Vacation rentals in Bolgione

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, 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, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Podere Piazza house with panoramic view

Podere Piazza is an estate, has its origin in the 15th century. The vacation home was built at the beginning of the 17th century. Podere Piazza was the residence of Alessandro Cervini degli Spannocchi, who was appointed Archbishop of Siena on May 29, 1747. He was a Nobile di Montepulciano and Patrizier of Siena. The buildings of Podere Piazza still bear his coat of arms today. This also explains our little church, at the road junction, in front of it to the right to the pine avenue and to the left into the driveway.

Private House for 4P – La Capanna Di Azzurra

Ideal for families, couples or friends looking for an elegant and welcoming home, this house is designed for those who want to experience the Tuscan countryside without sacrificing the comfort of the city. Imagine a breakfast looking at the profile of Siena, days between art, wine and nature, and the return at sunset, when the light warms the stone and the silence restores the authentic rhythm of these places. A practical, charming and scenic retreat, perfect for visiting Siena and its surroundings!

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Charming Tuscan Villa with View forFamily&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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.

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.

Pool Escape Just Outside Siena

Nestled in the heart of the Siena hills just 6 km from the center, our agriturismo is a haven of peace and beauty, where tradition, authenticity and love for horses meet. Among these sweet hills, the horses of the Palio are bred and trained, a symbol of passion and Sienese tradition. Guests can approach this magical world, observing from close to the harmony between man, horse and nature and the beauty of a place where excellence sport meets respect for the animal.

Luxury Penthouse Overlooking Piazza del Campo

There are many houses in Siena. But very few can say they've been here. Overlooking the city’s most iconic square, this penthouse offers a rare experience: Wake up to the golden light caressing the Palazzo Pubblico and fall asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you'll find yourself immersed in history, surrounded by restaurants, wines, and a timeless atmosphere.

Casa Piccola

“Casa Piccola” is a lovely home for your vacation in Tuscany. A small romantic retreat for two, ready to welcome you and let you taste the tranquility of the Tuscan countryside, just 3 km from Siena. Ideal starting point to visit all the nearby destinations, such as the Chianti Classico area, Val d 'Orcia, San Gimignano, Rapolano Terme (famous spas) and nearby Florence, "Casa Piccola" will give you a unique and unforgettable experience.

The quiet of the Geggiano forest

Accommodation "G3" in the Sienese hills, 10 minutes from the center of Siena, with free parking. Surrounded by the Geggiano forest, it is located on the route of the "strade bianche" of the famous L'Eroica cycling race. Great for families, couples, groups of friends, and professionals. Maximum 6 people. Furry friends are allowed, respecting the fenced area where two gentle Maremmano dogs live.

Comfort Apartment in the Chianti Vineyards

Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, kitchenette, a double bedroom, a private bathroom with shower, and air conditioning.