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Il Trebbio, Gaiole in Chianti - Siena

3 bedrooms 2 bathrooms 6 people Private Pool 4,5 - Excellent - Excellent 4,5

If your Chianti villa wish-list includes a hill, a view, a private pool and a property oozing with atmosphere, you'll love Il Trebbio. This two-storey stone-built villa is perfect for a multi-generational family or small group of friends to enjoy, both as a delightful place to stay and as a base for the Chianti countryside.

You'll find this creatively restored villa perched on the side of a hill with glorious views from its two terraces, the pool and even the bedrooms. The attractively stylistic architecture blends old and new, with exposed brickwork, and brick pillars offset by contemporary furnishings and brilliant white plasterwork. Features include a brick archway that subtly divides the lounge into two living spaces, wood-burning stoves, an open fireplace and an atmospheric dining room where you can dine amid the original bare stone wall. Should you wish to explore further afield, wine and olive-oil tasting can be enjoyed locally, while there are good walking opportunities among the olive groves and foothills. Indeed, you'll find that the popular Chianti town of Gaiole is also within easy walking distance.

Ground floor


Two sofas, two tables, open fireplace, wood-burning stove, main entrance to villa.

Dining Room
Table, chairs, double doors leading to outside terrace.

Fully equipped.

Bedroom 1
Double bed (cannot be converted into a twin), wardrobe, armchairs, table, dressing table, double doors to garden, fireplace.

Bathroom 1
Bath, shower, double sinks, WC.

First floor


Sofa, chair, coffee table, wood-burning stove, double doors to upper terrace at rear of villa.

Bedroom 2
Double bed (cannot be converted into twins), wardrobe.

Bedroom 3
Twin beds (can be converted into a double), wardrobe.

Bathroom 2
Shower, double sinks, WC.

Our thoughts
Il Trebbio is the ideal choice for a family holiday with space for everyone to come together or to retreat for peace and quiet as they wish. The spacious part-covered and furnished terrace makes for the perfect spot for you to take in both dinner and views. The entire property has an uplifting feel to it, with bedrooms full of natural light and easy access to a delightful garden.

Three bedrooms. Two bathrooms. The property is reached by a 600m unpaved approach road, the last 300m of which is very steep and not recommended for sports cars and minivans. The grounds are completely fenced.

The pool has more naturalistic features than many villas, with a genuine feel that the surrounds open right onto the countryside on the doorstep. The pool is entered by metal ladder steps at one end. Sun loungers and a table and chairs offer the chance to sit back and enjoy the view in between swims. The pool is too deep for non-swimming children.
Pool size: 5m x 12m, 1.20m deep. Open May through September, weather permitting.


Pet Friendly
Flexible dates
Washing Machine Inhouse
Furnished terrace
TV - Sat Astra Free View
Fire place (open)
MP3 player
Filter coffee maker
Moka espresso maker
Ironing board
Mosquito screens in bedrooms
2 electric fans
Pets welcome
No smoking
Pool chlorine free
Maid service available for extra charge

Additional information

Arrival/Departure day: Saturday   Click here to request flexible dates

Terms and conditions: please read the booking contract

The Security Deposit is 500 Euro or equivalent in your own currency. This is collected on your arrival and held by the owner for the duration of your stay. Should you or your party cause any damage at the property contact us straight away so that we can help agree a reasonable settlement. Damage does not mean normal usage or wear and tear.

What time can we arrive? By what time must we vacate the property?
Check in is from 16:00 - 19:00.
Checkout by: 10:00

Are pool towels supplied?
included - provided by local supplier

Is there Internet in the villa?
free WI-FI available

Weekly linen, tea and bathroom towels: included - provided by local supplier

Heating, if used: by consumption

Final clean:included - provided by local supplier

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

Baby cot: 1 available on request, no extra cost

High chair: 1 available on request, no extra cost

Concierge Service
If you would like suggestions and tips regarding different activities you can do during your stay please contact our concierge service at concierge@to-tuscany.com

What is a pre arrival shopping service?
In some villas, it is possible to have a Pre arrival shopping service. The availability of the service is noted in the villa description. To help you through the first day or two of your holiday, owners can do a small shop before your arrival so that you do not have to go immediately to find a supermarket. By contacting your To Tuscany villa specialist in advance and providing them with a shopping list you will find the items in your villa on arrival. Please note that the service cannot be guaranteed with less than 48 hours notice before arrival.​

Villa rates

2018 Prices per villa
Date range
7 night price
07 Jul - 25 Aug 2018
4030 US Dollar
25 Aug - 15 Sep 2018
3024 US Dollar
15 Sep - 10 Nov 2018
2619 US Dollar
10 Nov - 15 Dec 2018
2619 US Dollar
15 Dec - 29 Dec 2018
2619 US Dollar
2019 Prices per villa
Date range
7 night price
29 Dec - 05 Jan 2019
2646 US Dollar
05 Jan - 23 Mar 2019
2646 US Dollar
23 Mar - 01 Jun 2019
2646 US Dollar
01 Jun - 06 Jul 2019
3051 US Dollar
06 Jul - 24 Aug 2019
4070 US Dollar
24 Aug - 14 Sep 2019
3051 US Dollar
14 Sep - 09 Nov 2019
2646 US Dollar
09 Nov - 14 Dec 2019
2646 US Dollar
14 Dec - 28 Dec 2019
2646 US Dollar

What's the villa like inside?

Dining Room

Villa location

How far are the airports? Distances and driving time
  • Florence Airport: 87km - 1h 13m
  • Aeroporto Perugia: 123km - 1h 39m
  • Aeroporto Pisa: 147km - 1h 50m
How far are the nearest towns? Distances and driving time
  • Gaiole in Chianti: 1km - 0h 04m
  • Radda in Chianti: 12km - 0h 18m
  • San Gusme: 18km - 0h 27m
The nearest grocery shop, pharmacy, bank and supermarket can be found in Gaiole in Chianti 1km away.  Gaiole is a picturesque and popular Chianti town with plenty to offer.
Gaiole is renound for its 11th century castle “Castle Brolio” and for the Eroica bicycle race held annualy in October. The restaurante “Le Contrade” comes highly recomended by the owners of Il Trebbio.

 More options
Golf Club
Horse riding

Guest reviews: Il Trebbio <div class='textCenter'>9,3/ 10</div>Score from 12 reviews - Excellent (12 Client reviews)

July 2018
Adult family group
Alpraham, United Kingdom Alpraham, United Kingdom
Guest villa score
This was a very classy and stylish villa , typically Tuscan, with a superb pool and outlook. The outside dining area and patio was particularly good . All very clean and comfortable and well equipped. Upstairs bedrooms were very small and downstairs big but dark and with no mosquito nets. Location was as described except it was not easily within walking distance of Gaiole due to the long steep track. Very noisy one or two nights due to late outside music in the town. Overall we had a fantastic time in a great villa.
Local attractions We ate in each evening so did not use local restaurants. Local shops used for provisions were adequate

Any duration

Duration (weeks)

Any size

Number of Guests

adults (ages 16 +)

children (ages 2 - 15)

infants (ages <2 yr)

7 nights from
2619 to 4030 US Dollar

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