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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 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

service comment
Great stay. We were received with a warm welcome from the house owners - and fruit, bread, wine and other essential supplies to keep us going for our first few days. The house is beautifully decorated and immaculately clean while the garden and pool are Idyllic and just perfect to relax and enjoy the fabulous ñous views. The house owners, Gianni and Rossana gave us great tips of the area and helped us with extra requests -even taking time out to help us with sorting out a problem with our car. Nothing was too much trouble. A perfect stay! Thank you.
Mr Andrew Mark Cairns
service comment
Perfect Service
product comment
Perfect location, perfect host, Gianni & Rosanna provide perfect support and assistance. We will be back ....
Mr Patrick Vandevivere
service comment
Friendly and helpful Friendly and helpful advice on properties and a recommendation from someone who had been to the property in question
product comment
Private, authentic and well equipped. Great views and nice (if small) pool. Adventurous approach down steep track was worth the effort
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.

Cari Gianni and Rossana thank you very down in our hearts for an unparalleled stay on relax, beauty and comfort levels. Totally enthralled with the magic of Villa Monterosa a totally beautiful experience. Your help in all respects least of all my raging tooth ache will become a legend. I cannot thank you enough. We hope to meet soon again to swap more stories of life and adventure we so enjoyed our chats and laughter, hosts in the grand class tanti auguri Enrico and Tessa London Uk
Mr Enrico Sola
United Kingdom
Great place, great food, nice people. We had a perfect week, thanks to Gianni and Rossana, wonderful hosts! We come back sometime. Patrick, Kristel, Laurens, Morgan. Belgium
Mr Patrick Vandevivere
Dear Rossana and Gianni thank you both very much for your great hospitality and for being able to stay in your beautiful Monterosa! We felt truly welcome from the minute we arrived, greatly appreciated the initial supplies you made available to us including wine, pasta, fruit, milk, eggs, what a surprise! We could always see that you are hosts by heart, following your great tips for restaurants and sightseeing. Rossana helping our small son finding and picking the best figs in your garden. Gianni going out of his way to help us getting our car fixed again in no time... Monterosa obviously has a beautiful location and you equipped it so nicely to be homely and very practical! Now our time is coming to an end... we, especially the kids, don't want to leave already. We had a great time, thanks to you! Titus, Matilda, Felix, Charlotte
Mr Felix Huck
Dear Gianni and Rossana, we can not help but thank you for the warm welcome and for how you did everything you could to make our stay unforgettable. We really felt at home but in a wonderful place, this place with its atmosphere is a charm, we will definitely come back with our "little beast". Heartfelt thanks for everything! Beatrice, Fabrizio, Filippo and Bene
Sig. Fabrizio Morgante
Dear Gianni and Rossana, thank you with all our hearts for having hosted us in your wonderful home, immersed in the regenerative and heavenly green of Chianti, and in its "Bertoluccian" atmosphere. Your affectionate support, your availability, the warmth with which you welcome your guests are a rare asset and, now more than never in this period, precious. We wish you a good future, good life, good everything, sure that we will see you again soon! A hug and a big thank you. Paola and Marco (Florence, Italy)
Mr Marco Galanti
Dear Rossana and Gianni, we are grateful for your hospitality. After such a difficult year we have completely recharged our brains, relaxed, enjoyed the nature and wild animals of the Tuscany. Thank you for creating the amazing view that we could observe from the swimming pool place, it is really fantastic!!! Best regards, Olga and Giuseppe (Italy)
Mr Giuseppe Perna
Dear Rossan and Gianni thank you so muchfor your warm welcome at Villa Monterosa. We have enjoyed the pool, the stunning views and of course the good food and wine. The location of your charming villa is also excellent for daytrips and sightseeing. Our son had a great time! Once again Grazie mille!!
Ms Liesbeth Depoorter
Dear Rossana and Gianni after a very troubling time and with Europe slowly coming back to a kind of "new normal" we had the pleasure of kicking off the 2020 season in July! Again being able to cross borders and to experience the beauty of Europe, Italy and especially Tuscany and the taste of the delicious local food (in particular in Osteria Di Fonterutoli) was never more appreciated than this time. What was the slogan of the last five months? Dream now - travel later- it's so great that travel is finally possible again, although in a more conscious way. And we are glad we chose Villa Monterosa for this trip. The very warm welcome we received from you after our twelve hours road trip from Wiesbaden , Germany plus the fruits, tomato and nice wine was highly valued. So thank you very much for a great stay in your great house, with its fantastic view, lovely garden and nice pool in the heart of the Chianti region. The villa is much an individual and lovely place, it's impossible not to feel at home here Hope to see you and Monterosa again soon. All the best and stay safe Ina, Holger, Thorben plus Einstein
Mr Holger Klafs
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
Thank you for your warm welcome, it was our pleasure to spend a time a Monterosa. It is a beautiful place and we really enjoyed the time we have in Chianti area. We will recommend your house to our friends. Warm regards
Mrs Sona Jurciakova
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
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
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
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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