Old villa nestled in the hills of Chianti

Certaldo, Toscana
$897 avg/night Minimum Stay 5 Nights
Bed 5

Bed

Bath 6

Bath

Home Villa

Property Type

Sleep 12

Max Sleeps

Night 5 nights

Min Stay

Villa Il Casolare is a complex of 350 m2. It was built in the 18th century and it dominates the hills of Tuscany. It boasts a breathtaking panorama appreciated in every side of the villa, because it is unobstructed on all four sides. The structure was renovated in January 2014 (with Tuscan style), and combines the love for antique Tuscan décor with the most modern comfort and luxury: every detail is intended for the pleasure and relaxation of the client.
The structure, consisting ofa main house, an attached house, and a private swimming pool immersed in nature, is located on a hill in a dominating position. It is surrounded 360° by a park of one hectare decorated with cypress trees, fruit trees, olives, and vines. It is located a few kilometres away from Certaldo. This is a privileged location for those who desire relaxing and calm holidays and want to visit the most beautiful city of art in Tuscany.

Main House
Ground floor: access through three different entrances, spacious hallway, reading room/library, living room with fireplace and TV, dining room, independent kitchen with fireplace, small bathroom, and cellar with a selection of wines and oils.

First floor: TV room, 5 bedrooms with en-suite bathroom
Red Suite: bedroom with king size bed, built in wardrobe, desk, and bathroom with shower.
Yellow Room: bedroom with two single beds, wardrobe, chest of drawers, armchair, and bathroom with shower.
Green Suite: bedroom with two single beds, wardrobe, and bathroom with shower.
Blue Suite: bedroom with king size bed, wardrobe, desk, armchair, and bathroom with shower.
Pink Suite: bedroom with king size bed, wardrobe, chest of drawers, and bathroom with shower.

The living room on the first floor is accessed via a magnificent 'Colombaio' staircase that rises along the structure and offers a splendid panoramic view of the Chianti Classico hills.

Attached House
The veranda in front of the house leads to a typical Tuscan barn, in which there is a spacious living room with fireplace and a fully equipped gym, all surrounded by large windows that assure exceptional brightness and a view of the surroundings.
Veranda: attached to the barn, it is a lovely porch with wide arches and offers a breath taking view of the surrounding hills. It is equipped with a large dining table to enjoy fantastic outdoor dining moments.

Swimming pool
It is nestled a few steps away from the house. The pool measures 14 x 7 m. The surrounding solarium is built from handmade bricks typical of the region. It is completed with sun beds, beach chairs, chairs, and umbrellas.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly
  • BEACH

    Beach Sun Loungers Beach Towels
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3767 Sq Ft (350 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine
  • PARKING

    Car Required Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Private Pool
  • BATHROOMS

    6 Bathrooms Bidet Hair Dryer Shower Soap Towels Provided
  • LANGS SPOKEN

    English Italian
  • THINGS TO DO

    Cave Exploring Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Hiking Nearby Horse Riding Nearby Hunting Nearby Mountain Biking Nearby Swimming Nearby
  • ENTERTAINMENT

    Books DVD Player Stereo TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Hospital Near Outlet Shopping Near The Bay
  • SERVICES AND CONVENIENCES

    Chef Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Designated Smoking Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Norma B.

    Submitted Oct 22, 2025

    Stayed Oct 13, 2025

    We had the most beautiful time. Perfectly located. Loved the views, loved the bedrooms and private bathrooms, loved the kitchen and all the kitchen supplies. Highly recommended. Thank you!!

  • Danny M.

    Submitted Oct 2, 2025

    Stayed Sep 20, 2025

    Great accommodations and wonderful hosts. Certaldo was a pleasant surprise and a central location for our Tuscany adventures. Owners were very helpful with house specifics and arranging for serveral amazing restaurants. Saluti!

  • Suman C.

    Submitted Jul 1, 2025

    Stayed Jun 21, 2025

    We spent a lovely week in this beautiful property. Eleonara and Andrea are amazing hosts. I would most certainly recommend them and we would definitely go back.

