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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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  • Lido di Carmaiore, Tuscany
    Lido di Carmaiore, Tuscany×

    Sul Mare

    Lido di Carmaiore, Tuscany

    6
    2
    2
    1
    Ref: ITV807
    Key Features:
    - Coastal Property - Wifi - Pets go free - Coast within 1 mile - Garden / Patio
    Close to sandy beaches and with sea views from the balcony, this lovely apartment is perfect for a family holiday.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This light and airy third floor holiday apartment with air conditioning and is located in a small building close to the sea in Lido di Camaiore, a seaside resort in the Versilia area. From the front balcony there are panoramic views over the sea, and the back of the apartment looks out onto the town and the hills of the Versilia region. For your convenience the owner lives nearby and will be happy to recommend a nearby beach or restaurant. Make sure you take time to explore this...

  • Lajatico, Tuscany
    Lajatico, Tuscany×

    Rolanda

    Lajatico, Tuscany

    6
    2
    1
    0
    Ref: ITP257
    Key Features:
    - Wifi - Garden / Patio - Open Fire
    This pleasant holiday apartment is set in the attractive town centre of Lajatico, rich in history and culture
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pleasant holiday apartment with air-conditioning is set in the attractive town centre of Lajatico, rich in history and culture. Located on the outskirts of Volterra and San Gimignano, it is the ideal departure point for tourists who like to explore and discover new places of interest. Lajatico itself holds numerous celebrations, including “Historical Commemoration" in which it is encouraged for attendees of the parade to dress in medieval costumes while trying local foods...

  • Tavarnelle Val di Pesa, Tuscany
    Tavarnelle Val di Pesa, Tuscany×

    S 1

    Tavarnelle Val di Pesa, Tuscany

    6
    2
    2
    0
    Ref: ITC809
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    Relax in the beautiful Florence countryside or stroll through the wood and vineyards surrounding the farmhouse.
    Prices from
    0
    Pets included
    Pets go free
    S 1

    Accommodation at

    This traditional farmhouse complex set amidst the woods, vineyards and century-old olive tree groves in the typical landscape of the Chianti Classico, accessed via a 1.6km country lane. The structure dates back to 1100 and consists of 2 pleasant farmhouses, the first of which has been divided into apartments. ITC809 and ITC812 are on the ground floor, ITC814 and ITC815 are on the first floor. All have been restored in keeping with the original historic farm structure, using...

    S 6
    6
    2
    2
  • Florence, Tuscany
    Florence, Tuscany×

    Palazzo Apartment

    Florence, Tuscany

    6
    4
    1
    0
    Ref: ITB114
    Key Features:
    This lovely holiday apartment in Florence, is located close close to the city centre, with Piazza del Duomo just 1
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely holiday apartment in Florence, is located close close to the city centre, with Piazza del Duomo just 1.5km away. The apartment is located on the first floor of a beautiful 1930 palazzo. Florence, said to be one of the most beautiful cities of Italy and one of the cultural capitals of the world, is brimming with attractions. Get fascinated by the magic of the small streets of the city, or admire the bell tower of Santa Croce and the majestic Palazzo Vecchio. Public transport...

  • Cerreto Guidi, Tuscany
    Cerreto Guidi, Tuscany×

    Melograno

    Cerreto Guidi, Tuscany

    6
    2
    2
    1
    Ref: ITF338
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Ideal for a family of couples wishing to explore this interesting and varied region of Italy, with the fascinating city of Florence within easy reach.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This is a lovely house which has been divided into two apartments, and is set in landscaped grounds with two other apartments, all of which have shared use of the outdoor swimming pool and Jacuzzi. The property is located just 5km from the town of Vince, the birthplace of Leonarda da Vinci, famous primarily for his painting of the Mona Lisa. The town of Cerreto Guidi is reached within a shorter distance. Horse riding is available, 700m, a golf course, 7km, and Florence with its...

  • Asciano, Tuscany
    Asciano, Tuscany×
    Newly Listed
    Podere Treno

    Podere Treno

    Asciano, Tuscany

    6
    3
    2
    1
    Ref: ITS355
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    This charming stone-built apartment is situated in an idyllic hillside location, and offers beautiful views of the surrounding rural area from the shared pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This charming holiday apartment, with air-conditioning, is located within a large house in the beautiful hilly landscape of the Crete Senesi, about 7km from Asciano. There is a small garden equipped with a barbecue, and you can enjoy shared access of the outdoor swimming pool, located down some steps in the grounds. The apartment is built in typical Sienese style and the living/kitchen area and bathroom are on the ground floor, two bedrooms and a shower room are on the first floor and...

