Location · Walkability

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Family · Location · Cleanliness

Tuscan charm of villa - countryside - Villa Senaia

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in ​​legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Family · Location · Hospitality

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Family · Value · Checkout

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Family · Value · Nearby

Fabulous Farmhouse with Pool & 360 Panoramic View

In the very centre of Italy, straddling the border of Umbria and Tuscany, this carefully restored farmhouse makes a great base for a memorable Italian holiday. Situated in an idyllic hillside position overlooking Montepulciano, ‘La Colomba’ is blessed with 360-degree views of iconic Italian landscape and fully equipped with all child amenities. Within easy reach of many of the world’s most important historical and cultural attractions, this house really is The Italian Dream.

Family · Location · Check-in

Rural Tuscany | Farmstay with pool & garden

The Tuscan estate Terra di Cortona lies in a strategic position between the beautiful Tuscan town of Cortona and the Trasimeno lake. The farmhouse consists of five spacious apartments and has a history that goes back to the late 17th century, when a noble family built it as a holiday residence. Air conditioning is available, as well as satellite television and Internet access. In the garden of the property there is a pool with solarium, barbecue and volleyball field.

Location · Value · Biking

Villa Tonacato - Charming Villa with private pool

Antico casale rurale, situato sulle colline Toscane con vista sulla campagna circostante . Isolato e ideale per chi desidera rilassarsi ma vicino alle principali città turistiche italiane. Ogni camera è dotata di condizionatori con tecnologia windfree, nel salotto è presente una TV 82" ULTRA HD con SKY e canali internazionali. La piscina è dotata di illuminazione Philips Hue per creare l'atmosfera giusta in ogni momento e di impianto audio Bose Soundtouch bluetooth

Value · Location · Cleanliness

Villa with Private Pool in the Tuscan Countryside

Modern villa with private pool, waterfall, large garden and relaxation area. Divided into: Suite with hydromassage bathtub, private bathroom and small refreshment corner; Apartment with 2 bedrooms, equipped kitchen and a second bathroom in elegant white faux marble. Perfect for families and groups up to 7. Features American BBQ, panoramic gazebo, ping pong, outdoor dining area and poolside shower. Close to Cortona, Arezzo, Montepulciano, Siena and the Crete Senesi.

Family · Value · Outdoor spaces

Il Giardino degli Ulivi | Casa Ippocastano

Il Giardino degli Ulivi is a farmhouse in the heart of Tuscany, surrounded by olive groves and only 3 km away from the charming town of Cortona. The property features 6 restored farmhouse apartments, each offering authentic Tuscan character, modern comforts, and private outdoor spaces. Guests can enjoy peaceful garden, scenic views, and relax by the swimming pool, as well as easy access to Tuscany’s rich history and vibrant cultural offerings.

Family · Value · Cleanliness

Villa Bellora | Pool & Panoramic Views | Cortona

Villa Bellora: Your Tuscan Summer Escape Perched among Tuscany's rolling hills and vineyards, Villa Bellora sits 20 minutes from both Cortona and Montepulciano. Spend your days by the private pool, with a sun deck overlooking the views. Three bedrooms, two bathrooms — ideal for families, couples, or friends. Tuscany's best wine estates, hilltowns, and thermal spas are all within reach. We're happy to share our favorite local spots.

Location · Family · Backyard

Villa Pergo is an ancient charming country villa

Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.

Location · Family · Walkability