Vacation rentals in Montecerboli

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, 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!

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!

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Gelsomino Apartment in Agriturismo with Pool

If you are looking for a break from the routine, our apartment in a Tuscan farmhouse is the right place! Nestled in the hills, it is the ideal refuge to relax with family or friends. The apartment, furnished in Tuscan style, offers large spaces, an equipped kitchen and a welcoming living room. Between nature, tranquility and the possibility of visiting places such as Siena and Pisa, it will be your perfect base to explore Tuscany. Book now and live a unique experience!

Romantic Villa with private pool - "Il Pollaio"

Il Pollaio is a traditional, charming Tuscan stone house with a warm, relaxed atmosphere, surrounded by the peace and quiet of the countryside. With air conditioning, a private pool nestled in the greenery and a fully fenced property. Extra services on request: private chef and housekeeping every other day. Ideally located, yet secluded and private. Ample parking. PLEASE NOTE: Read the details under “Show more” in “Other things to note”

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Exclusive villa with pool jacuzzi wifi and green

My accommodation is close to art and culture, magnificent panoramic views, restaurants and surrounded by greenery. You will like my accommodation for these reasons: the light, the outdoor spaces, the atmosphere, high level of privacy. My accommodation is suitable for couples and families (with children), romatic honeymoon and summer holiday with family. No other guest in the villa and in the surrounding area.

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

Tuscany jem: The Chianti Farmer's House

This wonderful newly renovated apartment retains the charm of the Chianti farmhouses and the comforts of a modern apartment. The house is located within the complex of the Fattoria di Petroio, a Chianti Classico winery. You can enjoy the beauty and tranquility of the Chianti hills, while immersing yourself in the dynamic life of a company dedicated to the production of quality wines.

Charming Tuscan Villa with pool

Nestled on a panoramic hill and located just 3.8 km from the historic city of Volterra, Podere Casalino is easily accessible via a paved road and has private parking onsite. This traditional Tuscan farmhouse is set in the Volterra countryside, and was completely restored and preserved 25 years ago and updated again in late 2024. A new kitchen has been installed in Spring 2025.