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Find cottages in 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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  • Villa dei Pini

    Fano

    Grade
    14
    7
    0
    7
    Ref: IMM182

    This beautiful 19th-century detached, air-conditioned holiday villa sits in an ancient parkland with woods and meadows, in the hills not far from the town of Fano. The villa is split over several levels, connected by an internal lift. From the top floor, through a large terrace, there is access to an ancient tower with a private living room and bedroom with exposed wooden beams, and most bedrooms have their own private living room. The garden has a swimming pool shared with two other villas, complete with parasols.
    Ideally located for visiting many places of interest such as Fano, 700m, known for its ancient temple dedicated to the goddess Fortuna. While Pesaro, 9km, is a city rich in culture and artistic heritage, the birthplace of the renowned composer World Giacomo Rossini. Urbino, 52km, is a UNESCO World Heritage Site, with its Ducal Palace, superb Renaissance style centre of culture, and the birthplace of Raphael Sanzio one of the best known painters in the world. Just 29km away is Mondavio, a medieval city inspired by the architecture and humanist Leonardo Martini.

    Steps to entrance. Living/dining room with tiled floor. Kitchen with tiled floor. 7 bedrooms: 4 double, 3 twin. 7 bathrooms with bath, shower cubicle and toilet. 2 separate toilets.

    Open fire in living room. 8 satellite TVs. Gas/electric cooker. M/wave. W/machine. T/dryer. D/washer. Fridge. Wi-fi. Shared grounds and furniture. Terrace. Shared BBQ. Ample parking. Shared outdoor swimming pool (90m², open Jun-Sep) with outdoor shower. NB: Sloping ceilings in some rooms. Multiple steps in grounds.

    • Distance to Pesaro 12km
    • Distance to beach 500m
    • Nearest facilities 100m
    • Nearest airport Ancona

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  • Villa Santa Maria

    Cortona

    Grade
    14
    6
    0
    5
    Ref: ITA925

    This wonderful property, located in Cortona, is tastefully furnished and has 3 large living rooms for you to enjoy. The discreet owner lives on site (within the property) and is on hand if you need any advice or assistance during your stay. The beautiful Santa Margherita Sanctuary and the Girifalco Fortress, both high on the hills and easy to reach after a short uphill walk, are worth a visit. Some of the bedrooms have French doors, perfect for making the most of the views. The property is located in the charming Chiana Valley, in the province of Arezzo, and the dominant position of the house offers spectacular views of the surroundings which you can enjoy from the garden with quality garden furniture.

    Living/dining room with double sofa bed and French doors. Second living/dining room with French doors. Third living room. Kitchen/dining room with French doors. Second kitchen. 6 double bedrooms. 3 steps to bathroom with shower over bath and toilet. Bathroom with toilet. 3 shower rooms with toilet. Tiled floors throughout.

    Open fire in living/dining room. CH. Cot. H/chair. Satellite TV. DVD. CD. Gas/electric cooker. M/wave. Shared W/machine. 2 fridges. D/washer. Wi-fi. Garden with furniture. BBQ. Ample parking. Shared outdoor swimming pool (32m², open May-Sep) with outdoor shower. NB: Terrace and swimming pool accessed via stone staircase. Steps from kitchen to terrace.

    • Distance to Cortona 500m
    • Nearest facilities 500m
    • Nearest airport Perugia

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  • Viva Villai

    Dicomano

    Grade
    14
    6
    1
    3
    Ref: ITF744

    This ancient manor house is set on a 400-acre estate with woods, vineyards, olive groves and two small lakes. The area is filled with pretty views all within a peaceful location. Villa Vivai is located along the valley of the Sieve River, amidst Mugello hills, in a group of holiday homes consisting of 6 ancient stone-built farmhouses and a small church, but has its own access and two outdoor areas that separate it from the other houses. There is a possibility of internet connection at the reception. There is access from the living/dining room to the outside and from the kitchen (wood-burning pizza oven, barbecue) access to a covered terrace with a table for meals in the fresh air. Upon request it is possible to rent a jeep with driver for 6 people to explore the estate, to hire fishing rods, as well as to rent a wooden hut in the forest all at cost. You can also buy the estate’s own wine and olive oil.

    Living room with double sofa bed/dining room. Dining room/kitchen. Second kitchen. 6 bedrooms: 4 double, 2 twin. Bathroom with shower attachment, bidet and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. Shared garden. Terrace and furniture. BBQ. Shared outdoor swimming pool (98m²) open May–Sept. Pet free of charge. NB: Slopes in grounds.

    • Distance to Dicomano 2.5km
    • Nearest facilities 2.5km
    • Distance to airport 38km

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  • Casale Di Montiepoli

    Valfabbrica

    Grade
    14
    6
    0
    6
    Ref: IUP596

    This stone-built farmhouse, set on the top of a hill (600m above sea level), 22 km north of Assisi, is now a fully restored holiday house with beautiful surroundings. The farmhouse is characterized by a particularly fantastic view of the surrounding valleys and hills, which reaches as far as Gubbio. The accommodation has a professional kitchen and is divided into two mini apartments. The large green outdoor areas that surround the house offers absolute peace and quiet. The house is surrounded by lawn areas, a very large panoramic terrace where you can bask in the sun, a covered and equipped terrace and a natural meadow (approx. 5,000 m²) at the beginning of which you will find the swimming pool. There is also the possibility of going for pleasant walks. Approx. 200 m away, at the foot of the hill, there is a horse stable with a few of the owner’s horses with independent access on a private road. On request and upon local payment, the owner will make a horse-riding instructor available for organizing pleasant trips through the countryside.

