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Castello Roccolo, Tuscan Villa With Private Independent Studio

Villa with 3 bedrooms, 3 bathrooms and private pool in Castiglion Fiorentino, Italy

From £1,775 per week

Villa to rent in Castiglion Fiorentino, Italy

Newly renovated private villa, offering 3 bedrooms, 3 bathrooms, vast scenic terrace and a private infinity pool with breathtaking views. Good location to discover many Tuscan hill towns and wineries.

  • Villa
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Private pool
  • WiFi
  • Balcony / terrace
  • Parking
  • Private garden
  • BBQ

Villa overview - owner's description

Villa Castello Roccolo is for sure, a really special property tucked away on the sleepy hillside of Castiglion Fiorentino and where guests can make this their "home from home". T The terraces are just perfect - the views - stunning from here and from the infinity pool

The villa is set within an olive grove where the visible ruins of an ancient defence castle of Castiglion Fiorentino which can be explored and enjoyed. Adjacent to the larger villa is a (deconsecrated) church from the 12th century which is also being restored.

The Villa and its private studio provide three bedrooms, three bathrooms, modern kitchens, 2 sitting rooms, a vast terrace with some of the loveliest views of the valley and the town of Castiglion along with the private Infinity Edge pool - strategically situated to enjoy the fabulous views.

It is about 3-4 km from the town, where there are many restaurants, bars and shops and there is also small shop, bar and restaurant just across the valley if you did not want to travel into the town.

Villa Roccolo also has a good location - a base to explore Tuscany, its many hill towns, festivals, wineries and countryside including easy easy day trips to Cortona, Pienza, Montepulciano, Siena etc - Florence is also easy by either car (1 hour) or by train from our local station.

In the area are tennis courts, horse riding and now the new Golf Course at Cortona - currently with 9 holes, and soon to have a full 18 holes - designed by Gary Player....


4 other reviews

Jane Robins Oct 2016

We chose this villa as it looked like being the perfect relaxing retreat for 6 friends to catch some late summer sun and enjoy the Tuscan autumnal food offerings. I was lucky enough to come out ahead of the rest and have two wonderful days at a nearby B&B. We had a lovely welcome from Terry at check-in and he had already provided me with all the salient points about the villa and the locality. The pictures didn't really do it justice, or were maybe taken at a different time of year - it really is a stunning location with beautiful views and it would be great to see it in summer when all the sunflowers are in the fields, but the autumn colours were spectacular. As there were 6 of us in the group, two couples and two singles, the accommodation was perfect. My husband and I stayed in the annex (as I made the booking, I got to choose), which is about 15m away from the main bedroom and has its own sitting room and French windows from the bedroom onto the gardens. It also has a small kitchen, but we didn't use this as we preferred to eat as a group with our friends. One couple had the large double room and the girls had the second with twin beds. Both were comfortable and clean, as was ours. We had breakfast on the patio off the small but functional kitchen of the main villa (got some supplies in one of the big local supermarkets, Conad). We ate out both nights of our stay but, had a relaxed lunch on the terrace one day (the weather was good enough to eat outside for lunch (and we just missed the sudden rain storm on Wednesday PM). If you like truffles and Porcini, its a great time of year to be in Tuscany (we ate loads of them). It would have been a little too chilly to eat outside in the evenings and we were too lazy, but there are some fabulous places near by (Terry recommended two great spots, one in Castiglion Fiorentino and another in nearby Cortona)! The earth moved for us on Wednesday evening, when there were two little shakes that definitely made the chairs and tables jump. We didn't have any kids with us but I could image it being quite safe for them to play an explore and the pool was a decent size, although too nippy for us to jump in at this time of year, but we did chill out beside it in the 24 degree sunshine. We all agreed that we would have to stay for a week next time!

Stephanie Jul 2016

Terry was very helpful before we checked in, and was flexible to meet us when we were delayed in arriving. The house was perfect for 3 couples - plenty of space and very comfortable finishings. The pool and view are stunning!

