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We found 67 homes to suit your wishes
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Agriturismo La Speranza +

Here we have our most child-friendly place. Perfect because of the many activities for children (pool, tennis, bicycles and playground) in combination with the close proximity to the ocean where there is the beautiful sandy beaches and the opportunity to rent a boat. Hurry up and book - there is great demand for apartments at this location! The farm produces olives and the family has its own wine production.

Child friendly and cosy

Tennis and good bikes

Very hospitable owners who create a good atmosphere

7 days
05.09.2026 - 12.09.2026
1,018.00 EUR
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Tuscany
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Borgo Santinovo

Wine producing farm with 12 apartments. Great, typical Tuscan atmosphere in the middle of Chianti. Large pool, good apartments and nice, private terraces.

Idyllic location

Warm hospitality

Perfect location for weddings, ceremonies and parties

7 days
05.09.2026 - 12.09.2026
1,067.00 EUR
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Tuscany
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Casina la Graziosa

Stone Cottage for 4-5 pers. in 2 double rooms and 1 bathroom.

In the heart of the Chiana vale - below the cozy medieval city of Cortona - lies this beautiful cottage Casina La Graziosa. The house is 70 m2 large and detached, with garden and pool at your exclusive disposal. 

Perfect for a family of 5 pers.

Private garden and pool

Complete peace

7 days
05.09.2026 - 12.09.2026
1,426.00 EUR
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Tuscany
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La Torriola +

A charming agriturismo that produces wine and cold-pressed extra virgin olive oil - near Todi. The site consists of 3 cozy apartments with private terraces. Lots of nature.

Many trekking and biking routes

Close to important towns in Umbria

Olive oil, wine and nut production

7 days
05.09.2026 - 12.09.2026
827.00 EUR
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Umbria
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La Villa sul Lago

A location so idyllic and with absolute peace. Quite close to Perugia you will find this beautiful villa for 14 people.

Magnificent outdoor area

Centrally located to Perugia and Cortona

Quality all the way through

 

7 days
05.09.2026 - 12.09.2026
15,232.00 EUR
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Tuscany
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Castello Monticelli

Apartments and rooms near Perugia in Umbria. Here is a historical atmosphere in beautiful green surroundings.

Live in a historical atmosphere

Rustic apartments with huge personality

Close to Perugia and Lake Trasimeno

7 days
05.09.2026 - 12.09.2026
1,391.00 EUR
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Umbria
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Duca di Castelmonte

Charming resort with apartments and swimming pool near Trapani. There is a wonderful restaurant, and you can participate in cooking classes.

BB or half board

Very friendly and helpful staff

Good starting point for day trips

7 days
05.09.2026 - 12.09.2026
740.00 EUR
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Sicily
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Agriturismo Antica Fornace

Agriturismo with panoramic views of Pisa's green hills. Beautiful apartments and rooms, and there is the opportunity to participate in a host of activities either on site or nearby.

Opportunity to participate in activities

Own production of wine and oil

Very hospitable

7 days
05.09.2026 - 12.09.2026
1,527.00 EUR
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Tuscany
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Agriturismo Le Dolci Colline +

Nice Umbrian country house with 5 apartments, beautiful location and perfect for families with children. Many activities for the whole family both at the country house and the nearby area. Very helpful host of the country house.

Cozy holiday apartments

Possibility of active holiday in the area

Helpful hosts

Cozy holiday apartments Possibility of active holiday in the area Helpful hosts
7 days
05.09.2026 - 12.09.2026
798.00 EUR
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Umbria
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Agriturismo Case Graziani

Lovely family-run country house with 9 apartments in different sizes (4-9 persons) in the heart of Umbria. Cozy place and very child friendly with big pool, nice garden and playground. Possibility to attend the olive harvest in November and to partecipate in a the cooking class (min 6 - 8 persons and outside the high season)


Lovely family-run country house with 9 apartments in different sizes (4-9 persons) in the heart of Umbria. Cozy place and very child friendly with big pool, nice garden and playground. Possibility to attend the olive harvest in November and to go to the cooking class (min 6 - 8 persons and outside the high season)

Child-friendly country house

Lovely pool

Good position for excursions




Child-friendly country house Lovely pool Good position for excursions
Child-friendly country house Lovely pool Good position for excursions
7 days
05.09.2026 - 12.09.2026
1,114.00 EUR
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Umbria
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Corte in Poggio

Family friendly country house in the heart of Tuscany near Florence and with walking distance to the nearest town.


Family friendly country house in the heart of Tuscany near Florence and within easy walking distance to the nearest town.

