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Anna Maria at San Sano, San Sano - Gaiole in Chianti - Siena

4 bedrooms 4 bathrooms 7 people In Resort with Pool 4 - Very good - Very good 4

Anna Maria is located in the centre of the hamlet opposite the Grotta della Rana restaurant. Privacy is provided through the layout of this lovely villa furnished in a modern style complementing the typical Tuscan characteristics of terracotta floors and ceilings with wooden beams and terracotta tiles.

The main door is an arched wooden door that leads to a tiny porch area. From here glass doors lead into the main lounge area. This large, spacious and airy room with a vaulted terracotta ceiling is comfortably furnished with two identical red leather double sofas around a coffee table and large fireplace.

From here about 10 steps lead to a large bedroom with double bed, dresser and a couple of chairs. The room has access to a terrace. It is completed with an en-suite bathroom with shower.

To the other side of the lounge several steps lead up to the kitchen/dining area. In the centre of the room is the large glass table with comfortable chairs seating spaciously up to 8 people. The kitchen unit is on one side and has lots of work space, a large oven with gas hobs and is fully equipped. The fridge across the room has a wine cooling unit and freezer.

From this room there is access through arched, double wood and glass doors to a garden which is furnished with table and chairs. It is a small garden but excellent to dine al fresco. The pool is a short distance away although it's hidden by the plants around the garden. It overlooks a vineyard but is protected by the other houses in the hamlet.

Off the kitchen is a second bedroom with double bed, built-in wardrobe. The window has a view of the courtyard. There is a beautiful en-suite bathroom with Victorian bath with handheld shower.

From the kitchen stairs go to the first floor where there is a large reception room with a triple sofa and coffee table. Two large windows overlook the back of the property and the garden onto the pool area.

To the right of the room is access to the bedrooms. They are set up ideally for families. The first is a walk through bedroom with one and a half size bed, which can sleep two children comfortably. The room has an en-suite bathroom with shower.

Continuing through this bedroom there is the master bedroom which has a large double bed. The spacious room with a high ceiling also has a wardrobe and mobile air-conditioning unit. It has an en-suite bathroom with Victorian tub with handheld shower.

A perfect villa for families just across the road from a restaurant.

Beds cannot be made into twins.

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
TV - Sat Astra Free View
CD player
DVD player (Euro)
DVD-MP3 player
Fire place (open)
Furnished terrace
No pets allowed
Baby cot
Ironing board
Moka espresso maker
Filter coffee maker
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
02 Jun - 07 Jul 2018
2160 US Dollar
07 Jul - 25 Aug 2018
2565 US Dollar
25 Aug - 15 Sep 2018
2160 US Dollar
15 Sep - 10 Nov 2018
1485 US Dollar
10 Nov - 15 Dec 2018
1485 US Dollar
15 Dec - 29 Dec 2018
1485 US Dollar
2019 Prices per villa
Date range
7 night price
29 Dec - 05 Jan 2019
1499 US Dollar
05 Jan - 23 Mar 2019
1499 US Dollar
23 Mar - 01 Jun 2019
1499 US Dollar
01 Jun - 06 Jul 2019
2180 US Dollar
06 Jul - 24 Aug 2019
2592 US Dollar
24 Aug - 14 Sep 2019
2180 US Dollar
14 Sep - 09 Nov 2019
1499 US Dollar
09 Nov - 14 Dec 2019
1499 US Dollar
14 Dec - 28 Dec 2019
1499 US Dollar

What's the villa like inside?


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: Anna Maria at San Sano <div class='textCenter'>8/ 10</div>Score from 2 reviews - Very good (2 Client reviews)

August 2017
Family with older children
Courcouronnes , France Courcouronnes , France
Guest villa score
Would you like to translate?
Séjour très agréable reposant dans ce charmant village. La maison est bien située très bien équipée et très spacieuse. La terrasse demanderai un peu plus d'aménagement et surtout plus d'éclairage. L'ensemble est très harmonieux et l'accès à la piscine très facile.
Tout est parfait, quelques parasols et transats supplémentaires à la piscine seraient nécessaires.
Local attractions La trattoria Grotta del ana situé au cœur du village de san sano est un endroit typique et sympathique, nous y avons très bien mangé et les patrons sont charmants.

Any duration

Duration (weeks)

Any size

Number of Guests

adults (ages 16 +)

children (ages 2 - 15)

infants (ages <2 yr)

7 nights from
1485 to 2565 US Dollar

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