Vacation rentals in Collemontanino

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!

Il Frantoio (Hot Tub + Pool)

✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

Villa Le Rocche with pool, breathtaking view

Le Rocche, on the top of a hill offers a breathtaking view, the Villa all on one floor, finished renovating in June 2021 by the architect. Gianni Benincasa, has 5 bedrooms, one of which is in the mezzanine and 3 bathrooms. Furnishings, all brand new, of great charm. Another highlight is the 100 m2 terrace. and the BBQ, where you can have lunch and relax. The villa is completely independent and out of sight of prying eyes. The park with olive, cherry and apricot trees is approximately 7,000 m2.

Newly renovated apartment in heart of Terricciola

Relax at this newly renovated sun filled apartment in the heart of the Città del Vino, Terricciola. On the first floor, it boasts its own private terrace with BBQ. All home comforts were carefully thought out during the renovation process. The bedroom has a matrimonial size bed with memory foam mattress & pillows. The kitchen has all modern appliances + The bathroom has a large shower with toilet, bidet & sink. Laundry is outside on the terrace with a full size washing machine. Come & enjoy!

Stylish Gem in Historic Lajatico

Immerse yourself in the authentic beauty of this hidden gem inTuscany. Completely renovated preserving the soul of a typical Tuscan house. Every window offers a unique postcard view. Steps away from local piazza and the rolling hills of Teatro Del Silenzio.The shared outdoor patio is a cool oasis to sip a glass of local wine while getting lost in a good book. By staying here you aren't just visiting a village, you are becoming part of it, stepping into the rhythm of a real Tuscan village.

Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

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.

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

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.

The Yellow Cottage in Via Fonte Vecchia

Situated on the First floor of an historical building in Casciana Terme, close to all services and a few minutes walk away from the thermal waters. Cozy and traditional, offers the possibility to spend your stay in relax, immersing yourselves into the Tuscany style. Well connected to Pisa, Lucca; San Gimignano, Firenze and a lot of interesting and beautiful places within a short ride. Pet friendly Apartment.

Casa Cielo Independent and with amazing views

Imagine waking up with hills adorned with villages and bell towers as far as the eye can see beyond your bedroom window: an alcove with sloping ceilings, beams and small beams, and a wooden floor, at the top of an old farmhouse. Imagine from each view of the house the sun shining on the vineyards, or imagine the green on the olive groves after the spring rain past the large terrace adjacent to the kitchen.