Mon-Sun 9am-5:30pm GMT+1 1-929-445-5929 Toll Free

Sign in


Tregole, Castellina in Chianti - Siena and Chianti

7 bedrooms 7 bathrooms 14 guests Private Pool 0 - no reviews - no reviews 0

The vine-clad hills of Chianti are the classic image of Tuscany and the beautiful backdrop for Villa Tregole. Here in the heart of the Classico vineyards, a working winery has been turned, in part, into a supremely comfortable property where groups of friends or extended family can gather.

You could easily immerse yourself in the rural solitude of this peaceful retreat, where the sound of the winery’s activity provides a gentle distraction and a cultural connection. You might only stray from your lounger to enjoy a tasting of the owner’s wines, or to trace the path through the woods for lunch at the restaurant in Fonterutoli. Yet there are so many nearby temptations for an outing – the Classico wineries, the historic towns of Castellina and Radda, the charming city of Siena, and some fantastic mountain biking and walking terrain.

This handsome stone property is next to the welcoming owner’s home yet completely private. It’s such a clever choice for get-togethers. Inside the main house, a spacious living room leads to a large kitchen-diner. The four bedrooms, all en-suite, are on the first floor, away from the hubbub. Two separate apartments offer a little more privacy for those who like their space. Throughout the rooms, prettily decorated in pastel shades, you’ll find the traditional features of a Tuscan country home – large fireplaces, terracotta floors, wooden beams, vaulted ceilings, shuttered windows.

All three dwellings have private entrances, yet spill out onto open and covered terraces that take full advantage of the villa’s setting on a ridge. Here you can dine on feasts of your own making – or created to order by the owners – while gazing at the rolling hills laced with olive groves and oak woods. Below is a luxurious pool with a wraparound sundeck – yet another place from which to indulge in this villa’s main pursuit, the idle contemplation of dreamy views.

Ground floor

Lounge/ Diner/ Kitchen

Two sofas, armchairs, coffee table, two wicker chairs, side table, Smart TV, dining table with 14 chairs, open fireplace, desk, Welsh dresser, fully equipped kitchen, fridge/ freezer, gas hob with 5 rings, two French doors to garden and terrace, terrace with a large tables and chairs.

Bathroom
WC, sink.

First Floor

Bedroom 1

Pair of twin beds (can be converted into a double if requested when booking), bedside table, wardrobe, chair, table, air conditioning.

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 2
Double bed (cannot be converted into twin beds), bedside tables, corner wardrobe, table, chair, air conditioning.

En-suite Bathroom
Shower, sink, WC.

Bedroom 3
Double bed (cannot be converted into twin beds), bedside table, wardrobe, chair, round table, air conditioning.

En-suite Bathroom
Shower, sink, WC.

Bedroom 4
Double bed (cannot be converted into twin beds), bedside tables, wardrobe, sofa, chair, chest of drawers, luggage stand, air conditioning.

En-suite Bathroom
Large shower, sink, bidet, WC.

Apartment 1
Ground Floor

Lounge/ Kitchen

Sofa, two armchairs, coffee table, TV, open fireplace, chest of drawers, round table, fully equipped kitchen, fridge/ freezer, gas hob with 4 rings, table, 4 chairs, French door to terrace.

Bedroom 5
Double bed (cannot be converted into twin beds), bedside tables, cupboard, built-in bookshelf, chair, luggage stand, air conditioning.

En-suite Bathroom
Large shower, sink, bidet, WC.

First Floor

Small Lounge

Sofa, armchair, wooden chest, side table.

Bedroom 6
Pair of twin beds (can be converted into a double if requested when booking), bedside tables, wardrobe, luggage stand, air conditioning.

En-suite Bathroom
Shower, sink, bidet, WC.

Apartment 2
Ground Floor

Lounge/ Diner

2 Sofas, coffee table, TV, open fireplace, table, 3 chairs, French door to terrace, terrace with table and chairs.

Kitchen
Fully equipped kitchen, fridge/ freezer, Welsh dresser, gas hob with 4 rings.

Bedroom 7
Double bed (cannot be converted into twin beds), bedside tables, cupboard, chair, luggage stand, air conditioning.

En-suite Bathroom
Bathtub with shower attachment, sink, WC.

