Entire home

Old villa nestled in the hills of Chianti

Photo gallery for Old villa nestled in the hills of Chianti

Pool
Property grounds
Exterior
Exterior
Exterior

Reviews

10 out of 10
Exceptional
5 bedrooms6 bathroomsSleeps 12350 sq m

Popular amenities

  • Parking available
  • Gym
  • Washer
  • Fireplace
  • Barbecue grill

Explore the area

Map
Certaldo, Toscana
  • Casa del Boccaccio
    ‪12 min drive‬
  • Tenuta Torciano Winery
    ‪18 min drive‬
  • Antinori nel Chianti Classico
    ‪24 min drive‬
  • Florence (FLR-Peretola)
    ‪71 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Blue Bedroom

1 Queen Bed

Green Bedroom

1 Queen Bed

Pink Bedroom

1 King Bed

Red Bedroom

2 Single Beds

Yellow Bedroom

2 Single Beds

6 bathrooms

Blue Bathroom

Bidet · Toilet · Shower only

Gray bathroom on ground floor

Toilet · Shower only

Green Bathroom

Bidet · Toilet · Shower only · Hair dryer

Pink Bathroom

Toilet · Shower only

Red Bathroom

Bidet · Toilet · Shower only · Hair dryer

Yellow Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Dining area

About this property

Old villa nestled in the hills of Chianti

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 of a 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.

Property manager

Eleonora Casini

Languages

English, Italian

Add dates for prices

Amenities

Pool
Kitchen
Washer
Pet-friendly
Gym
Outdoor space

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: limit 4 total
Si (100,00 euro for pet/week)
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Smoking

Smoking allowed: in designated areas

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is no smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is required for transport to and from this property

About the area

Certaldo

Located in Certaldo, this villa is in a rural area. The area's natural beauty can be seen at Rocca of Montestaffoli and Alta Val d'Elsa River Park, while Museum of Sacred Art and Vine and Wine Museum are cultural highlights. Il Fiaschetto and Chianti Observatory are also worth visiting. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
Map
Certaldo, Toscana

What's nearby

  • Palazzo Pretorio - 12 min drive - 6.8 km
  • Casa del Boccaccio - 12 min drive - 6.8 km
  • Tenuta Torciano Winery - 18 min drive - 13.9 km
  • Antinori nel Chianti Classico - 24 min drive - 20.0 km
  • San Gimignano Communal Palace - 26 min drive - 20.2 km

Getting around

  • Certaldo Station - 12 min drive
  • Peretola Airport (FLR) - 71 min drive

Restaurants

  • ‪Il Castello - ‬12 min drive
  • ‪C'era Una Volta - ‬10 min drive
  • ‪La Cucina di Giuseppina - ‬12 min drive
  • ‪Ristorante Antica Fonte - ‬12 min drive
  • ‪Osteria Del Vicario - ‬12 min drive

Frequently asked questions

Does Old villa nestled in the hills of Chianti have a pool?

Yes, this property has a pool.

Is Old villa nestled in the hills of Chianti pet-friendly?

Yes, this property allows pets (limit 4 total).

What time is check-in at Old villa nestled in the hills of Chianti?

Check-in begins at 4:00 PM.

What time is check-out at Old villa nestled in the hills of Chianti?

Checkout is at 11:00 AM.

Where is Old villa nestled in the hills of Chianti located?

Situated in a rural location, this villa is within 6 miles (10 km) of Palazzo Pretorio, Church of Saint Jacob and Saint Philip and Casa del Boccaccio. Museum of Sacred Art and Tenuta Maiano are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 52 out of 54 reviews
Rating 8 - Good. 2 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Totally stunning!
Many thanks Eleonora and Andrea for making it possible for us to stay and enjoy your beautiful Villa il Casolare! It was a magical experience for 7 Australians who fell in love with the Villa, it’s location, Old Town Certaldo and all the amazing Medieval towns and cities we explored. The Villa was so comfortable, spacious and beautifully appointed and the pool was a huge plus. We had so much fun and look forward to returning in the future. We highly recommend Villa il Casolare, Certaldo as we loved our stay.❤️🐶
Stayed 5 nights in Oct 2022

10/10 Excellent

Tim W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous week in heaven
The property was exactly as described, and Eleonora a perfect hostess. Beautiful view, amazing pool. Very relaxing. Highly recommended.
Stayed 7 nights in May 2022

10/10 Excellent

Mo & Shelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful villa in Tuscany
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.
Stayed 7 nights in Oct 2024

