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Italy

Holiday cottages in Italy provide the perfect opportunity to relax, explore and enjoy a slice of “La Dolce Vita”. The fact that Italy offers such a taste of the sweet life should come as no surprise. After all, there are few other holiday destinations that present such a welcome mix of warm climate, fantastic cuisine, fascinating heritage and stunning scenery, so it’s hardly surprising to find that many of our customers return to Italian cottages year after year.

Rome was famously not built in a day, so we’d suggest a holiday cottage in the region if you want to make the most of your time there! Alongside its iconic attractions – the Colosseum, Trevi Fountain, Forum, Vatican and more – you’ll find something of interest on every street of Italy’s wonderful capital city. It’s also been said that it’s impossible to have a bad meal in Rome. This is something that our previous holidays – not to mention our waistlines – can attest to. If you fancy exploring the birthplace of Italy’s celebrated culture then we wouldn’t hesitate to recommend a holiday cottage in Florence. Birthplace of the Rennaissance, and home to one of the world’s most famous Davids, it’s a region filled with fascinating history and unrivalled beauty. Venice’s network of alleys and waterways has been delighting visitors for years, and it still offers one of the definitive Italian holiday experiences. If you fancy something a little more tranquil then Italy’s rural landscape offers patchwork hills, sparkling blue waters and golden sands aplenty. Tuscany may be one of its most celebrated destinations, but neighbouring Umbria is equally attractive with great food and drink, a fascinating history and a wonderfully relaxed pace of life. Italy’s south offers plenty of opportunities to relax and unwind in the sun. Explore Sicily and enjoy a beautifully diverse array of attractions within a stunning landscape that offers some of Italy’s finest beaches. Capri and the Amalfi coast also offer some of the best beach locations to make the most of your time on your Italian holiday.

With so many activities, and such a diverse landscape, Italy is a fantastic holiday playground with a wealth of options for all ages. Uncovering the country’s history, culture and heritage is one of the most popular ways to enjoy your time there, but if you’d prefer to relax by the pool then we’re sure you’ll be equally satisfied. Beach breaks are equally popular for those with Italian holiday cottages and the country boasts some of the most spectacular shoreline you could wish for. Basically, however you choose to spend your time in Italy you’re guaranteed a wonderfully memorable holiday.

If you’re ready to begin your exploration take a look at our featured holiday cottages in Italy today.
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  • near Borgo San Lorenzo, Tuscany
    near Borgo San Lorenzo, Tuscany×

    Villa Poggiolo

    near Borgo San Lorenzo, Tuscany

    12
    6
    6
    0
    Ref: ITF013
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Woodburning Stove - Open Fire
    This beautiful villa is perfect for friends and family wanting to holiday together, with its large grounds and private swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Enjoy your stay in this traditional villa dating from the 18th-century. The villa is spread over three floors (with lift access), and is elegantly furnished with many antiques. It is located in the Mugello Valley, only 20km from the charming city of Florence. The villa is surrounded by a partially enclosed garden where there is a private oval swimming pool. The garden benefits from an outdoor area with garden furniture, ideal for alfresco dining. To keep guests entertained there is a...

  • Montepulciano-Sarteano, Tuscany
    Montepulciano-Sarteano, Tuscany×

    Monastero Vista Val D’Orcia

    Montepulciano-Sarteano, Tuscany

    12
    6
    3
    0
    Ref: ITS347
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    A former monastery divided into three separate dwellings with a large garden, private pool and breathtaking views over the Val d’Orcia countryside.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This authentic farmhouse, dating back to the 1600’s is located 5km from Sarteano and 10km from Chianciano Terme. Originally a monastery, it now consists of three residential units with a private pool. The estate is surrounded by the beautiful Val d’Orcia landscape and there are wonderful views over the Crete Senesi up to Monte Amiata. The two main units are surrounded by a spacious lawn and offer privacy and tranquility. It is an ideal destination for those who are fond...

  • Cantalupo in Sabina, Lazio
    Cantalupo in Sabina, Lazio×

    Villa Cantalupo

    Cantalupo in Sabina, Lazio

    12
    6
    4
    0
    Ref: IRU112
    Key Features:
    - Garden / Patio - Ground Floor Facilities - Open Fire
    This beautiful villa located on the hill in the typical Roman countryside, offers an extensive view over stunning landscape
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This beautiful villa located on the hill in the typical Roman countryside, offers an extensive view over stunning landscape. Villa Cantalupo is a great holiday base for a large family get-together or for friends alike, accommodating up to 12 guests. From the dining area, the floor to ceiling picture windows make the most of the beautiful countryside surrounding the property. Nearby, explore the famous Roman castles, including Rocca di Papa and Castel Gandolfo, which provide ideal...

  • Bracciano, Lazio
    Bracciano, Lazio×

    Casa di San Celso

    Bracciano, Lazio

    12
    7
    6
    0
    Ref: IRU313
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This larger holiday property is ideal for extended families or groups of friends wishing to explore this fascinating region of Italy, and enjoying the private outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely, nicely furnished holiday home with air conditioning is in a quiet residential area with little traffic, just outside Bracciano which can be reached on foot. Guests have use of a large, furnished, outdoor area with a tennis court (including rackets), a private swimming pool, gazebo with barbecue and well-kept garden, the perfect location for a comfortable and relaxing holiday. The house is also in an advantageous position, and provides a great starting point for countless...

