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Book Online or call VRBO Booking Assistance: 888-829-7076
Book Online or call VRBO Booking Assistance: 888-829-7076

Classic, Private Villa with Breathtaking Views - Private Pool

Bedrooms 4
Space 3,250 sq. ft.
Property type villa
Minimum Stay 5 nights


About the property

Villa, 4 Bedrooms + Library, 3 Baths, (Sleeps 8-10)

Che Bella Vista!

Enter this property and you realize immediately you have ventured into the best Italy has to offer - exquisite views, sublime food, unsurpassed wine, and exceptional weather. As any Italophile will tell you, the Tuscan Val D'Orcia and Crete Senese (and in particular the area near Montalcino) is the most evocative and sensual part of Italy. There really is no better area -- as we have found in 20+ years of experience. Those pictures you see on the calendars, with the vineyards, rows of cyprus and hilltowns -- thats Val D'Orcia/Montalcino...

It is, after all, a United Nations UNESCO Heritage Site. And for good reason. The sheer beauty is staggering. This is the area that refused to allow billionaire media magnate and former Italian Prime Minister Berlusconi to buy a second (well, maybe 4th in his case) home! It is also the area where they filmed The English Patient, Romeo and Juliet, Only You, The Gladiator, Stealing Beauty, and Tea With Mussolini.

Amidst this splendor is set the beautiful and private property known as Villa Brunello at San Sebastiano. This centuries-old, independent, four-bedroom, two-bath, 3250-square-foot home has everything to make your Italian vacation memorable. Just five kilometres from Montalcino (two-and-one-half as the crow flies), this ancient farmstead boasts views to die for - from Mount Amiata in the south to Siena in the North. And it serves as the perfect point from which to visit the most beautiful villages and cities in Italy - Montalcino, Allesino, Pienza, San Quirico D'Orcia, Volterra, Florence, Montepulciano, Siena, San Gimignano, Monterrigione, Pisa, Cinque Terra, and Rome.

Or stop at the ancient Roman baths of Bagno Vignone and the monasteries at Monte Oliveto Maggiore and Sant Antimo,... or hike in some of the most beautiful scenery on God's earth. If you are feeling industrious, take an Italian cooking or language class nearby in the monastery where they filmed The English Patient. There are 2 world renowned Italian Language Schools very close by where you can take classes at all levels and varying degrees of immersion.

Located on two lush acres surrounded by exquisite villas and vineyards, this very special home has been lovingly restored inside and outside to ensure your ultimate pleasure. And better yet it is surrounded by vineyards, olive groves, and hill towns in every direction.

Open the wrought iron front gates to be immediately transported to La Vita Bella - a pea gravel courtyard welcomes you to your first view of the private church of St Sebastian and the verdant and generous Tuscan landscape. Once inside, your choices abound. Enjoy a beautiful outdoor courtyard just outside the French doors from where you will sip limoncello on quiet Tuscan evenings. Or lounge in the formal living coved ceilings and gorgeous period pieces and memorable works of art and pottery. Read, contemplate or write in the quiet comfort of the study with views of the church and Montalcino up on the hill.

Be tempted by the breathtaking dining room with coved ceilings from which you will enjoy your Tuscan feasts. Next you will find a huge modern eat-in kitchen with all the appliances and tools necessary to prepare delicious Italian cuisine. Next to the kitchen on the first floor is an enormous living room/great room with eight-foot by eight-foot fireplace, two full couches, numerous chairs, and a large screen 48' plasma television. Just off the enormous great room and kitchen is a set of French doors leading to two wonderful lanais/pergolas adding outdoor rooms to your living space and which overlook the yard, vineyards and valleys - and by night the lights of Siena. Further down the hill, the pool and pool area is a haven in itself, with expansive views of the valley and numerous wineries. The house, yard and pool are very private.

Downstairs, there is also a full bathroom and a study/office/bedroom with fold out couch for extra sleeping.

Upstairs you will find four beautifully and authentically appointed bedrooms. Two have queen-size beds and two have twin beds which can be joined to form queen-size beds, where desired. Each bedroom has beautiful linens with at least 400-thread count sheets and pillow cases. And better yet, each room has breathtaking views over the Montalcino Valley. There are also two additional bathrooms on this level, very tastefully decorated.

In case you did not already know (and we are sure you did), Montalcino is the location where Brunello (by far the best wine in Italy, if not the world) is produced. And from Villa Brunello at San Sebastiano, you are ten minutes by car and foot to the best wineries and wine tastings in Italy. We have counted over 50, and by no means is that complete. Banfi, Barbi, Fanti, Tornese, Biondi Santi, Campanna, you name it, they are here. From $30 to $700 per bottle.