10/10 Excellent

Mouhammad Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
True Tuscan Experience
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.
Stayed 7 nights in Jul 2024

10/10 Excellent

john j d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Villa in the Hills near Certaldo
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.
Stayed 6 nights in Jun 2024

10/10 Excellent

Todd F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Better than advertised
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!!
Stayed 5 nights in Jun 2024

10/10 Excellent

Andreas S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Urlaub mit Freunden
Wunderbar, Sommer, Sonne, Rennradfahren, Kultur, gemeinsam Kochen, Relaxen am Pool Die Lage ist sensationell
Stayed 7 nights in May 2024

10/10 Excellent

henrik f.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastisk villa
Lækkert hus, meget gennemført, alle detaljer er bare i orden. Vi var en famile på 9. Yngste var 1 år, ældste 92 år og vi havde et fantastisk ophold med en vært der bare hjalp os med alt.
Stayed 5 nights in May 2024

10/10 Excellent

Karolina A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tuscan dream
Lovely house in an even more lovely landscape. Would highly recommend.
Stayed 5 nights in Mar 2024

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House
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.
Stayed 7 nights in Mar 2024

8/10 Good

Sydney C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very good stay close to Certaldo
Great villa with 5 large rooms, each with its own full bathroom. Large common room and kitchen - great for getting all guests together. Place it 10 min by car from downtown Certaldo, and great for a base for exploring Toscana (we did Florence, Siena, Val d'Orcia, San Gimignano, Volterra) on day trips.
Stayed 8 nights in Dec 2023

10/10 Excellent

Karin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Villa in den Hügeln der Toskana
Wir haben einen sehr schönen ruhigen Aufenthalt und der Villa. Das Haus ist ruhig und schön gelegen. Die Städte Siena , Florenz und San Gimignano sind sehenswerte Städte in der Umgebung. Und auch unsere Sportler haben coole Biketouren genossen.
Stayed 7 nights in Oct 2023

10/10 Excellent

Linda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Memories with lifelong friends at Il Casolare
The perfect setting for a perfect vacation with amazing friends of 60 + years!..The pictures of this beautiful home do not portray the exquisite decor and furnishings of each room..The views are breathtaking and Eleonora is so sweet and personable..A pleasure to speak with and so helpful! Our stay was a dream come true for each one of us!
Stayed 5 nights in Oct 2023

10/10 Excellent

Heather s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing time in Tuscany
A group of college friends and spouses spent two weeks in this amazing villa. It was fantastic! The Villa is beautiful, well equipped, and able to fit a large group easily. We enjoyed the pool every day. Eleanora was wonderful to communicate with. Definitely worth a stay. And the location is fantastic for day trips.
Stayed 13 nights in Sep 2023

10/10 Excellent

Larry L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect match
My wife and I have used VRBO to rent Several homes in Italy during the past several years. On this occasion we were looking for a large home 5 bedrooms with 5 en suite bathrooms with walk-in showers. The property had been refurbished from its original footprint and remodeled to the most current both rooms and upgraded kitchen. All of the windows are screened and even on the hottest days the interior was cool due to the thick rock walls we were 7 people and never felt cramped. Tons of room to find your own space It is centrally located in Chianti region for day trips to Siena, Montalcino, Montepulciano, Volterra, San Gimignano. The train station in Certaldo is easy to use for Siena, Pisa and Florence. The kitchen is large and had a US sized refrigerator with ice maker!!!! We asked Eleonora and her mother Lydia to cater a dinner each week and we enjoyed it in the outside covered patio and enjoyed watching the geckos munching on the moths attracted by the lights!!! The swimming pool was immaculate and kept extremely clean. A fig tree on the property kept us supplied with beautiful fruit and the quiet countryside gave us the peace we desired. There were a few issues like light bulbs in the kitchen that kitchen that required replacement and a small bedroom bathroom sink leak that were fixed immediately upon notice. We would readily recommend and return to this property.
Stayed 14 nights in Sep 2023

10/10 Excellent

Shaheen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
FANTASTIC. If you find it, book it!!
Simply amazing. Everything about this experience surpassed our expectations. First, the property itself is stunning. Pictures hardly do justice. The home is also extremely comfortable and came fully equipped with everything we needed for a fun and relaxed stay. Second, the town of Certaldo - 10 min drive away- is fantastic! It has excellent restaurants, an old medieval area and is far less crowded compared to neighbouring towns like Sienna. Last but not least, Eleonora is simply wonderful. She went above and beyond to make us feel at home.
Stayed 7 nights in Jul 2023

