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

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!

Dec 10 – 17

R2,045 ZAR per night

Guest favorite

Cottage in Quarate

4.91 out of 5 average rating, 120 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!

Dec 13 – 20

R3,620 ZAR per night

Guest favorite

Farm stay in Santa Cristina

4.95 out of 5 average rating, 151 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

Jan 10 – 17

R1,632 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 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 7 – 14

R11,001 ZAR per night

Guest favorite

Home in Strada In Chianti

4.96 out of 5 average rating, 115 reviews

SUITE BOBO Relax nel Chianti Classico Gallo Nero

Questo è un bell'appartamento situato a pochi chilometri da Firenze (19km) dove potrai goderti di una piscina panoramica completamente privata....non condivisa con nessuno... L'alloggio è un open space recentemente ristrutturato composto da ingresso soggiorno, cucina, bagno con idromassaggio , camera da letto...la tv è anche con Netflix. La tassa di soggiorno di € 1,50 a persona da 14 anni in poi...fino a 7 giorni consecutivi..e nel periodo dal 1 giugno al 31 ottobre la tariffa è di €2,00

Oct 30 – Nov 6

R1,442 ZAR per night

Guest favorite

Condo in Strada in Chianti

4.94 out of 5 average rating, 325 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!

Feb 18 – 25

R1,943 ZAR per night

Guest favorite

Farm stay in Figline e Incisa Valdarno

4.91 out of 5 average rating, 426 reviews

Bioagriturismo colline di Firenze

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).

Mar 23 – 30

R1,844 ZAR per night

Guest favorite

Apartment in Greve in Chianti

4.99 out of 5 average rating, 115 reviews

Il Nido nel Chianti

Ci teniamo ad informare che per questa emergenza stiamo facendo tutto il possibile per aiutare e proteggere i nostri ospiti adottando una dettagliata e rigida pulizia, disinfettando e sanificando tutte le parti della casa. Accogliente appartamento, finemente ristrutturato in pieno centro storico al secondo piano con affaccio sulla bella piazza di Greve in Chianti. Nella sua terrazza condominiale potrete trascorre splendidi momenti di relax.

Apr 29 – May 6

R1,938 ZAR per night

Guest favorite

Apartment in La Presura

4.85 out of 5 average rating, 211 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)

Oct 29 – Nov 5

R2,592 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 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

R3,025 ZAR per night

Guest favorite

Castle in Bagno a Ripoli

4.92 out of 5 average rating, 531 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 23 – 30

R3,018 ZAR per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 154 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.

Oct 10 – 17

R15,128 ZAR per night