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Holiday houses in Montemerano

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Top-rated holiday rentals in Montemerano

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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, 568 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Guest favourite
A view of the historic Pitigliano skyline features ancient stone buildings nestled against a dramatic cliffside. The prominent clock tower stands tall amidst a tapestry of rooftops, while the circled monolocale indicates its location within this picturesque landscape.
Apartment in Pitigliano
4.95 out of 5 average rating, 173 reviews

La Sorpresa Studio Apartment

Studio apartment in the heart of Pitigliano, a short walk from the Synagogue and the Etruscan Vie Cave. The apartment offers a beautiful view of the Meleta valley. It is carefully furnished with antique and valuable furniture and objects. It offers a smart working station. The house is located in the center of Pitigliano, just a few meters from the Synagogue and the “Etruscan hollow streets”. It offers an amazing view of the Meleta Valley. The apartment is furnished with care and with fine antiques.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 122 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Guest favourite
An interior view showcases a living area with exposed wooden beams and stone walls. A red sofa is positioned nearby, while a wood stove stands next to a stack of firewood. Sunlight filters through the open doors, illuminating the inviting space.
Home in Manciano
4.92 out of 5 average rating, 264 reviews

Duckly, a 17th-century residence in the heart of Maremma

17th century house, with a lovely outdoor area, in the historic center of Manciano, in the heart of the Tuscan Maremma. Not far from the Argentario sea and minutes from the Saturnia Falls, with free access to the hot springs. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma region. Land of good food and wine tradition. Not far from the Argentario sea and the Saturnia Mulino Falls with hot water, always accessible and free.

Top Guest favourite
Guesthouse in Macciano
4.97 out of 5 average rating, 214 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.

Top Guest favourite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 226 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Top Guest favourite
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

Top Guest favourite
The bedroom features a spacious bed with an elegant wrought-iron headboard, flanked by bedside lamps. A decorative chandelier hangs from the wooden ceiling beams. A colorful painting and a framed mirror adorn the walls, while a vase with flowers adds a touch of charm.
Condo in Pitigliano
4.99 out of 5 average rating, 111 reviews

The Ancient Views in Pitigliano

Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

Top Guest favourite
A spacious bedroom features a large, inviting bed adorned with a light blanket. Natural light floods through sheer curtains draped over a large window, revealing views of the lush valley outside. The rustic walls, made of tufo, add a unique character to the room.
Apartment in Civita di Bagnoregio
4.94 out of 5 average rating, 265 reviews

The Cellar (Palazzo Pallotti)

The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

Top Guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Apartment in Monticchiello
4.97 out of 5 average rating, 174 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a self-contained, non-shared, single-storey apartment located within a villa at the foot of Monticchiello. It features 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in Tuscan style, featuring restored heirloom furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

Top Guest favourite
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.

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.

Popular amenities for Montemerano holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Montemerano