Since 1982

Nice little touches

  • Montestigliano is a beautiful spot and this house is a great choice for a family holiday. There is help with cooking and meals and the children always meet new friends.
  • The two swimming pools mean there is one that is kept quiet for reading and relaxing while the second one - further away from the houses - is for fun and frolics.

Good to know

  • Wireless internet available in all apartments, estate office, courtyard, furnished gardens and near swimming pools.
  • Pets are welcome, but only in Mid and Low seasons and never allowed around the swimming pools

Villa Giancarlo is a distinguished villa forming part of the extensive Montestigliano estate of 3.000 acres just south west of Siena.

Situated in exceptionally picturesque countryside, Montestigliano has all the characteristics of the classic Tuscan Great Estate: avenues of cypresses, vineyards, olive groves, woodlands and neat, cultivated fields. Other farmhouses on the estate have been converted for holiday use. Villa Giancarlo is the heart of this historic hamlet and has elegant period interiors that speak of ancient prosperity and status, with large, nobly proportioned rooms with high, beamed, decorated ceilings and antique furniture.

Accommodation

Villa Giancarlo is the large villa that presides over the hamlet's square, its formal orange facade acting as a backdrop to many a wedding photo and souvenir pic.

The entrance is from an external and formal staircase into a large entrance hall. On the left you'll find a simple kitchen connected to a dining room. On the opposite wing of the house there are two living areas that open onto a large panoramic terrace overlooking one of the swimming pools of Montestigliano‘s hamlet, with long-reaching views of the skyline of Siena.

Also on the ground floor, there is a single bedroom with a French bed and a bathroom with a shower.

From the entrance hall a wide staircase leads upstairs, where a large hall mirrors the downstairs entrance hall. From this elegant hall doors lead to two double rooms with bathrooms ensuite, one single bedroom with a French bed with bathroom ensuite and two double bedrooms sharing a comfortable family bathroom.

A large terrace surrounds the whole ground floor of the Villa and is fully equipped for dining out. From the terrace you can also enter a narrow and long Italian-style garden, a peaceful area where you can relax, read and enjoy the Tuscan landscape.

Features

Villa Details

  • Swimming Pool
  • Wifi
  • Free Parking
  • Fenced Pool
  • Pets Welcome

Bedrooms and Bathrooms

  • 5 Twin / Double Bedrooms
  • 3 Bathrooms With Showers
  • 1 Bathroom With Bathtub
  • 1 Hairdryer, More Available On Request

Kitchen equipment

  • Oven
  • Dishwasher
  • Italian And French Press Coffee Makers
  • Kettle
  • Toaster
  • Fireplace
  • Home Grown Produce Available In The Farm Shop

Amenities

  • Wifi Internet
  • Television
  • Dvd Player
  • Cd Player / Radio
  • Washing Machine
  • Iron And Ironing Board
  • Baby Bed And High Chair Available On Request
  • Fans Available On Request

What's included

  • Final Cleaning Included
  • Pool Towels Provided (From Estate Office)
  • Firewood Provided
  • Central Heating

Extras

  • Arrival Groceries On Request
  • Cooking Lessons Available On Request Available On Request, For Adults And Children
  • Babysitting Available On Request
  • Children's Equipment Available On Request: Push Chair, Changing Mat, Bath, Stair Gate, Rocker, Babysitting
  • Extra Cleaning Available On Request
  • Ceramics And Art Courses For Adults And Children
  • Bicycles Can Be Arranged On Request
  • Transport And Tours Available On Request
  • €300 Cautionary Deposit On Card On Arrival (Authorisation Only)
  • Tourist Tax €1.50 Per Night Per Person Over 12, For Up To 6 Nights Only
  • Cot And High Chair €50 Per Week To Be Paid On Site
  • Extra Beds May Be Provided At €50 Per Bed Per Night

Outdoors

  • 2 Shared Swimming Pools, Both With Diving Boards And Sun Loungers. There Is A 'Quiet Pool' (16 X 6.5 M) Which Is Not Suitable For Children And A 'Family Pool' (15X7.5M, Depth Of .90- 2.50 M.) With A Shallow End Suitable For Children, With Parental Supervision. Pools Are Open From 1St June To 31St September.
  • Furnished Private Garden
  • Barbecue
  • Workshop And Conference Space In Estate Common Areas In The Granary - Large Space (14 X 28 M) Suitable For Art Courses Or Conferences.

Nearby Activities

Photos

Click on any photo to enter gallery

Reviews

“ Everything we had hoped for. ”

The host could not be more gracious and accommodating. Doing the on site dinners is a must as they are fun interaction and the food is great. Dinner night the sell the wine pizza night you can bring your own. The villas are spacious and clean with a rustic feel.
An amazing property!!!!

