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Vacation rentals in San Quirico d'Orcia

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Top-rated vacation rentals in San Quirico d'Orcia

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Top guest favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 145 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.93 out of 5 average rating, 294 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 106 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favorite
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft in Montepulciano
5 out of 5 average rating, 490 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Top guest favorite
A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 222 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Top guest favorite
A charming two-story villa is set amidst a spacious green lawn, surrounded by trees and shrubs. The building features red shutters and a welcoming porch that invites relaxation. Scenic countryside views extend beyond the property, enhancing the tranquil setting.
Apartment in Monticchiello
4.97 out of 5 average rating, 174 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is an independent, non-shared apartment on one level within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, with restored antique family furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so all the rooms offer a beautiful view of the countryside.

Top guest favorite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 106 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Top guest favorite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 139 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.93 out of 5 average rating, 272 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Superhost
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Condo in Castelnuovo dell’Abate
4.9 out of 5 average rating, 310 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Guest favorite
A panoramic view of San Quirico d'Orcia showcases the picturesque village rooftops with their warm, terracotta tiles. In the background, rolling hills extend towards the horizon, framed by a clear blue sky. Stone buildings reflect the region's architectural charm.
Apartment in San Quirico d'Orcia
4.95 out of 5 average rating, 110 reviews

La Violetta di San Quirico, Historic Center.

Welcome to the heart of Tuscany, in San Quirico d'Orcia, where your stay will be an unforgettable experience in our apartment, offering the perfect combination of comfort and authentic Tuscan beauty. You'll enjoy the apartment's true magic as you look out the windows and be captivated by the 360-degree views of the majestic Val d'Orcia, its hills, vineyards, olive groves, and rooftops.

Top guest favorite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 522 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Popular amenities for San Quirico d'Orcia vacation rentals

When is the best time to visit San Quirico d'Orcia?

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Frequently Asked Questions

  • What are the best places to stay in San Quirico d'Orcia?

    Stays around the historic center of San Quirico d'Orcia invite easy access to medieval streets, gardens, and local restaurants. Some travelers also explore nearby countryside villas for a peaceful, scenic atmosphere.

  • What are the best things to do in San Quirico d'Orcia with kids?

    Families frequently suggest exploring the Horti Leonini gardens, enjoying easy walks through town, and sampling local gelato. Parks and the gentle countryside surrounding San Quirico d'Orcia offer space for outdoor play and picnics.

  • What are some of the best things to do in San Quirico d'Orcia?

    Explore the medieval town walls, wander Horti Leonini, and step into the Collegiate Church of San Quirico. Many travelers enjoy tasting local olive oil, visiting churches, and discovering thermal baths in the surrounding region.

  • How is the weather in San Quirico d'Orcia?

    San Quirico d'Orcia has cool winters around 33–49°F (0–9°C) and warm summers, typically 60–89°F (15–32°C). Rain is more frequent in autumn, while spring and early summer bring mild temperatures and blooming landscapes.

  • When is the best time to visit San Quirico d'Orcia?

    Late spring and early autumn are often recommended for milder weather and green hills. During these seasons, the town has blooming flowers, local events, and comfortable days for exploring outdoors.

  • What are the best places to visit in San Quirico d'Orcia?

    Explore Horti Leonini, the Collegiate Church of San Quirico, and the scenic Piazza della Libertà. The town also has historic gateways and nearby chapels that are frequently suggested by visitors.

  • What are some hiking trails in San Quirico d'Orcia?

    San Quirico d'Orcia has gentle walking paths across town and countryside routes threading through olive groves, cypress-lined hills, and wheat fields. Travelers often join marked trails connecting local villages and panoramic viewpoints.

  • What are some family activities we can do in San Quirico d'Orcia?

    Families can explore Horti Leonini gardens, walk medieval city walls, and join local workshops or tastings that highlight the region's flavors. Parks and rural areas around San Quirico d'Orcia invite picnics and outdoor adventures.

  • What are some of the best day trip ideas from San Quirico d'Orcia?

    Travelers frequently suggest exploring hilltop villages such as Pienza, thermal baths around Bagno Vignoni, and regional wineries. The Val d'Orcia area has scenic roads, historic abbeys, and artisanal food experiences.

  • Are there any pet friendly accommodations available in San Quirico d'Orcia?

    San Quirico d'Orcia has a selection of pet-friendly stays, including countryside homes, town apartments, and rural villas. Local parks and walking areas let you enjoy the outdoors with your pet.

  • What are some local tips for visiting San Quirico d'Orcia?

    Wander early in the morning for quieter streets and soft light, and bring comfortable shoes for hilly cobblestone alleys. Many shops close midday for rest, so plan meals and shopping in advance.

  • What is San Quirico d'Orcia known for?

    San Quirico d'Orcia is known for its medieval townscape, Renaissance gardens, and Val d'Orcia's panoramic views. The area has locally pressed olive oil, historic churches, and festivals celebrating cultural traditions.

  • What are the best hidden gems to explore in San Quirico d'Orcia?

    The Rose Garden near the town walls and smaller chapels like Chiesa di Santa Maria Assunta are often suggested as quieter spots. Explore lesser-known alleys for artisan workshops and peaceful corners with countryside views.

  • What are the best foods to try in San Quirico d'Orcia?

    San Quirico d'Orcia has dishes like handmade pici pasta, locally pressed olive oil, and sheep's milk pecorino cheese. Many visitors enjoy sampling Tuscan wines and seasonal specialties from local trattorias.

  • What should I bring for a trip to San Quirico d'Orcia?

    Pack comfortable walking shoes for cobblestone streets, a reusable water bottle, and light layers for shifting temperatures. Sun protection is useful for spring, summer, and early autumn days spent outdoors.

  • What is the nightlife in San Quirico d'Orcia like?

    San Quirico d'Orcia has a relaxed nightlife with wine bars, quiet cafés, and occasional live music or local gatherings on plazas. Evenings often focus on dining, conversation, and experiencing Tuscan flavors.

  • What are the most popular events or festivals in San Quirico d'Orcia?

    San Quirico d'Orcia has traditional festivals tied to local produce and historical pageants, especially in spring and summer. A medieval parade and olive oil celebrations are frequently highlighted by visitors.

  • Are there family friendly vacation rentals in San Quirico d'Orcia?

    Family-friendly rentals are available in San Quirico d'Orcia, including homes with spacious living areas and access to gardens or rural surroundings. Many provide amenities such as kitchen facilities and outdoor seating.

Quick stats about vacation rentals in San Quirico d'Orcia

  • Total vacation rentals

    Explore 90 vacation rentals in San Quirico d'Orcia

  • Nightly prices starting at

    San Quirico d'Orcia vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 3,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    90 of San Quirico d'Orcia vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Quirico d'Orcia rentals

  • 4.8 Average rating

    San Quirico d'Orcia stays are highly rated by guests—averaging 4.8 out of 5!

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