Pool
Length: 14 meters
Width: 7 meters
Depth: 1.20 - 2.20 meters
Entrance: Roman steps
Opening times: 15th May to end of Sept
Fenced: Yes
Furnished: Sunlounger and gazebo
Cleansed: Chlorine-free
Distance from villa: 50meters


Facilities

Washing Machine
Air-conditioning
Internet
Terrace
Garden
Barbecue
Lounge
Fire place
TV
Kitchen
Oven
Filter coffee maker
Stove top
Microwave
Dishwasher
Espresso maker
Dishes/Utensils
Ensuite bathrooms
Hairdryer
Fridge/ Freezer
Infant bed/chair
Bed linen and towels
Pool towels
Fenced property
No pets
No smoking

To Tuscany Experiences
Save time and enjoy personalised services and experiences from the Tuscany experts, including private chefs, cooking courses, maid service, pre-arrival shopping, wine tastings and children's activities. With our unrivalled local knowledge, you can gain unique access to Tuscany's hidden treasures and make your trip to Tuscany an unforgettable experience. Click here for more info.

Review: 
"Excellent concierge service!! Valentina Petri's recommendations and her eagerness to help with great advises were priceless. She responded super quickly to all our questions and her suggestions were highly appreciated."
Source: Trustpilot.com/Review/To-Tuscany.com


Villa rates

  • 2022
Date range
7 night price
26 Mar - 28 May 2022
$5,704
28 May - 09 Jul 2022
$6,581
09 Jul - 27 Aug 2022
$8,775
27 Aug - 24 Sep 2022
$6,581
24 Sep - 12 Nov 2022
$5,704
12 Nov - 17 Dec 2022
$5,704
17 Dec - 31 Dec 2022
$6,581

House rules

The Security Deposit is €500 payable only in Euro cash is required on arrival. You will be reimbursed on check-out should no damage occur during your stay

Tourist tax: 1,50 € per person, per night for the first 7 nights, some exemptions apply.

Charged based on usage: Heating Villa, Air Conditioning

Arrival guide

Meet and greet
Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Approach road: Unpaved, even

Parking: Private, onsite parking - 10 uncovered spaces


Layout (500 sqm)

Ground floor
Lounge
Kitchen
Bathroom
Terrace
Dining Room
Annex ground floor
Lounge
Kitchen
Bathroom
Bedroom
Terrace
Annex 2 ground floor
Lounge
Kitchen
Bathroom
Bedroom
Terrace
Closed - no entry
Annex first floor
Lounge
Bathroom
Bedroom
First floor
Bathroom
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Bedroom
Bedroom

Villa location

How far are the airports? Distances and driving time
  • Florence Airport: 62km - 1h 00m
  • Aeroporto Pisa: 108km - 1h 36m
  • Aeroporto Perugia: 137km - 1h 40m
How far are the nearest towns? Distances and driving time
  • Castellina in Chianti: 5km - 0h 09m
  • Radda in Chianti: 16km - 0h 24m
  • Monteriggioni: 17km - 0h 23m
The closest town with shops to Casanovina is Castellina in Chianti, which is 7km away. This market town also has a good selection of restaurants.

Availability Guide

May 2022
Mo Tu We Th Fr Sa Su
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
June 2022
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
July 2022
Mo Tu We Th Fr Sa Su
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
August 2022
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
September 2022
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30    
October 2022
Mo Tu We Th Fr Sa Su
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
November 2022
Mo Tu We Th Fr Sa Su
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
December 2022
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
January 2023
Mo Tu We Th Fr Sa Su
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
February 2023
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28          
March 2023
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
April 2023
Mo Tu We Th Fr Sa Su
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
May 2023
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
June 2023
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30    
July 2023
Mo Tu We Th Fr Sa Su
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
August 2023
Mo Tu We Th Fr Sa Su
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31      
September 2023
Mo Tu We Th Fr Sa Su
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30  
October 2023
Mo Tu We Th Fr Sa Su
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
November 2023
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
December 2023
Mo Tu We Th Fr Sa Su
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
Any duration

Duration (weeks)

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


7 nights from
$5,704 to $8,775

Join us

Newsletter

We'll keep you up to date with superb villas, local travel guides and unique experiences.

Find out more

© 1998-2022 To Tuscany Ltd. All rights reserved.

Enquire