Located in southern Tuscany, Val d’Orcia is one of Italy’s most visually iconic landscapes. Rolling wheat fields, cypress-lined ridges, and fortified hill towns create a panorama that has defined the image of the Tuscan countryside for centuries. Recognized as a UNESCO World Heritage Site, the region reflects a careful balance between agricultural tradition, architectural preservation, and cultural stewardship.
Historically shaped by the Etruscans and Romans and later influenced by Siena during the medieval period, Val d’Orcia evolved into a model of Renaissance land planning. Towns such as Pienza exemplify this legacy, where harmonious proportions and open vistas were designed to reflect humanist ideals.
Val d’Orcia villa rentals place you directly within this landscape. Rather than visiting for a tasting or a day trip, you wake to vineyard views, dine beneath open skies, and return each evening to a private estate surrounded by fields that shift from green to gold with the seasons.
Rental Escapes curates a collection of Val d’Orcia villas selected for their architectural character, panoramic settings, and elevated service, offering a refined base for exploring southern Tuscany and our broader portfolio of luxury villas in Italy.
Rather than just places to stay, villas in Val d’Orcia are integrated parts of the land. Here you’ll find restored farmhouses, noble estates, and former monasteries that retain their classic character. Wood-beamed ceilings, terracotta floors, and sweeping views reflect a landscape that has changed little in generations.
Val d’Orcia villas are located throughout the region: near Pienza, the Renaissance “ideal city”; around Montalcino, home to Brunello vineyards; near Montepulciano, known for its palaces and wine bars; close to San Quirico d’Orcia and Bagno Vignoni for a quieter, wellness-focused stay; near Castiglione d’Orcia and Rocca d’Orcia for elevated panoramas; and around Radicofani for dramatic medieval character.
No matter where you stay, you’ll experience a peaceful, private retreat that honors the Tuscan lifestyle while providing refined service and curated local access through your dedicated Concierge.
Many estates in Val d’Orcia are designed for extended families and larger groups, offering multiple guest houses, annexes, and expansive grounds. These properties combine historic structure with modern leisure amenities such as infinity pools, gyms, and landscaped gardens built for outdoor dining and long summer evenings.
Resenzia: Surrounded by wheat and sunflower fields, Resenzia is a large restored farmhouse with sweeping views. Step back in time as you explore the interior, with its thick stone walls and exposed beams. Modern amenities, including a gym and a chef’s kitchen, make this a convenient stay for up to 20 guests.
Araldica: Located near Montepulciano, Araldica is a true work of art. Outside, you’ll find 60 acres of parkland surrounding you, best appreciated from the beautiful pool area. Inside, you’ll find beautiful examples of Italianate design, including ornate ceilings, marble fireplaces, and cross vaults. This is one of the loveliest villas in Val d’Orcia.
Ranuncolo: A striking stone villa, Ranuncolo is composed of a main villa, an annex, and an ancient barn. Dramatic updates, including to the exterior, give this villa a unique aesthetic, while the infinity pool provides breathtaking views over the countryside. There’s also a full gym that provides a perfect way to stay in shape. A truly picturesque stay.
Val d’Orcia’s rolling hills, cypress-lined roads, and wide-open horizons are best experienced outdoors. A private pool transforms a countryside estate into a true Tuscan retreat, offering uninterrupted views across wheat fields, vineyards, and medieval hill towns. During the warmer months, pools become the natural center of daily life: quiet morning swims, long afternoons under the sun, and sunset aperitivos overlooking the valley.
Many Val d’Orcia villas with pools are positioned on elevated estates, maximizing privacy and panoramic vistas while remaining within easy reach of towns like Pienza and Montalcino. Featured villas include:
Aiola: A traditional Tuscan country house, Aiola is set over meticulously landscaped grounds, with a large private pool surrounded by panoramic views. Inside, you’ll find a perfect combination of historical charm and modern comforts, with wood beams and stone accents punctuating the high-end finishes. A peaceful stay for up to 12 guests.
Villa Platea: A typical Tuscan stone home, Villa Platea sits on a hillside and features a very atypical infinity pool that seemingly stretches out into the surrounding vista. The landscaping is suitably sophisticated, with pine, cypress, fig, and nut trees. Inside, you’ll find plenty of unique details, including in each of the five bedrooms.
Serenzia: Near the charming village of Cetona, Serenzia is a rustic home in a traditional farmhouse. The exterior features terracotta roofs, arched entries, and a stone façade. Inside, you’ll find traditional Tuscan touches, as well as spacious living areas, a well-equipped kitchen, and en-suite bathrooms.
Val d’Orcia’s wide landscapes and quiet pace make it especially well suited to families traveling together. Large estates with multiple bedroom wings, annexes, and generous outdoor spaces allow grandparents, parents, and children to gather comfortably while still enjoying privacy.