Lap Liang Jun 2016

The view is amazing. The house is nicely decorated and the facility is good. We enjoyed our stay very much.

Hendrik May 2016

The houses are surrounded by a beautiful old olive grove. There are two terraces overlooking the valley and a very nice infinity swimming pool. The view is breathtaking. I have been in this valley before but the view here beats everything. There is a small terrace in the back to catch the early morning sun. The large terraces in the front catch the sun from 10 am to sunset. For people like me who love to read in the shade : plenty of shade available under the surrounding trees. The olive groves around the houses are actually grassy meadows, ideal for children's play. In the woods on top of the hill behind the house lie the remains of a 13 th century castle. You have to drive up a steep access road from the valley floor to reach this house. The next and only other house is 100 m down. The road continues up the hill for another 2 km, winding through beautiful olive groves and forests, offering breathtaking views. Then the road changes into a hiking trail that joins the hiking trail that circumvent the valley. We were the first occupants in a newly developed property. We were two couples and stayed a week in May 2016. The property consist of two houses. The smaller one has one bedroom, with a king size bed, bathroom and a living space with kitchen. Tho other house has two bedrooms, one with king size bed and the other with two single beds. The house has two bathrooms. A dining room, sitting room and separate kitchen. It Being a new property I was amazed by the attention to detail that went into the fittings and decoration. To name a few which very often lack in other properties: - there are no street lights around, the garden and swimming pool has plenty of discrete lights to make walking in the dark safe - lots of power points all over the house to charge electronics - very well outfitted kitchens with very good stoves, large fridges, the kitchen in the larger house has a dishwasher - plenty of dishes, pans, bowls and other kitchen utensils to make holiday cooking practical

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This villa is:

25km from the nearest beach 2km from the nearest bar 2km from the nearest restaurant 2km from the nearest supermarket 41.3km from Perugia San Francesco d'Assisi – Umbria International Airport

Local activities

Cycling 1km Flying 5km Golf 18km Horse riding 3km Mountain biking 1km Sports center 1km Tennis 1km

Sights and attractions

Historic site 1km Museum 2km Night club 3km Theatre 3km Cinema 2km

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Outside this villa in Castiglion Fiorentino, Italy
This villa is in the countryside and in a quiet area. It has a pool, a balcony, a barbecue, outside lighting and a garden. Car hire is necessary as the renter will need a car to get about for shopping, eating out and the beach; however parking is available if required.

Prices and availability

Updated 1 May 2019

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Late booking discounts

  • Arrive between 26 May - 30 June and receive 10% off if the booking is made within 5 days of the arrival date.

If more than one discount matches your arrival date, please be aware that only one discount of the highest amount will be applied to your booking.



  • Final cleaning euro 100

    £85.00 per booking, paid locally



3 bedrooms, Sleeps 6:

  • 1 double bed and en suite
  • 1 double bed
  • 2 single beds

There is also 1 cot


3 bathrooms including 1 en suite

Swimming pool

Private pool


CD player, WiFi / WiFi, TV Languages in English, German, French, Italian, Spanish, Local, Satellite / cable


Living area seats 6, Dining area seats 6, Central heating, Open fire, Hair dryer, Iron / board, Towels / linen, Car hire essential


Cooker, Crockery, Cutlery, Dishwasher, Fridge, Freezer, Glassware, Kettle, Microwave, Oven, Pots / pans, Toaster


Balcony or terrace, Barbecue, Outside lighting, Parking, Private garden

Suitable for

Children, Hen or stag groups, Infants, Single gender groups


Average rating from 4 reviews

Agency From Castiglion Fiorentino, Italy Member since Sep 2011

Past bookings: 14 bookings

Response rate: 100%

Response time: within 11 minutes

Last seen: 21 days ago

Number of properties: 12

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