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Castellina Senese

Location and Surrounding Area

Immersed in a fully-fenced park and perched high on a hill overlooking the medieval town of Monteriggioni,  this magnificent seven-bedroom villa is ideally located to explore Tuscany’s cultural highlights and most spectacular natural wonders. Situated in the heart of Chianti, just a few kilometers from the charming towns of Florence and Siena, Castellina Senese represents the perfect location for day trips to the most beautiful towns in Tuscany and provides a unique opportunity to admire its iconic landscapes while soaking up the region’s incredibly rich historical and cultural heritage.

From the terrace of the villa, you can admire the beautiful medieval castle walls that surround the village of Monteriggioni with its fourteen towers that stick out high into the air. A pleasant walking on the "Strade Bianche" that run among the olive groves of the villa, will allow you to enjoy the view the village of San Gimignano, one of Italy’s best-preserved medieval villages.The historic center was designated a UNESCO World Heritage site, and strolling through the cobblestoned streets will make you feel like you have stepped back in time.

From the villa you can easily reach Siena, the medieval walled city famous for the twice annual Palio horse race. You could spend hours wandering through the warren-like maze of streets that branch out from Piazza del Campo, the shell-shaped public square crowned by an iconic bell tower. From the villa you can reach Florence, a treasure trove of art with an astonishing contemporary vibe. Beyond the extraordinary artistic heritage, the best way to enjoy Florence is to stroll along the riverside avenues at sunset or to get lost among the city’s alleyways of the Oltrarno.

For those who want to go off exploring off the main roads and find striking scenic views, a must is a drive to and visit of Volterra. A unique town which combines Etruscan, Roman and Medieval buildings in a single context. The town is known for its alabaster workshops, like Rossi Alabastri, which you can visit to learn more about the craft. Wandering around the historic center, you will find plenty of shops selling items made with this translucent stone.

Castellina Senese is 61 km from Florence Amerigo Vespucci International Airport, 101 km from Pisa Galileo Galilei International Airport and 282 km from Rome Leonardo da Vinci International Airport. Castellina in Chianti is 13 km from the villa, San Gimignano is 20 km, Siena is 22 km, Greve in Chianti is 32 km, Volterra is 35 km, San Casciano in Val di Pesa is 38 km, Florence is 57 km, Pisa is 106 km and Chianciano Terme is 106 km.

The Property

Perched high on a hill overlooking the medieval town of Monteriggioni, Castellina Senese provides an opulent retreat for those seeking complete privacy and relaxation in the heart of Tuscany. This magnificent property, which has been recently renovated to the highest standards while preserving the atmosphere of a traditional 18th-century mansion, boasts the most sophisticated décor. Surrounded by rolling hills, Castellina Senese can accommodate up to fourteen guests, featuring seven bedrooms (five double bedrooms and two twin rooms) spread over two floors.

Surrounded by a fully-fenced park, the villa boasts an exceptional swimming pool surrounded by a large green lawn located in a secluded area on the back of the villa, nestled among cypresses and olive trees. Here you will also find a generous poolside area equipped with comfortable sun loungers inviting guests to sit back and unwind. Offering a peaceful atmosphere, the poolside area represents an idyllic spot for basking in the sun. The park is a botanical garden with a romantic grove of cedars and oaks, a beautiful gazebo suitable for outdoor dining and a yard with lemon trees perfect for relaxing and socializing.

The ground floor of the villa boasts spacious rooms, which are typical of the 18th-century mansions. The front door leads into a large entrance room, on the right side is a bright, spacious great hall, which is the oldest section of the house. Characterized by great vaults, it leads to a comfortable master bedroom, conveniently located on the ground floor, enhanced by an authentic French fireplace in green marble and furnished with the original antique furniture. The bedroom has a comfortable double bed and en-suite bathroom with shower.

To the left side of the entrance, you will find an elegant and bright dining room with natural light coming in from the three large windows overlooking the garden. The kitchen is spacious and fully-equipped with an independent back entrance. On the ground floor you will also find a convenient guest bathroom. On the first floor is the sleeping area, equipped with air conditioning. The 17th-century stone staircase opens onto a living room that leads to the bedrooms. On the first floor you will find four double bedrooms with en-suite bathroom with shower, one with bathtub too, and two twin rooms sharing a bathroom with shower. The balcony on the first floor offers an exclusive view of Monteriggioni.

All the sleeping area is fully equipped with air conditioning and each bedroom has been furnished with attention to details and colors creating a charming atmosphere. Please notice that there is also a second floor, with separate and independent entrance, that is the apartment of the caretaker who will always be available for any request.

Features & Amenities


  • 7 Bedrooms (5 Double Bedrooms + 2 Twin Rooms)
  • 5 En-Suite Bathrooms + 1 Shared Bathroom + 1 Guest Bathroom
  • Swimming Pool
  • Furnished Poolside Area
  • Fully-Equipped Kitchen
  • Living Room
  • Garden
  • Balcony
Bathrobes and Slippers   

Slippers only.

Accessibility For People With Disabilities
Accessibility For People With Reduced Mobility
Pets Allowed   

Pets allowed on request.

Air Conditioning Throughout   

Air conditioning available only in the sitting room on the first floor.

Air conditioning available at an additional cost.

Air Conditioning In The Bedrooms   

Air conditioning availble in all bedrooms.

Air conditioning available at an additional cost.

Hair Dryer In The Bathrooms
Safe Box In The Bedrooms   

Safe box available only in two bedrooms.

On-Site Caretaker or Staff   

The owners live in an independent apartment on the upper floor of the same building, with independent access.

Internet In The Garden and Common Areas
The Villa is Located in a Quiet Area and Suitable For Yoga Retreats
The Villa is Close To a Vineyard or Winery   

The villa is close to Cantine Cecchi and also Rocca delle Macie.

The Villa is Less Than 15 km From a Golf Course   

The villa is 18 km from the Abbadia Golf Club.

Washing Machine
Beds and Mattresses   

Room 1. 26 sqm - double bedroom (190x200)
Room 2. 26 sqm - double bedroom (180x200)
Room 3. 20 sqm - double bedroom (160x190)
Room 4. 20 sqm - double bedroom (160x190)
Room 5. 17 sqm - twin room (90x190)
Room 6. 17 sqm - twin room (90x190)
Room 7. 28 sqm - double bedroom (180x200)

Complimentary Toiletries   

Initial supply.


The villa is just 2 km from the village of Staggia where you will find bars, restaurants, pizzerias and all the necessary services.

Parking Space   

Parking space for up to four/five cars, inside the property, included in the rental price.

Table Tennis
Swimming Pool   

10 x 5 m.

Depth: 1,20 / 1,40 m.


Mid-week cleaning (once a week, about 3 hours) for 7-night stays (please notice that this service does not include the change of linen, which can be requested as an extra service).



Heating included in the rental price.

High Chair
Countryside Views
Wi-Fi Internet
* Please note: the included amenities may vary according to final agreement, make sure to check your contract for complete list.


This is the area where your selected property is located - the pin is indicative and not an exact address.


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See what inspired the great DaVinci, stroll through vineyards, endless fields of poppies, sunflowers and spot a trail of cypress trees leading to a noble villa producing a Super Tuscan wine. Whether it is your first or your fifteenth time - the cradle of the Renaissance - is one of the most amazing places on earth!

If you do not like the product you can return it within 15 days - no questions asked. This excludes bodysuits, swimwear and clearance sale items. We have an easy and hassle free return policy. Please look at our Delivery & Returns section for further information.

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