  • Borgo San Lorenzo, Tuscany
    Borgo San Lorenzo, Tuscany×

    La Bacia

    Borgo San Lorenzo, Tuscany

    12
    6
    5
    1
    Ref: ITF818
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    Extended families or groups of friends can gather at the large spacious property from where you can explore the villages or even the city of Florence.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This large holiday home, converted from an old parsonage, is quietly located on the hills which divide the Mugello Valley from Florence. Guests can enjoy the large, enclosed terraced garden and the private outdoor swimming pool with changing room and shower room with toilet. There is also a covered outdoor area with a woodburning oven and grill.
    This is a convenient location from which to reach many tourist attractions in the area. Explore the green rolling hills of Mugello with...

  • near Vicchio, Tuscany
    near Vicchio, Tuscany×

    Villa di Casole

    near Vicchio, Tuscany

    12
    6
    5
    0
    Ref: ITF012
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire
    This elegant holiday home, set over two floors, is nestled in the green valley of Mugello and is only 35km away from Florence.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    The property comprises of a large, enclosed, lawned garden with centuries-old trees, where there is a private pool. Enjoy the beautiful panoramic view of the Tuscan countryside. Perfect for an alfresco supper, there is a beautiful loggia, so guests can sit out and admire the extensive views with their loved ones.
    If you can tear yourself away from this delightful property, visit Vicchio, 3km, which was the birthplace of Giotto and Beato Angelico. For watersport lovers, Lake Bilancino...

  • Crespina, Tuscany
    Crespina, Tuscany×

    Villa Crespina 12

    Crespina, Tuscany

    12
    6
    6
    0
    Ref: ITP478
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire
    Enjoy your own private swimming pool and games room, or venture out and explore the city of Pisa.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This elegant villa, with air conditioning, is situated in the Pisan Hills, just 1km from the village of Crespina. On clear days from the house, you can see the distant profile of the Leaning Tower of Pisa. The house offers an excellent level of comfort both in its interiors, which are well equipped and nicely furnished, as well as outdoors, with pleasant and equipped areas. Because of its professional steel kitchen, three refrigerators and two ovens, this spacious property is ideal for...

  • Todi, Umbria
    Todi, Umbria×

    Villa Belvedere

    Todi, Umbria

    12
    6
    5
    1
    Ref: IUP873
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire
    With panoramic views over the countryside and a beautiful private swimming pool to enjoy, this villa is the ideal holiday home.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In the beautiful region of Umbria lies this detached holiday home with air-conditioning and panoramic views over the town of Todi. The villa is surrounded by countryside and benefits from a garden with terrace and garden furniture where you can spend relaxing days with your family and friends. The outdoor private swimming pool makes a refreshing, relaxing setting to unwind on hot summer days. The villa is an ideal starting base to explore the most famous cities of Umbria and Tuscany and...

  • Sirtori, Lombardy
    Sirtori, Lombardy×

    Villa Sirtori

    Sirtori, Lombardy

    13
    6
    4
    0
    Ref: IVL145
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire
    This wonderful property has two terraces, a private outdoor swimming pool and a large garden for you to enjoy.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This wonderful property in located just outside the pretty village of Sirtori in the province of Lecco, 15km from the Lake Como which is the perfect place to enjoy sandy beaches and water sports. The property has a private outdoor swimming pool, terrace and large garden for you to enjoy. The house is located in part of the Montevecchia nature reserve and has many walking and hiking routes in the surrounding landscape. There is an 11km long walk that goes through woods and...

  • Castiglion Fiorentino, Tuscany
    Castiglion Fiorentino, Tuscany×

    Ca’ Del Poggio

    Castiglion Fiorentino, Tuscany

    13
    6
    5
    2
    Ref: ITA273
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space extends over three floors, with several entrances from the outside. The house is surrounded by several terraces and ancient trees, and there is a swimming pool which has a terrace with panoramic views. There is also a gazebo, BBQ, a volleyball pitch and a pool bar. A cook is available on...

  • , Tuscany
    , Tuscany×

    Le Poggiola

    , Tuscany

    13
    6
    5
    1
    Ref: ITF374
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    Five bedroomed holiday home with an outdoor swimming pool located in an area rich in woods and hiking trails.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday home is situated in the green wooded hills north of Florence, close to the Mugello Valley, an area rich in woods and hiking trails. The house is surrounded by 3.5 acres of land with meadows and chestnut trees and about 100m from the house, on the top of a hill, you will find the private outdoor swimming pool. Terraces surround the property and are ideal for alfresco dining. The lower ground floor of the property is occupied by the owner, who is on hand should you need advice...

  • Macerata, Marche
    Macerata, Marche×

    Villa Samba

    Macerata, Marche

    13
    6
    5
    0
    Ref: IMM178
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Woodburning Stove
    This larger holiday property is converted from a typical farmhouse and is ideal for touring the region or simply relaxing in the extensive grounds.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday home is a former typical farmhouse that stands in the green hills of Marche and located between Macerata and the sea. The house has retained its original features and is conveniently located for visiting the famous tourist villages in the neighbourhood, the small villages of Marche and the seaside resorts of the Adriatic Coast. It also benefits from beautiful views of the Chianti Valley. The extensive, lush grounds are well tended and the house is surrounded by a lawn with...

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