Holiday rentals in Tregole

THE BREATHE.Molino di Canonica. Original Apartment

Charm, romance and nature await you in the church of the Canonica del Molino di Valiano. This is a 15th-century church that was deconsecrated and subsequently renovated by the hand of a famous Sienese architect. The church, now used as a unique residence, is spread over two floors: on the ground floor is the entrance with a living area and kitchen, while on the upper floor the bedroom and bathroom are housed in the rock. In the pantry you will find oil, pasta, tea, cereals, herbal teas, coffee, etc.

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Villa Marcella

EXCLUSIVE USE of the Villa from which you can enjoy a splendid view of the valley below characterized by the Tuscan countryside with a view in the distance of San Gimignano. Consisting of a large living room with an open kitchen, three bedrooms and three bathrooms, it is surrounded by a large garden with a swimming pool, tennis court and basketball court. The entire villa and facilities are for the EXCLUSIVE USE of guests as it is rented to one group at a time. GUEST ID REQUIRED AT CHECK-IN.

Villa di Geggiano – Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Relax Chianti. Apartment with pool and garden

Appartamento immerso nelle colline del Chianti Classico, nel Borgo di Tregole, a 5 km da Castellina in Chianti. Casa Cinzia è un appartamento privato all'interno di un casale tipico Toscano. Adatto a coloro che desiderano passare una vacanza immersi nella natura all'insegna del completo relax e del silenzio. Ideale punto di partenza per visitare i più importanti luoghi della Toscana. L'appartamento è dotato di tutti i comfort. Biancheria inclusa nel prezzo. I bambini sono i benvenuti

Luxury Chianti Villa•Natural Pool•Total Privacy

Tenuta Virgilio nel Chianti è una villa privata luxury immersa tra le colline toscane, circondata da oltre 3 ettari di uliveto. La proprietà offre una suggestiva piscina naturale con spiaggia, ampi spazi esterni e totale privacy, in un contesto autentico e panoramico nel cuore del Chianti. Da aprile piscina naturale con spiaggia privata e chiringuito. Jacuzzi e bagno turco per momenti di puro relax. Posizione strategica: 20 min Firenze, 30 Siena, 5 km San Gimignano, 8 km Certaldo.

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

The Loggia

Country house located in Radda, the heart of the Chianti, within walking distance from the historical center and other services such as; Coffee shops, Post Office,grocery stores and restaurants. The house is composed of a full equipped kitchen, living room with a sofa bed, bedroom, loggia and bathroom. The property is surrounded by a garden and there is a nice wooden table in the garden to eat in an open space and another lounge spot to enjoy the magnificent landscape.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

La Querce in Rocca di Castellina

The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, homely welcome. The two cottages by the family farmhouse and hilltop barn are styled with terracotta tiles, wood beams, shuttered windows and arched door features that hark back to a simpler age. There is an infinity pool garden, private to the resort, carved into the hillside olive grove, flanking the farmhouse.

Under the Walls, Mosaic

Our apartments are 5 minute's walk to the station and 15 minute's walk to Piazza del Campo, this location is perfect to experience the city and to set off on new adventures in the Tuscan countryside, thanks (also) to our large garage available to guests and their vehicles. The area is peaceful and each apartment has its terrace where you can eat and rest. The apartments are equipped with all comforts, appliances, and accessories for all your needs.