Entire home
An Ancient "Convento" in Tuscany now with Pool for a Great Holiday
Holiday home in Pitigliano with private pool and kitchen
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Reviews
10 out of 10
Exceptional
7 bedrooms 7 bathrooms Sleeps 13
Popular amenities
Explore the area

Pitigliano, Toscana
- Place, Antico Ghetto e Sinagoga Pitigliano16 min walk
- Place, Duomo di Pitigliano18 min walk
- Place, La Piccola Gerusalemme1 min drive
Rooms & beds
7 bedrooms (sleeps 13)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Double Bed
Bedroom 5
1 Double Bed
Bedroom 6
1 Single Bed
Bedroom 7
1 Queen Bed
7 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Bathroom 7
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Garden
About this property
An Ancient "Convento" in Tuscany now with Pool for a Great Holiday
Once the Convent of San Francesco, this amazing six bedroom residence is part of a 16th century compound designed by the famous Renaissance architect Antonio San Gallo, the Younger, for the noble Orsini family. It is now a glorious house to rent in the splendid countryside of Tuscany, yet only a 10 to 15 minutes walk to the Medieval old town of Pitigliano, arguably the most ancient and most beautiful borgo in Tuscany.
Situated on 26 glorious and dramatic acres, the once convent is perched over a wooded ravine with dramatic views of distant vineyards and grazing sheep in the meadows below. The ravine property, Parco Orsini, adjoining the park, Poggio Strozzoni, holds Etruscan carved throne seats and reclining sculptural remains of a 16th century garden, created also by the noble Orsini family. This is a must to visit.
The building itself has been beautifully renovated with all modern conveniences; yet it remains a simply magical place, infused with the spirit of its history. Formerly, while a convent, the property was also a working farm producing wine and olive oil. Today, one of the Sitting Rooms of vaulted stone, was once the room where the wine was made in giant chestnut barrels which are still there, and make a dramatic feature. In the level below, is a hand-carved, tufa underground cantina (wine cellar) where the wine was stored. Today, it is a second sitting room with a large wood-burning hearth, and with dining for 20, or on a another, smaller table for 6, as well as the auxiliary kitchen... in other words, a great room. In addition, the actual working kitchen is well equipped with a 6 burner, powerful gas stove, a dishwasher, a toaster oven, refrigerators, food processor, blender, etc.... in a word, everything for serious cooks.
There are 7 bedrooms (6 double and 1 single), 7 bathrooms, (1 with an 800 lb ceramic tub), beautiful linen sheets and down pillows. There is a library and another very comfortable sitting room upstairs. An upstairs terrace with views over the lavender parterre and the ancient fig garden is gorgeous at sunset There are countless other very private spots for reading, visiting and resting.
Along the north side is a 60’ flowering arbor with outdoor dining, perfect for a shaded lunch in the summer. Beyond is an 18 meter saltwater pool with a fragrant, jasmine-covered pergola, overlooking the untouched ravine beyond to Mt. Amiata. The compound is naturally air conditioned with 3 foot thick walls and the cantina maintains a constant temperature of 58 degrees F. The convent has constant cool breezes through the perfect north south axis of every window.
High-speed internet, laundry room, and maid service 12 hours per week are included. Extra fee for additional time and laundry are possible; excellent in-house masseuse and a chef are also available.
For Lovers & Weddings
This just may be one one of the most romantic places on earth!! And Weddings are welcome. Secret caves, countryside walks through the flower-dotted meadows of Tuscany, moss-covered paths leading to seats for two carved out of ancient stone... and you can discover it all on your property. In addition to the beautiful landscape and quiet tranquility, the architecture itself inspires romance. There are sunset lookout spots,discrete passageways for stolen kisses, cozy fireplaces, candlelit bubble baths, and living rooms so inviting that you can't help but lie down...on the silk velvet sofas. Whether you want to celebrate your love or rediscover it, this is the perfect place to do it. There are several locations to conduct a ceremony, most notably in the enclosed courtyard in front of the 16th century house; or in the ancient fig and lavender garden. Due to the structure's homey yet spacious nature, family and close friends can stay in the building's numerous bedrooms. We can lso arrange comfortable local accommodation for additional wedding guests.
Before and after the ceremony, there are lots of fun activities to keep everyone entertained: meander around the medieval town of Pitigliano with a gelato cone in one hand, soak in the healing hot springs of Saturnia, sample the local delicious pizza, pasta, and tiramisu, hike up the ancient Etruscan trails, sunbathe by the pool, get a massage at home, paint watercolors or practice yoga in the garden...
Film Shoots: The convent's historical architecture makes it perfect for historical film shoots or luxury commercial shoots. The natural beauty of the surrounding landscape is also ideal for film and fashion shoots.
Nearby activities include exploring Etruscan sites and museums, and the ancient Jewish Synagogue and Ghetto. Because of its once thriving Jewish population, Pitigliano has been called "Little Jerusalem."
Enjoy cycling, spectacular hikes along Etruscan walkways from town to town, horseback-riding, taking the hot waters in Saturnia or Sorano, world class golf course 20 min away and exploring the mystery and pleasures of Tuscany. The Mediterranean and Argentario are about an hour away.
Free Wifi