H., Texas staying in Villa Giancarlo . May 2024

“ An Exceptional Experience For Our Destination Wedding ”

We held our destination wedding with 50 friends and family members at Montestigliano and the venue and staff far exceeded our expectations. Each guest accommodation was comfortable, well appointed and full of historic charm. The setting was spectacular with its commanding hilltop views of the surrounding Tuscan countryside. And the cuisine was spectacular! But what really made our wedding exceptional were the staff members at Montestigliano. From the moment we stepped on the property they treated us like family. They couldn’t have been more welcoming, accommodating, creative and thoughtful about each detail of our wedding events, which took place over the course of four days. Our guests jokingly told us that our wedding was so spectacular and special that it ruined all weddings they’ll attend in the future! We are eternally grateful for the kindness and love extended to us by the staff at Montestigliano. We will be back, without hesitation!

G., Washington staying in Villa Giancarlo . Sep 2021

Where is Villa Giancarlo ?

Getting here

  • Florence airport 1 hr 30 mins
  • Pisa airport 2hrs 30 mins
  • Rome Fiumicino airport 2hrs 30 mins

Around Villa Giancarlo

There are two large swimming pools shared by guests at the main villa and the farmhouses. Both have ample sun furniture and extensive views across the countryside as far as Siena. The pool nearest the villa is reserved for people who want peace and quiet.

The estate buildings form a small complex with some farmhouses and agricultural buildings in a beautiful position on top of a hill, with extensive views of the surrounding countryside. Wide, sandy floored cypress lined avenues traverse the forested hills of the estate, often terminating in belvederes at the most impressive viewpoints.

Although many of the stone benches which once flanked the avenues have gone, enough still remain to provide resting places on your walks down these romantic remnants of a more leisured era. Through the tangled woodlands, across the cultivated plain below, one can see Siena and the Chianti hills in the distance, and there is a rare abundance of wild flowers and animals. Wine, olive oil and other farm produce is for sale and guests are very welcome to watch or join in with agricultural activities.

Nearby Activities

  • Simple shop/restaurant in Orgia 2 kms
  • Shops, bars and restaurants in Rosia 5 kms
  • Siena 15 kms

Villa Giancarlo: Sleeps 10
€ 4320 to 5940 per week

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Calendar for Villa Giancarlo

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How to book

Is Villa Giancarlo perfect for you?

For over 40 years, Invitation to Tuscany has personally selected and visited every villa we represent. Our team knows each property and its surroundings intimately - allowing us to help you choose the perfect home for your family or group, and to make your stay as memorable as the place itself.

How to Book

Check availability: View pricing and availability in the calendar above. To book online, click your desired arrival date, then your departure date. The calendar will grey out dates for stay lengths that aren't accepted—most villas book Saturday to Saturday, but many also allow shorter stays or flexible dates.

Need help choosing?

We visit our properties regularly and can provide firsthand advice based on your wishlist. Contact us and we'll help you select the best villa for your holiday. Secure your dates: We can hold your preferred dates for 48 hours while you confirm flights and coordinate with your group. To confirm, simply pay the 30% deposit. Your balance will be due 10 weeks before arrival.

Complimentary Concierge Service

Every booking includes our free concierge service to help make your stay special:

  • Up to 3 activity or restaurant bookings per stay
  • Local recommendations and insider knowledge
  • Standard check-in coordination
  • General travel assistance

Need more support? Our Concierge Plus (€300) provides dedicated planning support for guests requiring more activity bookings, larger group logistics, or special occasions. Please note that weddings and event planning do not fall under this. Request this when booking or as early as possible.

Flexible Booking Options

Easy cancellation: Add XCover to your booking for a full refund if you can't travel. You can add XCover anytime before paying your balance - just ask your agent. See our Booking Conditions and XCover for more information. Need to change dates? Let us know - we can often modify your booking rather than cancelling outright.

Worth Knowing

Tourist Tax: Many local administrations charge a tourist tax for rental accommodation, which varies by town. Charges typically range from €0.50 to €5 per person per night, with a maximum of 5-7 nights. Children are sometimes exempt. These charges are collected by property owners and paid directly to them.

Still Have Questions?

Call us for quick answers - we're here to help. You'll also find lots of useful information in our FAQ page . Haven't found the perfect villa yet? Browse our suggestions below!

CIN: IT052034B5XODYGVBO

Booking Notes

  • This property is subject to a €300 cautionary deposit on card on arrival (Authorisation only)
  • Tourist Tax €1.50 per night per person over 12, for up to 6 nights only
  • Cot and High Chair €50 per week to be paid on site
  • Extra beds may be provided at €50 per bed per night