Holiday houses in Val di Paglia

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Top-rated holiday rentals in Val di Paglia

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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, 625 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!

ValueLocationGetting around

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, 250 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.

ValueFamilyCleanliness

Guest favourite

A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.

Home in Cetona

4.98 out of 5 average rating, 183 reviews

Casa Dolce Toscana | Panoramic Suite & View

CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

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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

4.93 out of 5 average rating, 334 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

ValueLocationBackyard

Top Guest favourite

A rustic stone house is set amidst lush greenery, featuring large windows that invite natural light. The structure includes a covered terrace adorned with climbing plants, providing an inviting outdoor space. The surrounding lawn is well-maintained, contributing to a peaceful rural setting.

Holiday home in Monticchiello

5.0 out of 5 average rating, 36 reviews

Elegant farmhouse overlooking Pienza

Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.

LocationFamilyView

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.

FamilyLocationIndoor spaces

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.

FamilyLocationCheck-in

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, 109 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.

FamilyValueComfort

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, 53 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.

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Superhost

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).

ValueFamilyPets

Top Guest favourite

An open-plan living area is highlighted by wooden beams across the ceiling. A cozy sofa faces a dining table surrounded by modern chairs. A well-equipped kitchen with sleek cabinetry is visible in the background, complemented by warm lighting throughout the space.

Home in San Casciano dei Bagni

4.95 out of 5 average rating, 40 reviews

Il Pozzo RestArt - Appartamento in centro storico

Be captivated in this 2 bedroom apartment sitting in the old center of San Casciano dei Bagni. This charming home offers the perfect blend of comfort and relaxation. Inside, you’ll find a bright open living space, a fully equipped kitchen, and plush bedding for a restful night’s sleep. Whether you’re here for a weekend getaway or an extended stay, you’ll love the calm atmosphere and easy access to local shops and cafés.

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