There are also wonderful restaurants, enotecas, and gelaterias nearby in case you get the urge to indulge off premises. Many of them have al fresco dining with great views. You will soon find out, it is impossible to find a bad meal. But for those times when you are just too sated to leave, you will find the pool, yard, and the outdoor and indoor living, dining, and relaxation spaces to be enchanting. This is what Italy is all about. You may never want to leave.

Touring ideas from the villa:

* Caparzo Castle and Winery 1/2 mile

* Altesino Castle and winery 1 mile

* Montalcino 1.5 miles walking; 4 miles driving

* Buonconvento 5 miles

* Pienza 15 miles

* Montepulciano 22 miles

* Siena 27 miles

* Cortona 40 miles

* Mediterranean Sea 40 miles

* Florence 86 miles

* Assisi 75 miles

* San Gimignano 50 miles

* Lucca 111 miles

* Pisa 125 miles

* Orvieto 60 miles

* Rome 125 miles

* Todi 75 miles

* Venice 225 miles

* Milan 250 miles

* Bagno Vignone 10 miles

* Sant 'Antimo 10 miles

* Sant'Anna in Camprena 10 miles

* Monte Oliveto Maggiore 10 miles

Keywords: Villa

More Details

Property Manager
Member since: 2004
Speaks: english, italian, swedish, norwegian
Response time:
Within 2 days
Response rate:
Calendar last updated:
March 15, 2018

Why Nick chose Montalcino

We traveled to Tuscany and Umbria for 10 years and this area (the Val d'Orcia) around Montalcino is our favorite -- for the views, wine, hidden natural thermal baths, museums and restaurants.

What makes this villa unique

The towns, views, wine, hidden natural thermal baths, museums and restaurants. This is classic Tuscany - the scenes you see on all the calendars is basically the view from the house and backyard.

Guestbook comments from the manager

Hi Dave - we had a blast!! Your home was comfortable and has such a great location. We loved some lazy days around the casa and a few exploring the area. It was a nice break in the middle of an otherwise busy touring trip. Il Lecchio was fantastic - went twice.

We will consider another vacation there next fall - mostly likely late September. I'll make the reservation as soon as possible, as I'm sure that's a popular time. We'd love to be there in pool season.

Do you get over there much? When was your last stay there?

We LOVED the cooking class, dinner and wine pairing. Wish we had done it earlier in our stay, so we could have enjoyed leftovers longer.

I trust you heard that we left your home in great condition.

We look forward to enjoying your home again soon! Thanks and have a great summer! Gwendolyn
Apr 2010
  • 1 of 3


Montalcino Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 3250 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 8
  • Min. age of primary renter: 35
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
Location Type:
  • Monument View ...
  • Mountain View ...
  • Rural
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Fireplace ...
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
  • 3 full bathrooms - all with a shower and one with a tub. Plus there is an outdoor shower down by the pool.
  • 4 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 queen , great views
    Bedroom 2 - 1 queen , great views
    Bedroom 3 - 2 twin/ single , great views
    Bedroom 4 - 2 twin/ single , great views
  • Queen size Beds (2), Twin or Single Beds (4), Child Beds (1) playpen/babybed available upon request for $25 set up fee, Sleep Sofa or Futons (1) There is a hide a bed in the library
  • Books
  • CD Player
  • DVD Player
  • Game Room ...
  • Games
  • Music Library ...
  • Satellite / Cable
  • Stereo
  • Television ...
  • Video Library ...
  • Bicycles ...
  • Deck / Patio
  • Gazebo
  • Golf
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill
  • 1 bicycles
  • Long-term Renters Welcome
  • alternative lifestyle
Pool / Spa:
  • Private Pool
Onsite Services:
  • Concierge
  • Private Chef
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • museums
  • playground
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • horseback riding
  • horseshoes
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • fishing
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • jet skiing
  • mountain biking
  • rafting
  • rock climbing
  • sailing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Plasma 42' Big Screen Flat TV, Washing Machine, Fruit trees and herbs, Dozens of CDs and DVDs, 30 rosebushes and numerous herbs, fruits, nuts and vegetables on site


Wonderful! 4.9/5 -
(17 traveler reviews)

94% Complete
5% Complete
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Classic, Private Villa with Breathtaking Views - Private Pool
average rating of 4.9411764 based on 20 reviews
Vancouver Canada

Exceeded all expectations

  • 5 of 5

The pictures do not do it justice! Beautiful views and lovely afternoons in the pool.

The house is absolutely beautiful and so comfortable for guests. Exceeded all expectations! The perfect location to watch the Tuscan sunsets.

