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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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  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    La Vecchia Scuderia

    San Gimignano, Tuscany

    4
    3
    1
    1
    Ref: TV024
    Key Features:
    - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Open Fire
    Converted stables on a small family estate with secluded garden shaded by mature trees and views of the towers of San Gimignano
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    A stones throw from San Gimignano

    This delightful, detached holiday home is situated just outside San Gimignano and was once the stables of the adjacent villa and features original terracotta horses’ heads on the front of the building. A family owned estate, the owners are the only residents in this small hamlet, giving maximum privacy for guests. Set in its own secluded garden and shaded by mature trees, there are views of the medieval towers of San Gimignano from part of...

  • Grosseto, Tuscany
    Grosseto, Tuscany×

    Trilo

    Grosseto, Tuscany

    4
    2
    2
    1
    Ref: ITM120
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    This holiday resort has been fantastically renovated and consists of several antique hamlets, divided into apartments
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday resort has been fantastically renovated and consists of several antique hamlets, divided into apartments. Each hamlet consists of approximately 15 apartments and features a shared pool and a large equipped lawn with garden furniture. The apartments are well looked after and furnished in rustic style. This holiday apartment, with air conditioning, is located in a hamlet that features an internal restaurant. Close by is the medieval town of Grosseto, which is known as...

  • Sant’Agnello, Campania
    Sant’Agnello, Campania×

    Villa I Due Golfi

    Sant’Agnello, Campania

    4
    2
    2
    0
    Ref: IKS152
    Key Features:
    - Coastal Property - Wifi - Garden / Patio - Open Fire
    This lovely property is in a fantastic location and has breathtaking panoramic views over the surrounding hills and pristine sea.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful, semi-detached holiday house is located only 3km from Sorrento and has a large terrace and outdoor seating area overlooking the Gulf of Naples and Positano, which offers a breathtaking panorama by day and romantically lit sky at night. Both bedrooms have direct access to the terrace. The discreet owners live on site and are on hand if you need any help or advice during your stay. The location is ideal for a relaxing stay, and while you are there visit the Sorrento...

  • Ambra, Tuscany
    Ambra, Tuscany×

    Bucine

    Ambra, Tuscany

    4
    2
    2
    0
    Ref: ITS119
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This bright holiday apartment is set over two floors and is situated inside the medieval hamlet of Sogna high up in the mountains
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This bright holiday apartment is set over two floors and is situated inside the medieval hamlet of Sogna high up in the mountains. Full of character and originality, an external stone staircase leads to the cosy living room with fireplace and kitchen. On the lower floor there are two bedrooms, one with terrace access. There is the added benefit of an outdoor swimming pool, that resembles a lake, a sauna, a small church and some modern sculptures. Siena and Arezzo are both about 30km away...

  • Palaia, Tuscany
    Palaia, Tuscany×

    Lavanda 1

    Palaia, Tuscany

    4
    2
    1
    0
    Ref: ITP470
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This fantastic holiday apartment is located in the heart of the green hills between the provinces of Pisa and Florence
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This fantastic holiday apartment is located in the heart of the green hills between the provinces of Pisa and Florence. The property is set within a distinctive barn, which has been divided into two apartments (including ref ITP471) and there is a beautiful view over the surrounding hills. At the heart of this 15-acre plot is a swimming pool and a large field which are shared with the owner. Each apartment features its own private outdoor space with furniture. Nearby towns to visit...

  • Casasco d’Intelvi, Lombardy
    Casasco d’Intelvi, Lombardy×

    Baita Primule

    Casasco d’Intelvi, Lombardy

    4
    2
    1
    1
    Ref: IVL139
    Key Features:
    - Pets go free - Garden / Patio - Open Fire
    A wonderful base for nature lovers, this apartment also has fabulous views over Lake Como and is in a great location for touring.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This beautiful apartment is set in the countryside of the Casasco d’Intelvi area just 11km from Argegno, and enjoys lovely views of Lake Como. Set on the ground floor, it has access to an equipped balcony from both the living room and double bedroom, which has views of the lake and surrounding mountains. It is an ideal starting point to explore the picturesque small towns around the lake, such as historic villas and beautiful gardens at Cernobbio, 24km, or Menaggio, 25km, and also...

