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Casa Isabella at San Sano, San Sano - Gaiole in Chianti - Siena

2 bedrooms 2 bathrooms 4 to 6 people In Resort with Pool 4,5 - Excellent - Excellent 4,5

San Sano, an idyllic medieval village sitting high above the Val d’Arbia in the heart of the Chianti vineyards, has been known to travelers for generations and remains a haven of Tuscan tranquility. One recent traveler wrote: ‘San Sano is contemplative…a lovely place for a cappuccino in the late afternoon. In the centre is a dribbling frog fountain surrounded by leafy green trees and a neat cluster of village homes. The glass sparkles, the varnish shines and the geraniums stand like boutonnieres beside the doorways. Like my other favourite Chianti towns, Sano Sano is a place I need to see slowly and repeatedly'.

This apartment, in the beautifully restored 17th century Casa Isabella, has a west-facing garden where guests can watch the sunset over an early-evening glass of wine. There are also superb views of the surrounding hills and vineyards.

A central feature of the apartment, which has been restored in traditional style, is the original vaulted ceiling of Tuscan stone. There are also glazed terracotta floor tiles throughout.

Entry to the garden, which is furnished with a table and six chairs, is gained either from the roadside gate or from the stone pathway leading to the swimming pool. The front door opens into the lounge and dining area where there is a double sofa bed, dining table with six chairs, television and DVD player.

The fully-fitted kitchen has a dual-fuel oven, fridge/freezer, dishwasher, washing machine/dryer and toaster with ample kitchen and dining utensils. From the lounge, a hallway leads firstly to the main bathroom with shower and then to the second bedroom containing a wardrobe, chest of drawers with mirror and two single day beds, each of which has a second bed stowed beneath for conversion into a double bed.

At the end of the hallway is the master bedroom which has an iron-framed double bed, two bedside tables, a wardrobe, and chest of drawers with mirror. There is a large en-suite bathroom with a deep roll-top bath.

Opposite the apartment is a small shop and delightful family-run restaurant.
Brick BBQ in garden.

Savour the historic richness of San Sano while enjoying a relaxing day by the pool situated within the property’s private vineyards. Staying in the pristine village is a unique journey back into time when life was slow and passionate; and neighbours sat in their yards and sipped wine while watching the sunset.

The village of San Sano is a step back into thousands of years of history. With less than 100 residents, San Sano is nestled among the vineyard-covered rolling hills of Tuscany. Within the small village, is the property once owned by a local winemaker, and now fully restored into individual villas with every detail carefully monitored to ensure the structures remain authentic and untainted.

San Sano has one restaurant, a small grocery store, and an intimate church with Sunday morning services at 10. This medieval village is surrounded by walking paths, which are ideal for early morning walks and bike rides. The large pool is on the edge of the villas, adjacent to the vineyards. The pool, accessed by ladders, is 14 meters by 7 meters and has comfortable sunbeds in which to relax while catching up on reading. The pool is open from Easter through November.

San Sano has a rich history – just ask any local! They’ll tell you about the “boozy frog” fountain in the small park where neighbors gather throughout the day. Many years ago, a resident of San Sano was a contestant on a game show and told an outrageous tale about how the frogs in his village got drunk from drinking Chianti wine from the bottle. It was such a wild story that he won the contest and with his prize money, he bought the fountain for the community to enjoy.

The villas in San Sano are ideal for traveling couples who want to split their holiday time between wine tastings, relaxing around the pool, walks in the surrounding areas and taking day trips to other villages, and dining in all the great Tuscan local restaurants. One couple may want to explore, while the other couple stays at the villa.

San Sano is a short drive to dozens of charming villages, and the larger communities of Gaiole in Chianti, Radda and Siena. It has everything anyone could imagine to capture the true Tuscan experience.
A parking area is available for guests use.
Approach road – paved road

The large pool is situated on the edge of the hamlet, adjacent to the vineyards.  The pool is accessed by a ladder into the shallow end.  The paved surround is furnished with sun loungers and tables.

Surrounded by Mediterranean trees and shrubs the pool measures 14 metres by 7 metres and overlooks rows of vines in the surrounding vineyard, it has a depth of 1.50 metres. The pool is open from Easter until November.