  • Submitted: Jul 16, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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0 0

Beautifully located villa in the heart of Tuscany countryside

  • 5 of 5

We spent three weeks in this villa. There were four adults and three children. All appreciated the magnificent location of the house. We ate all the time outdoors and could choose between two great dining areas. Both afforded magnificent views of the countryside. The garden and pool were a source of delight and relaxation for all. The house is large and roomy with four nice sized bedrooms and three bathrooms. At times when the house was occupied with seven of us, we would have welcomed a bigger fridge and barbecue! Also, we have a preference for steps into a swimming pool with a shallow end. However we did get used to the ladder into the pool and the kids managed with being out of their depth. The pool and garden were impeccably maintained every week by a charming gentleman. Overall we had a wonderful three weeks and have very fond memories of our holiday.

  • Submitted: Sep 4, 2014
  • Stayed: August 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Orla, We are so glad you enjoyed your stay. Please come again.
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0 0
Edmonton, Alberta, Canada

Amazing Villa

  • 5 of 5

We spent 10 days at the villa. It was the highlight of our trip. It was a great home base for day trips to Firenza, Pienza, Montipuliciano, Montilacino and other small towns. We also visited a number of wineries and tastered numerous bottles of Brunello.

The view at night from the villa's patio was spectacular. We watched an amazing sunset every night. The villa was very clean and well maintained. The owner was very helpful in answering our questions.

I would highly recommend the villa to other travelers.

  • Submitted: Aug 28, 2013
  • Stayed: August 2013
  • Source: VRBO, from HomeAway
Owner's Response: Joe, Thank you for the kind words and for taking such great care of the house. I am glad you enjoyed the great sunsets and the brunello from the nearby vineyards. I hope you took some bottles home with you or arranged for our neighboring vineyard owners to ship you some nice selections. Dave
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2 0
Texas and Colorado

Dream Vacation in Tuscany

  • 5 of 5

Great house, quiet setting. Everything needed was in the kitchen; we just had to move in and unpack our personal belongings. What made our month stay so enjoyable was the owners genuine interest in making certain we had plenty of information on the best and most important things to do and see. Dave really made an effort to document the area restaurants and wineries so we could allocate our time to the best ones. Without his good advice, we would have wasted a lot of valuable time and missed some really great food and sights. The house is in a great location with close proxcimity to rail transportation. Lots of great little towns within a hours drive.

  • Submitted: Dec 12, 2012
  • Stayed: September 2012
  • Source: VRBO, from HomeAway
Owner's Response: Ken, I am so glad you had a good time. I hoped you liked the remodeled kitchen, as well as the proximity of the kitchen to the outdoor dining areas. And the views. Thanks for taking good care of the house during your stay as well. Ciao, Dave
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2 0
Anaheim, CA

Classic Tuscan Experience

  • 4 of 5

This Tuscan villa has a lot of character, stunning views, and sits on a hill surrounded by vineyards! The owner was very accommodating and made the reservation process smooth and seamless. With our stay came tons of recommendations about the area, where to eat, sights to see and tips to make your vacation in this breathtaking region a memorable one. The villa was clean and well-maintained. Everything was in working order when we arrived. The pool was always cleaned of leaves, and ready for us to cool off from the summer heat. The kitchen is well equipped with everything needed to prepare meals. The villa's caretaker always came and checked on us (but not intrusive), making sure that everything was in order. The villa is well-situated in Montalcino, close to the hilltop town for restaurants, enotecas and shopping, yet far enough to have privacy surrounded by a gorgeous Tuscan landscape. La Dolce Vita indeed!

  • Submitted: Aug 6, 2012
  • Stayed: July 2012
  • Source: VRBO, from HomeAway
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3 0

Hello, Dave, We're very ...

  • 5 of 5

Hello, Dave,

We're very nostalgic about our time at what we are

now calling "our" home in Tuscany (we wish it were

ours!). It exceeded our expectations - the website

doesn't do the views justice, and we were so

surprised at how much larger the rooms are than

they appear in photographs. We had so much

trouble dragging ourselves away from the pool, the

terrace, and the view, so we didn't do nearly as

much sightseeing as we'd thought we would - but

it was all good! The location is perfect - close to

everything, but far enough away that it's quite

private and quiet. We were in awe. You have a slice

of heaven at Villa Brunello at San Sebastiano!

  • Submitted: Sep 1, 2008
  • Stayed: August 2008
  • Source: VRBO, from HomeAway
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3 1


Nearest Airport
60 Miles
Nearest Ferry
80 Miles
Ferry to Elba and Giglio
Nearest Golf
3 Miles
Castiglion del Bosco
Nearest Train
5 Miles
Nearest Restaurant
3 Miles
Boccon di Vino, Montalcino
Nearest Beach
80 Miles
Tuscan Coast
Car: necessary

This property is in extremely close proximity to three perfect Tuscan towns (Montalcino, Buonconvento and Torrenieri) and dozens of wineries for winetastings and to language schools, galleries and cooking classes available on site and nearby.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $500
Cleaning Fee $250

Manager's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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