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Last min. FALL Specials! Best Location. Heart of Tuscany; Great Rates near Siena

Bedrooms 2
Space 1,100 sq. ft.
Property type apartment
Minimum Stay 3 - 4 nights


About the property

2 Bedrooms + 1 Convertible bed, 2 Baths, (Sleeps 4-5) Jacuzzi - 30 plus Reviews!

Actually located in the small hamlet of San Sano. This is an exclusive location with about 50 residents. Don't be fooled by locations hours away! San Sano is unlike any place in the Chianti, with all of the 700 year old structures in the borgo fully renovated, you will arrive and think the entire village is a resort. Your stay will feel like you are in a resort!

Free Wifi is now available. San Sano will provide you a very warm and very Italian experience. You won't be disappointed.

Upon your arrival in San Sano, a quiet, medieval hamlet, surrounded by vineyards and olive groves, the drive into the small village seems very familiar as you approach. That's because it was the setting for the movie, 'Stealing Beauty' with Liv Taylor. This familiar feeling will stay with you during your entire stay as you enjoy the village and interact with the most friendly of all Italians in this small hamlet. This apartment villa, unlike many others listed, is truly in the village of San Sano.

San Sano is a completely, lovingly restored 700 year old hamlet of approximately 50 residences is unlike any village found in the Chianti. Here you will enjoy your days like a true Italian and spend evenings in complete silence. You will awake to the songs of local birds and enjoy the views of vineyards and olive orchards as you savor your espresso or glass of Chianti from the private balcony or outdoor garden. End your evenings grilling dinner al fresco in our private garden area tucked near our vineyard. The outdoor dining area is also a great place to sit and enjoy the view of the pool and hillsides.

This lovely first floor apartment is located in the heart of the village, with views from every window across the hamlet to the vine clad hillsides beyond. It is right across the small street, just steps from the front door, to one of the best restaurants in the Chianti, Grotto della Ranna.

The entrance, via a flight of steps up to the balcony, opens directly into the open plan lounge/kitchen/diner. The lounge area has two comfortable sofas arranged in front of the featured open stone fireplace. The well equipped kitchen section runs along the far wall of the room. There is also a traditional wooden dining table with six chairs. The two large windows open to the garden below and the vineyards on the opposite hills.

A corridor to the right of the kitchen takes you through to the bedrooms and bathrooms. The first bedroom is on the left and has a wrought iron double bed, a wardrobe, chest of drawers and a flat screen TV. A hanging tapestry of angels overlooks you as you sleep. A large window opens up to the garden below and the vineyards on the opposite hills. Opposite the bedroom on the right of the corridor is a bathroom with double shower, basin and toilet.

The second bedroom down the corridor also has a double bed with wardrobe, chest of drawers and flat screen TV. A large window opens up to the garden below and the vineyards on the opposite hills. The bathroom has a full size hydro jacuzzi massage bath, wash basin, toilet and bidet. The vineyard is seen from this bathroom window. The traditional terra cotta tile floors throughout the apartment are accented with imported, hand made area rugs.

The approximately 2 feet thick original stone walls ensure privacy and quiet nights throughout your stay. The shared pool is open early May through September. The small local food market is located just steps from the front door across the small street. Because the road to San Sano ends in the village, there is very limited auto traffic and noise as San Sano is a destination, not a drive through village. You will be amazed how San Sano feels 'remote', but is just 10 minutes from Radda, Gaiole, and 20 minutes to Siena, shopping, train stations, museums, and of course, the Palio.

The local hillsides are filled with vineyards, olive orchards, and small villages sporting wonderful Tuscan dishes and collectibles. Ceramics and hand made pottery shops can be found everywhere. You can site see, wine taste, relax, dine and sleep in peace. When you find San Sano, you have found 'la docle vita'.

To help in your choice of accommodations, we have left our pricing at 2013 price levels so you can enjoy a high quality accommodation within your vacation budget. For those booking with us, we also offer advice on transportation, airport arrival options, itinerary planning, rental car locations, directions, and points of interest. Part of your welcome package includes many ideas for day trips as well as an invitation to dine at one of the best Restaurants in Siena owned and operated by personal friends. Don't forget to ask about any special offers as well. We can offer a full turn key package for those needing complete services as well as partial week rentals at some times during the year.

