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Cottage holiday rentals in Monticchiello

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Top-rated cottage rentals in Monticchiello

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Top guest favourite
The cottage, constructed with Città della Pieve's distinctive red brick, is framed by lush greenery under a clear blue sky. Traditional wooden shutters add character to the windows, while a chimney rises from the roof, suggesting warmth and comfort inside.
Cottage in Città della Pieve
5 out of 5 average rating, 38 reviews

Grove Cottage, Immersed in nature & close to town

Bordering Tuscany with spectacular, sweeping views across forests and olive groves through the Tiber Valley towards the Apennine Mountains, the spacious luxury cottage and large landscaped garden are private and tranquil, yet only a short walk from the historic, lively town centre. Famed for its palazzos, churches, frescos, restaurants, artisan stores, cookery schools & festivals. Here days can be spent relaxing in nature or exploring the region’s famed hilltop towns, vineyards, or thermal spas.

Guest favourite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano
4.95 out of 5 average rating, 97 reviews

EcoLodge – modernes Design in ruhiger Panoramalage

Die EcoLodge, modern, ökologisch, komfortabel, liegt mitten in der Natur in einer friedlichen, fruchtbaren Kulturlandschaft am Monte Amiata in der stillen Südtoskana. Sie gehört zu einem alten Bauernhaus mit viel Platz, wunderschöner Aussicht, vielen alten Obst-, Marroni-, Olivenbäumen und unserem Weinberg. Es ist ein idealer Standort. Von hier aus können Sie weltberühmte Sehenswürdigkeiten erkunden, viel unternehmen und abseits der Touristenströme die Ruhe des toskanischen Landlebens genießen.

Guest favourite
A sunlit outdoor space features a wooden deck with a dining table and chairs, overlooking lush green fields. A circular stone seating area surrounds a wooden hot tub, providing a tranquil spot to enjoy the serene landscape.
Cottage in Montepulciano
4.93 out of 5 average rating, 28 reviews

Angalia Guesthouse

Una vacanza di relax nell' annesso privato, immerso tra i vigneti del Vino Nobile e circondato da panorami mozzafiato. Ottimo punto di partenza per passeggiate infinite, giri in bicicletta, gite culturali, bagni nelle acque termali, avventure culinarie... e tanto altro! Arredamento in stile tradizionale toscano con tocchi di modernità FAST WIFI ADATTO PER SMART WORKERS che desiderano un ambiente stimolante per concentrarsi sul proprio lavoro, immersi nella bellezza naturale che ci circonda.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 142 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
A charming Italian cottage is set against a backdrop of rolling hills, complemented by tall cypress trees lining a gravel pathway. The exterior features a rustic stone facade, with two chimney peaks visible under a bright blue sky dotted with fluffy white clouds.
Cottage in Sant'Andrea di Sorbello
4.98 out of 5 average rating, 88 reviews

Romantic spot Umbria "LeRose"

An immaculately presented Italian cottage set amidst the romantic views of the Niccone Valley, ideally suited for a couple seeking peaceful relaxation in luxurious surroundings-Nestled within the grounds of a larger villa, the cottage is completely independent from the Main House, ensuring privacy and tranquility. It is lovingly maintained by the estate’s dedicated staff- the cottage offers the perfect escape, all within easy reach of some of Umbria and Tuscany’s most renowned attractions.

Guest favourite
A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.
Cottage in Castelmuzio
5 out of 5 average rating, 70 reviews

Panoramic view & outdoor jacuzzi - Pienza

‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

Guest favourite
An aerial view of the cottage reveals a spacious patio featuring a hot tub and seating area. Surrounding greenery and olive trees provide a natural backdrop, while a gravel driveway leads to the entrance of the home. The rustic roof complements the charming landscape.
Cottage in Campiglia D'orcia
4.93 out of 5 average rating, 45 reviews

Val D’Orcia Eco Cottage - Exclusive Retreat

Nestled in the forest at the highest point of the Val d’Orcia, our cottage is surrounded by olive groves with stunning views of the valley. Guests can enjoy the expansive garden, which is completely fenced, making it ideal for guests with pets or children. The entire property is exclusive, offering perfect peace and quiet for those who wish to relax, work, or create. The cottage is ideal for: • Remote working • Active holidays for nature lovers • Families and travellers with pets

Guest favourite
An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.
Cottage in Monteriggioni
4.95 out of 5 average rating, 266 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Top guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci
5 out of 5 average rating, 102 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Guest favourite
An aerial view captures the villa surrounded by expansive farmland and lush greenery. An inviting infinity pool is visible in the foreground, complemented by neatly arranged olive trees. The villa's rustic architecture blends harmoniously with the tranquil rural landscape.
Cottage in Provincia di Siena
4.96 out of 5 average rating, 46 reviews

Wonderful Villa for 10 people in Valdorcia

The villa is set in an oasis of tranquillity between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. Villa Gaeta has four double bedrooms within the main building and an additional double bedroom in the annex by the patio. It can accommodate up to 10 persons, perfectly suitable for families and small parties. This villa is a brilliant example of Tuscan rural 18th century style, well proportioned, carefully renovated.

Guest favourite
A cozy bedroom features a large bed framed by elegant wrought-iron headboards. Textured stone walls complement the cream-colored backdrop. A small table displays travel brochures and decorative elements, providing a homely touch.
Cottage in Pari
4.94 out of 5 average rating, 163 reviews

La Casa del Frantoiano - Pari -

We offer our guests an apartment in Pari, a pretty village in the heart of Tuscany, near the Terme di Petriolo and halfway between Siena and the sea, reachable in about halfanhour. Completely and recently renovated, it consists of a kitchen, a large bedroom, a bathroom, an outdoor relaxation space with a table. Equipped with air conditioning and all kinds of comforts, it is for 2/3 people, in the kitchen there is a single bed. Private pool shared with other guests.

Guest favourite
The charming cottage is set against a backdrop of lush greenery, featuring a natural stone facade and a tiled roof. A swimming pool is visible in the foreground, accompanied by sun loungers and umbrellas, while well-maintained gardens and trees surround the property.
Cottage in Radicofani
4.85 out of 5 average rating, 137 reviews

Cottage "Girasole" 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).

Popular amenities for cottage rentals in Monticchiello

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