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Villas near San Gimignano - Tuscany

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This beautifully freshly-restored 14th century 84 hectars farmhouse is set within minutes of the small village of Montaione that offers all the amenities such as bars, supermarkets, restaurants, shops. It is perfectly located to explore Tuscany and in particular two of its most beautiful hill towns: Certaldo, 13km/8 miles and San Gimignano, 21km/13 miles. Florence and Siena are both reached within an hour, and in between the two, directly to the east of Villa Ostignano, lie the villages and vineyards of the Chianti Classico wine-producing region.

Getting There

Airports nearby:

Airports: Florence, 50km/31 miles; Pisa, 65km/40 miles. 

By Car:

Motorway exits at "Empoli Ovest", about 30km/18 miles, including 400m/0.3 mile of private white access road approaching the property. Ample parking.

By Train:

Railway and bus station at Castelfiorentino, 7km/4 miles.

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
  • A weekly cleaning and change of bed linen on Saturdays (2).
  • A weekly change of bath towels on Saturdays (2).
  • A weekly change of swimming towels on Saturdays (2).

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.

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
Relaxed luxury on a hilltop. Responsive and helpful and a provided lot of great detail about the villa and the area.
product comment
Fabulous location on top of a hill, five minutes drive from the village of Montaione. Stunning views, luxurious pool, beautifully renovated villa in top condition. Owner and his team were very friendly and helpful - nothing was too much trouble and we enjoyed their gifts of food and wine.
Mr Laurie Robertson
United Kingdom
product comment
This is a fabulous location! Spacious, clean, elegant, and comfortable. We enjoyed every room, and all the outdoor spaces as well. The views overlooking the countryside were incredible. It was truly something you see in a movie! We couldn't have asked for more! Magical!
service comment
Perfection! Service was excellent. Everyone was very professional, but also warm and welcoming. The villa exceeded our expectations! The space was beautiful, comfortable, and elegant. Everything was very well maintained and clean. We thoroughly enjoyed our stay, and hope to do it again in the future. Thank you for a beautiful experience!
Ms Wendy Becker
United States
product comment
Beautiful house,beautiful area,beautiful people!
Mrs Linda Moore
United States
product comment
Everything about the Villa is charming and beautiful. We really loved it and would love to stay there again!
service comment
Professional, accurate and true. We rented Villa Ostignano in June. The pictures of the house were true, the house fullfilled all our expectations. Letizia the contact person was very nice, as was the owner Roberto. They were very consious to solve all our needs and problems. We highly recommend TuscanyNow&More!
Mrs Gudrun Jakobsdottir
service comment
Very good service from the team at Tuscany Now and More
product comment
Exceptional facilities and a beautifully presented villa. The owner and his villa manager Letizia were very helpful and answered all our questions. The maid service was clean and reliable, and the cooks were perfect. Highly recommended
Mr Tim Bourke
service comment
The Service was outstanding. Everyone was impressed.
product comment
Best decision we ever made. Beautiful villa and grounds. Everything was perfect. The owner and son, all staff and especially Letizia - which was an honor to work with. Highly recommend this villa!!!!
Mrs Mary Daley
United States
service comment
The property is very well maintained with everything you need for a good time. Letizia is very friendly and gave all the necessary support, always available for any questions.
product comment
The experience worth the investment
Mr Julio Sato
Hong Kong
product comment
The Villa is truly fantastic. Everything, and I mean everything, worked perfectly. We loved the generous space which allowed the three families to be together yet have our own space when necessary. It is apparent that lots of thought has gone into the property. Roberto and the staff are very friendly and helpful. It is the first time I rent a house for a week and it certainly won’t be the last!
service comment
Tuscany Now were very helpful during the booking process and also are available during the stay for any questions.
Mr Guido Terruzzi

