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Best Location. Heart of Tuscany; Up to 25% "Sconto" May, June, September - ASK !

San Sano SI, Italy
  • Apartment1100 sqft
  • Bedrooms2
  • Sleeps5
  • Bathrooms2
  • Half Baths0
  • Minimum Stay4 - 5 nights

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,


Chuck Irwin

Member Since 2008
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within one hour
english, italian
Calendar last updated:
Apr 11, 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.


    • Internet
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 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


      • 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! :)

        Location Type

          • Mountain View
            San Sano is surrounded by olive and vine covered hills. Sometimes, in the morning, you can hear the field workers singing in Italian as they work!
          • Village
            http://www.tripadvisor.com/Hotel_Review-g616196-d1227290-Reviews-San_Sano-Gaiole_in_Chianti_Tuscany.html This is a link to Trip Advisor about the village.


              • Guests provide their own meals


                  • Living Room
                    Open style living room with very high vaulted ceilings. Oversized windows allow for great summer breezes as well as abundant natural light.
                  • Clothes Dryer
                    Typical Italian clothes drying rack accommodates all your needs for drying clothes. Place close to the radiators if you are using the apartment during the winter months.
                  • Fireplace
                    The fireplace is decorative.
                  • Hair Dryer
                  • Heating
                    Excellent radiator heat makes this a desirable location year around.
                  • Internet
                    Wi Fi now available in the apartment for a small one time fee per rental
                  • Iron & Board
                  • Linens Provided
                    Luxurious style bedding, duvets, feather pillows and large queen size Matresses
                  • Covered Parking
                    Two covered spaces in the car park area or open parking within steps of the apartment.
                  • Parking
                    You can park at the foot of the steps leading to the door for very easy unloading and loading of your car.
                  • Parking Off Street
                    Additional parking at the front door and next to the building.
                  • Towels Provided
                    All towels provided
                  • Washing Machine
                    Wash machine located in the main living area. Uses small soap tablets found in any local store. Pack light and wash inhouse!
                  • Wireless Internet
                    Wi Fi now available for a small one time fee per rental if you want to use it.
                  • Wood Fireplace
                    The fireplace is decorative
                  • Free Wifi


                      • Catering Available
                        Extra charges apply. There is a restaurant within 10 steps of the front door. They will supply all your meals upon request for an extra charge.
                      • Coffee Maker
                      • Cooking Utensils
                        Everything you need to prepare your meals at home.
                      • Dishes & Utensils
                        Accommodates service for 8 so you don't have to constantly wash dishes.
                      • Kitchen
                        Fully equiped kitchen - brand new - with everything you need to prepare all of your meals at home. Service for 8 place settings.
                      • Microwave
                      • Oven
                        Nice convection oven for baking, grilling, broiling.
                      • Refrigerator
                      • Stove
                      • Toaster


                          • Child's Highchair
                          • Dining
                            Set in a family style, dining is in the large room with the kitchen/living area. Child's highchair available.
                          • Dining Area
                          • comfy seating for 6 people


                              • Books
                                A variety of tourist books and light reading donated by the many guests who have stayed here.
                              • CD Player
                              • DVD Player
                              • Satellite / Cable
                              • Stereo
                              • Television


                                  • Balcony
                                    Intimate, private balcony overlooking the small village and the vine and olive tree covered hillsides surrounding San Sano.
                                  • Lawn / Garden
                                    Private lawn and garden area with patio furniture.
                                  • Outdoor Grill
                                    Outdoor Weber grill on the private balcony that you can also take to the garden area and dine al fresco on our teak table and chairs in the garden area.


                                      • Long-term Renters Welcome

                                        Pool / Spa

                                          • Communal Pool
                                            The pool is placed at the edge of our private vineyard. You can relax in privacy surround by 30 year old grape vines!
                                          • jetted tub
                                            Wonderful jaccuzzi tub in one of the apartment bathrooms.


                                              • 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.

                                                                House Rules

                                                                Check-in: 4:00 PM

                                                                Check-out: 11:00 AM

                                                                Cancellation Policy

                                                                Canceled bookings will not receive a refund

                                                                41 Reviews


                                                                Latest reviews

                                                                Beautiful apartment in Chianti

                                                                Jerry W.USA

                                                                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.

                                                                Heart of Tuscany!

                                                                David B.-

                                                                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!

                                                                We loved San Sano!

                                                                Heidi W.Glover, Vermont

                                                                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.

                                                                Tuscan views galore

                                                                Cathy M.

                                                                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.

                                                                Excellent stay in San Sano!

                                                                Michelle S.Pacifica, ca

                                                                We thouroughly enjoyed our stay in San Sano! Very comfortable and clean in the apartment with a beautiful view of the hills. We had dinner at the Trattoria and met owners Rhemo and David who didn't understand a lot of english but definitely understood cooking and wine! It was amazing. We also had chuck set us up with a cooking class with Samone in Lecchi. We are still talking about this awesome experience. Well worth it and a highlight of our trip for sure. We would do this again! Next time we will stay longer 😊� Thank thank you Chuck for sharing your place with us.

                                                                Peace and quiet hidden away in Chianti

                                                                sue p.

                                                                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.


                                                                San Sano SI, Italy

                                                                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

                                                                Cleaning Fee
                                                                Damage Deposit

                                                                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.

                                                                41 Reviews
                                                                Wonderful 4.9/5
                                                                Premier Partner
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                                                                For booking assistance, call 888-640-7927

                                                                Property # 197862