Long Term vacation tenants are encouraged to inquire about pricing as well. Find us on Facebook stayinchianti.

Parking is so easy, right at the front door, or in the parking spaces just a few feet away, or in our car park area a short stroll through our common garden area.

If you are a couple with children and are looking for a worry free environment, then this may just be the place for you. San Sano has a small village park just across from our vineyard. There you will find swings, slides, picnic tables and play spaces - all in a safe, comfortable, and peaceful setting. Please ask if you have any questions or need further information.

We look forward to sharing our piece of heaven on earth with you here in San Sano.

Keywords: Scenic, Tuscany, Villa, Borgo,

More Details

Chuck Irwin
Member since: 2008
Speaks: english, italian
Response time:
Within an hour
Response rate:
Calendar last updated:
August 31, 2017

About Chuck Irwin

I moved to Siena in 2005 to spend a few months taking Italian classes. The few months turned into many months with weekends spent exploring the entire Tuscan region. I wandered into San Sano one afternoon, and found one of the most amazing villages I have ever seen. A borgo was under renovation, a transformation of a 700 year old structure into something inviting. It was a re-imagination of old into new. It had my name all over. Now, I can share it with you.

Chuck Irwin purchased this apartment in 2006

Why Chuck Irwin chose Siena Province

The village of San Sano, in the heart of the Chianti in Tuscany is one of the most beautiful villages I had ever seen. It was the location for the film, Stealing Beauty. The village, just a 20 minute drive from Siena, sits atop a hill, surrounded by vineyards and olive trees. The little village, population 60, consists of building built from the 14th thru 16th century, but all lovingly restored. It is quiet, safe, remote, yet convenient. Visitors to the village have often asked me 'Is this a private resort?'. Imagine - an entire village that seems like a resort, all at your doorstep. Our property has its own small vineyard surrounding the gardens with the pool set on the edge. It is an amazing place.

What makes this apartment unique

First and foremost is the peace and quiet. There are few places left on earth accessible where you will find absolute quiet. It is so convenient to all Tuscany has to offer, but because it sits atop a small hill, off the beaten path, you will find it to be safe, charming and quiet. Although the buildings are over 600 years old, they have been lovingly restored with all the features that make your visit comfortable and enjoyable. The luxury queen beds, feather pillows and jacuzzi bath will ensure a restful nights sleep after a day of touring. I also have a small outdoor garden area complete with teak wood table, chairs and umbrella to dine al fresco or just sit and take in the beauty of our small vineyard and pool area.

Guestbook comments from the owner

We had the most wonderful holiday staying in your apartment in San sano. The apartment was spotless and very spacious. There is everything you'd need in the kitchen and we enjoyed making breakfast and lunches together! There is a big supermarket north of sienna which we Did our main shop at but it was useful that there was the small shop attached to restaurant opposite the apartment. We ate out every night and your recommendations of towns to visit and restaurants to go to was very helpful and we had some wonderful meals! Our favourite day of the holiday has got to be the cooking course at the restaurant in the village near by and we returned there for dinner on our final night! It was such a fun day and so wonderful to cook and eat such delicious food!

The pool was fantastic as well, always very quiet and always beds available. It's such a beautiful setting we enjoyed many a day just relaxing and soaking it all up! It is a holiday we will struggle to beat!
Aug 2017
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Nearest Airport
50 Kilometres
Florence - but Rome is recommended
Nearest Train
18 Kilometres
Nearest Motorway
40 Kilometres
Nearest Restaurant
5 Metres
La Grotta della Ranna
Nearest Point of Interest
Radda in Chianti
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Col di Val d'Elsa
Nearest Point of Interest
Your Tuscan Vacation Home
Car: necessary

Wine tasting, Florence, Siena, Cortona, Arezzo, Assisi, San Gimignano, Pienza, Montepulciano, Castello Meleto, Castello di Brollio, Felsina


