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Holiday houses in Val di Paglia

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Top-rated holiday rentals in Val di Paglia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea
4.99 out of 5 average rating, 103 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

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Top Guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 621 reviews

Agriturismo Poggio Bicchieri ap. Memoria

Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

LocationValueLong stay

Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 246 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia
4.94 out of 5 average rating, 145 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

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Top Guest favourite
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, 332 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 favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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Top Guest favourite
An aerial view of the Casale showcases its rustic stone exterior and solar panels on the roof. The surrounding landscape features rolling green hills and a variety of trees, creating a serene backdrop. A pathway winds through the vibrant greenery, leading towards the house.
Home in Acquapendente
5.0 out of 5 average rating, 71 reviews

Il Casale con tre viste

The Casale is perfect for those who want to appreciate the beauty of central Italy. At the crossroad between Tuscany, Lazio and Umbria, it has a 360° panoramic view overlooking rural landscape. It is situated perfectly if you wish to enjoy medieval gems or swim in the pure water of Bolsena. Natural hot springs are everywhere. You can hike at the Monte Rufeno, enjoy an aperitivo at San Casciano, Sorano or Aquapendente. At the Casale, you will watch the most beautiful sunset.

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Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 158 reviews

Casale in pietra in Val D’Orcia

Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.

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Guest favourite
A serene infinity pool is framed by neatly trimmed cypress trees, overlooking expansive green hills. Sun loungers are positioned along the poolside, inviting relaxation amid the natural landscape under a clear blue sky.
Villa in San Casciano dei Bagni
5.0 out of 5 average rating, 16 reviews

Magnificent Tuscan Villa, amazing interiors & view

Podere Palazzo is a stone country house at the border of Tuscany and Umbria with magnificent bucolic views all around, impeccable design by internationally renown designer and architect, exquisite service. A place to rest and enjoy all the beauty of the Italian countryside, cooking classes tailored for our guests, wonderful experiences to discover the area including wine tours with driver, lake excursions with private boat and lunch, art tours, and much more.

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Top Guest favourite
A rustic stone house is presented, featuring a sloped roof and wooden shutters. A set of stairs leads to the entryway, and a small porch area is visible. Surrounding greenery enhances the serene environment, offering a glimpse of the expansive valley beyond.
Home in Castell'Azzara
4.99 out of 5 average rating, 107 reviews

La Bandita dei Bovi

Il rustico si trova a 4 km da Castell'Azzara, immerso nel verde di un oliveta composta da 38 ulivi e alberi da frutto e circondato da terreni boschivi e pascoli di proprietà, si affaccia sulla valle offrendo una vista mozzafiato a 180° partendo a nord con la Fortezza di Radicofani fino a scendere verso ovest per perdersi all'orizzonte tra i Monti Sibillini. Distante 300 mt dalla strada provinciale è raggiungibile da una strada bianca.

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Guest favourite
The villa showcases a charming stone facade, complemented by a covered terrace that features stylish outdoor seating. Lush green grass surrounds the property, while vibrant planters add a touch of color. The expansive view of the countryside is visible against a backdrop of clear blue skies.
Villa in Allerona
4.96 out of 5 average rating, 52 reviews

Vakantievilla Casale Colline Dolci

Deze luxueuze villa (casale) is gelegen nabij het dorpje Allerona op de grens van Toscane en Umbrië en ligt op 15 km van Orvieto, 100 km van Rome en 120 km van Firenze. Casale Colline Dolci is perfect voor gasten die in alle comfort en rust willen genieten van de schoonheid van het Italiaanse platteland en haar uitstekende keuken, maar even zo goed ideaal voor diegenen die de prachtige cultuur van Italië willen opsnuiven.

FamilyLocationCondition

Guest favourite
An outdoor dining area features a wooden table surrounded by folding chairs, shaded by a trellis with climbing plants. Colorful flower pots with blooming flowers add vibrancy to the garden, which offers views of the surrounding landscape. The cottage wall is visible in the background.
Apartment in Radicofani
4.91 out of 5 average rating, 157 reviews

Cottage "L'Assolata" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

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Popular amenities for Val di Paglia holiday rentals