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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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  • Altavilla Milicia, Sicily
    Altavilla Milicia, Sicily ×

    La Casa dei Limoni

    Altavilla Milicia, Sicily

    2
    1
    1
    1
    Ref: ISS944
    Key Features:
    - Coastal Property - Wifi - Pets go free - Coast within 1 mile
    This beautiful apartment is perfect for a romantic retreat, just 2km from the beach and 20km from Palermo.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely and beautifully furnished apartment, set over two floors, is perfect for a romantic getaway. The owner also conveniently lives within another part of the property. It is located on the island of Sicily, in the town of Altavilla Milicia, and is only 2km away from the beautiful beach where you can enjoy a romantic stroll. If you prefer exploring, why not visit the city of Palermo, approximately 20km away, where you can admire the magnificent history or sample some delicious food...

  • Montaione, TuscanyTuscany
    Montaione, TuscanyTuscany ×

    Apartment 16B

    Montaione, TuscanyTuscany

    2
    1
    1
    0
    Ref: ITN170
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This apartment is ideally set to explore the surrounding area and is located 20 minutes from the medieval town of San Gimignano.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which...

    Apartment 8
    6
    3
    3
    Apartment 15
    6
    3
    3
    Apartment 16A
    2
    1
    1
  • Montaione, TuscanyTuscany
    Montaione, TuscanyTuscany ×

    Apartment 16A

    Montaione, TuscanyTuscany

    2
    1
    1
    0
    Ref: ITN169
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire
    This beautiful retreat for two provides a tranquil and peaceful escape with the benefit of a shared outdoor swimming pool too.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which...

    Apartment 8
    6
    3
    3
    Apartment 15
    6
    3
    3
    Apartment 16B
    2
    1
    1
  • Riva del Garda , Lombardy
    Riva del Garda , Lombardy ×

    La Guardiola

    Riva del Garda , Lombardy

    2
    1
    1
    0
    Ref: IVG246
    Key Features:
    - Wifi - Garden / Patio - Rural Location - Open Fire
    Located in an elevated position, just yards away from Lake Garda, this property is well-presented, and enjoys stunning mountain views.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This cosy holiday property, with air conditioning, is within the grounds of the owners’ beautiful villa dating back to the 19th century in Riva del Garda, is only 700m from Lake Garda. Beautiful panoramic views over the Dolomites and a glimpse of the lake can be enjoyed from most rooms in the property, as well as from the lovely garden. Step down into the romantic private English-style garden of with agave and palm trees, as well as some garden furniture, ideal for outdoor dining....

  • Piancastagnaio, Tuscany
    Piancastagnaio, Tuscany ×
    Newly Listed
    Rosa

    Rosa

    Piancastagnaio, Tuscany

    2
    0
    1
    1
    Ref: ITS999
    Key Features:
    - Wifi - Pets go free - Garden / Patio - Ground Floor Facilities
    In the beautiful Tuscan hills, this cosy holiday studio, with shared access of the outdoor swimming pool, is the perfect spot for a restful escape.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This semi-detached holiday studio is located in the Tuscan hills near Piancastagnaio, 6km. The outdoor area is equipped with tables and chairs where you can enjoy meals al fresco, while admiring the beautiful view of the surrounding countryside. The area is famous for its location on the slopes of Monte Amiata, known for its forests and perfectly preserved ancient villages, including Piancastagnaio with its beautiful ‘Rocca Aldobrandeschi’, a military fortress. For a day...

  • Greve in Chianti, Tuscany
    Greve in Chianti, Tuscany ×

    Camelia

    Greve in Chianti, Tuscany

    2
    1
    1
    0
    Ref: ITC138
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval...

  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany ×

    Montignano 5

    Poggibonsi, Tuscany

    2
    1
    1
    0
    Ref: ITC402
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas are full of oak forest, vineyards and olive trees. Within Poggibonsi, visitors can enjoy the history of the location, since the area has been inhabited since the Stone Age. To add to the adventure, Siena and Florence are only...