Days unfold slowly here, with mornings in the pool, afternoons exploring hill towns, and evenings around long outdoor tables beneath open skies. These Val d’Orcia villas for families balance space, authenticity, and modern comfort, creating a setting where shared time feels natural and unhurried:
Villa Zaffirano: A family home spread out over two floors, Villa Zaffirano overlooks panoramic hillside views, especially from the perfectly placed infinity pool. The pool deck is surrounded by fig trees and grape vines, as well as a barbecue. Inside, you’ll find traditional Tuscan decor, as well as 5 well-appointed bedrooms.
Vincente: Located between San Casciano dei Bagni and Piazze, Vincente is conveniently placed to ensure easy sightseeing. The villa itself is a traditional farmhouse with a terracotta roof and stone walls. Inside, you’ll find a cozy interior that’s perfect for families, as well as 4 bedrooms with a variety of bedroom layouts.
Lagesta: Just outside Montalcino, Lagesta offers a scenic, serene experience. Its classic exterior harmonizes with the surrounding countryside, and there’s a large pool for you to take it all in from. Inside, you’ll find an inviting ambiance characterized by natural light and materials. With 4 bedrooms, it’s a great choice for a small family traveling together.
Italy is part of the Schengen Area. US, UK, and Canadian visitors may stay visa-free for up to 90 days within a 180-day period. Your passport should be valid for at least three months beyond your departure date.
The closest airports are Florence Airport (Amerigo Vespucci) and Pisa International Airport. Florence is approximately 1.5 to 2 hours by car depending on your villa’s location, while Pisa is about 2 to 2.5 hours away.
Many international travelers also arrive via Rome Fiumicino, which is roughly 2.5 to 3 hours by car. Your Concierge can arrange airport transfers, private drivers, or rental cars.
Yes. Val d’Orcia is a rural region of hill towns, vineyards, and countryside estates. Public transportation is limited, and most villas are set along scenic country roads. A rental car or private driver is strongly recommended for exploring towns such as Pienza, Montalcino, Montepulciano, and San Quirico d’Orcia.
Many Val d’Orcia villas offer air conditioning, particularly in bedrooms. Because many properties are restored stone farmhouses or historic estates, cooling systems may vary. Thick stone walls naturally regulate temperature, but your Villa Specialist can confirm exact specifications prior to booking.
Most countryside villas in Val d’Orcia feature private pools positioned to take advantage of panoramic valley views. Pools are typically open from late spring through early autumn, depending on weather and property policy. Heated pools are available at select estates.
Larger estates often include housekeeping, gardening, and pool maintenance. Private chef service may be included or arranged upon request. Some properties offer full staff support for extended stays, celebrations, or multi-generational gatherings.
Yes. Val d’Orcia villas are especially well suited to families and multi-generational groups, offering expansive gardens, multiple bedroom wings, annexes, and private pools. The region’s quiet pace and open landscapes create a relaxed environment for shared time together.
Some larger estates in Val d’Orcia may be suitable for intimate weddings or private celebrations, depending on local regulations and property policies. Event permissions vary by villa. Your Villa Specialist can advise on approved properties and any restrictions before booking.
Spring (April–June) and autumn (September–October) are especially popular due to mild temperatures, blooming landscapes, and harvest season. Summer is warm and ideal for poolside stays, while winter offers a quieter, more introspective countryside atmosphere.
Chianti villas place you in the heart of Tuscany’s wine country between Florence and Siena, while Siena villas offer proximity to one of Italy’s most beautifully preserved medieval cities.
Val d’Orcia provides broader valleys, UNESCO-protected landscapes, and a more remote, cinematic setting. It is ideal for travelers seeking deeper countryside immersion and panoramic seclusion.
Highlights include exploring the Renaissance town of Pienza, visiting Brunello wineries in Montalcino, relaxing in the thermal waters of Bagno Vignoni, and driving the scenic roads between San Quirico d’Orcia and Montepulciano. Many guests arrange private wine tastings, truffle hunts, or guided tours through their Concierge.
Val d’Orcia is defined by open horizons, rolling wheat fields, cypress-lined roads, and hilltop villages. The rhythm is slower and more rural than in Florence or Siena. Stays here emphasize privacy, landscape, and a deep connection to Tuscany’s agricultural heritage.
Our curated collection of luxury villas in Val d’Orcia includes restored farmhouses, panoramic hilltop estates, and secluded countryside retreats set across one of Tuscany’s most iconic landscapes. Each residence is selected for its architectural character, setting, and level of service within our broader portfolio of villas in Tuscany and villas in Italy.
Your Villa Specialist will guide you in selecting the right estate based on your group size, preferred village or vineyard setting, and desired amenities. After booking, your Concierge can arrange private wine tastings, chef service, guided tours of Pienza and Montalcino, airport transfers, and curated countryside experiences throughout Val d’Orcia.
Val d’Orcia offers open horizons, Renaissance towns, and a slower Tuscan rhythm. The right villa transforms your stay from a visit into a fully immersive countryside experience.
Contact a Villa Specialist to begin planning your Val d’Orcia villa stay.
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Luxury Villa Rentals for 2+ people