Beautiful views

Within walking distance to the nearest town 

Charming country house with good children facilities

Charming family owned country house with good children's facilities Beautiful view Within walking distance to the nearest town (200 meters)
7 days
05.09.2026 - 12.09.2026
1,338.00 EUR
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Tuscany
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Tenuta di Sticciano

Cozy typical Tuscan country house with 15 charming apartments near Florence. Small pool and playroom for the children. Organic production of wine-olive oil and honey and the possibiity to order freshmade bread every morning.

Large well equipped holiday home area with own restaurant

2 swimming pools + a childrens pool

Organic products for sale

7 days
05.09.2026 - 12.09.2026
2,427.00 EUR
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Tuscany
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Antico Casale Rodilosso

Near the medieval town of Montaione there are 11 beautiful apartments of different sizes in a wonderful forest area; Here, privacy, peace and peace are some of the most important values that Rodilosso represents.

11 lovely apartments in beautiful nature

Lots of peace and quiet

Centrally located for excursions in Tuscany

7 days
05.09.2026 - 12.09.2026
986.00 EUR
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Tuscany
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Villa Montignoso

Large and lovely villa for 20 people located in a beautiful natural area near Gambassi Terme

Lovely villa with large pool and plenty of space

Private wood (9 hectares), perfect for a walk or for trekking

Large pool just outside the villa



7 days
05.09.2026 - 12.09.2026
5,443.00 EUR
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Tuscany
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Poggiovalle Tenuta Italiana
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Poggiovalle Tenuta Italiana

In the green heart of Umbria lies Tenuta Poggiovalle with 20 apartments of different sizes, 2 swimming pools, tennis court, soccer field and lots of exciting activities on site
In the green heart of Umbria lies Tenuta Poggiovalle with 20 apartments of different sizes, 2 swimming pools, tennis court, soccer field and lots of exciting activities on site

Sophisticated farm holiday

Wonderful view no matter where you are

Horseback riding, tennis court and lots of kids activities


Real farm holiday Wonderful nature Lots of kids activities
7 days
05.09.2026 - 12.09.2026
659.00 EUR
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Umbria
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Fattoria del Colle
Fattoria del Colle
Fattoria del Colle
Fattoria del Colle

Fattoria del Colle

Three lovely holiday homes on beautiful vineyard in Tuscany
Three lovely holiday homes on beautiful vineyard in Tuscany

Lovely holiday homes with well-known wine producer

Spa area

Own restaurant on site

7 days
05.09.2026 - 12.09.2026
2,949.00 EUR
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Tuscany
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White Retreat

Fantastic 8 bedroom villa for 17 people in the middle of Tuscany's beautiful countryside

Plenty of space - 17 people

One of Italy's best views

Own large garden with terrace and pool

7 days
05.09.2026 - 12.09.2026
9,631.00 EUR
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Tuscany
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Casa Lamate

Beautiful charming Tuscan stone villa that accommodates 8 - 10 persons. Close to both Cortona and Umbria. The villa also includes 4 bedrooms and 4 bathrooms.

Room for 10 persons in charming country style villa

Perfect location with great views

Close to restaurants and a small town

7 days
05.09.2026 - 12.09.2026
3,059.00 EUR
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Tuscany
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Il Pozzo +

Enjoy warm evenings with long-table dinners al fresco

Learn how to cook tradition Italian food

Nice holiday apartments with own terraces

7 days
05.09.2026 - 12.09.2026
2,213.00 EUR
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Tuscany
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Fontecipressi

Fontecipressi is located on a sunny hillside surrounded by cypresses. The view from this residence is unique not matter where on the property you are. The villa contains 4 bedrooms and 5 bathrooms.

 

 

Plenty of room for 8 persons

Great views from the villa

All rooms have own bathroom

7 days
05.09.2026 - 12.09.2026
9,938.00 EUR
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Tuscany

Latest holiday rentals

Here you can see the latest additions to the Local Living holiday rental family. Maybe this is just what you are looking for?

Tuscany

Poggio Lago

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

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Tuscany

Poggio al Casone

Charming wine resort in Tuscany on breathtaking private estate

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Piedmont

Casa di Gallo

Beautiful renovated residence with an infinity pool in Piedmont for 8 people. Surrounded by stunning views of nature, perfect for relaxing with your family or friends.
Tuscany

Villa Vetrichina

Exceptionally charming villa for up to 14 persons with own cook

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Piedmont

Villa Perla

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

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

San Lorenzo

Beautifully located with outstanding views (probably Local Living's best ..

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Tuscany
Streda Belvedere-42

Streda Belvedere

Wine producer with a big heart
Tuscany

Agriturismo il Gattero

A beautiful spot where you will quickly feel relaxed and in harmony.

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Tuscany

Rigone in Chianti

Rigone in Chianti is a well-kept vineyard with 9 apartments in beautiful, country-like surroundings
Tuscany

Agriturismo La Speranza

Here we have our most child-friendly place. Perfect because of the many activities

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