Vacation rentals in San Polo in Chianti

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Top-rated vacation rentals in San Polo in Chianti

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Guest favorite

Cottage in Quarate

4.91 out of 5 average rating, 119 reviews

FAETOLE typical Tuscan country house near FLORENCE

My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!

Nov 23 – 30

G$38,053 GYD per night

Guest favorite

Farm stay in Santa Cristina

4.95 out of 5 average rating, 149 reviews

Fattoria Santa Cristina a Pancole

Surrounded by the Chianti Hills, for those who loves farm life and relaxing between nature and animals, 20 km far from Florence, 40km far from Siena. Santa Cristina a Pancole is an organic farm in the heart of Chianti, produces natural wine and extra virgin olive oil since 1980. It breeds 17 sheep and a cow for the home production of cheese and chickens for fresh eggs every day. In the house garden run happily 4 dogs and 3 cats. You can enjoy the nature sounds and the humming of the animals

Oct 17 – 24

G$19,179 GYD per night

Guest favorite

Condo in Strada in Chianti

4.94 out of 5 average rating, 323 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

Nov 10 – 17

G$21,699 GYD per night

Guest favorite

Farm stay in Figline e Incisa Valdarno

4.91 out of 5 average rating, 422 reviews

Florence Hills Bioagin

Ready for an authentic rural Tuscan lifestyle experience? The deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .The farm is half an hour drive from Florence in the South-Eastern hills (consider to drive the last 3 km on a paved narrow beautiful and winding country road).

Feb 3 – 10

G$20,592 GYD per night

Superhost

Vacation home in Impruneta

4.85 out of 5 average rating, 252 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 29 – Apr 5

G$20,510 GYD per night

Guest favorite

Home in Strada In Chianti

4.96 out of 5 average rating, 112 reviews

BOBO RELAX SUITE in Chianti Classico Gallo Nero

This is a beautifulapartment located a few kilometers from Florence (19km) where you can enjoy a completely private panoramic pool....not shared with anyone... The accommodation is a recently renovated open space consisting of entrance hall, kitchen, bathroom with hydromassage , bedroom...the TV is also with Netflix. The tourist tax of € 1.50 per person from 14 years onwards...up to 7 consecutive days..and in the period from June 1 to October 31 the rate is €2.00

Dec 26 – Jan 2

G$19,048 GYD per night

Guest favorite

Apartment in La Presura

4.85 out of 5 average rating, 208 reviews

Country house 9 kms to Florence-3+2

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Nov 11 – 18

G$26,846 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 308 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$33,049 GYD per night

Guest favorite

Castle in Bagno a Ripoli

4.92 out of 5 average rating, 529 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Mar 18 – 25

G$30,056 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Jan 13 – 20

G$168,818 GYD per night

Guest favorite

Home in Bagno a Ripoli

4.99 out of 5 average rating, 134 reviews

The house of peacocks eco-house

Apartment in Tuscan farmhouse of the 800s surrounded by hills to vineyards and olive groves. Kitchen, dining room,bathroom and a double bedroom;above double bedroom from which you can access the personal bathroom. Outside with large terrace yard 1 km. from the village

Nov 6 – 13

G$29,991 GYD per night

Guest favorite

Apartment in San Polo In Chianti

4.86 out of 5 average rating, 165 reviews

La Casina in San Polo in Chianti

La Casina in San Polo in Chianti is a welcoming apartment on the Chianti hills, just half an hour drive away from Florence. The apartment is located in a quiet street of this picturesque village and it has an independent entrance and a back garden.

Jan 6 – 13

G$10,757 GYD per night