Holiday rentals in Pergine Valdarno

Casa al Gianni - The Simignano Barn

Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Detached cottage with pool

Independent apartment surrounded by the greenery of the Tuscan countryside near Pergine Valdarno, in the hills of Chianti Aretino, among olive groves and vineyards, in the middle of the triangle formed by Arezzo, Siena and Florence, on the left bank of the Arno River. Large panoramic swimming pool and fully fenced park shared with two other apartments. Enchanting panoramic location, maximum tranquility, privacy and relaxation. It is possible to have a guide for trekking bikes for interesting routes upon request.

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

CASA DI VIGNOLO - Medieval Tuscan House

CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic, Pergine Valdarno, will show you the normal everyday life of a small Tuscan town. You will soon feel part of it!

La Vignaccia (Farmhouse) - villa w/private pool

Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.

Loggetta: farmhouse with garden and pool

Splendid two-storey house in the ancient village of Montozzi Castle, Loggetta has been restored in the rustic Tuscan style, with wooden ceilings and terracotta floors. It consists of a living room, dining area, kitchen, two double bedrooms and two bathrooms. Heating excluded: cost according to consumption. The house has its own private garden with barbecue, table, chairs and a splendid view over the Valdambra. Access to the village's shared swimming pool. DOGS ARE WELCOME!

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.

Bellaria Power

Podere Bellaria is a charming villa set in the beautiful rolling hills of the Valdarno, ideally located between the historic cities of Arezzo and Siena. Surrounded by nature and offering plenty of indoor and outdoor space, this holiday home is perfect for a relaxing break with family or friends. Just 2.5 kilometres away lies the village of Badia Agnano, where guests will find several restaurants, a petrol station and some small shops.

​Private Pool Villa | A/C & Panoramic Views

Welcome to Villa Chiara – Your Countryside Escape ​Spacious 210 sqm villa, built almost on one level. ​Living & Dining: Large living room with fireplace + dining area. ​Cozy Nooks: Studio + den with a second fireplace. ​Bedrooms & Baths: 3 doubles, 2 singles, and 3 full bathrooms. ​Kitchen: Large & fully equipped. ​Outdoors: Private pool and a west-facing covered terrace with sweeping sunset views—ideal for alfresco dining under the stars.

Apartment in a Villa with a Jacuzzi and a Gym

Experience an unforgettable stay in the heart of the Tuscan hills! This elegant and cozy apartment is located in a villa surrounded by greenery, ideal for those looking for tranquility, privacy and comfort. The apartment combines Tuscan style with modern elegance, offering well-kept and bright environments. Outside you can relax in the garden, dine under the stars or immerse yourself in the Jacuzzi surrounded only by the sounds of nature.

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property

Coaching House

The Villa is situated in an ancient country building located in Arezzo, twenty minutes walk from the historic center and surrounded by shops, supermarkets, restaurants within a few minutes walk. By car you reach the downtown and the treain station in about 10 minutes; moreover, the structure is close to places of interest such as the Equestrian Centre.