San Sano Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 1
  • Guests provide their own meals
Floor Area:
  • 1100 sq. ft.
  • 1 story
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 5
  • Minimum Age Limit for Renters
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • Mountain View ...
  • Village ...
  • Clothes Dryer ...
  • Covered Parking ...
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Wood Fireplace ...
  • Free Wifi
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower , tub , jetted tub , bidet , Includes a beautiful view of the vineyard and garden
    Bathroom 2 - toilet , shower , Nice sized shower can accommodate two! :)
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 queen , American style queen bed with luxurious matress.
    Bedroom 2 - 1 queen , Same as bedroom 1
    Convertible bed(s) - 1 double , Available for a small additional fee for linens, etc
  • Queen size Beds (2) You will be challenged to find more comfortable beds anywhere in Italy !, Baby Cribs (1) Avaialble for small extra fee as well as a child high chair., Sleep Sofa or Futons (1) Extra charges apply for the linen and use of the sofa bed
  • Books ...
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool ...
  • jetted tub ...
  • museums
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
Sports & Adventure Activities:
  • cycling
  • mountain biking
  • swimming
Quiet hamlet of approximately 50 people, tucked in the Chianti vineyards, 700 year old restored apartment, birds, silence, views, peace.


Wonderful! 4.9/5 -
(35 traveler reviews)

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Last min. FALL Specials! Best Location. Heart of Tuscany; Great Rates near Siena
average rating of 4.9142857 based on 36 reviews

A Wonderful Adventure!

  • 5 of 5

The apartment in San Sano was a great place for my husband and I to spend our 25th wedding anniversary! The apartment was clean, comfortable and the views from the kitchen/living area were beautiful! We spent a few days driving to local wineries which, very often, were on properties of monasteries or castles. We sampled a lot of Chianti Classico and some Chianti Colli Senesi. We also drove to Siena and San Gimignano for a day. If you prefer white wine, San Gimignano is in an area that grows Vernaccia, a white varietal of grape. Radda was a small nearby town that was also a picturesque place to visit. The day of our anniversary, we went to a thermal spa, Terme San Giovanni, that Chuck recommended. We enjoyed bathing, sunning ourselves, and getting a message. I would also second Chuck's recommendation on eating at Ristorante Malborghetto in Lecchi. During our stay, we did have record high temperatures (102-104 degrees) and there is no air conditioning in the apartment. We did request and receive a fan from the managing agency. The heat did not in any way diminish our enjoyment of the area. If you have never experienced Tuscany, I would highly recommend staying here and be prepared for a wonderful adventure!!

  • Submitted: Aug 15, 2017
  • Stayed: Jul 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am so glad you enjoyed your 25th anniversary in San Sano! I also thought is was adventurous of you to take me up on the spa recommendation. I always love this, but sometimes, Americans are a little shy of the European ways! BRAVO! Thank you about the mention of temperature. Although there is no AC in the apartment, the night time cool air and fans are adequate to enjoy all San Sano has to offer, even with record high temperatures. Hope you come back for a visit or longer stay soon! Just don't wait another 25 years ! Best CHUCK
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We stayed here for our honeymoon and it was just perfect!

  • 5 of 5

If you are looking to get away to a peaceful and secluded Tuscan paradise this is your spot! The scenery is breathtaking. The people are warm. The food is outstanding and the wine is abundant! Especially the restaurant/store across the street. Though the apartment is in a rustic stone building, the interior is clean, comfortable and modern. There are many wineries close by with some within minutes. It is twenty minutes to Siena and one hour to Florence. We stayed here for our honeymoon and it was just perfect!

  • Submitted: May 5, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am so happy this special occasion was spent in my apartment villa. Congrats on your new adventure in life.
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Amazing, beautiful San Sano apartment in the heart on Chianti!!

  • 5 of 5

There are a few places on earth that are as quiet, serene as beautiful as the small village of San Sano. Chuck's Casa del Vignaiolo apartment is the perfect place to stay to relax & explore the Tuscany. The apartment is equipped with everything you need. Full kitchen, two large bedrooms with queen size beds & two full baths. If you choose to go to Siena this is where you should stay. The surrounding country side with vineyards & olive trees will take your breath away!! Chuck is a wealth of knowledge & gave us tons of recommendations. Be sure to take the cooking class at Ristorante Malborghetto with owner, chef Simone. It's 10 mins away. Well worth the money as the food & wine is excellent & Simone is a wealth of knowledge as well. Be sure to eat at the family owned LaGrotta Della Rana Restaurant across the street. Food & service were excellent! If you like ice in your drinks there was none to be found. So try & find something to make it in as we did. The COOP supermarket in Siena 30 minutes away (you'll need to & should rent a car to see Tuscany) has everything you need to stock the kitchen with food & anything else you will need. It is not open on Sunday's. We can't say enough about what a wonderful stay & vacation we experienced staying at Casa del Vignaiolo. Walk around the Village during your stay & experience the birds singing, quietness & peacefulness of this beauitful hill top retreat. It will not disappoint!!!

