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Property Summary
You will discover an exceptional holiday villa nestled in the heart of Sovicille, Italy, a magnificent 17th-century stone farmhouse completely immersed in the greenery of the beautiful Sienese mountain woods. This luxury property has been recently restored with extraordinary care and attention to detail, preserving many original features characteristic of Tuscan architecture both externally and internally. The surrounding area presents a protected rural landscape dominated by holm oaks, under which truffles and porcini mushrooms grow naturally, alongside olive groves and wildflowers. A scenic dirt road flanked by cypresses and oaks leads you to the villa, which comprises an independent main building and an outbuilding. The decor throughout is elegant yet eclectic, featuring exposed beamed ceilings, lime-washed walls in soft colors, and traditional terracotta floors, complemented by modern Italian touches in the fireplaces, bathrooms, and outdoor areas. The property offers parking facilities and presents the perfect retreat for those seeking authentic Tuscan luxury combined with contemporary comfort.
Outdoors
The outdoor spaces of this remarkable property are designed to maximize your enjoyment of the breathtaking Tuscan landscape. The centerpiece is a stunning infinity pool measuring 4.5 by 13 meters, set on a travertine terrace that blends seamlessly with the surrounding natural rock environment and offers spectacular views of the Montagnola Senese. A fountain of fresh water flows continuously into the pool, providing wonderfully clear water and a refreshing natural back massage. Steps from the living room lead down to the lower garden and park, where you will find beautifully landscaped grounds with pergolas and multiple terraces perfect for relaxing and dining alfresco. A covered terrace overlooks the courtyard, accessible from the upper landing, while another small furnished terrace off the dining room provides views of the woods and barn. The ground floor living room opens through French doors onto a Zen-style terrace overlooking the pool, ideal for enjoying evening cocktails and the last rays of sunlight. The barn features a paved terrace accessed through two large doors, perfect for outdoor dining. Additional outdoor amenities include a barbecue area, an external wood-burning bread and pizza oven, and a green space with pergola, all enhanced by security and ambient lighting throughout the grounds.
Unit Layout
The accommodation welcomes up to 10 guests across 7 bedrooms and 7 bathrooms, thoughtfully distributed between the main villa and the converted barn outbuilding. The main building is accessible via two separate entrances, with one leading to a lobby, wardrobe, and laundry room. To the right of this entrance, you will find a ground floor double bedroom with private bathroom with shower, specifically designed for wheelchair access. The second entrance opens directly into the expansive kitchen. Also on the ground floor, behind the dining room, is another double bedroom with an adjacent bathroom with shower. From the entrance, two ramps of ancient travertine stairs ascend to a landing that opens onto a covered terrace. On this upper level, to the right, you will find a double bedroom with private bathroom with shower, while to the left a large living room with fireplace connects to two additional double or twin bedrooms, each featuring ensuite bathrooms with both shower and bathtub. The adjoining barn has been transformed into a contemporary open-plan space accommodating 4 additional guests. On the upper level of the barn, you will discover two bedrooms, one double and one twin, each appointed with bath and shower. An open staircase descends from this loft level to the ground floor living area, which features a fireplace, dining room, and open-space kitchen.
Amenities Included
Your stay is enriched with comprehensive amenities designed for comfort and convenience throughout the property. The kitchen is fully equipped with all modern conveniences including a large oven, refrigerator with freezer, dishwasher, and microwave, with Tuscan walnut travertine work surfaces and a polished chestnut central island. Entertainment options include satellite television, a DVD player, and a stereo system for your enjoyment. The main villa features spectacular fireplaces built into natural rock, while the barn living area also includes a fireplace for atmospheric warmth. An external wood-burning bread and pizza oven alongside a barbecue facility provides exceptional outdoor cooking experiences. Laundry facilities are conveniently provided with a washing machine and dryer in the main building and an additional washing machine in the outbuilding. Modern conveniences extend to Wi-Fi connectivity, alarm system, and mosquito nets on all bedroom and bathroom windows. The property is fully wheelchair accessible with specially adapted facilities. Your private garden offers extensive grounds for relaxation and recreation, while the infinity pool features an integrated shower. Additional thoughtful touches include outdoor lighting for security and ambiance, telephone service, a welcoming case of six bottles of local wine, and a bottle of extra virgin olive oil upon arrival.