Situated on 26 glorious and dramatic acres, the once convent is perched over a wooded ravine with dramatic views of distant vineyards and grazing sheep in the meadows below. The ravine property, Parco Orsini, adjoining the park, Poggio Strozzoni, holds Etruscan carved throne seats and reclining sculptural remains of a 16th century garden, created also by the noble Orsini family. This is a must to visit.
The building itself has been beautifully renovated with all modern conveniences; yet it remains a simply magical place, infused with the spirit of its history. Formerly, while a convent, the property was also a working farm producing wine and olive oil. Today, one of the Sitting Rooms of vaulted stone, was once the room where the wine was made in giant chestnut barrels which are still there, and make a dramatic feature. In the level below, is a hand-carved, tufa underground cantina (wine cellar) where the wine was stored. Today, it is a second sitting room with a large wood-burning hearth, and with dining for 20, or on a another, smaller table for 6, as well as the auxiliary kitchen... in other words, a great room. In addition, the actual working kitchen is well equipped with a 6 burner, powerful gas stove, a dishwasher, a toaster oven, refrigerators, food processor, blender, etc.... in a word, everything for serious cooks.
There are 7 bedrooms (6 double and 1 single), 7 bathrooms, (1 with an 800 lb ceramic tub), beautiful linen sheets and down pillows. There is a library and another very comfortable sitting room upstairs. An upstairs terrace with views over the lavender parterre and the ancient fig garden is gorgeous at sunset There are countless other very private spots for reading, visiting and resting.
Along the north side is a 60’ flowering arbor with outdoor dining, perfect for a shaded lunch in the summer. Beyond is an 18 meter saltwater pool with a fragrant, jasmine-covered pergola, overlooking the untouched ravine beyond to Mt. Amiata. The compound is naturally air conditioned with 3 foot thick walls and the cantina maintains a constant temperature of 58 degrees F. The convent has constant cool breezes through the perfect north south axis of every window.
High-speed internet, laundry room, and maid service 12 hours per week are included. Extra fee for additional time and laundry are possible; excellent in-house masseuse and a chef are also available.
For Lovers & Weddings
This just may be one one of the most romantic places on earth!! And Weddings are welcome. Secret caves, countryside walks through the flower-dotted meadows of Tuscany, moss-covered paths leading to seats for two carved out of ancient stone... and you can discover it all on your property. In addition to the beautiful landscape and quiet tranquility, the architecture itself inspires romance. There are sunset lookout spots,discrete passageways for stolen kisses, cozy fireplaces, candlelit bubble baths, and living rooms so inviting that you can't help but lie down...on the silk velvet sofas. Whether you want to celebrate your love or rediscover it, this is the perfect place to do it. There are several locations to conduct a ceremony, most notably in the enclosed courtyard in front of the 16th century house; or in the ancient fig and lavender garden. Due to the structure's homey yet spacious nature, family and close friends can stay in the building's numerous bedrooms. We can lso arrange comfortable local accommodation for additional wedding guests.
Before and after the ceremony, there are lots of fun activities to keep everyone entertained: meander around the medieval town of Pitigliano with a gelato cone in one hand, soak in the healing hot springs of Saturnia, sample the local delicious pizza, pasta, and tiramisu, hike up the ancient Etruscan trails, sunbathe by the pool, get a massage at home, paint watercolors or practice yoga in the garden...
Film Shoots: The convent's historical architecture makes it perfect for historical film shoots or luxury commercial shoots. The natural beauty of the surrounding landscape is also ideal for film and fashion shoots.
Nearby activities include exploring Etruscan sites and museums, and the ancient Jewish Synagogue and Ghetto. Because of its once thriving Jewish population, Pitigliano has been called "Little Jerusalem."
Enjoy cycling, spectacular hikes along Etruscan walkways from town to town, horseback-riding, taking the hot waters in Saturnia or Sorano, world class golf course 20 min away and exploring the mystery and pleasures of Tuscany. The Mediterranean and Argentario are about an hour away.
Free Wifi
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Outdoor space
Parking available
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House Rules
Check in after 3:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 70
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
About the area
Pitigliano
Located in Pitigliano, this holiday home is in a rural area and in the mountains. Palazzo Orsini Museum and Duomo di Pitigliano are local landmarks, and some of the area's attractions include Occhipinti and Villa Acquaviva - La Fattoria. Break out the clubs and hit the links on a nearby golf course, or seek out an adventure with mountain climbing.

Pitigliano, Toscana
What's nearby
- Pitigliano Civic Archaeological Museum of Etruscan Civilization - 13 min walk - 1.1 km
- Palazzo Orsini Museum - 15 min walk - 1.3 km
- Antico Ghetto e Sinagoga Pitigliano - 16 min walk - 1.4 km
- Duomo di Pitigliano - 18 min walk - 1.6 km
- La Piccola Gerusalemme - 1 min drive - 1.5 km
Restaurants
- Mandragola Bar - 13 min walk
- Le Bontà Di Claudia - 13 min walk
- Trattoria Chiave del Paradiso - 18 min walk
- La Chiave del Paradiso - 18 min walk
- Bar Gelateria Artigianale - 16 min walk
Frequently asked questions
About the host
Hosted by Susan Doull, Commendable Rentals

Languages:
English, French, Italian, Spanish
Premier Host
They consistently provide great experiences for their guests
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