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Holiday houses in Montisi

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Top-rated holiday rentals in Montisi

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Guest favourite
Apartment in Montisi
4.88 out of 5 average rating, 25 reviews

Frattina1860 Romantic Apartment Free Parking

A peaceful oasis between the Crete Senesi and the Val d'Orcia. Ideal for two people who want to relax and explore historic villages, taste wines and admire the colours and iconic landscapes of Tuscany. Fully equipped kitchen and large open spaces. Surrounded by greenery 12km from Pienza 30 minutes from Montalcino and Montepulciano, 19km from San Quirico, 45 minutes from Siena 20 minutes from the A1 toll booth. Outdoor space and secure car parking on private property. Breakfast included. Ideal stop for cyclists and motorcyclists

LocationHospitalityCleanliness

Top Guest favourite
An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.
Condo in Asciano
4.99 out of 5 average rating, 233 reviews

Pink like the sunset sky

The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 138 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.

FamilyLocationOutdoor spaces

Guest favourite
Farm stay in Montalcino
4.98 out of 5 average rating, 44 reviews

Tuscan Farmhouse ~ Magic Sunsets ~ 360° view

Apt. 'Maria'-Tucked away among the gentle hills of Montalcino and at the heart of the Brunello wine region, an authentic Tuscan farmhouse sits gracefully atop a hill, offering a stunning 360° panorama of the surrounding countryside. Here, amidst ancient vineyards and olive groves, time moves slowly, wrapped in the silence and beauty of the Val d'Orcia. It is the ideal refuge for those in search of tranquility and relaxation, where each sunset paints unforgettable scenes that linger in the heart.

LocationValueBackyard

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
4.92 out of 5 average rating, 330 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

LocationValueBathroom

Top 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
5.0 out of 5 average rating, 79 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.

LocationGetting aroundIndoor spaces

Top Guest favourite
Townhouse in Trequanda
5.0 out of 5 average rating, 32 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

LocationFamilySleep quality

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
5.0 out of 5 average rating, 115 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.

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Top Guest favourite
Home in San Giovanni d'Asso
5.0 out of 5 average rating, 81 reviews

Country chic house in a village,private pool,wiFi

La Capanna is a small house hidden at the sight in the very heart of the village of San Giovanni d'Asso in the Community of Montalcino.Private fenced pool (3x6 mt,1mt deep) ,astonishing view from the patio and terrace in front of the house. It can comfortably hold a party of 5 adults plus a child up to 12 . Central heating, fireplace (wood is provided at a little cost)AirCon in the bedrooms, (included in the price from June to mid September) WiFi good for home working

ValueLocationCleanliness

Top Guest favourite
A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.
Apartment in Castelmuzio
5.0 out of 5 average rating, 54 reviews

Beautiful Sunset Apartment

Welcome to the Pascianella Agriturismo, a corner of paradise nestled among the rolling Tuscan hills, in the heart of the Val d'Orcia and the Crete Senesi. The property is in a panoramic position, perched on a hill overlooking the village of Montisi and the picturesque Castelmuzio easily accessible on foot. Whether you're looking for a retreat with a pool to recharge your energy or a base to explore the villages and flavors of Tuscany, Pascianella is the perfect choice.

FamilyValueLaundry

Top Guest favourite
The exterior of the stone house is featured, showcasing rustic charm with green shutters and a welcoming entrance. The garden area includes tables and chairs, surrounded by lush greenery and potted plants, offering a serene outdoor space for relaxation.
Holiday home in Montisi
4.97 out of 5 average rating, 30 reviews

Unique & Historic Getaway: Dreamy Garden

This stylish place to stay is perfect for group or family trips, in a small but precious Tuscan village, Montisi, in the Municipality of Montalcino, famous for wine and for being in the Val d'Orcia park, a UNESCO site. The house has a very quiet roof garden, where you can dine and relax after a day spent among the natural, historical and artistic wonders of the area. Each room of Umberto121 is different from the others, having maintained the characteristics of each.

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Guest favourite
Apartment in Montisi
4.9 out of 5 average rating, 30 reviews

Apartment in historic house with pool and view

The apartment "I Girasoli" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. The apartment, 70 m2, is located on the second floor and consists of a very large and bright living room with a sofa bed, kitchen, a double bedroom and a bathroom with shower. It is elegantly furnished with Tuscan terracotta floors, beams and period furniture. It has a gorgeous view of the gardens, the pool area and the valley.

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