  • Nigel P.

    Submitted Jun 2, 2025

    Stayed May 24, 2025

    We loved everything about this property, inside and out. Great house, beautiful grounds and views, and a large, family-friendly swimming pool. Our party covered 3 generations and we all had a thoroughly enjoyable time. A special mention to the hosts, Andrea and Eleonora, too, who couldn’t have been more welcoming or helpful - whether it was recommending a restaurant for lunch or a pizzeria that did great takeaway. We had a truly excellent time in a very beautiful house.

  • Mo & Shelly R.

    Submitted Oct 10, 2024

    Stayed Oct 1, 2024

    Our group of six enjoyed a week long stay in this villa and it was wonderful. The villa is stunning as are the grounds and surrounding countryside. We were able to easily take day trips to Florence, Siena, San Gimignano, Volterra, and the Chiantigiana road from this location. Our host Eleonora was exceptional. She was more than accommodating, had great suggestions on activities for our group, and helped us extensively during our stay. Eleonora and her mother also prepared two evening meals for our group that were just outstanding. A real welcome to Tuscany. We strongly recommend this property.

  • Mouhammad Z.

    Submitted Jul 24, 2024

    Stayed Jul 11, 2024

    Staying in this listing with my family was an absolute delight. The Villa is massive, super well equipped (each bedroom has its own bathroom & shower!!), and keeps its cool indoors on hot summer days. The views of tuscan hills during breakfast or during sunset are postcard perfect. We were not missing anything and wished we could stay longer! Eleonora was a wonderful host, super communicative and always ready to help. It's the perfect spot for a vacation to disconnect from busy city life. Can only recommend.

  • john j d.

    Submitted Jun 23, 2024

    Stayed Jun 3, 2024

    The villa is beautiful. Exactly as one would envision on the perfect trip to Tuscany. It is fully restored and new. A comfortable home for the week in the hills near Certaldo. Eleonora was great and very helpful with information about the area. We thoroughly enjoyed. One caution for future guests is that we were charged for diesel for hot water. A minor complaint but should be included in the rental price.

  • Todd F.

    Submitted Jun 20, 2024

    Stayed Jun 10, 2024

    From check in to check out, the entire stay at Villa Il Casolare was beyond what we expected. We chose this villa because of location and the high rating it received. It was super clean and the location was perfect for our day trips. We did day trips to Florence, Siena, Rosignano and San Gimignano and all were within and hour drive except Rosignano(90 minutes). The villa was far more beautiful in person than the pictures described. The views and setting were spectacular. So many scenic drives leaving the villa. When you leave the driveway, make a right to wherever you're going, simply beautiful views. Eleanora could not have been more hospitable. She was very responsive before checking in and was always available for questions during our visit. Eleanora and her mother made our group of 8 the most delicious dinner our last night there. We ate outside and enjoyed the beautiful dinner with a beautiful sunset. Perfecto!! I would 100% recommend this property. The entire experience was first class from start to finish. Bravo Eleanora(and Mom) and Villa Il Casolare. We will be back!!

  • Karolina A.

    Submitted Apr 20, 2024

    Stayed Mar 30, 2024

    Lovely house in an even more lovely landscape. Would highly recommend.

  • Michael L.

    Submitted Mar 31, 2024

    Stayed Mar 23, 2024

    Staying at this beautiful house in Tuscany was beautiful. From the stunning views of the rolling hills to the charming rustic interiors, every aspect of our stay exceeded our expectations. The house was immaculately clean, well-maintained, and equipped with all the amenities we needed for a comfortable stay. The location of the house was perfect for exploring the enchanting towns and vineyards of Tuscany, allowing us to immerse ourselves in the rich culture and history of the region. Overall, our stay at this house in Tuscany was nice. Highly recommended for anyone seeking a perfect blend of comfort and authentic Tuscan charm.

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Total

Includes taxes and fees
$897+
View details