10/10 Excellent

Kurt F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Traumurlaub
Die Villa bietet alles was man erwartet und mehr. Die Übergabe beim Ankommen sowie bei der Abreise war sehr unkompliziert. Man kann sich keine bessere Gastgeberin als Eleonora wünschen. Das Abendessen, welches sie uns zubereitet hat war einfach HAMMER.
Stayed 7 nights in Jul 2023

10/10 Excellent

Christina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Three-generation get-together in Tuscany
We had a wonderful week in the house. We all appreciated the spacious areas, the kitchen and the pool, perfect for relaxing and family dinners in the patio. We were 8 adults and 2 children, and all bedrooms and bathrooms were very clean and comfortable. Eleonora was very helpful with everything we needed help with and also arranged a very nice dinner for us in the house.
Stayed 7 nights in Jun 2023

10/10 Excellent

Kaelan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay in picturesque Tuscan countryside.
This was our first family trip to Italy and the villa made it special. This property is huge and views even better than in the pictures. It could easily accommodate two families. The pool is very clean and a huge added bonus for days you want to stay at the villa. Kitchen is functional and well suited for large meals. There’s a small town about 15 minutes drives away with a pizzeria and two excellent restaurants. You can also travel to Certaldo where’s there’s a grocery store and a lot of restaurants in the old town. Overall, it is very well located if you want to travel the Chianti region. The only thing I would caution is the mosquitos if you’re not from a tropical area. They are everywhere in the area and I’d highly recommend getting bug spray.
Stayed 7 nights in Jun 2023

10/10 Excellent

Dennis D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Party of 8 adults
We had 4 couples 55-64 age, and family that stayed a week. Eleonora a was a fabulous post. Communication throughout the process was great. The night we arrived, we had Eleonora make a meal for us for my wife’s 60 b-day. It was a feast and wonderful. Everything at the villa surpassed our expectations. The views from the back patio of the Elsa valley and San Gimignano were like a post card. Can’t say enough great things about this place. We certainly hope to cone back
Stayed 7 nights in May 2023

10/10 Excellent

Susan B., Martha's Vineyard, MA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Better place to stay then what the photos show
Owners were easy to deal with very accommodating! Villa was spacious each room had its own bathrooms, the grounds & views from the villa were amazing. Unfortunately we had mostly rain but there were many places to sit outside & to enjoy the views. The pool was nice but did not use it. They take recycling serious which we liked. Long flight of stairs up to the bedrooms a bit hard to bring up heavy luggage. Would definitely rent it again!!
Stayed 6 nights in May 2023

10/10 Excellent

Gillian G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in Chianti
Our multigenerational family had a wonderful stay. Elenora and her mother made us a delicious dinner upon our arrival (I would highly recommend taking her up on this offer). The house was comfortable and well equipped. It was well located to explore so much of what Tuscany has to offer including an easy ride to Firenze.
Stayed 5 nights in Feb 2023

10/10 Excellent

Cathy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding stay!!!
We were a group of 8 from Canada and had a fantastic stay !! The villa was gorgeous! We were so lucky to be able to watch the process of picking and processing the olive oil!! Eleanora and her father were so hospitable and helpful with all of our questions! We also had a dinner made for us one evening and highly recommend that also!! Thank you Eleanora and your family for the wonderful stay!!!
Stayed 5 nights in Nov 2022

10/10 Excellent

William V., Rochester, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Property
This was the perfect property for me and our family. It is spacious, well appointed, and in a wonderful setting. Our hosts were also easy to deal with, communicative and just really good people. I highly recommend the villa!!
Stayed 8 nights in Sep 2022

10/10 Excellent

Christopher W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wunderschöne alte Villa
Die Villa ist wunderschön und hat trotz Renovierung wirklich noch Ihren Charm behalten. Klar hier und da ist mal ne Tür etwas schwerfällig und knarrt ein wenig aber gerade das macht es aus. Der Ausblick ist fantastisch und man ist bis auf eine etwas „nähere“ zweite Finca nur von Weinbergen umgeben. Was für den den einen ein Vorteil ist kann für den anderen aber auch ein Nachteil sein, da man mit dem Auto ca 20 Minuten zum größeren Supermarkt brauch. Certaldo an sich ist nicht die schönste Stadt aber dafür ist die Certaldo Alstadt um so schöner und viele schöne Gebiete sind gut mit Auto oder mit dem Zug erreichbar
Stayed 14 nights in Aug 2022

About the host

Hosted by Eleonora Casini

Host profile image

Languages:

English, Italian