Holiday houses in Calzaiolo

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Top-rated holiday rentals in Calzaiolo

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Guest favourite

Condo in Noce

5 out of 5 average rating, 194 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the seventeenth century located in the beautiful hills of Chianti in Tuscany . The apartment is furnished in the perfect traditional local style of ancient Tuscany : ancient wooden beams, terracotta floors and unique furnishings. In the large outdoor courtyard you will find at your disposal a large swimming pool with panoramic terrace overlooking a valley with breathtaking views of vineyards and olive groves where you can enjoy spectacular sunsets.

Guest favourite

Cottage in Montespertoli

4.92 out of 5 average rating, 113 reviews

Casa del Sole nel Chianti

Typical Tuscan country house in stone with fireplace, large garden, with parking. In the garden there is a barbecue and wood-burning oven for pizza. The house is surrounded by the vineyards and olive groves of Chianti Classico In a small village in the countryside. It is 4 km from San Casciano Val di Pesa, 20 km from Florence, 22 km from San Gimignano and 40 km from Siena. A1 Impruneta motorway exit 8km, SGC Fi-Siena 3km. The house has three bedrooms, one of which is in an outbuilding with bathroom and independent access.

Guest favourite

Home in Panzano In Chianti

4.98 out of 5 average rating, 402 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 122 reviews

Villa di Geggiano - Guesthouse

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 idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. 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.

Guest favourite

Guest suite in Montespertoli

4.97 out of 5 average rating, 202 reviews

Cozy suite overlooking Chianti 20 km to Florence

With breathtaking views over the valley and vineyards! In a small rural village in the splendid Chianti countryside just 20 minutes drive from Florence in a strategic position to visit Florence, Siena and all of Tuscany. Car needed. Romantic, welcoming, panoramic pergola with wonderful views over the valley, totally independent, WI-FI, free parking. In typical Tuscan rural building, internal steps, fireplace, king size bed, large wall shower, kitchenette. Dog welcome.

Guest favourite

Rental unit in Poggibonsi

4.99 out of 5 average rating, 230 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze is the ideal solution for those looking for peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is in a strategic position to quickly reach Florence, Siena, San Gimignano, Volterra, as well as the wonderful hills of Chianti. The apartment has ample private parking, two bedrooms, equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Guest favourite

Villa in San Casciano

4.97 out of 5 average rating, 105 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 238 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Guest favourite

Villa in Impruneta

5 out of 5 average rating, 127 reviews

La Torre

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, immersed in the beautiful and sweet Tuscan hills. The villa has a mozzing view, very sunny, well furnished and equipped with all the comforts, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favourite

Villa in Montespertoli

4.93 out of 5 average rating, 166 reviews

Colonica in the Chianti

Beautiful portion of farmhouse immersed in Chianti with beautiful pool, surrounded by vineyards and olive trees, perfectly furnished with large garden and parking spaces. It is 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (hometown of Boccaccio) and Vinci (hometown of Leonardo Da Vinci). the house is halfway between Montespertoli and San Casciano (7km).

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Superhost

Cottage in San Casciano in Val di Pesa

4.81 out of 5 average rating, 156 reviews

Chianti Independent Barn

The farm was built from a characteristic 70 square metre stone barn, completely renovated and furnished with antique furniture. Panoramic view of the Chianti hills with breathtaking sunsets. From March 1 to December 31, guests will be required to pay a tourist tax of €2 per person per day. Children up to the age of 14 do not pay.