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Apartment vacation rentals in Castiglione d'Orcia

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Top-rated apartment rentals in Castiglione d'Orcia

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Top guest favorite
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, 138 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

Guest favorite
A bright bedroom is highlighted by a spacious bed adorned with a soft orange coverlet. Natural light flows in through wide open doors, framing panoramic countryside views. A vintage dresser and a mirror provide functional decor, while a delicate canopy drapes above the bed.
Apartment in Montepulciano
4.96 out of 5 average rating, 178 reviews

Stuart Black Tea Amazing View & Super Central

This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

Top guest favorite
A wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.
Apartment in Montepulciano
4.99 out of 5 average rating, 281 reviews

Montepulciano Historic Center

Nice 60-square-meter apartment located on the main street of the town. It is located on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering a breathtaking view. The apartment consists of: an entrance, a living room with a double sofa bed, a bedroom, a kitchen, and a bathroom with a roof window. It is equipped with a microwave, large oven, dishwasher, washing machine and wifi.

Guest favorite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga
4.94 out of 5 average rating, 170 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Top guest favorite
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, 173 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family 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 rooms boast a beautiful view of the countryside.

Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.93 out of 5 average rating, 261 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Superhost
The wide expanse of rolling hills can be observed, showcasing a golden landscape under a cloudy sky. Soft light filters through the clouds, illuminating the fields and highlighting the gentle contours of the terrain. A distant castle silhouette is visible atop a hill.
Apartment in Castiglione d'Orcia
4.88 out of 5 average rating, 120 reviews

La porta di Neno

Apartment in Val d'Orcia of 80 square meters, overlooking the beautiful valley located on the first floor of a small condominium in the center of the village of Castiglione d'Orcia. Bright and recently renovated apartment, very comfortable, suitable for families, couples or small groups of friends. It is equipped with everything you need to stay. Wi-Fi is available. Public parking 30 meters away. There is no air conditioning.

Guest favorite
A small stone alcove features a wooden table with a potted flower and two red folding chairs. The background reveals a serene view of lush hills, creating a quiet space for relaxation.
Apartment in Bagnoregio
4.98 out of 5 average rating, 479 reviews

The Enchantment of Civita (The Terrace)

L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Guest favorite
A panoramic view of San Quirico d'Orcia showcases the picturesque village rooftops with their warm, terracotta tiles. In the background, rolling hills extend towards the horizon, framed by a clear blue sky. Stone buildings reflect the region's architectural charm.
Apartment in San Quirico d'Orcia
4.96 out of 5 average rating, 102 reviews

La Violetta di San Quirico, Historic Center.

Welcome to the heart of Tuscany, in San Quirico d'Orcia, where your stay will be an unforgettable experience in our apartment, offering the perfect combination of comfort and authentic Tuscan beauty. You'll enjoy the apartment's true magic as you look out the windows and be captivated by the 360-degree views of the majestic Val d'Orcia, its hills, vineyards, olive groves, and rooftops.

Top guest favorite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino
4.99 out of 5 average rating, 114 reviews

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

Top guest favorite
The image showcases a sprawling rural landscape viewed from above, featuring a rustic stone building with a terracotta roof. Surrounding areas include lush green fields, trees, and hills in the distance, under a bright blue sky accented by soft, fluffy clouds.
Apartment in Castiglione d'Orcia
4.9 out of 5 average rating, 119 reviews

agriturismo il poderuccio "sweet apartment"

The IL PODERUCCIO farmhouse has several apartments, including: -A romantic apartment inaugurated in 2019 consisting of a private bathroom and a single room with a double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia equipped for outdoor dining and a magical window overlooking a breathtaking view.

Superhost
A gazebo, surrounded by lush greenery, is positioned in the outdoor space. Soft sunlight bathes the area as it rises above distant hills, creating a serene and inviting environment. A single chair is visible nearby, providing a spot to enjoy the peaceful landscape.
Apartment in Castiglione d'Orcia
4.81 out of 5 average rating, 204 reviews

La Pineta Gelsomino Studio apartment in Val d'Orcia

Studio apartment near the historic center of Castiglione d'Orcia with independent entrance, en-suite bathroom, and private garden. Near the parking lot, on the lower floor, there is a garden space with a gazebo and panoramic view to share with other guests.

Popular amenities for Castiglione d'Orcia apartment rentals

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