Vacation rentals in Cennina

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. A basic Italian breakfast (coffee, tea, milk, biscuits, etc.) is included, but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 for 5 to 15 years, free for children under 5 years). EV wallbox available.

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Villa di Geggiano – Guesthouse

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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.

Il Casone - Country house with pool & wide garden

Country house from 1700s, used till 90s as a farm, now wisely renewed to realise a delicious B&B with 4 bedrooms (each with private bathroom) in pure Tuscan style. You will have the EXCLUSIVE use of the ground floor of the villa, together with the pool, all the outside areas, the kitchen with all the appliances and yard with fresh vegetables. You will not have to share the location with other people, we rent to single groups/families to ensure you can enjoy your privacy and a pleasant stay.

LUPINARI CASTLE - Barn

FIENILE (sleeps 5) 160mq: Ground floor: Entrance is from the patio into a spacious living room with double arched doors, corner fireplace and satellite TV. Well equipped kitchen with oven and hob, fridge/freezer and dishwasher. First floor: Large double bedroom with queen sized bed, en-suite bathroom with shower. Large double bedroom with queen sized bed; bathroom with shower. Single bedroom with en-suite bathroom with shower and door opening to private terrace and small garden.

[Little Escape] 4 Beds + Private Panoramic Pool

Spacious and rustic apartment with terrace with 360-degree views of the entire Tuscan hillside in a period building. The apartment consists of 2 spacious bedrooms, 1 large bathroom, 1 fully equipped kitchen and 1 charming living room. Strategically located, a few minutes from our private swimming pool surrounded by olive groves and in the middle between Val D'Orcia, Chianti, Siena and Arezzo. The apartment is renovated and located in the beautiful historic village.

HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL

The apartment Il Nido is located on the second floor of a stone building, beautifully renovated a few years ago, which is located in the charming village of Rosennano. It is the ideal solution for a couple with children (up to four) or for friends who love nature and tranquillity. From the rooms and the beautiful Loggia you can enjoy a magnificent view of the Tuscan countryside, the shared garden and the swimming pool to which guests have easy access.

Apartment by a Renowned Designer

Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.