House holiday rentals in Castiglione d'Orcia

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Top-rated house rentals in Castiglione d'Orcia

Guests agree: These houses are highly rated for location, cleanliness and more.

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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, 195 reviews

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

LocationValueRiver

Top Guest favourite

A vibrant garden features an array of colorful flowers, with delicate white blooms prominently displayed. In the background, rolling hills are seen under a dramatic sky, creating a serene landscape filled with natural beauty.

Home in Castiglione d'Orcia

4.96 out of 5 average rating, 136 reviews

Da nonna Ornella - nest in Val d'Orcia

Spectacular views and relaxation guaranteed in this romantic studio in the heart of Val d 'Orcia, province of Siena, immersed in beautiful Tuscany. Ideal for couples. It has a living area, equipped kitchen, bathroom, heating, courtyard, private parking and a large and panoramic garden with sun loungers and hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d 'Orcia, Radicofani, Castiglione d 'Orcia and Monte Amiata. Unforgettable

FamilyValueDecor

Guest favourite

Home in Asciano

4.96 out of 5 average rating, 140 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.

LocationValueSolo travel

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, 181 reviews

Casa Dolce Toscana | Panoramic Suite with View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

FamilyValueComfort

Top Guest favourite

The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.

Home in Rigomagno

4.96 out of 5 average rating, 124 reviews

House Rigomagno Siena

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

FamilyLocationWi-Fi

Guest favourite

A welcoming dining area features a wooden table set with plates and glassware, accompanied by fresh fruit. A bouquet of flowers sits on an adjoining console, while a television displays scenic imagery against a warm, yellow wall illuminated by wall-mounted lighting.

Home in Pienza

4.97 out of 5 average rating, 100 reviews

Spacious Luxury Stay in Pienza | 3BR 3BA

Discover an elegant, spacious and authentic retreat in the heart of Pienza, a Renaissance gem and a UNESCO World Heritage Site. With 3 double bedrooms, 3 bathrooms, a spacious living area, a fully equipped kitchen, air conditioning and Wi-Fi, this house is perfect for families or friends looking to experience the most iconic side of Tuscany, with its historic alleyways, unique flavours and unforgettable views of the Val d’Orcia, while enjoying all the comforts of a truly special home.

LocationValueCheck-in

Top Guest favourite

A spacious living area features a gray sofa adorned with patterned cushions. A rustic wooden table and bookshelves filled with books are visible in the background, illustrating an inviting open layout that connects the living space to the dining area.

Home in Castiglione d'Orcia

4.95 out of 5 average rating, 177 reviews

Apartment in a detached villa - Val d'Orcia

In a cozy independent villa in Tuscan style apartment recently and finely renovated and located in a land rich in history. A few kilometers from the city of art and on Via Francigena, the apartment can be a base for nature or food and wine trails. From a beautiful terrace overlooking the view you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval Rocca From 22/03/18, a municipal tourist tax of €2 per person will be charged. See additional notes

ValueFamilyAir conditioning

Guest favourite

The exterior of the villa features a yellow facade with green shutters and a tiled roof. A pathway leads to the entrance, bordered by well-maintained greenery. Windows include decorative frames, and a chimney adds charm to the structure.

Home in Campiglia D'orcia

4.95 out of 5 average rating, 101 reviews

stay in Val d'Orcia

Spacious apartment in Campiglia d'Orcia, ideal for visiting Val d'Orcia and Monte Amiata. A place suitable for those who want a relaxing stay, nature and culture. The 75 sqm accommodation with independent entrance is on the ground floor of the villa where we live. It consists of 2 bedrooms, one with a double bed and one with two single beds (it is possible to add a fifth bed in the living room), 2 bathrooms, kitchen, large living room and garden; Wi-Fi, dishwasher.

FamilyValueNearby

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, 231 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.

ValueFamilyDecor

Guest favourite

A charming stone house with a terracotta roof features a welcoming entryway, shaded by umbrellas and surrounded by colorful flowers. In the background, a serene saltwater infinity pool is framed by landscaped greenery, complementing the tranquil rural setting.

Home in Foiano della Chiana

4.92 out of 5 average rating, 173 reviews

Conca d'Oro villa with private pool, sleeps 4

Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi

FamilyValueSleep quality

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, 108 reviews

The Bandita dei Bovi

The cottage is located 4 km from Castell'Azzara, surrounded by the greenery of an olive grove consisting of 38 olive and fruit trees and surrounded by wooded land and pastures, overlooking the valley offering a breathtaking 180° view starting north with the Fortress of Radicofani until descending towards the west to get lost on the horizon among the Sibillini Mountains. 300 meters from the provincial road, it can be reached by a dirt road.

FamilyValueCondition

Top Guest favourite

A spacious bedroom features a large bed with a floral coverlet. Natural light enters through two windows, accentuated by wooden shutters. A pink chair and small desk are positioned against one wall, while a decorative rug adds warmth to the wooden floor.

Home in Monticchiello

4.95 out of 5 average rating, 221 reviews

La casa nel Borgo - Superior Tuscany Apartment

La Casa Nel Borgo is located in the small medieval village of Monticchiello, inside the historic center, between the ancient walls, immersed in the classic and enchanting landscapes of Tuscany. Newly renovated, it perfectly blends its historical soul with modern decor, giving the environment personality and charm. The terrace with a view is equipped. NOTE: *Only one room will be available for 2 people, unless explicitly requested.*

ValueFamilyCleanliness