Holiday rentals in Calcione

Casa al Gianni - The Simignano Barn

Converted from an old 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dinners. A memorable getaway awaits you in this little slice of paradise!

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

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.

House Rigomagno Siena

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

Villa Eleonora

Welcome to my farmhouse in the open countryside in central Tuscany, a typical Leopoldina house built by Grand Duke Leopold of Tuscany during the Grand Duchy, with the typical square shape and a turret. It is located 6 km from the village, in a quiet location. We will be happy to offer you our pizza nights, dinners with a private chef, and cooking classes. From October to March, the annex is rented separately from the main house. There may be 2 people staying in the small separate building.

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.

Unique Villa in Tuscany

La Smirandola is nestled in the hills between Siena and Arezzo. The house is surrounded by a large garden with olive grove. Next to the (heated) swimming pool, there is a gazebo where you can have lunch/dinner/grill. The house is spread over two floors: on the ground floor there is the kitchen, living room, veranda, bedroom and bathroom. On the first floor there are 3 bedrooms + 2 bathrooms. The kitchen is equipped with a dishwasher. Air conditioning available at a flat rate of: €20/day.

Beautiful villa with pool in secluded location

Peace and tranquility in the stunning Villa L'Eremo, offering total seclusion in 25 acres of garden, olive grove and woodland. Relax by the pool, on a shaded terrace or meander through the gardens, breathing in the scent of lavender and rosemary. All this just 3kms from the lovely Monte San Savino, thankfully off the conventional tourist trail, yet offering many outstanding restaurants. Perfectly placed for exploring Tuscany, just 1hr from Florence and Perugia. Codice: 051025LTN0067

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.

Sasso Canaldo Charming property in Tuscany

Sasso Canaldo is a magnificent property immersed in the Tuscan countryside that is divided into 4 houses: Villa sleeps 9, Lavanda 7, Limonaia 2+2, Roseto 2, total beds 22. Each house enjoys complete independence and autonomy. A structure particularly suitable for organizing events, family reunions, celebrating anniversaries and weddings. The large park allows for long walks in complete relaxation. Large swimming pool, recently completely renovated, surrounded by greenery.

Incredible Views & Pool in the Tuscan Hills

Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty and unforgettable views. The house offers access to a beautiful shared swimming pool and peaceful outdoor areas, perfect for relaxing in the sun or enjoying quiet evenings. Inside, you'll find comfort, style, and everything you need for a memorable stay. Ideal for couples, families or groups of friends looking for an authentic Tuscan experience just a short drive from Siena.

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.