Leopolda Tuscany


Sitting on a spectacular 25-acre estate and boasting stunning views of the hills of Montalcino, Villa Leopolda is a true gem of Tuscany's countryside.

This remarkable property has been recently restored and tastefully furnished with a fine selection of antiques and exquisite upholstery. The main house and two guest houses share a 2.5-acre garden featuring a zero-edge pool, a large gazebo, and classic wrought-iron furniture. Villa Leopolda is situated in an unspoiled area south of Siena, between the fascinating wine region of Montalcino and the beautiful coast of Maremma. Chianti is only at a 50 minutes drive, making Villa Leopolda an ideal location for every wine enthusiast. The seaside is less than an hour away, offering wide beaches overlooking the Tyrrhenian Sea and two nature parks.

The villa is located near some of the most exclusive Brunello wineries. The Banfi castle and the southern part of Montalcino are visable from the garden and other castles and historical sites are at reach. The wide paved terrace is ideal to host special events and wedding celebrations.

Main House

Ground Floor

  • Fully-equipped main kitchen
  • Large dining room
  • Airy and inviting sitting area with working fireplace and beamed ceiling
  • Library equipped with a TV screen and a stylish leather couch
  • Guest half bathroom
  • Bedroom with en-suite bathroom

First Floor

  • Spacious living room with beamed ceilings, large fireplace, traditional facing sofas and armchairs, and an antique cocktail table
  • Two bedrooms with en-suite bathrooms

Second Floor

  • Bedroom with en-suite bathroom

Guest House

  • Living room with fireplace
  • Comfortable dining area
  • Fully equipped kitchen
  • Direct access to the garden
  • Two bedrooms, one with private bathroom, one with en-suite bathroom

Pool House

  • One bedroom with en-suite bathroom

​Outside Features

The 2.5-acre manicured Italian and English garden surrounds all three units and offers several recreational opportunities as well as a vegetable garden with fresh vegetables. The panoramic zero-edge pool is shaped like an old laundry fountain with waterfall spouts on the back and is located on a ledge facing the hills. The pool area is furnished with wrought-iron chairs, chaises longues and shades. There is a large wooden gazebo, also fully furnished with chairs and a coffee table. On the upper level, the multi-purpose stone paver patio is decorated with stone walls and an old brick well. This area is perfect for outdoor dining and enjoying the extraordinary 360-degree panorama.


Villa Information

Bedroom Details

  • Bedroom 1: Main House - Queen bedroom with crown canopy bed, and en-suite bathroom with shower
  • Bedroom 2: Main House - Queen bedroom with full canopy bed, large en-suite bathroom, and stone Jacuzzi
  • Bedroom 3: Main House - Twin bedroom with full canopy beds, en-suite bathroom with double sinks, claw-foot tub and access to terrace
  • Bedroom 4: Main House - Double bedroom with crown canopy bed and en-suite bathroom with tub and shower
  • Bedroom 5: Guest House - Twin bedroom with en-suite bathroom
  • Bedroom 6: Guest House - Queen bedroom with private bathroom
  • Bedroom 7: Pool House - Double bedroom with canopy bed, wide plank hardwood flooring, en-suite bathroom with concrete shower


  • Air-conditioning throughout villa
  • Bathrobes
  • BBQ
  • Dishwasher
  • DVD player
  • Espresso maker
  • Fireplaces
  • iPod docks
  • Oven
  • Parking (2 cars)
  • Private gym in the lower floor of the pool house
  • Refrigerator
  • Satellite TV
  • Stereo
  • Toiletries
  • Window screens
  • Wireless internet

Pool Details

  • Panoramic zero-edge pool (46 x 20 feet, rectangular) with waterfall spouts

Staff and Services

  • Final cleaning
  • Morning housekeeping of bedrooms and bathrooms
  • Mid-week bed linen and towel change
  • Welcome drink upon arrival
  • Wi-Fi Internet connection

Staff and Services (at additional cost)

  • Cook service
  • Cost of food and beverage
  • Grocery shopping

Location Details

  • Siena - 40 minute drive
  • Montalcino - 45 minute drive
  • Florence - 1 hour and 30 minute drive
  • Rome - 2 hours and 30 minute drive
  • Casal di Pari - 12 minutes

