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Once you have entered the dates, you will get a quick overview of what is available during your holiday. We update as often as possible (latest updated ), but the search is only indicative.

You can then make a super simple on-line booking of your holiday home, and from the time we receive your order, it takes a maximum of 24 hours for final reconfirmation.

Are there too many options? So do an advanced search and insert some more criteria for your holiday home – e.g. a desired category, restaurant or anything else that matters to you. Please note that some of our holiday homes have fixed changeover days on Saturdays in July and August.

It is possible to reserve for free for 24 hours, and you only pay the deposit after 7 days.

We have visited and critically approved all holiday homes. We call that a safety guarantee 🙂

Get more help with your dream holiday home by contacting me at info@localliving.dk if you don’t find it quite right. Or call 28157241 and have a holiday chat with us.

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We found 200 homes to suit your 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

7,692.00 EUR

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

900.00 EUR

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

1,311.00 EUR

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

1,965.00 EUR

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

2,385.00 EUR

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

5,824.00 EUR

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

1,038.00 EUR

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

4,384.00 EUR

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

1,424.00 EUR

Tuscany

Antico Casale di Scansano

This was originally a farmhouse from the 800-century. In addition to the fashionable hotel with a beautiful location, there are new apartments of high standard with private terraces. Wellness Department, own horse breeding and fantastic restaurant.

Riding school with lessons close to the property

Wellness area

Recommendable restaurant

7 days

04.07.2026 - 11.07.2026

889.00 EUR

Tuscany

Casa Carbonaia +

In the heart of Tuscany, where history, culture and tradition go hand in hand, Casa Carbonaia is located. It is the ideal place for families who want both pure relaxation and other activities, such as guided mountain bike or canoe trips in the beautiful, scenic area. It is also the area where the legendary Leonardo da Vinci was born and raised.

Kind hosts and cozy atmosphere

Barbecue and pizza oven available

Many outdoor activities such as mountain biking and rapelling

7 days

04.07.2026 - 11.07.2026

918.00 EUR

Tuscany

Tenuta Lupinari

Unique castle with very beautiful apartments, pool and a wonderful restaurant. It doesn't get much better than this.

Very good breakfast buffet

Peace and tranquility at the apartments

Cooking school every Tuesday

7 days

04.07.2026 - 11.07.2026

1,490.00 EUR

Tuscany

Tenuta San Giorgio

Very impressive castle with beautiful apartments, incredible pool, good common events, tennis court, and simply just a lovely place.

Friendly and welcoming hosts

A place where guests return to

Ideal location in Tuscany

7 days

04.07.2026 - 11.07.2026

1,247.00 EUR

Tuscany

Agriturismo Il Gheppio

Beautifully located in an old olive grove, you find Agriturismo Il Gheppio - just 1 km from the medieval town Guardistallo and 15 km from the sea. From here there is a memorable view over the soft Tuscan hills and the coast.

Walking distance to the midieval city Guardistallo

Unforgettable view over the characteristic hills of Tuscany and sea

Terrace with table and chairs for each apartment

7 days

04.07.2026 - 11.07.2026

1,132.00 EUR

Tuscany

Podere Casciano

The farmhouse Podere Casciano is situated in the hills of the northern river valley Val d'Era approximately 35 km. from the sea. Here is a charming host couple who carefully make sure that everything is well cared for: pool, tennis court, basketball, bocce and beach for the kids in a lovely garden with view. From Podere Casciano it is easy to get to the cultural cities of Volterra, San Gimignano, Pisa, Florence, Siena and Lucca.

Lovely hosts

Plenty of activities

35 km from the sea

7 days

04.07.2026 - 11.07.2026

978.00 EUR

Tuscany

Casavacanze Le Mascie

Le Mascie is an ideal holiday destination if you want a holiday close to nature, but without sacrificing the comfort. Beautiful stone houses and an unusually rich garden create a wonderful authentic Tuscan atmosphere. Quality is top notch.

Own pergola terrace

Spacious and well-decorated apartments

West of Siena - good for exploring small cities in Tuscany

7 days

04.07.2026 - 11.07.2026

1,397.00 EUR

Tuscany

Vacanze Toscane +

3 apartments with first class location by the sea and wonderful sandy beach.

Quite close to the beach

Restaurants and shops

Beautiful apartments

7 days

04.07.2026 - 11.07.2026

1,096.00 EUR

Tuscany

La Quercia +

Villa with 3 apartments in the middle of a chestnut forest. 800 m from the nearest town and 12 km to the sea. Nice place to relax in the shade of the trees in soft sofas - and yet close to everything.

Only 12 km from sea and sand beach

Private outdoor sofa

Close to a recommendable restaurant

7 days

04.07.2026 - 11.07.2026

1,031.00 EUR

Tuscany

Villa il Castagno

Villa for 8 to 11 people - close to the sea

Lying in the middle of chestnut_ forest 800 m from the nearest town and 12 km to the sea. Nice place to relax in the shade of the trees in soft sofas - and yet close to everything.

Close to beach

Nice restaurant within walking distance

Sincere Tuscan charm

7 days

04.07.2026 - 11.07.2026

2,628.00 EUR

Tuscany

Quadrifoglio +

Brand-new (built in 2010) and very nice place very centrally located near San Gimignano. Pool area is indescribably beautiful.

Lovely pool area

Very nice apartments

Continental breakfast buffet

7 days

04.07.2026 - 11.07.2026

1,802.00 EUR

Tuscany

Poggio Lago

Villa Poggio Lago 7 - 9 personer, fordelt på 3 værelser....

Tuscany

Villa Vetrichina

Exceptionally charming villa for up to 14 persons with own cook...

Tuscany

Poggio al Casone

Charming wine resort in Tuscany on breathtaking private estate...

Piedmont

Casa di Gallo

Beautiful renovated residence with an infinity pool in Piedmont for 8 people. Surrounded ...

Piedmont

Villa Perla

Magnificent, renovated farmhouse in Piedmont for up to 12 people with a pool and stunning...

Popular holiday homes

Our holiday homes in Italy are ranging from simple to luxury and we cover almost any type of holiday. You see here our most popular accommodation so this might be a good place to start.

The most popular holiday homes happen to be situated in Tuscany and they are characterized by good standard, pleasant owners and value for money.

Tuscany