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Vacation rentals in Rocca d'Orcia

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Top-rated vacation rentals in Rocca d'Orcia

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Top guest favorite
A spacious living area features a gray sofa adorned with patterned cushions. A rustic wooden table and bookshelves filled with books are visible in the background, illustrating an inviting open layout that connects the living space to the dining area.
Home in Castiglione d'Orcia
4.96 out of 5 average rating, 178 reviews

Appartamento in villino indipendente-Val d’Orcia

In villetta indipendente accogliente appartamento in stile toscano recentemente e finemente ristrutturato e situato in una terra ricca di storia. A pochi km da città d'arte e sulla via Francigena, l'appartamento può essere base per percorsi naturalistici o enogastronomici. Da una bella terrazza sul panorama potrete godere i vostri pasti, ammirare il tramonto ed osservare la maestosa e magnifica Rocca medioevale .Dal 22/03/18 tassa di di soggiorno comunale2 € a persona. Vedi note aggiuntive

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Top 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
4.92 out of 5 average rating, 333 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

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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
5.0 out of 5 average rating, 161 reviews

Casa rurale toscana in Mascagni Farmhouse Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

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Top guest favorite
The exterior of a stone house is displayed, featuring traditional green shutters and wooden doors. The textured stone facade is characterized by a combination of light and dark tones, reflecting the craftsmanship of the region. The entryway is framed by a rounded arch, adding architectural charm.
Home in Castiglione d'Orcia
5.0 out of 5 average rating, 28 reviews

Borgo71 - In the Heart of the Val d'Orcia

Immerse yourself in the authentic charm of the Val d'Orcia from this ideal house, nestled in a stunning Tuscan region famous for its gentle hills, medieval towns, and distinctive hues. Recently renovated in 2025, it offers modern technologies and comforts while preserving the characteristic stone features of the old village houses. This is the perfect base for exploring Montalcino, Pienza, Bagno Vignoni, San Quirico, Siena, and numerous other amazing destinations in the vicinity.

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Guest favorite
A rustic stone building features a sloped roof and round windows, surrounded by lush greenery. A stone pathway leads to the entrance, where a vine-covered pergola provides shade. Two chairs are placed outside, inviting relaxation in a serene countryside setting.
Farm stay in Castiglione d'Orcia
4.79 out of 5 average rating, 168 reviews

Agriturismo Il Granaio della Fonte

Se vuoi trascorrere la tua vacanza in un agriturismo in Val d'Orcia, a pochi passi dalle città più ricche di storia, arte e tradizione di tutta la Toscana come Pienza, Montalcino e Montepulciano, l'agriturismo Granaio della Fonte è la tua destinazione ideale. Un'appartamento in stile toscano, con letto matrimoniale comodo e spazioso, mobilia antica, TV satellitare e bagno dotato di tutti i confort, ti aspetterà al tuo arrivo in questo meraviglioso angolo della Toscana.

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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, 231 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.

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Top guest favorite
A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.
Apartment in Castiglione d'Orcia
4.99 out of 5 average rating, 112 reviews

Appartamento Mimosa - Poggio al Vento

Private apartment in a farmhouse from the 1600s. The same consists of kitchen, double bedroom and bathroom. It has everything you need for a pleasant stay. From the terrace, the breathtaking view, overlooking Mount Amiata, Rocca D'Orcia an ancient fortress and the Castle of Ripa D'Orcia. The swimming pool overlooks the Montalcino side. We are an organic farm, we produce high quality wine and oil. We offer, for a fee, tastings of our red wines. Winery tour etc

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Superhost
Home in Rocca d'Orcia
4.83 out of 5 average rating, 6 reviews

Maria's home in Awesome Tuscan Unesco location

Maria's home is a renovated stone/brick house, located in Rocca d'Orcia, a medieval village Unesco’s World Heritage List. -Inside interiors stairs connects floor’s spaces- No TV in Maria's home. The house was conceived as a space to disconnect from everyday stress. Ideal for reading and writing people, as well for runner’s and walker’s. There is an efficient wi-fi mobile. The furnished terrace-garden is in front of the wide open Orcia Valley landscape.

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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
4.98 out of 5 average rating, 116 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.

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Guest favorite
An entrance featuring a charming stone staircase leads up to a wooden door framed by lush greenery. The rustic walls exhibit a mix of warm tones, while decorative elements, such as a potted plant and wrought-iron gate, add character to the inviting space.
Home in Rocca d'Orcia
4.9 out of 5 average rating, 61 reviews

Casa Primavera a Rocca d'Orcia

L’abitazione è in un angolo di paradiso dove il tempo sembra essersi fermato, l'edificio antico è vicino la piazza. Circondato da colline dolci che cambiano colore , per godere di un panorama differente in ogni stagione. L'appartamento offre due stanze da letto , una con letto big size , una con letto alla francese . Bagno e cucina con tutti gli accessori. Parcheggio gratuito. Tassa di soggiorno non inclusa, di un euro a persona per ogni pernottamento.

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Top guest favorite
An outdoor seating area features a small table surrounded by two chairs, adorned with a light breakfast setup. The stone facade of the house is complemented by climbing vines and a bright flower arrangement, inviting guests to enjoy the fresh air.
Vacation home in Monticchiello
4.96 out of 5 average rating, 137 reviews

In Toscana Camere

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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Top guest favorite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Pienza
4.97 out of 5 average rating, 185 reviews

Castello di Spedaletto, Val d'Orcia, Pienza

L'agriturismo Castello di Spedaletto sorge nell’edificio che un tempo ospitava il granaio dell’antico castello medioevale ed è stato recentemente ristrutturato in perfetto equilibrio tra modernità e tradizione: pietra, mattoni, travi a vista si fondono con la caratteristica scalinata in cristallo e ferro battuto. L'agriturismo è formato da 5 camere matrimoniali con bagno e 2 appartamenti. Vieni, Vedi, Vivi…

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Popular amenities for Rocca d'Orcia vacation rentals