Villa Notes

  • Copies of passports must be provided in advance for all guests to expedite check-in process.
  • Electricity, water, gas, and heating are included
  • Major house appliances to be used with the supervision of the staff
  • Children over 10 years old are welcome
  • Please note that the bedrooms are in 3 separate buildings
  • The property is entirely non-smoking
  • Check-in: between 4:30 pm - 7:30 pm
  • Check-out: before/by 9:30 am
  • All extra services must be paid locally, prior to departure, unless otherwise arranged

Tuscany Villa Notes

  • Important note regarding Chef/ Cook Services: All Chef/Cook services need to be arranged by your Concierge.  Only Villa approved Chef/Cooks can be used.  This also pertains to In-Villa cooking lessons.
  • Due to limited transportation in outlying and rural areas, a rental car is essential for stays at countryside villas in Italy. We are more than happy to arrange a car for you during your stay, please just let us know at time of booking.
  • Please note that Italy villas rent from Saturday to Saturday. Exceptions may be possible on a case by case basis and upon request.
  • The Italian government has implemented a Visitor’s Tax of €1.50 - €5.00 per person, per day and applies to all overnight stays for the first seven days in the destination. This tax is payable to the local property manager.
  • Most villas in Italy require the cost of extra services be paid upon arrival in cash.  Please check with your Villa Specialist or Concierge for details.


Rates Table Key:

  Travel Dates      Bedrooms

 Minimum Stay      Starting Price

Travel Dates BedroomsBDRMSMin. Night StayMin. Stay
Now to May 15, 2020
Not Available
Contact About Availability
/per night
May 16, 2020 to Jun 19, 2020 47
$ 1,585  1429 $ 2357 $ 2099  1556 £ 1214
/per night
May 16, 2020 to Jun 19, 2020 77
$ 1,822  1643 $ 2709 $ 2414  1789 £ 1396
/per night
Jun 20, 2020 to Sep 11, 2020 47
$ 1,822  1643 $ 2709 $ 2414  1789 £ 1396
/per night
Jun 20, 2020 to Sep 11, 2020 77
$ 2,060  1857 $ 3062 $ 2728  2022 £ 1578
/per night
Sep 12, 2020 to Oct 2, 2020 47
$ 1,585  1429 $ 2357 $ 2099  1556 £ 1214
/per night
Sep 12, 2020 to Oct 2, 2020 77
$ 1,822  1643 $ 2709 $ 2414  1789 £ 1396
/per night

Check Availability

Check Availability

Telephone charges extra

Security Deposit: €3,000 pre-collected

Minimum Stay: 1 Week - Saturday to Saturday rentals.  Minimum night stay may vary by villa. Please contact a villa specialist to confirm.

Important! Non-USD rates above based on approximate currency conversion. Please confirm rate and currency with your Villa Specialist at time of booking.

Guest Reviews

of Leopolda
We are just back from Italy and have to tell …
P. Family • July 2018

We are just back from Italy and have to tell you that it was a fantastic week at the Villa Leopolda. The villa host was wonderful getting us orientated. Everyone found it easily, all the staff were wonderful; our kids and grand kids were delighted with the pool, accommodations and the food-WOW. My entire family and I highly recommend this Villa. Thanks for your help.

Thank you all for taking such great care of …
Ken and Mark • June 2017

Thank you all for taking such great care of us! We could not have chosen a better (and more beautiful) place to rest our heads. You went above and beyond and we're so appreciative. Looking forward to our next visit!

We loved your home and the wonderful staff …
Joanie and Richard • June 2017

We loved your home and the wonderful staff that we had the pleasure of enjoying for the week. It was a dream vacation and we will be back again soon!

Enjoyed your hospitality and kindness. …
Mammy (Grandmother) • June 2017

Enjoyed your hospitality and kindness. Thank you for a beautiful week!

We could not have imagined a more perfect …
Bridget and Max • June 2017

We could not have imagined a more perfect place to celebrate many special celebrations in our family! The location was incredible and the staff was as hospitable as we could ever dream of! Thank you, thank you! We will be back!

