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Old villa nestled in the hills of Chianti

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A poolside table with fruits and drinks, surrounded by a pool and a garden.
A room with a large window, a round patterned rug, two light-colored chairs, and a wall-mounted light fixture.
An outdoor dining area with a stone wall, wooden table, and chairs, under a wooden ceiling with exposed beams.
A terrace with a brick wall, a potted plant with red flowers, and a view of a rural landscape with trees and buildings.
A large estate with a swimming pool, surrounded by lush vineyards and rolling hills.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms6 bathroomsSleeps 12

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Barbecue grill

Explore the area

View in a map
Certaldo, Toscana
  • Place, Casa del Boccaccio
    ‪16 min drive‬
  • Place, Palazzo Pretorio
    ‪16 min drive‬
  • Place, Church of Saint Jacob and Saint Philip
    ‪16 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪53 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 · Hair dryer

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 · Hair dryer

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
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 2 total
100,00E small/mid dogs (25kg) 200,00E big size
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Smoking

Smoking allowed: in designated areas

Important information

You need to know

Property # 1572064
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property accepts cash
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 a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Certaldo

Located in Certaldo, this villa is in a rural area. The area's natural beauty can be seen at Castelvecchio Natural Reserve and Alta Val d'Elsa River Park, while Teatro del Popolo and San Casciano 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 hiking and hunting nearby.
Map
Certaldo, Toscana

What's nearby

  • Casa del Boccaccio - 16 min drive - 12.2 km
  • Palazzo Pretorio - 16 min drive - 12.2 km
  • Church of Saint Jacob and Saint Philip - 16 min drive - 12.2 km
  • Tenuta Torciano Winery - 22 min drive - 19.6 km
  • Montegufoni Castle - 23 min drive - 21.0 km

Getting around

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

Restaurants

  • ‪L'Artevino - ‬19 min drive
  • ‪Il Castello - ‬12 min drive
  • ‪Bar Circolo Arci Tennis Certaldo - ‬13 min drive
  • ‪Jam Café - ‬12 min drive
  • ‪L'Osteria di Casa Chianti - ‬8 min drive

Frequently asked questions

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

Yes, this property has a pool.

How much does it cost to stay at Old villa nestled in the hills of Chianti?

As of 18 Aug 2026, prices found for a 1-night stay for 2 adults at Old villa nestled in the hills of Chianti on 6 Sept 2026 start from £3,777, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

Yes, this property allows pets (limit 2 total).

How much is parking at Old villa nestled in the hills of Chianti?

On-site parking is available at the property.

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. Tenuta Maiano and Castle of Oliveto are also within 6 miles (10 km).

About the host

Hosted by Eleonora Casini

Host profile image

Languages:

English, Italian
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