  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Cielo

    San Gimignano, Tuscany

    6
    2
    2
    1
    Ref: ITN129
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This ancient farmhouse is part of a small medieval village, dominated by a beautiful tower that was once a guard post of the large feudal estates of the Bishop of Volterra
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient farmhouse is part of a small medieval village, dominated by a beautiful tower that was once a guard post of the large feudal estates of the Bishop of Volterra. The house dates back to the 14th century and throughout the years the structure has undergone many changes, but the charm of ancient times still remains unchanged. Situated in a quiet location with the possibility of many beautiful walks in the countryside of San Gimignano, the property lies about 500m from a...

  • Pitigliano, Tuscany
    Pitigliano, Tuscany×

    L’Ortale

    Pitigliano, Tuscany

    6
    3
    2
    0
    Ref: ITG476
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This is a great location for a family holiday. Enjoy the activities, the sights, or simply relax by the outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient country house has been restored to provide comfortable family holiday accommodation. It is located just a few kilometres from the charming and famous village of Pitigliano. The property is in a peaceful location and affords panoramic views of the countryside. In days gone by, the area was occupied by the ancient and mysterious Etruscans with a Roman settlement built on a hill, at the base of which are many caves dating back to primeval times. In the grounds there is...

  • Cerreto Guidi, Tuscany
    Cerreto Guidi, Tuscany×

    Lavanda

    Cerreto Guidi, Tuscany

    6
    2
    2
    0
    Ref: ITF300
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    This delightful house is split into 2 units belonging to a property with 2 other apartments located 5km from the village of Vinci, the hometown of Leonardo da Vinci and few minutes from Cerreto Guidi
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This delightful house is split into 2 units belonging to a property with 2 other apartments located 5km from the village of Vinci, the hometown of Leonardo da Vinci and few minutes from Cerreto Guidi. The town of Vinci still keeps to its aesthetic look of Leonardo da Vinci time, as its landscape consists of vineyards and olive groves. The property has a shared swimming pool with Jacuzzi, perfect for those summer days. Close by, guests can go horse riding, 700m, or even a touch of golf at...

  • Bagno a Ripoli, Tuscany
    Bagno a Ripoli, Tuscany×

    Villamagna 3

    Bagno a Ripoli, Tuscany

    6
    3
    2
    1
    Ref: ITF471
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This pretty, first floor holiday apartment is on an ancient, beautiful complex that consists of a villa from the 16th century and several outbuildings
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pretty, first floor holiday apartment is on an ancient, beautiful complex that consists of a villa from the 16th century and several outbuildings. Property ITF470 is also located on the same site. It is situated in a wonderful hilltop location about 15 minutes from Florence. The property boasts a shared garden with furniture and outdoor swimming pool, perfect for relaxing by on summers days. There is much to do nearby, including many shops and restaurants, a public swimming pool,...

  • Porto Santa Stefano, Tuscany
    Porto Santa Stefano, Tuscany×

    Bella Vista

    Porto Santa Stefano, Tuscany

    6
    3
    3
    1
    Ref: ITM233
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Garden / Patio
    This property has it all! Ideally located for touring the Maremma region, discovering castles or simply spending a day on the beach.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Enjoy your holiday in this terraced property, situated in an elevated position on the outskirts of Porto Santo Stefano, 2km, and the beautiful coastal town of Monte Argentario. It is set 4km from a sandy beach and enjoys wonderful panoramic views. From its furnished terrace you can enjoy views of the sea of Argentario, the town of Talamone with its medieval castle, Giannella Beach and the lagoon of Orbetello. Porto Santo Stefano offers many restaurants, wine bars, a lively beach...

  • Calvi dell’Umbria, Umbria
    Calvi dell’Umbria, Umbria×

    Casale di San Giorgio

    Calvi dell’Umbria, Umbria

    6
    3
    2
    0
    Ref: US066
    Key Features:
    - Wifi - Swimming pool - Enclosed Garden / Patio - Garden / Patio - Rural Location - Open Fire
    Fine views can be enjoyed throughout this house and from the panoramic garden and swimming pool, whist inside boasts a fully tuned piano and two fireplaces.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Panoramic views

    Fine views are enjoyed from the interior and exterior of this typical 19th century Umbrian country home. Outside dining is also enjoyed all year around the fully-enclosed property from the large terrace and the panoramic swimming pool complete with changing facilities and outside shower. Inside, antiques, rural terracotta and parquet floors and beams fill the warm interior space. Ideally located, just 1km from a restaurant and 3km to Calvi dell’Umbria which...

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