Flexible dates
Washing Machine Inhouse
Sofabed double
Flat screen TV
DVD player (Euro)
CD player
No pets allowed
No smoking
Electric kettle
Ironing board
Filter coffee maker
Mosquito screens
Maid service available for extra charge
Private Chef- extra cost

Additional information

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

Terms and conditions: please read the booking contract

The Security Deposit is 0 Euro In lieu of Euro cash, upon arrival you will be required to sign a damage agreement which obliges you to pay any costs resulting from damage, loss or theft of property from the villa you have rented. 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

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 10 Euro per item per week

High chair: 1 available on request 5 Euro per item per week

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
1796 US Dollar *
20% discount available between 18 Aug - 25 Aug. Save 360 US Dollar
25 Aug - 15 Sep 2018
1337 US Dollar
15 Sep - 10 Nov 2018
1168 US Dollar
10 Nov - 15 Dec 2018
1168 US Dollar
15 Dec - 29 Dec 2018
1168 US Dollar
2019 Prices per villa
Date range
7 night price
29 Dec - 05 Jan 2019
1181 US Dollar
05 Jan - 23 Mar 2019
1181 US Dollar
23 Mar - 01 Jun 2019
1181 US Dollar
01 Jun - 06 Jul 2019
1350 US Dollar
06 Jul - 24 Aug 2019
1816 US Dollar
24 Aug - 14 Sep 2019
1350 US Dollar
14 Sep - 09 Nov 2019
1181 US Dollar
09 Nov - 14 Dec 2019
1181 US Dollar
14 Dec - 28 Dec 2019
1181 US Dollar

What's the villa like inside?

Dining Room

Villa location

How far are the airports? Distances and driving time
  • Florence Airport: 96km - 1h 22m
  • Aeroporto Perugia: 122km - 1h 32m
  • Aeroporto Pisa: 155km - 2h 00m
How far are the nearest towns? Distances and driving time
  • Gaiole in Chianti: 9km - 0h 12m
  • Radda in Chianti: 11km - 0h 20m
  • San Gusme: 19km - 0h 23m
The small peaceful village of San Sano has one restaurant, called La Grotta della Rana, a small grocery store, and a small church with Sunday morning services at 10am. This medieval village is very popular with walkers and cyclists, surrounded as it is by pathways, which are ideal for early morning walks and bike rides.

 More options
Golf Club
Horse riding

Guest reviews: Casa Isabella at San Sano <div class='textCenter'>8,5/ 10</div>Score from 4 reviews - Excellent (4 Client reviews)

August 2016
Family with young children
Pinzberg, Germany Pinzberg, Germany
Guest villa score
Would you like to translate?
Sehr gut ausgestattete Ferienwohnung in idylischen kleinen Dorf.
Großer Pool nahe an den Häusern. Der Pool wurde in der 2. Woche vernachlässigt, auf die Beanstandungen wurde jedoch umgehend reagiert.
Das gegenüberliegende Restaurant erzeugt bis ca 23:00 entsprechnde Geräusche. Nicht schlimm, aber nichts für empfindliche Gemüter.
Local attractions Tolle Restaurants in der Umgebung z.B. in Barbischio oder Gaiole. Das Restaurant/ der Laden gegenüber ist nur bedingt zu empfehlen (teuer und sehr unfreundlicher Opa). Gute Einkaufsmöglichkeiten in Lecci (ca. 2 km) oder Gaiole. Sport: Joggen und Radfahren aufgrund des steilen Gelände nur für gut trainierte geeignet. Tolle Ausflugsmöglichkeiten nach Siena ca. 35 min und Florenz ca. 1h.
To Tuscany team comments for this review:22.03.2017
OWNER COMMENT: Thank you for your feedback. We love to barbeque in the garden under the walnut tree and consider the buzz from the Trattoria opposite to be part of the charm of living in such a beautiful small Tuscan village.

Any duration

Duration (weeks)

Any size

Number of Guests

adults (ages 16 +)

children (ages 2 - 15)

infants (ages <2 yr)

7 nights from
1168 to 1796 US Dollar

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