  • Colle Val d’Elsa, TuscanyTuscany
    Colle Val d’Elsa, TuscanyTuscany ×

    Monastero 3

    Colle Val d’Elsa, TuscanyTuscany

    2
    1
    1
    1
    Ref: ITN485
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    A romantic retreat for couples wishing to explore Tuscany and its many attractions.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km from centre of the medieval town of Colle Val d’Elsa. The apartments are equipped with comfortable, rustic-style furniture. Guests can enjoy walks through the beautiful wooded hillside. On site visitors have shared use of the outdoor swimming pool with changing room. San Gimignano is 12km, Siena 20km, Volterra 28km, Florence 45km and 70km from the Tyrrhenian Sea....

    Monastero 5
    3
    1
    1
  • Certaldo, TuscanyTuscany
    Certaldo, TuscanyTuscany ×

    Canonica 15

    Certaldo, TuscanyTuscany

    2
    1
    1
    0
    Ref: ITF217
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Whether you want to relax round the shared outdoor swimming pool, or explore the beautiful Tuscan countryside, this is the ideal location.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the...

    Canonica 7
    2
    1
    1
    Canonica 5
    4
    2
    2
    Canonica 14
    4
    2
    2
    Canonica 16
    5
    2
    2
  • Seggiano, Tuscany
    Seggiano, Tuscany ×

    Casa Piscina

    Seggiano, Tuscany

    2
    1
    1
    1
    Ref: ITG158
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Woodburning Stove
    This holiday property, built with natural stone, has the look and feel to make it seem like home
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday property, built with natural stone, has the look and feel to make it seem like home. The property, close to the owner’s home, comes with a covered terrace, swimming pool and sunny terrace. The location is ideal for those looking for relaxation as the property is surrounded by beautiful scenery of the countryside of Seggiano. Seggiano is covered in history and culture, as well as vast countryside and rolling hills. Due to this, it’s great for long walks and to take...

  • San Marco , Campania
    San Marco , Campania ×

    La Tagliate

    San Marco , Campania

    2
    1
    1
    1
    Ref: IKC467
    Key Features:
    - Coastal Property - Pets go free - Coast within 1 mile - Garden / Patio - Open Fire
    Perfect for a romantic getaway with your loved one, relax on the terrace at this rustic cottage and admire the beautiful sea views.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This quirky elevated cottage with air conditioning enjoys beautiful panoramic sea views and provides a romantic getaway for couples. Hidden away down a rural track, La Tagliate is lovingly presented and enjoys rustic open grounds and a large terrace from which you can sit out with a glass of wine and truly admire the stunning scenery. Set just 1km above the city of San Marco in the Castellabate district, with the beach and many amenities within easy reach, this lovely cottage provides...

  • Ronchi Marina di Massa, TuscanyTuscany
    Ronchi Marina di Massa, TuscanyTuscany ×

    Jacopo 4

    Ronchi Marina di Massa, TuscanyTuscany

    2
    1
    1
    2
    Ref: ITV708
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Coast within 1 mile - Garden / Patio
    This is an ideal retreat for couples wishing to discover this area of Italy or simply relax and enjoy the on site facilities.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of 14 apartments, 7 of which are offered here. They are conveniently set a few metres from the sea. Nearby there are restaurants, shops, tennis court, beaches and an outdoor swimming pool, with riding stables, 4.5km and a golf course, 7km. They enjoy views of the pine forest and hills. The properties with air conditioning each have parking, shared grounds, reception area with a small...

    Vittoria 3
    2
    1
    1
    Vittoria 5
    3
    1
    1
    Vittoria 6
    3
    1
    1
    Jacopo 1
    3
    1
    1
    2
    1
    1
    Jacopo 5
    3
    1
    1
    Jacopo 6
    3
    1
    1

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