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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Best Location. Heart of Tuscany; 20% Discount for Weeks in March & April !

Bedrooms 2
Space 1,100 sq. ft.
Property type apartment
Minimum Stay 4 - 5 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 12 hours
Response rate:
Calendar last updated:
February 18, 2018

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 San Sano

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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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 -
(41 traveler reviews)

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Best Location. Heart of Tuscany; 20% Discount for Weeks in March & April !
average rating of 4.902439 based on 42 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: July 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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Beautiful apartment in Chianti

  • 5 of 5

We really enjoyed San Sano. It’s a charming little village in Chianti. You definitely need a car if you stay here. Beautiful apartment and lovely people.

  • Submitted: Nov 19, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Heart of Tuscany!

  • 5 of 5

We had such a great time in Chuck's apartment. Many great towns to visit. All within short drives. We will definitely stay here again!

  • Submitted: Nov 16, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Glover, Vermont

We loved San Sano!

  • 5 of 5

What a wonderful place to stay and explore Tuscany! San Sano is absolutely delightful. The apartment is right across the street from Remo and David's delicious restaurant. We so enjoyed them and often had dinner there during our stay. We would explore during the day, Siena, Lucca, Cortorna, Florence etc. and then arrive back hungry and tired. Having that delightful, warm restaurant to go to was such a pleasure. The apartment is very nice with everything you need. The beds are comfortable too. It is a great place to experience day to day life in a small town in Tuscany. We loved going to Radda too. There is a nice coop there for groceries and several interesting shops and restaurants. To get there you have to go through the tiny town of Lecchi which is a delightful tiny town. I can't say enough good things about our stay. Being in San Sano at Chuck's apartment was our favorite thing on our trip to Italy.

  • Submitted: Nov 8, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Peace and quiet hidden away in Chianti

  • 5 of 5

Great place to hid away from all commercialism in Italy - no churches, no schools, no stores no shopping and a great restaurant 20 feet away where you can eat great food daily. A hidden gem and great for walkers and touring all the rest of Tuscany.

  • Submitted: Nov 4, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Tuscan views galore

  • 4 of 5

This was a great place to stay.. The Restaurant across the street is wonderful. The views all around were lovely. A beautiful quiet hill top village. There was plenty of room for 2 couples and the kitchen gave us everything we needed. The only reason I do not give it four stars is the lack of supplies such as dish washing liquid and a few other essentials. The instructions did say to pick some up on the way in but we did not realize what we needed. Radda is a little more than 10 minutes away if you drive like an American. That being said Chuck sent us lots of ideas of things to do and there were lots of books and brochures in the apartment. Thank you Chuck sharing your place with us. Tuscany was wonderful.

  • Submitted: Oct 25, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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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


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Clean - up to euro 75 $92.44
Refundable damage deposit $61.63

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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