  • Orvieto, Umbria
    Orvieto, Umbria×

    Villa Bellavista

    Orvieto, Umbria

    4
    2
    2
    0
    Ref: IUS219
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Garden / Patio - Woodburning Stove
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Located on the border of Lazio and Umbria, this holiday cottage with air-conditioning, close to the owner’s home, is nestled in nature with views of the valley to Lake Bolsena. This beautiful area is perfectly quiet and peaceful, allowing time to relax and enjoy the scenery. The cottage is situated 17km from the city of Orvieto, known for its dramatic, almost vertical faces of tuff cliffs and its defensive stone walls. The property itself is complete with views from the swimming...

  • Porto Santo Stefano, Tuscany
    Porto Santo Stefano, Tuscany×

    La Baia d’Argento 2

    Porto Santo Stefano, Tuscany

    4
    2
    2
    0
    Ref: ITM259
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Coast within 1 mile - Garden / Patio
    Just 200m from the beach, this ground floor apartment is well placed for a seaside holiday.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This cosy ground floor apartment has an outdoor area where you can relax and enjoy al fresco dining, and it has shared use of the garden. It lies 200m from the beach of Pozzarello in Porto Santo Stefano, set on the promontory of Monte Argentario, a stunningly beautiful area of Tuscany. The town is renowned for its excellent seafood and has a marina and busy port. Boat trips are available to the islands of Giglio and Giannuti. The owners live on the upper floor of the villa with...

  • Loro Ciuffenna, Tuscany
    Loro Ciuffenna, Tuscany×

    Casa Macinarino - App. 6

    Loro Ciuffenna, Tuscany

    4
    2
    1
    0
    Ref: ITA248
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    ...

    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It also benefits from shared use of the garden and outdoor swimming pool, perfect for relaxing on hot summers days. This accommodation provides the ideal start point for day trips to Siena, Arezzo and Chianti, as well as for trekking in the mountains of Pratomagno. Florence is just 45km

  • San Nicola a Mare, Campania
    San Nicola a Mare, Campania×

    Apartment Sofia

    San Nicola a Mare, Campania

    4
    2
    1
    1
    Ref: IKC437
    Key Features:
    - Coastal Property - Pets go free - Coast within 1 mile - Garden / Patio
    This holiday apartment, with a balcony overlooking the sea, is located in San Nicola a Mare, a hamlet on the Cilento Coast
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday apartment, with a balcony overlooking the sea, is located in San Nicola a Mare, a hamlet on the Cilento Coast. There is a pebble beach just 30m from the property and a sandy beach 100m away. Places to visit include the medieval town of Santa Maria di Castellabate, 11km, which is situated 278m above sea level, the ancient town of Valia, 32km, which has ruins of a Greek theatre, and Paestum, 34km, with its wide sandy beaches and remains of 3 Greek temples.

    The...

  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Palazzuolo

    Monte San Savino, Tuscany

    4
    2
    1
    1
    Ref: ITA210
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire
    Relax around the outdoor swimming pool at this comfortable, family holiday home.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This comfortable and tastefully decorated holiday home with air-conditioning is ideally situated on the hills between Siena and Arezzo, about 10km from Monte San Savino. Bordering a forest and close to a small hamlet, it’s a perfect location to relax and unwind. You can enjoy the sun by the outdoor swimming pool, where there is also a shower available, or relax in one of the many shaded seating areas in the small garden. There is access to an additional terrace from the first...

  • Castellina in Chianti , Tuscany
    Castellina in Chianti , Tuscany×

    Piazzale 1

    Castellina in Chianti , Tuscany

    4
    2
    2
    0
    Ref: ITC754
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private, equipped outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti...

Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast

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