House holiday rentals in Monticiano

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Top-rated house rentals in Monticiano

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Guest favourite

Home in Orvieto

4.99 out of 5 average rating, 209 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).

Guest favourite

Home in Cortona

4.91 out of 5 average rating, 87 reviews

Cortona historical centre. Great views and WiFi

Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations

Guest favourite

Home in San Casciano In Val di Pesa

4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

Guest favourite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Superhost

Home in Chianni

4.82 out of 5 average rating, 57 reviews

Three bedroom historical house with the best views

Newly renovated and beautifully furnished Tuscan home in Chianni, Italy. There are two units within the property which are both inclusive of the price and both connected. The upstairs area boasts two large bedrooms, a modern chef's kitchen, dining hall and living room with a sleek bathroom. The studio unit below has a bedroom, kitchenette and full bathroom. Guests receive a welcome package with a bottle of wine, water, and a free wine-tasting ticket at Castelvecchio.

Guest favourite

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.

Guest favourite

Home in Magliano

5 out of 5 average rating, 12 reviews

Sunset in Chianti

Relax with the whole family in this quiet, panoramic accommodation immersed in the beauty of the Tuscan countryside. This apartment offers a view that will leave you breathless. Equipped with a large garden, above ground pool, 2 cozy bedrooms, 2 elegant bathrooms, a fully equipped kitchen, a comfortable living area and a panoramic terrace with a table, perfect for dining under the stars. This place is ideal for living a unique and unforgettable experience.

Superhost

Home in Sorano

4.83 out of 5 average rating, 36 reviews

Cozy Artist Retreat in the heart of Sorano

The house, on two levels, consists of a large living room with an adjoining kitchen and a bathroom dug into the tufo rock, while the bedroom and a living room are located on the level above. The house enjoys an extraordinary panoramic view of the valley and a reading nook with fireplace to stay cosy at night. The real gem of the house is the large terrace overlooking the 13th century church: a real rarity in the village of Sorano!

Guest favourite

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Superhost

Home in San Casciano dei Bagni

5 out of 5 average rating, 3 reviews

Podere la Piscina - RestArt

Podere la Piscina is an ancient stone structure located in the countryside of San Casciano dei Bagni. One of the most famous villages in the Val d'Orcia. The Podere is made up of 6 elegant bedrooms all en-suite, and a thermal pool with spring water with 38°- 40 °. At guests' disposal there are also common areas such as gym, a sauna, two large lounges and a fireplace.

Superhost

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Vacation home in Castiglione

A corner of heaven and tranquility a stone's throw from the sea. A renovated apartment equipped with every comfort with a large garden available to spend summer evenings and enjoy the view of the Diaccia Botrona and the sea. In the hilly area, 2 km from the center of the village, to experience the sea and the village but with serenity.