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Villas in Chianti - Tuscany

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Tuscany's most famous area never fails to please: the landscape is spectacular, the food delicious and there is something of interest around every corner. The nearest shops and restaurants are in the hamlet of Vagliagli which can be reached with a 2km/1 mile downhill walk; or the pretty fortified town of Castellina-in-Chianti, 15 minutes by car. Approximately 25 minutes by car to the south is Siena with its glorious Piazza del Campo. Villages and wineries to visit by bicycle or by car in the area, and three of Italy’s finest hill towns for excursions: Monteriggioni, 25 minutes, San Gimignano, 45 minutes, and Volterra, 1 hour.

Getting There

Airports nearby:

Airports: Florence, 1 hour; Pisa, 1 hour 40 minutes.

By Car:

Motorway exit at San Donato-Castellina-in-Chianti, 18km/11 miles along winding paved roads to the property’s short white drive and gates, not suitable for low lung cars. Shaded parking for two cars.

By Train:

Railway station at Siena, 30 minutes.

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 guest houses 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
Private, authentic and well equipped. Great views and nice (if small) pool. Adventurous approach down steep track was worth the effort
service comment
Friendly and helpful Friendly and helpful advice on properties and a recommendation from someone who had been to the property in question
Mr William Andrew Butler
United Kingdom
service comment
Had a wonderful tranquil week in Tuscany! Our villa was exceptionally well appointed and the views will stay with us a life time. Spent the days exploring nearby villages and towns ... day trip to Florence by train from Siena. Host was tremendous ... available as needed but our privacy was respected. Am already looking to book again for next year!
Mr Mark McQuillan
service comment
Excellent! The London staff and the local staff provided outstanding service. The views of the countryside and town were wonderful.
Mr Robert Swanick
United States

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

Our stay at Monterosa could not have been better. We would heartily recommend this villa, and Tuscany Now and More to handle the arrangements and ensure an amazing time in Italy.
Mr Steve Hustler
United Kingdom
The property was extremely comfortable, well appointed and very clean. It has the most magnificent views, a beautiful swimming pool and a wonderful loggia in which to relax and enjoy meals. It is well situated in reach of many of the beautiful Tuscan towns, wineries and olive groves. There is also a stable yard close by which my daughter and her friend thoroughly enjoyed, riding in the valley around Valiglia. Our hosts went out of their way to ensure our stay was enjoyable. Their recommendations allowed us to enjoy the wonderful surrounds including restaurants, places of interest and they also provided a fantastic cooking class utilizing the locally foraged ingredients.
Mr Murray Dicks
South Africa
Great location, very private, wonderful hosting. All 100% as promised in the offer.
Mr Robert Rogowski
Perfect remote and rural location. Beautiful house, gardens and pool. Views from the property over Vagliagli and the surrounding countryside are magnificent. Wonderful wildlife. The owners are extremely helpful.
Ms Joanne Brooker
United Kingdom
Rossana and Gianni, molte grazie per la vostra ospitalitá, i vostri consigli e la pasta deliziosa! Monterosa é cosí bella, ci siamo divertiti. Cari saluti,
Ms Sheila McKinlay
Dear Gianni and Rossana, Thank you so much! Our stay here has been wonderful. The house is lovely and the location is amazing. We have enjoyed Tuscany's beauty to its full extent and hope to come back soon. Un Grande Abbraccio, David, Sandra, Sophia & Cesar
Mrs Alexandra Vermeer
Great views. Meticulously decorated house. The caretaker is extremely responsive! I love the fact that your staff stays in the villas themselves and can provide very accurate description. It is incredibly helpful in choosing the right villa. it’s the trusted source for me for vacationing in Tuscany.
Mrs Lale Topcuoglu
United States
From the view to the smell of lavender and rosemary to the charming house, we absolutely loved our stay here. The pool is wonderful too. Thank you so much! The KWT family
Mrs Lale Topcuoglu
United States
Thank you so much for having us at your wonderful house! It's been amazing and we enjoyed this oven and relaxing at your pool. Your hospitality made the trip outstanding. we will definitely come back!! Judith, Tim and Joshua from London
Mr Tim Bruckmann
United Kingdom
Thank you very much for such a fantastic stay in a lovely full equipped house.We have enjoyed the pool, late dinners, the silence etc and really relaxed. The views, the wines, the weather and hospitality here has been truly out. Standing, Thank again for an unforgettable stay. love from the Hansen Michael, Cecilia, Henrik and Karin (Helsinburg, Sweden) Ps Dear Rossana and Gianni as you have understood we have had a fantastic time in your house exploring Chianti. While we were driving around today 20/07 we ended up having lunch in a fantastic restaurant that we would like to recommend: best food we had during our stay "Il Papavero Osteria del Chianti"
Mrs Cecilia Hansen
Thank you for your hospitality! Monterosa is a piece of heaven and our family loved very moments of our stay. Our principessa loved your pool and we loved sipping the local Chianti overlooking and vagliagli. Arrivederci, fino alla prossima volta! Ian, Annette, Adam, Sarah and Kara Hopcraft from Melbourne, Australia
Mr Adam Hopcraft
What a truly wonderful place! We have visited Tuscany several times. But it is this spot that I most look forward to visiting again. One feels so removed here, surrounded by nature and tranquillity, and yet great towns, with excellent food, are only a short drive away. It was so wonderful to arrive here to be welcomed with pasta, tomatoes, oil, fruit, bread and milk. It made our first day so much easier. I look forward to our return. Thank yous for sharing your little piece of paradise. Best wished, Kate, Matthew, Oliver and charlie (Australia / Switzerland) April 2018
Mrs Kate Hurst
The view was magnificent. Wine by the pool at sunset was unbelievable.
Mr Robert Swanick
United States
The view was sensational, the privacy was just what we were after, the house was like a home, the caretaker was absolutely lovely. Perfect for us! We were very impressed with the service from start to finish and will use TN&M again for future holidays.
Ms Megan Williams
United Kingdom
The Villa was fabulous! The caretakers were so helpful and kind . We were greeted with a basket of goodies and a bottle of wine in the fridge ... so very thoughtful. The little village had 2 very good restaurants . The little store was a hit and miss whether it was open or not but had necessities. The location was great with easy access to Sienna, Rada and Castelina as well as Greve. Also close to a local hot springs in Rapalina . The winery Dievole was right there ... 2 minutes down the road....winner of world for their Olive Oil... A top notch winery to visit. I miss it already wish I was still there!
Mrs Val Brubacher`
Just enjoyed a very relaxing week at Monterosa following a very busy few days in Rome and Florence - it was just what we needed. Property is full of character and fine for a family of four. Very well equipped - pool, dishwasher, washing machine, BBQ, pizza oven, AC in bedrooms - all were well tested during our stay. Property is very private with incredible views across rolling hills and the village of Vagliagli. But only a short drive from Siena if you want to step up the pace a little. We will definitely go back.
Mr C McGregor
United Kingdom
Monterosa was beautiful and serene. I will always think of our vacation there when I smell lavender, as it surrounded the villa. Rafaella, our caretaker, was great. She was very helpful and created a delicious feast for us one night that was memorable. We look forward to another trip to Italy in the future.
Mrs Jennifer Mathews
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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