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

Villa Ostignano, words cannot describe the beautiful scenic views in this gem of a Tuscan countryside destinction. We had an amazing wedding reception here on September 23rd, 2019, a night we will never forget. This place will always be special with a lot of great memories. Thank you to Letizia plus all of the staff, everyone was extremely helpful. Till the next time...
Ms Allison Powers
United States
A wonderful week at the beautiful Villa Ostignano. All of us - grandparents, parents and babies have spent very happy times in the house, garden and especially in the pool. We will leave with many happy memories of this special place. Our thanks to Letizia and the team for their kindness and efficiency!
Mrs Catharine Hutley
United Kingdom
A Fantastic experience. We would strongly recommend the Villa to others
Mr Keith Gilbert
United Kingdom
Lovely house, beautifully furnished with literally everything we needed for a great two weeks.
Mr Kevin Harry Gaskell
United Kingdom
To Roberta and Letizia, Our families thoroughly enjoyed our stay at Villa Ostignano. There were 10 of us and the house met all our needs. From the comfortable great room to the well equipped kitchen and indoor/outdoor dining - every space is well appointed, spacious and comfortable. The whole family enjoyed the pool and lovely grounds. the kids loved exploring the property and the trails. For the adults, the welcome baskets, information binder and quick response all make the trip easy. Suggested sights, restaurants and wineries were tried and lived up to the recommendations. All-in -all, a great property, well manager and perfect for a whole family vacation. Thanks to all who made our stay so enjoyable!
Mrs Shannon Preda
United States
Letizia, Roberto, Gilberto and the rest of the Ostignano family were amazing! We couldn't recommend this place and this people highly enough!! Trip of a lifetime!
Mr Brady Ambler
United States
The Villa is huge and well appointed very close to Montaione where you will find good Restarants. The staff in the Villa are brilliant and cannot do enough for you Just had a fabulous week , you will not be disappointed if you decide to visit Villa Ostignano
Mr Glyn Crocombe
United Kingdom
Best villa yet. A perfect family holiday for all ages - 18 months to 70 years. We had a great time. Wonderful views, location,staff. really special villa, we hope to return
Mr Anthony Rowlands
United Kingdom
The Villa is really beautiful and tastefully decorated. We fully enjoyed our family vacation there, with our kids and friends. The pool area is amazing and it is situated on the perfect spot, so you can enjoy the landscape. The Villa is maintained excellently and all the staff members are super nice and friendly. One week there was not enough:)
Mrs Ivana Stigleitner Gotovac
Villa Ostignano exceeded our expectations in every way. Our family has rented numerous homes all over the world and none compare to Villa Ostignano. The home, property, amenities, views and location for those wanting a true Tuscan experience will not be disappointed. The owner Roberto and staff were truly gracious and made every effort to make our stay most comfortable and relaxing. We are looking forward to booking our next visit. Sincere Regards - Mr. Kelly Dunagan (California)
Mr Kelly Dunagan
United States
The pool area was fabulous. All the bedrooms were very comfortable, especially with air conditioning. The lounge was lovely but we didn't really use it because the weather was so nice. Very well stocked with kitchen equipment.
Mr Rob Leeming
United Kingdom
There were 8 adults and 1 child and the space was perfect for our week stay. So spacious even though most of our time was spent around the pool and the beautiful eating space overlooking the hills and towns. This beautiful villa was clean and has been looked after with loving hands. the dinner that was provided us upon our arrival was such a treat. A perfect way to kick off the holiday.
Ms Christina Brennan
We absolutely adored this villa and the small town close by, Montaione. We loved being on a large property, complete with farming on site and incredible views. We enjoying walking the gravel roads and exploring the land. The pool was fantastic and the ping pong/pool table were great additions. The interior of the villa had a wonderful layout. All of the bathrooms were very clean/new. The beds were comfortable and a/c worked very well. Our favorite spot was the outdoor seating area off the kitchen - we spent most of our time there. It was not pictured on the villa website but should be! There were fantastic breezes in that spot and gorgeous views.
Ms Jennifer Ruiz
United Kingdom
Dear Simon Just wanted to thank you and your staff again for helping me book the wonderful week we spent at Villa Ostignano! The Villa is truly fantastic. Everything, and I mean everything, worked perfectly. We loved the generous space which allowed the three families to be together yet have our own space when necessary. It is apparent that lots of thought has gone into the property. Roberto and the staff are very friendly and helpful. It is the first time I rent a house for a week and it certainly won’t be the last! Best regards Guido
Mr Guido Terruzzi
The property was fantastic, but the owner and property manager were even better. I can't think of anything that could have made our stay better.
Mr Robert Traband, Jr.
United States


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Services available on demand

N.B.: Please note that prices and availability for the following services are subject to change.
  • {{ 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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