Villa Dolce Vita Pienza Tuscany

Overview

Villa Dolce Vita Pienza Tuscany

Type: Villa
Occupancy: 12
Location: Val D\'Orcia

Villa Dolce Vita – A Timeless Tuscan Retreat

Villa Dolce Vita sits in the heart of the Val d’Orcia, one of Tuscany’s most breathtaking landscapes and a UNESCO World Heritage site. From the property, sweeping views stretch across rolling wheat fields, olive groves, and vineyards, with cypress-lined lanes leading to medieval hill towns like Pienza, Montalcino, and Montepulciano. Monte Amiata, Tuscany’s highest peak, stands in the distance, creating dramatic sunsets that bathe the valley in golden light.

The villa is surrounded by its own gardens of lavender, white roses, and fragrant herbs, offering an atmosphere of peace and seclusion—yet you are just minutes from charming villages, wineries, and trattorias. It is a place where the rhythm of life slows, and every window frames a view that feels like a Renaissance painting.

The property is a lovingly restored Tuscan country residence that perfectly balances rustic charm with modern luxury. Surrounded by gently rolling hills, cypress-lined roads, and some of Tuscany’s most iconic villages, this 6-bedroom, 6-bathroom villa is ideal for families and friends seeking an authentic and elevated Tuscan experience.

The Atmosphere

The villa retains the warm, imperfect beauty of an old country estate. Windows are charmingly askew, walls are built from hand-cut local stone, and the upstairs floors are crafted from centuries-old oak. Hand-painted tiles and handmade brick floors, laid in a classic herringbone pattern, evoke the heritage of the region. While the spirit is historic, every comfort has been thoughtfully added: full air-conditioning, central heating, screened windows, high-speed Wi-Fi, and two fully equipped kitchens.

Outdoor Living

At the heart of Villa Dolce Vita is a spectacular 18-meter heated saltwater pool, bordered with creamy travertine and lush banks of agapanthus, lavender, and white roses. Outdoor living is a way of life here—whether sipping wine at sunset, cooking under the stars, or enjoying a quiet morning coffee overlooking Monte Amiata.

Accommodation

The villa is divided into three independent wings, perfect for multi-generational groups or friends traveling together.

Left Wing

Spacious living room with fireplace, library, TV, and panoramic windows framing Pienza’s hills.
Small kitchen for easy snacks and light meals.
Two bedrooms upstairs, each with ensuite bathrooms, antique furniture, and private character details—one with a hydromassage tub, the other with a double shower and charming terrace.

Central Section

Grand open-plan loft with soaring wood-beam ceilings and dining table seating 12.
Tuscan-style chef’s kitchen with modern appliances.
Cozy mezzanine with French bed.
Cream-toned double bedroom with hydromassage bathtub.

Right Wing

Traditional kitchen with handmade tiles, living room with fireplace.
Two bedrooms with ensuite bathrooms, one featuring a canopied king bed and a spectacular view of the surrounding hills.

Included Services

Twice-weekly cleaning and linen change
Pool maintenance
Concierge assistance for experiences and reservations

Curated Experiences

At this unique property we offer more than just accommodation— we provide a number of incredible experiences that offer guests a gateway to Tuscan life. Guests may enjoy:

Private chef and cooking classes in a spacious kitchen
Wine tastings in Montalcino or Montepulciano
Pecorino cheese tours in Pienza
Guided e-bike tours, hikes, and hot-air balloon rides. We can have e-biked delivered right to the villa.
In-villa massages, yoga sessions, and personal trainingl. There is a yoga studio on site.
Coffee-roasting visits, flower farm tours, and even a private Italian language teacher

Location: Perfectly Positioned in the Val d’Orcia

Just a 5-minute drive from the Renaissance town of Pienza, famous for its pecorino cheese, charming piazzas, and breathtaking views. Despite its close proximity to town, the villa feels wonderfully secluded, surrounded by open countryside and rolling hills.

Its central position makes it the perfect base for exploring the Val d’Orcia and beyond: Montalcino, Montepulciano, Cortona, Arezzo, and Siena are all within about 45 minutes by car. Whether you’re touring wineries, discovering medieval villages, or soaking in natural thermal baths, you can return home each day to the tranquility of your private estate. After a day of exploration, return to your private retreat to watch the sunset transform the Val d’Orcia into a living painting.

Amenities

Pricing & Availability

Please contact us today by either phone or email for assistance with this booking.
Email : team@italyvacationspecialists.com
Toll Free : 1-866-779-2565

Quote Request

Send Quote Request for Booking

Gallery

Recommended Experiences

Flavors of Fall in Tuscany: Cooking, Truffle Hunting, Chocolate, Olive Oil and Wine Therapy on private 100% Tuscan owned organic estate with weekly departures in October and November 2024

Let's Travel and Cruise Exclusive for Women by Women: Rome - Amalfi Coast - Tuscan Spas - Italian Riviera - Lake Como to Venice May 23 - June 5, 2024

Music and Wine in the Val D'Orcia

Private Tour of the Orcia Valley, with optional wine tastings

Honor Your Beauty in Italy: A Wellness Experience with full access to the most beautiful spas of central Italy: December 1-10, 2025

Italy for Lovers: Private Tour of Italy including the Amalfi Coast, Capri, Rome, Florence, Tuscany & Venice

Tuscany & Umbria: Exclusive Small Group Tour Including Florence

Quick Enquiry Form

Search Your Tour

Incredible Experiences in Italy for Exceptional Prices

Private Tour of Volterra and Her Incredible Landscapes including San Gimignano

Client Testimonials

This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel Locorno where they know the owner there, like in every place ... [Read More]
- Sean & Veet Chapman, CGA
In August 2018, my family of four and myself travelled from Vancouver, BC to Rome Italy and spent 3 weeks touring Italy with IVS. This company had come highly recommended by many friends and associates of ours who had used them before and indeed to say they do an outstanding job is an understatement. You can tell while being in Italy that it is one complicated place to run tours in, just by the ... [Read More]
- Vijaya Sunil CPA, CGA
I went to high school with the owner of the company who organized my honeymoon for myself and my now wife from Tokyo. We spent three short weeks seeing Piedmont and experiencing wine paradise there, then heading to Nice in France with our private driver and flying to Rome where honestly 4 days is NOT enough. They keep saying to spend more time and we could not agree more! You need to spend more ti ... [Read More]
- Robin and Kumi Bruun, Tokyo Japan
In September of 2018 I brought a group of 12 from Venice to Sicily and organized all of my services with the Italy Vacation Specialists. Being a travel agent and in the business, I know how complicated organizing travel arrangements can be in Italy and the IVS team took a huge burden off of me! I would like to start of by saying "THANK YOU" both for the amazing job you did on our trip. There was n ... [Read More]
- Ann Brownell, KHM Travel Group
I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends! ... [Read More]
- Lucretia Brower
As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips with the IVS team, firstly when they did my first 2 tri ... [Read More]
- Laura Chomiak, Travel Agent
I am a travel agent from Lebanon and have organized several group tours as well as individual tours of Italy with Italy Vacation Specialists. I highly recommend them as one of the very best tour operators in Italy to work with, given their professionalism and work ethic which I feel is second-to-none in the travel industry. All of the staff, the guides, the coaches and even the meals we enjoyed we ... [Read More]
- Nicole Haddad, Lebanese Travel Agent
Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we wer ... [Read More]
- Ron and Deb Crosby
We're home now from the most amazing trip to Italy! I can't thank you enough for your efforts and coordination of what was without question the finest vacations I've been on to date. ... [Read More]
- Carol Carson
The trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country. ... [Read More]
- Leon and Michele