With heartfelt gratitude our family has …
J. Roffler, K. Lunenschloss, S. Lumschluse, Y. Thompson • August 2016

With heartfelt gratitude our family has enjoyed an idyllic stay. We came to celebrate our matriarch’s 78th birthday and depart feeling a bit as if we are part of your family as well. The architecture is incredible throughout the house, the fragrant gardens, the breathtaking views and the waist expanding culinary delight all contributed to a perfect stay! The sophisticated décor is elegant yet inviting. The staff is very attentive yet unobtrusive. Our stay was heavenly yet too short…

A writer once defined “life” as the …
The Zemptim Family • August 2016

A writer once defined “life” as the “art of creating memories.” Our family cannot thank you enough for what has been the experience of a lifetime. The memories our family made on this extraordinary vacation will be cherished forever.

Marella made our stay so easy. Throughout the week she provided us with much insight into the Tuscany Area. Thusher and Luncha are an absolute delight. They are two of the most accommodating and pleasant people who could ever meet. Their smiles light up the room.
Tiria, the cooking is beyond words. She created the most delicious culinary creations daily.
The charm and beauty of Leopolda is just breath taking and the beautiful courtyards is like a slice of heaven.

Thank you for a wonderful and memorable …
M. Family • July 2016

Thank you for a wonderful and memorable experience here in Tuscany! Your attention to detail, welcoming personalities, and amazing food has made us feel at home. You all went way above the call of duty when our car broke down at midnight, and we thank you so much for coming to the rescue. we had an amazing time!

Spectacular. Amazing. Incredible. …
Z. Family • July 2016

Spectacular. Amazing. Incredible. Hospitable. Villa Leopolda exceeded all of our expectations from the villa itself to the view, to the staff and the amazing food.
Thank you for having us it was the holiday of a lifetime and we don't want to go home!!

Our stay at Leopolda has been amazing! The …
The Thompson Family • June 2016

Our stay at Leopolda has been amazing! The views…so beautiful! Many thanks to Banduila, Hilda & Amali for making our stay here so comfortable. The food and meals were delicious…enjoyed it very much!

Thank you so very much for a wonderful week …
The V Family • June 2016

Thank you so very much for a wonderful week at Leopolda! We’ve been to Tuscany several times now, but have never passed such a relaxing and rejuvenating time here. Tina, Lanca, and Tusha have made our stay wonderful and have made us feel at home. The food was amazing and the sensations are wonderful. The house is gorgeous-the architecture, the furnishings-everything. The home and surrounding views-magnificent! We will definitely be returning to Leopolda!

Grazie Millie!

Words cannot express what a perfect & …
G Family • June 2016

Words cannot express what a perfect & magical place Leopolda is, of our 2 week travels throughout Italy, our final week was spent here. It was the perfect balance of rest & relaxation, combined with easy to reach day trips to the beautiful towns around Regello. Mariela is a pleasant, well informed house manager-no question was left unanswered. Christiano catered to all of our delights and cravings & even baked a delicious cake for my son’s birthday. Lanca always has a smile on her face- the perfect way to brighten your day. Finally, Tushar. He was ready to provide whatever was necessary to ensure our stay was complete. Together, they were the ‘Dream Team’ saying ‘yes’ to whatever we needed. We are truly grateful and hope to return someday…

I’ve always dreamed of Italy, this far …
Christina & Bill, Mark, Julie and Vinnie too • May 2016

I’ve always dreamed of Italy, this far exceeded our dream trip and was the best ever. I love the views, the pool, the family and most of all the friends we made. Thank you for being helpful with our stay. Much love.

The Best Birthday I ever had, Thank you for …
D. Kesmore • May 2016

The Best Birthday I ever had, Thank you for making our travels the best ever. The food was incredible-the staff unbelievable. Thank you again!!

Thank you for opening your beautiful home to …
Alisha and Mark • April 2016

Thank you for opening your beautiful home to us and sharing Banduila, Hilda, Amalie & Shenara with us. They made this trip so special! Hilda is an amazing cook and Shenara’s smile melts my heart everytime I look at her (and photos). This is a trip I will never forget-the best trip with amazing friends at the most beautiful Leopolda!!

This was the best vacation for me. The staff …
M. Mems • April 2016

This was the best vacation for me. The staff was the best company. They exceeded my expectations. I am sad to be leaving a place like Leopolda. Thank you for making my stay memorable…God bless

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