SORT HOLIDAY HOMES

Catagory

My wishes

Villa il Tinaio

Luxury villa - sleeps 22
A luxury main villa located in the superb Tuscan landscape South of Siena and surrounded by a beautiful private garden with old trees and tall cypress trees. At the guests’ disposal there is a beautiful swimming pool situated in a sunny and panoramic position with breathtaking views on the sweet rolling hills with solitary pine tree or cypress on top.

Great villa with much space

Close to cozy towns

Breathtaking views
7 days
04.07.2026 - 11.07.2026
Tuscany

Podere Bagnolo 2

The farmhouse is situated in a quiet position with spectacular view, near the Etruscan village of Murlo, 30 kilometres South of Siena.

​Fantastic view

Beautiful nature

Peaceful surroundings

7 days
04.07.2026 - 11.07.2026
Tuscany

Orsa +

Tucked away amidst breathtaking scenery and magically inserted in a natural park there is this beautiful property. In the centre of the Estate, there is the main villa, an imposing building dated back 19th-century. Recently restored, the villa has been divided into two independent apartments, one for holidays use and the other is sometimes lived by the owners. Close to the main villa, a lovely completely restored independent barn ideal for four people. At the guests disposal a lovely swimming pool (12x6 mts – 1,20/2,40 mts deep) set on a grassy terrace in a spacious grounds, shared with the owners.
Peace and tranquility

5 km from the nearest village

Outstanding nature

7 days
04.07.2026 - 11.07.2026
Tuscany

Tenuta la Campana +

This property is a charming, medieval country estate of 1050 hectares located in the middle of the Crete Senesi. Large pool and tennis court. This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful, is the main house with its typical Tuscan architecture. This property is only 25 Km from Siena.

Friendly and helpful staff

Close to exciting cities

Good terrain for hiking

7 days
04.07.2026 - 11.07.2026
Tuscany

La Pergola

In the centre of the small hamlet of Scalvaia , 500 meter high, La Pergola is a delightful newly restored house with private pool and garden, ideal for 8 people. Scalvaia is a small village with only 70 inhabitants right at the border between Siena and Grosseto province, just 10 minutes drive from San Galgano Abbey and only 35 kms from Siena.

In Scalvaia you can find a very good restaurant and pizzeria, all in walking distance from the house.

Located in a quiet village

Walking distance to restaurant

Nice outdoor area with fencing

7 days
04.07.2026 - 11.07.2026
Tuscany

Podere la Silva +

Villa for 10 - 15 persons. 5 rooms in the villa with 12 bedding + apartment with 3 bedding.

Podere la Silva is an old attactive stone farmhouse with space for 15 people set on a peaceful hillside with panoramic views and surrounded by the garden with olive groves. 65 km south of Siena. One of our least expensive properties.

Friendly and helpful owners

Horseback riding

The owners can prepare meals
7 days
04.07.2026 - 11.07.2026
Tuscany

Trappoline +

In the heart of the Chianti area lies this country estate, surrounded by beautiful rolling landscapes and overlooking Brolio Castle. It's perfect for nature-loving guests seeking a relaxing environment. The owners have restored the property and turned it into 2 lovely villas, one of which is rented out by Local Living. The villas have their own pool, so you don't have to share with others. The owner's vineyard is located nearby.

Breathtaking scenery

It is possible to visit a château

Relaxation is a high priority
7 days
04.07.2026 - 11.07.2026
Tuscany

Villa La Cappella +

8 - 12 persons.
Set in the green countryside of Siena and perched upon the hill of Montesiepi lies this historic country residence. It is located between the Abbey of San Galgano and the Chapel of Montesiepi, where the legendary Sword in the Stone is kept. The owners have restored the building, respecting the original structure but also in keeping with the expectations of the modern tourist.

Breathtaking view

Ideal for several generations traveling together

Close to shopping and cozy town

7 days
04.07.2026 - 11.07.2026
Tuscany

Villa Bibbianello +

Villa for 10 persons. The villa, in 2005,  was designed and built for their own use by its anglo-italian architects/owners as a contemporary version of a classical tuscan villa,  using traditional  materials in a more up-to-date approach to layout and detailing.

High standard

Lovely outdoor area

A quick trip from Siena
7 days
04.07.2026 - 11.07.2026
Tuscany

Villa Belvedere +

Villa - 8 sleeps

Located in an enviable location with breathtaking views over the tuscany rolling hills there is located the beautiful main villa, sometimes inhabited by the owners and completely surrounded by luxuriant woods and fields.

Views that take your breath away

Just 15 km so San Gimignano

High quality

7 days
04.07.2026 - 11.07.2026
Tuscany

Villa Sasso Canaldo +

Villa - 9 sleeps

A lovely villa with the most beautiful interior and antique Italian garden architecture. Situated within walking distance to the picturesque town with restaurants. Shares pool with 3 apartments.
For the discerning visitor

Very well maintained garden area

Close to cultural experiences
7 days
04.07.2026 - 11.07.2026
Tuscany

Sasso Canaldo +

Sasso Canaldo consists of 3 exquisite apartments and a lovely independent villa. The place exudes grandeur and class. This is the place for the discerning guest. Within short distance to the charming and lively medieval village.

Walking distance to a cozy town

Very well maintained garden

High quality

7 days
04.07.2026 - 11.07.2026
Tuscany

Villa Poggetto

Villa - 10 sleeps.
Situated in a panoramic position overlooking a green landscape of wooded hills, this beautiful stone house, surrounded by a wide fenced garden with private pool, has been restored and furnished simply and comfortably for holiday use. South of Siena.
Close to a small village

Simple and comfortable furnishings

Good distance to Siena
7 days
04.07.2026 - 11.07.2026
Tuscany

Villa Santo Stefano +

Large, beautiful villa for 14 - 16 persons. 

Here is quiet, beautiful and with good space for the whole family. Very good pool area surrounded by cypress' - and with views of the soft hills south of Sienna. 

Sincere Tuscan charm

Good location for day trips

Beautiful surroundings

7 days
04.07.2026 - 11.07.2026
Tuscany

Il Castagno

14 apartments with pool

Choose the beautiful, restored country house Il Castagno, if you are nature and culture lover. Il Castagno is located in Certaldo, located near San Gimignano. A very peaceful place that raidiates class. To the country house belongs a pool (20m x 10m) and children's pool, which is beautifully situated with fantastic views.

Wonderful outdoor area

Delivery of bread and breakfast cereals

Childrens pool

7 days
04.07.2026 - 11.07.2026
Tuscany