  • Submitted: Feb 18, 2017
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your review. It is reviews like this that help other guests in selecting a vacation home online. I am so glad you enjoyed your stay and followed some of my many suggestions to make your trip even more memorable. I look forward to having you again at my home. Thank you - -CHUCK
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Outstanding service!

  • 5 of 5

There were a couple of issues but Chuck and his management team in San Sano were extremely responsive and took care of them with grace. We had a wonderful time in this beautiful apartment in this beautiful region.

We also benefited from Chuck's recommendations. The cooking lessons with Simone at Malborghetto restaurant in nearby Lecchi was unforgettable and totally worth it! (Tip: make a reservation, as he's popular)

  • Submitted: Aug 27, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
Owner's Response: I am very happy you enjoyed your stay and took advantage of my "things to do list". After many years in the Chianti, I try to provide the best holiday experience for each of my guests. I am also pleased you noted our service and responsiveness to your needs while there. It is my goal to ensure your vacation is memorable, and all for the right reasons. Thank you again for choosing to stay in my home.
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San Sano Review

  • 5 of 5

If you are looking to experience Tuscany the way Italians do while having all the conveniences of home, this is the place. You will be overwhelmed by the view from every window no matter the weather, from glorious sunshine to cloudy skies to clouds gathering in the valleys; from the persimmons tree out the front door to the vineyards and olive trees surrounding this tiny hamlet. You are but a few kilometers away from wineries and typical Tuscan villages, not to mention one of the best restaurants in Tuscany is across your front door. We highly recommend this location if you plan to settle in one place and tour the Chianti Hills of Tuscany.

  • Submitted: Nov 24, 2015
  • Stayed: Sep 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your kind review. I know you stayed for 1 month and I am happy to hear you enjoyed every day of your stay! I hope you can return soon. Best CHUCK
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Leesburg, FL, USA

San Sano Excellence

  • 5 of 5

Our group of 4 senior adults spent 12 wonderful days in San Sano, using the apartment there as a base to travel to all parts of Tuscany. Even though illness and injury curtailed our pre-planned itinerary, the apartment was a sanctuary of quiet and peacefulness.

The apartment looked exactly like the pictures. The kitchen was well furnished with everything we needed. All the rooms were comfortable and clean. The view from the windows was remarkable and typically Tuscan.

We enjoyed each day. One of the highlights was cooking class with Simone at Restaurante Malborghetto in Lecchi. He is a wonderful teacher and very personable man. We all enjoyed the time there, even went back on our last night to eat at his restaurant.

Before you go to Tuscany, check if there are any towns holding a festival. We went to Pienza's Cheese Festival and really enjoyed the atmosphere. Even watched a flag tossing event. Castellina is a small town not often mentioned in tourist books, worth a trip for the view and food.

We received plenty of information from the owner of this apartment prior to arriving and in the apartment itself. He made reservations for us and gave us pages of things to see & do. He was very helpful and interested in our plans.

Would we visit again? Definitely!

  • Submitted: Sep 18, 2015
  • Stayed: Sep 2015
  • Source: VRBO, from HomeAway
Owner's Response: I am so glad you enjoyed your stay and did some of the things on the "to do" list! It is always important to me that my guests not only have a great place to stay but get to experience some of the many joys I have discovered over the years, both with friends there and places to visit. Hope to see you back again !
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $89.63
Damage Deposit $59.75

IMPORTANT NOTE: Change over day is Saturday. Short week bookings can be done as long as either check in or check out date is Saturday. The local council imposes a small tourist tax of Euro 1.50 per person per day for up to 7 days during summer season paid on site. Early booking discounts available as well. Cleaning is not included in rate quote and depends on length of stay and number of guests.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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