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Villa Penelope - San Casciano dei Bagni - Tuscany

9 Bedrooms – Outdoor and Indoor Pool – Gym – Sauna

Location and Surrounding Area. Immersed in the peaceful Tuscan countryside just outside the enchanting medieval village of San Casciano dei Bagni, this exclusive nine-bedroom property is ideally located to offer complete privacy to its guests and to explore the region’s cultural highlights and most spectacular natural wonders. Situated in the heart of the Val d’Orcia, Villa Penelope 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.

Full of naturalistic wonders, artistic treasures and delicacies for the palate, Tuscany is also famous for its natural springs, whose waters, after having carved the rocks, flow above ground and create natural pools in which you can bathe and restore your psychophysical balance. Known for its millenary natural springs, San Casciano dei Bagni boasts a luxurious spa center enhanced by a flourishing natural setting, and is perfect for those who want to escape the ordinary through a relaxing holiday at the thermal spas. The villa is also a few kilometers from Chianciano Terme, one of the most renowned thermal bath towns in Europe, whose waters are popular for their therapeutic properties.

In just one hour by car, you can easily reach the medieval town of Montepulciano. Standing high atop a hill not far from Siena, the city boasts elegant Renaissance palaces, ancient churches, charming squares and breathtaking views over the wonderful Val d’Orcia. Montepulciano’s strategic position makes it a perfect base from which to explore this beautiful region: from here, you can reach the picturesque town of Pienza, also known as “the ideal city of the Renaissance”, and the walled medieval city of Montalcino, extremely well-known for the production of its precious Brunello red wine, one of the world’s best and most appreciated Italian wines.

In just an hour and a half’s drive, you can also reach Siena, Italy’s loveliest medieval town, whose heart is represented by the magnificent Piazza del Campo, scene of the lively Palio horse race, which is held twice a year in July and August. The Campo is dominated by the Palazzo Pubblico and its Torre del Mangia, from which it is possible to admire the view of the town. Effectively a giant, open-air museum celebrating the Gothic, Siena boasts spiritual and secular monuments that have retained both their medieval forms and their exceptional art collections, providing plenty to marvel at.

Villa Penelope is 157 km from Florence Amerigo Vespucci International Airport, 200 km from Rome Leonardo da Vinci International Airport and 224 km from Pisa Galileo Galilei International Airport. San Casciano dei Bagni is just 8 km from the villa, Chianciano Terme is 30 km, Montepulciano is 41 km, Pienza is 48 km, Perugia is 65 km, Montalcino is 67 km, Siena is 105 km, San Gimignano is 142 km, Florence is 145 km and Rome is 161 km.

The Property. Surrounded by nature and immersed in a quintessential Tuscan landscape characterized by rolling hills, Villa Penelope provides a unique retreat for those seeking complete privacy and relaxation in the heart of Tuscany. This elegant property, which has been recently restored to the highest of standards adding the conveniences and comforts of modern living, boasts the most sophisticated and contemporary décor. Villa Penelope measures 850 square meters and can accommodate up to fourteen guests, offering nine bedrooms (3 double bedrooms + 2 rooms with French bed + 4 family rooms) and seven bathrooms distributed over two floors. The charming views over the surrounding countryside instantly give a sense of peace and calm, making Villa Penelope the ideal place for relaxing under the Tuscan sun.

The villa is surrounded by a lush garden planted with lavender, rosemary, wildflowers and even vegetables, where you will find a magnificent swimming pool. Offering a peaceful atmosphere, the paved area beside the pool is equipped with comfortable sun loungers and represents the perfect spot for enjoying wonderful moments of relaxation in the company of a good book and a glass of prosecco. Boasting spectacular 360-degree views over the surrounding countryside, the garden also features a generous al fresco lounge area and a dining area under a pergola, where guests can intimately spend time together while enjoying traditional Italian food and unforgettable sunsets.

On the ground floor of the villa, the interior living space is furnished with comfortable sofas and armchairs with plenty of seating: as the evening falls, sit around the fireplace and relax while enjoying a glass of Brunello with your fellow guests. Cotto floors, beamed ceilings and shuttered windows give a warm and traditional look to the two sitting rooms, sunroom and formal dining room, while contemporary details such as mod lounge chairs, wicker loveseats and even a station clock create a playful atmosphere. The rustic-meets-modern vibe continues in the spacious fully-equipped kitchen on the same floor, which includes a large table where guests can enjoy their breakfast under the timber ceiling. The ground floor also houses a guest bathroom at the guests’ disposal to ensure the most comfortable stay.