Other Information
Air conditioning is installed in all bedrooms in both the main house and barn, as well as in the upstairs lounge of the main villa, ensuring comfort throughout your stay. Maid service is provided each day for general cleaning and remaking of beds, with a full change of sheets and towels once a week, typically mid-week on Wednesday. Breakfast is included each morning as part of your stay. Gardener and grounds maintenance services ensure the property remains immaculately presented throughout your visit. An English-speaking concierge service is available on request to assist with information and arrangements. The property provides towels specifically for swimming pool use. A baby cot is available on request for families traveling with infants. The minimum stay requirement is 7 nights during high season and 5 nights during mid and low season. A tourist tax may be required upon arrival according to the regulations of the host municipality. Screens are fitted on all bedroom and bathroom windows for your comfort and protection from insects.
Distances and Attractions
The villa occupies a privileged position in the Montagnola Senese, surrounded by protected rural landscapes and beautiful woods characteristic of the Sienese mountain region. The property is situated within the municipality of Sovicille, offering easy access to the cultural and historical treasures of Tuscany while maintaining the tranquility and privacy of a secluded countryside location. The surrounding area is renowned for its truffle and porcini mushroom foraging opportunities, with holm oak forests providing the perfect natural habitat. The olive groves and wildflower meadows that characterize the landscape offer wonderful opportunities for walking and exploring the authentic Tuscan countryside.
Costs & Services
Included services
- Breakfast each morning
- Maid service each day for general cleaning and remaking of beds
- Full change of sheets and towels once a week
- Gardener and grounds maintenance
- Case of six bottles of local wine
- Bottle of extra virgin olive oil
- Towels for swimming pool
- Cleaning service
- Wi-Fi
On request
- Daily cleaning: €25.00 per hour
- Catering services
- Babysitting services
- Guide services
- Driver services
- Bike rental: €20.00 per day or €125.00 per week
- Chef for lunches and dinners
- Buffet breakfast arrangements
- Theme nights such as barbecue and pizza evenings
- Typical Tuscan dinner
- Additional housekeeping
- Cook and catering
- English speaking concierge service
- Baby cot
- Telephone service Villa Pipirelli
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice vacation rental (170 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service when you arrive.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. Villa Ivana - Cortona is a beautiful vacation rental (1052 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 18 people comfortably in nine bedrooms with ten bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival at Villa Ivana - Cortona you’ll find a nice clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
| Accommodation | |||||
|---|---|---|---|---|---|
| Sparrow | 4 | 2 | 1 | ||
| Owl | 2 | 1 | 1 | ||
| Robin | 2 | 1 | 1 | ||
| Swallow | 2 | 1 | 1 | ||
| All 4 Accommodations | 10 | 5 | 4 |
Podere Oliveta is a beautiful vacation rental with shared pool, air conditioning and WiFi internet. The villa / farmhouse / home has a total of four separate apartments. The property can accommodate up to ten people comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
The Experience
After arriving at Podere Oliveta you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. This property is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (11 mi), Greve In Chianti 32 km (20 mi), Siena 37 km (23 mi), Florence 44 km (27 mi) and Montalcino 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 146 km (90 mi), Rome 272 km (169 mi), Milan 341 km (212 mi) and Naples 463 km (287 mi).
Additional Information
Check-In Time: 13:00 - 19:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 June - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 57 km (35 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 280 km (174 mi) and Roma Ciampino (cia) 281 km (174 mi).
Podere Oliveta