San Sigismondo

Europe / Italy / Tuscany

San Sigismondo is a very comfortable villa with a private swimming pool located only 9 km from Montalcino, renowned worldwide for its wine production.

up to 6
up to 12
Min. Nights Upon Request


The ancient structure of the property developed over the centuries around a church dating back to the 13th century.  Its use over the years has changed from a rectory to a peasant house, more recently to a renowned restaurant and events' space, and now to a villa.

The owner, who has worked in hospitality for many years, has equipped the house with all modern comforts such as air-conditioning in all rooms, a very well-equipped professional kitchen (previously used for events' catering) and a well equipped wine room with bottle coolers, ice makers and all needed to taste wines at their best.  Now this property is ready to welcome discerning clients from all over the world.

The layout of San Sigismondo makes it the ideal property for groups of friends or families looking to spend time together while retaining their privacy.  The ground floor of the main building has been converted into a very comfortable living area that can conveniently gather big groups.  The bedrooms are accessible from the garden and divided into four separated sleeping apartments, all equipped with a living area and a small kitchen unit.

The outside area is well furnished to allow clients to fully enjoy their time in the garden. The swimming pool, set beyond the vineyard, has many shaded areas under the trees, hence ideal even during the hottest days of summer.

Apart from visiting the nearby worldwide famous wine cellars and the charming village of Montalcino from San Sigismondo one can undertake mountain bike routes, go horseback riding or go trekking. At a short distance there are several sightseeing sites such as San Quirico d’Orcia, Pienza, Monticchiello, Bagno Vignoni, Chiusi, Montepulciano, Buonconvento.

Moreover the location is ideal for visiting the most well-known Tuscan towns like Siena, Arezzo, Montepulciano, Monteriggioni, Pitigliano, Cortona, Arezzo, San Gimignano, Florence etc.

The housemaid, who lives in a separate apartment on the estate, will be happy to support clients preparing simple meals as well as to provide extra cleaning (at extra cost). For those looking for a food experience, there is also the possibility to hire a professional chef.


Ground Floor

  • Large open space composed of a lounge with dining area, wine bar, seating room


  • Professional kitchen
  • Guest bathroom
  • 4 Suites with independent access

Brunello (4 People)

  • Living room with kitchen cabinet
  • 2 Double bedrooms with king size beds, in one of which beds can be separated, each with its own bathroom
  • Large panoramic covered terrace

Vigna (4 People)

  • Living room with kitchen cabinet
  • 2 Double bedrooms with king size beds, which can be separated into single beds, each with its own bathroom on two different levels
  • Terrace accessible from the living room

Pozzo (2 +1)

  • Living room with kitchenette
  • Sommier convertible into a single bed
  • Double bedroom with king size bed which can be separated into single beds
  • Bathroom

Canonica (1)

  • Entrance with small kitchenette
  • Short internal staircase leads to the bedroom with a French bed
  • Bathroom


6 Bedrooms, 6 Bathrooms

Sleeps 12 Guests

Baby bed


Swimming Pool - 18 x 6 m

Professional kitchen


Well-equipped Kitchen

Wood Oven

Wine bar


Compulsory 9 hours per week included


Bedroom Details

Bedrooms 1 & 2 (Brunello): 2 Double bedrooms with king size beds, in one of which beds can be separated, each with its own bathroom
Bedrooms 3 & 4 (Vigna): 2 Double bedrooms with king size beds, which can be separated into single beds, each with its own bathroom on two different levels
Bedroom 5 (Pozzo): Double bedroom with king size bed which can be separated into single beds, bathroom
Bedroom 6 (Canonica): Bedroom with a French bed, bathroom
There is also a sofa bed that can convert to a single bed

Pool Details

Swimming Pool - 18 x 6 m
Pool is open from May 28 to October 1

Staff and Services

Compulsory 9 hours per week included
Final cleaning

Location Details

Distance to Shops: 4.5 km
Distance to Restaurant: 2.4 km

Villa Notes

Arrival time is on Saturday between 4 pm and 7 pm (after 8 pm a fee of € 50 is required and after 10 pm the fee is €100. Any late arrival has to be agreed in advance)


Travel Dates Bedrooms Min. Night Stay Nightly Rates
September 03, 2022 - October 01, 2022
6 7 $ 713 *
October 01, 2022 - December 17, 2022
6 7 $ 570 *
December 17, 2022 - January 07, 2023
Christmas/ New Year's
6 7 $ 713 *
January 07, 2023 - April 01, 2023
6 7 $ 700 *
April 01, 2023 - April 15, 2023
6 7 $ 856 *
April 15, 2023 - June 03, 2023
6 7 $ 700 *
June 03, 2023 - July 01, 2023
6 7 $ 856 *
July 01, 2023 - September 02, 2023
6 7 $ 1,213 *
September 02, 2023 - September 30, 2023
6 7 $ 856 *
September 30, 2023 - December 23, 2023
6 7 $ 700 *
December 23, 2023 - January 13, 2024
Christmas/ New Year's
6 7 $ 856 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Check In Times

Check in: 4:00 PM - Check out: 10:00 AM

Tax Service Charge Details *

Please add 3% service charge to all rates
Heating (on request): €500 per week
Air conditioning (on request): €500 per week
Tourist tax (mandatory): 3.00€ per person per day, minimum 1.00€ per person

Security Deposit Details

€1,300 to be paid locally in cash

Exclusive Offers

When you choose to book with Villas of Distinction for MileagePlus, you can exclusively earn 3 miles per $1 spent on your villa experience, excluding taxes, fees and optional fees.
To qualify for 3 miles per $1 spent, bookings must be made through the Villas of Distinction for United MileagePlus program. Miles earned are awarded to only one traveler per villa booking. The actual number of miles earned by a member will be based upon the total base nightly villa rate excluding taxes, fees and optional fees. MileagePlus number must be provided prior to travel for mileage offer to be fulfilled. Miles are posted to member's accounts 6-8 weeks after travel has been completed. Bookings must be paid in U.S. currency. New bookings only. Offers are subject to availability, capacity-controlled and may be changed or withdrawn at any time without notice. Other restrictions may apply.

Reserve your best getaway yet and receive up to a $2,000 Concierge Credit* to use towards services and excursions. Are you ready to elevate your vacation? How about a chef-prepared dinner overlooking the ocean in St. Martin, or a private catamaran cruise in the U.S. Virgin Islands to celebrate the New Year? The options are endless, and the choice is all yours.

Here’s how you can earn:

Amount SpentConcierge Credit Amount



Offer valid for new bookings made now through - 11/30/22 travel for festive travel now through 12/31/23. Valid for select pre-paid services only. Service offered is subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. The tiers are based on the base villa cost only. Minimum spend of $5,000 applies. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.


*Please contact us for availability.


Villa information may change without notice and should be confirmed with our villa rental specialists.