Holiday houses 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, complete with relaxation in the hot tub and al fresco dining. 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.

Salceta a Tuscany Country House Private Pool & BBQ

A typical style stone villa set in the Valdarno area on a private estate. The villa is the ideal vacation solution for a group of friends or for a family reunion in a context of total privacy. In the outdoor the swimming pool, the dining area under a pergola and BBQ. A meticulous restoration, using high quality materials and attention to detail in fabrics and furniture, has conveyed a sense of beauty and elegance to the house, leaving unchanged the genuineness and warmth of Tuscan farhouses.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

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.

Villa Tonacato - Charming Villa with private pool

Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system

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!

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 Cottage with Plunge Pool in Tuscan Estate

A private cottage with garden and plunge pool, set within Borgo Iesolana Estate. Perfect for up to 6 guests, yet equally special for couples. Enjoy total privacy, a fully fenced garden (ideal for dogs), stunning views and an exclusive plunge pool — with breakfast included and full access to the Borgo’s pools, restaurant and bar just a short walk away. Private parking, Wi-Fi, TV, air conditioning, heating and a fully equipped kitchen complete the experience.

​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.