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, 352 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 28 – Feb 4

G$22,755 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.94 out of 5 average rating, 107 reviews

Victoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Dec 8 – 15

G$23,643 GYD per night

Guest favorite

Home in San Casciano in Val di pesa

4.8 out of 5 average rating, 40 reviews

Colonica a Casa Chianti

La nostra casa si trova all'interno di un piccolo BorgoToscano in antiche case contadine, risalenti a metà del 1400. Tranquillo e adatto a famiglie. Siamo nel cuore delle colline del Chianti. A 2 km è possibile visitare la Cantina più bella del mondo (Cantina Antinori), 15 minuti Firenze, 30 minuti Siena e innumerevoli piccoli e incantevoli borghi della Toscana come San Gimignano, Monteriggioni, Badia a Passignano. Nelle vicinanze anche numerosi market, negozi e ristoranti tipici Toscani.

Sep 4 – 11

G$21,977 GYD per night

Guest favorite

Apartment in San Casciano in Val di pesa

4.86 out of 5 average rating, 114 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 15 – 22

G$19,024 GYD per night

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Vacation home in Impruneta

4.84 out of 5 average rating, 251 reviews

Lovely farmhouse Tuscany

Tuscan farmhouse of 140 square meters with two bedrooms up to four people, very large living room with fireplace with terracotta floors and typical ceilings, kitchen equipped for cooking with fridge and microwave, external courtyard in ancient stone with table and chairs and private garden with olive trees. Customers are requested to come by car. If you want the heating is paid and according to consumption and can only be switched on from the period established by the region.

Mar 25 – Apr 1

G$20,442 GYD 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.

Mar 27 – Apr 3

G$19,918 GYD per night

Guest favorite

Home in San Casciano in Val di pesa

4.98 out of 5 average rating, 149 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.

May 19 – 26

G$30,539 GYD 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.

Aug 16 – 23

G$30,562 GYD per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 212 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).

Nov 15 – 22

G$55,742 GYD 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.

Nov 16 – 23

G$29,958 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 307 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

G$32,939 GYD per night

Guest favorite

Villa in Montespertoli

4.93 out of 5 average rating, 144 reviews

Colonica in the Chianti

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

Nov 5 – 12

G$41,445 GYD per night