Just five steps down the ground floor, you will find an elegantly-designed wellness area featuring sauna, Turkish bath and heated indoor pool with water jets and counter-current swimming system. After a long day of sightseeing, relax in the sauna or swim against the current in the indoor pool while the large windows constantly offer inviting views over the garden creating a luminous atmosphere dominated by light colors. What could be more relaxing than having all your needs met without having to leave the comfort of your own villa? The lower ground floor also houses a laundry room and two spacious bedrooms: each bedroom is dominated by light and natural colors and boasts a comfortable French bed and a shared bathroom with shower. Each French bed can accommodate a single guest or two children.

Accessed by a short flight of steps, the first floor of the villa boasts an exceptional gym complete with TV, treadmill, weights, and modern gym equipment: fitness lovers will be able to keep up with their workout regimen without leaving the comfort of their own villa. On the first floor, you will also find two comfortable double bedrooms with king-size bed and en-suite bathroom with shower, and a spacious master bedroom featuring a walk-in closet, a study, and an exceptional en-suite bathroom with bathtub and shower. The first floor also houses two comfortable family bedrooms (two separate bedrooms, one with double bed and one with French bed) sharing a bathroom with shower, and two more family bedrooms (two separate bedrooms, one with double bed and one with French bed) sharing a spacious bathroom with bathtub.

Features & Amenities


  • 9 Bedrooms (3 Double Bedrooms + 2 Rooms with French bed + 4 Family Rooms)
  • 7 Bathrooms
  • Swimming Pool
  • Fully-Equipped Kitchen
  • Living Room and Dining Room
  • Formal Dining Room
  • Outdoor Showers
  • Private Patio
  • Outdoor Lounge Area
  • Outdoor Dining Area
  • Terrace
  • Vegetable Garden
  • Library
  • Walk-In Closet
  • Study
  • Gym
  • Indoor Heated Pool
  • Sauna and Turkish Bath
  • Sony PlayStation
  • Foosball
  • Board Games
  • Iron and Ironing Board
  • Oven and Microwave
  • Nespresso Coffee Machine
  • Telephone
Bathrobes and Slippers   

Slippers provided for each guest.

Accessibility For People With Reduced Mobility
Pets Allowed   

Pets allowed on request at an extra cost.

Air Conditioning In The Bedrooms   

All bedrooms are air-conditioned, with remote control.

Hair Dryer In The Bathrooms
DVD and Hi-Fi System
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 about 14 km from Podernuovo and about 10 km from Il Poggio.

Washing Machine
Beds and Mattresses   

9 Bedrooms.

Lower floor:
2 Bedrooms with French beds (each bed can accommodate a single guest or two children).

First floor:
2 Double bedrooms with king-size beds.
1 Master bedroom.
4 Family rooms (two separate bedrooms, one with double bed and one with French bed).

Total number of guests: 14 people.

Complimentary Toiletries   

Initial supply, refill on request.


Restaurants: Ristorante La Fontanella (3 km). Ristorante Daniela (4 km). Ristorante Castello di Fighine (10 km). Ristorante La Parolina (12 km).

Pharmacy: Farmacia Raciti (3 km).

Bank: Monte dei Paschi (3 km).

Fema Pizzicheria (4 km).

Coop Supermarket (11 km).

Parking Space   

Included in the rental price.

The covered parking can accommodate two large cars.

Parking space in front of the property for vans and cars.

Swimming Pool   

12 x 4,5 m.

Depth: 1,4 to 2 m.

Indoor Pool   

5,5 x 2,5 m.

Depth: 1,2 m.

Indoor heated pool (pool heating included) with water jets and counter-current swimming system.


Daily housekeeping (from Monday to Saturday, 4 hours per day). Included in the rental price.


Heating with radiators throughout.

Please note that during winter months, heating is available at an additional cost.

Heated Pool   

Indoor pool heating (up to 33°C) included in the rental price.

Satellite TV
High Chair
Smart TV

The SPA area includes: indoor pool (heated, with water jets), Turkish bath, sauna. Included in the rental price.

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


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