Vacation rentals in Calzaiolo

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Top-rated vacation rentals in Calzaiolo

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 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!

Jan 29 – Feb 5

R2,093 ZAR per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

Dec 23 – 30

R4,015 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 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.

Nov 17 – 24

R9,462 ZAR per night

Guest favorite

Home in Vaiano

5.0 out of 5 average rating, 198 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Oct 19 – 26

R3,213 ZAR per night

Guest favorite

Apartment in San Casciano in Val di pesa

4.86 out of 5 average rating, 116 reviews

Chianti in Timeless Beauty

Surrounded by olive trees, bird songs and a breathtaking view, the apartment is situated on the first floor of a recently restored "casa colonica". The unit is very luminous and has its own private entrance via exterior stairs. It consists of two large bedrooms, a generous living room furnished with two sofa beds, a fully equipped kitchen and a modern bathroom. There are many outdoor areas to enjoy and relax in. An extra charge of - €13 x night - will be charged for HEATING.

Jan 10 – 17

R1,591 ZAR per night

Guest favorite

Guest suite in Montespertoli

4.97 out of 5 average rating, 178 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.

Oct 28 – Nov 4

R1,832 ZAR per night

Guest favorite

Home in San Casciano in Val di pesa

4.98 out of 5 average rating, 150 reviews

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

Jun 13 – 18

R2,819 ZAR per night

Guest favorite

Apartment in San Casciano in Val di pesa

4.91 out of 5 average rating, 106 reviews

Casale le Lame : Ciliegiolo apartment

L'appartamento Ciliegiolo , 60 mq a San Casciano in Val di Pesa, è parte di una tipica casa colonica recentemente ristrutturata, Casale le Lame, immersa nella campagna del Chianti tra vigneti e oliveti attivi di proprietà. L’appartamento gode di un'ottima posizione (20 minuti da Firenze e 30 minuti da Siena)permettendo così di godere a pieno delle meraviglie del chianti ma anche di raggiungere facilmente le più belle città toscane come Firenze, Siena , Lucca e Pisa.

Feb 6 – 13

R2,112 ZAR per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 215 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).

Mar 8 – 15

R5,126 ZAR per night

Guest favorite

Apartment in Montespertoli

4.89 out of 5 average rating, 158 reviews

Nice tuscan house with private pool and freedom

This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house. It is well connected to the most important Tuscan cities. Nearby you can find very typical nice reatsurants and you can have very good wine-/oil- and cheese-tasting in typical locations. Sanitization with Ozone technology for Viruses, bacteria and molds.

Dec 18 – 25

R2,665 ZAR per night

Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 380 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Lo Scricciolo is located in the tower, the highest building of the house. By a separate entrance from the main house, through a loggia overlooking the Tuscan countryside, you access the first floor. Here are the living room with wooden ceiling and a small bathroom. From the living room, an old stone staircase leads to the upper floor where there is a large double bedroom. Lo Scricciolo has an efficient system of heating for the cold season.

Oct 13 – 18

R2,330 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

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. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

R3,029 ZAR per night