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Main bedroom features. (all the windows of the villa have screens , to enjoy warm summer nightsThe pool and the surrounding views
Entire house

Tuscany, Stylish Villa Private Pool, Wow Views. Villa Castello Roccolo


Tuscany, Stylish Villa Private Pool, Wow Views. Villa Castello Roccolo

6 guests
3 bedrooms
4 beds
3 baths
6 guests
3 bedrooms
4 beds
3 baths
Air conditioningThis is one of few homes in this area that has this feature.

"The view from here - just stunning - and the home is perfect in every way from the Infinity pool to the stylish bedrooms and Apple TV. We were - At home in Tuscany" !

Perfect for friends and family visiting Tuscany. 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" - An important feature for guests are the screened bedroom windows for extra comfort during those warm summer months.
The villa is set within an olive grove where the visible ruins of an ancient defence castle of Castiglion Fiorentino can be explored and enjoyed. Adjacent to the larger villa is a (de-consecrated) church from the 12th century which is also being restored and could be used for small weddings and anniversary celebrations - but always private and exclusive

The Villa and its annex 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


Free parking on premises
Wireless Internet
Laptop friendly workspace
Air Conditioning
Cable TV

Sleeping arrangements

Bedroom 1
1 king bed
Bedroom 2
2 single beds
Bedroom 3
1 king bed

House Rules

No parties or events
Check-in time is 3PM - 8PM
Check out by 10AM


Well-lit path to entrance
Bathtub with bath chair


11 Reviews

Jane User Profile
October 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 welco…
Dom User Profile
August 2016
Very very enjoyable stay. The view is amazing, everyday. It really is a stunning location. The pool is great and the local town is a winner for meals out and not many tourists. Highly recommended.
Anders User Profile
September 2017
This beautiful renovated old stone house on a mountaintop with a panoramic view is one of the best experiences we had when it comes to villas that are located privately. The pictures are great but even better in real life :) You can watch that view all day long ! Terry was a perf…
Su User Profile
August 2017
The photos aren't telling the whole truth. They can't. It's a magical location, with views towards wonderful Castiglion Fiorentino and the landscape, views that changes throughout the day; from early morning sunshine to the stars in the night. Enjoy poolside; couldn't be a better…
Jelle User Profile
July 2017
We had a wonderful stay with our family at Villa Castello Roccolo. When we arrived, we had a lovely welcome by Terry who made us feel at ease throughout our stay and gave us helpful tips to find our way around Castiglion Fiorentino.   The house itself is cozy and lovely, with a r…
Campbell User Profile
July 2017
Lovely, lovely home. Lovingly restored, drop-dead spectacular views, killer pool. Rustic and charming. Beautiful place, kind owner, and a professional, responsive, helpful manager. The only real downside is the heat -- there's no AC, and during hot Tuscan summer nights, sleeping…
Terry User Profile
Response from Terry:
Thank you Campbell for choosing to stay with us at Villa Castello Roccolo in Tuscany, and for your warm and helpful review of the villa. Regarding the A/C this is not mentioned in the list of amenities - although there are prepositions in the house so that it can be included for next year. This year however, we have seen unprecedented temperatures across southern Europe and especially in Italy - which of course has made the heat a problem for some. THe villa though does have window shades and nets which when used to shield the morning sun, can be an effective means of maintaining a comfortable temperature along with the very thick stone walls. We wish you happy and safe travels and, to return to Tuscany to explore more of its wonderful culture, countryside and treasures.
July 2017
Kristen User Profile
June 2017
Our stay absolutely exceeded our expectations. Unbeatable views. Pool and grounds were amazing. The town is only a few minutes away with restaurants and markets. Will definitely be coming back!

Hosted by Terry

Joined in October 2017
Terry User Profile
76 Reviews
Response rate: 100%
Response time: within an hour
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