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Villas in Chianti - Tuscany

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The fortifications and covered walkway of Castellina-in-Chianti, 3.5km/2 miles, bear witness to its many long years at the centre of battles between Florence, 40 minutes, and Siena, 20 minutes; today its primary preoccupations are wine and olive oil. Castellina is situated in the southern part of the Chianti Classico wine-producing region, just off the Chiantigiana road. Hundreds of stone villages are sprinkled among these impossibly picturesque hills, many with wonderful restaurants and wine bars tucked into their narrow streets.

Getting There

Airports nearby:

Airports: Florence, under 1 hour; Pisa, 1 hour 30 minutes.

By Car:

Motorway exit at Castellina-in-Chianti, 15 minutes’ drive including a long and rough white road that is not suitable for low-slung cars.

By Train:

Railway station at Poggibonsi or Siena, both about 30 minutes drive. Ample parking.

Prices & Live availability

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Rental options (Size of the party):
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NB. are available for parties of different sizes and priced accordingly - select your option above. For smaller parties, the unoccupied rooms or guesthouses simply remain empty or are closed and you will always have exclusive use of the villa and pool.

What's included and not included in your rental charge

Your rental might include some Staff & Services. Our free Concierge can help add-on any extras you require:


  • Weekly rent.
  • Services included (1).
  • Credit card service charges.
  • Hot and cold tap water.
  • Garden and swimming pool maintenance.
  • VAT
  • TN&M Concierge Service
  • 24/7 Emergency Service

Not included

  • Telephone (outgoing phone calls).
  • Flights and car rental.
  • Travel insurance.
  • Transfers to/from airports.
  • Extra services available on request.
  • Use of swimming pool out of season.
  • Tourist tax.
  • Bed linen(2)
  • Bath towels(2)
  • Swimming towels(2)

Facilities and utilities

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(1) Please note that, when included in the price, maid service does not include laundry service. If you require any laundry services please advise us prior to your arrival at the villa, payable locally in Euros.

Verified reviews by FEEFO

A live feed of reviews collected independently from our clients by Feefo

product comment
Lovely villa. Very comfortable despite the unseasonably cool weather so we were unable to use the substantial and well equipped outside areas. We were cosy inside though, sitting around the kitchen table and lighting the very efficient fire in the sitting room each evening when we were in (not often because we loved the family restaurants in town) Andrei our cook (who prepared an amazing brunch for us every second day) was superb and we can thoroughly recommend him. Worth every penny. Our concierge was responsive, helpful and available through text. All in all a great experience.
Mrs Fiona Clayton
United Kingdom

These are collected from the feedback forms we send to all our clients.

Great house, great location, lovely days here. Another time we might come a little earlier in the year, it took courage at times to plunge into the pool! Our thanks to Clara. We hope we didn't make too much work for her
Ms Raquel Nunes Palmeira
United Kingdom
We've just spent a wonderful relaxing week in this beautiful house. Evenings under the stars in the courtyard waiting for our late night visitor (porcupine) and fun times in the pool watching "the world" go by. Our thanks to Pietro for an amazing meal! Thanks to all who made this possible
Mr David Jones
United Kingdom
We spent a wonderful week in this paradise! 3 generations - 70th birthday … the youngest baby 2 month! Enough space for all! We recommend this villa! Big pool for the children; enough little places for a big family! Thank you!
Mr Gebhard Sagmeister
Thank you so much for such a wonderful stay. Our family of 9 could not have been happier enjoying the area from Florence to San Gimignano to truffle hunting in Tavernelle Val di Pesa. Every day the kids returned to enjoy the pool and the amazing view. The house has everything we could have wanted and we're so thankful for the experience. If you're looking for a chef I highly recommend Pietro. He was great to work with and patient with our 3 small children. Thank you to owners and staff for everything
Mrs Katherine Wesmiller
United States


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Services available on demand

  • {{ extra.title }} Maid service available & organised by TN&M concierge service. Cook service available & organised by TN&M concierge service. Shopping list service available & organised by TN&M concierge service. Other services available & organised by TN&M concierge services.

Sample menus can be obtained by contacting Concierge Services

They do request that you pre arrange your meals prior to your arrival by contacting Concierge Services and advise us accordingly.

Remember that if any members have any allergies or food intolerances, you must advise us and of course if you have any personal preferences.

Can we help?

Please let us know your needs and requirements and a member of our experienced sales or concierge team will get back to you immediately.

Call us at +44 207 684 8884

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