    Living room with double sofa bed. Second living room. Dining room. Kitchen. 6 double bedrooms. 6 shower rooms with bidet and toilet. 2 separate toilets.

    Open fire. CH. Cots on request. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Ample parking. Outdoor swimming pool (78m²) open Jun–Sept. NB: External steps leading to first floor.

    • Distance to Casa Castalda 2.2km
    • Nearest facilities 2.2km
    • Distance to Perugia 35km

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  • Aperugina

    Castiglione del Lago

    Grade
    14
    7
    1
    4
    Ref: IUT232

    This lovely traditional property is located a stone’s throw from Lake Trasimeno and its pretty sandy beaches. This seven bedroomed property is in the heart of the Province of Perugia, in central Italy, and is the perfect place for exploring and discovering all that the region has to offer. The lovely detached house, where the owner occasionally lives, has its own fenced garden, private swimming pool with an outdoor shower and separate toilet in one of the annex buildings, a table tennis table and terrace with furniture and outdoor washing up facilities for you to make the most out of the sunny days and evening. Discover the region and all the beautiful sights it has to offer and the towns of Perugia, Arezzo or Chianciano Terme are worth a daytrip.

    Living room. Kitchen/dining room with French doors. 7 bedrooms: 3 double, 4 twin. Bathroom with bath, shower and toilet. 3 shower rooms with toilet.

    Woodburner in kitchen/dining room. CH. 2 cots. 3 h/chairs. 2 satellite TVs. Gas/elec cooker. M/wave. W/machine. D/washer. Fridge. Garden with 2 terraces and furniture. BBQ. Ample parking. Private outdoor swimming pool (50m², open mid May-mid Oct) with outside shower. NB : Steps in garden.

    • Distance to Castiglione del Lago 7km
    • Nearest facilities 1km
    • Nearest airport Perugia

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  • Cappella

    Fiano, nr. Certaldo

    Grade
    14
    7
    0
    5
    Ref: ITC938

    This pretty, stone-built farmhouse situated amidst the green hills of the Florentine Chianti, is in a very peaceful and panoramic location while being surrounded by olive trees and very beautiful views of the countryside. The house, renovated with great care in a manner that has tried to maintain the original structure, has been divided into 3 apartments, all of which have tasteful and very comfortable furnishings. Occasionally, one of the apartments in inhabited by the owners. Locally is the small village of Fiano, 3km, with a food shop. The splendid medieval town of San Gimignano, with its famous towers, is about 25 km, while Pisa, Arezzo, Lucca and the sandy beaches of Versilia are reachable in a one hour drive.

    Living room. Second living room. Dining room/kitchen. Second kitchen. 7 bedrooms: 3 double, 4 twin. Bathroom with shower attachment, bidet and toilet. 4 shower rooms with toilet.

    Open fire in living room. CH. Cot on request. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Wi-fi. Shared garden. Terrace and furniture. BBQ. Parking (1 car). Shared, outdoor swimming pool (70m²), open May-Sept. NB: Steps to garden.

    • Distance to Certaldo 4km
    • Nearest facilities 3km
    • Distance to airport 40km

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  • Cedrina

    Monteriggioni

    Grade
    14
    6
    0
    5
    Ref: ITS213

    This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of friends wanting to enjoy their holiday together. Located in Chianti, close to Siena, the house is immersed in the countryside, surrounded by vineyards and olive trees in a very peaceful position. It boasts beautiful views over the countryside. The property benefits from a well-kept green area with furniture, two large covered dining areas and a large courtyard. There is also an outdoor swimming pool. From here, there is easy access to all the most renowned tourist destinations of Chianti and central Tuscany.

    Living/dining room. Second living/games room. Dining room/kitchen. 4 bedrooms: 3 double (one 5ft), 1 twin. Bathrooms with bidet and toilet. 2 shower rooms with bidet and toilet. Galleried area. Steps down to annexe: Living/dining room/kitchen. Second living/dining room/kitchen. 2 utility rooms. 2 double bedrooms. 2 shower rooms with toilet. 2 galleried areas, both with single beds.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Large garden with terraces and furniture. BBQ. Ample parking. Swimming pool (84m²), open May-Sep. Pool table. NB: Steps to bath. Steps and drops throughout garden.

    • Distance to Siena 10km
    • Distance to Florence 66km
    • Nearest facilities 600m

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  • Casale Granati

    Rosolini

    Grade
    15
    6
    1
    6
    Ref: ISS306

    A peaceful country house situated not far from the sea and just 4.5km from Menfi with every kind of shops. The property benefits from a lovely large, covered terrace complete with a barbecue, so you can dine al fresco as well a private swimming pool, to relax in after a day exploring this beautiful region. Inside the house the kitchen has an old wood oven great for cooking up and Italian feast. If you can tear yourself away from the property, just 8km away is the archaeological site of Selinunte, famous for its Greek temples. Also close by are the great towns and cities of Sicily including; Ragusa, Syracuse, Vittoria and further afield Augusta, just to name a few.

    Living/dining room/kitchen. Second kitchen. 6 bedrooms: 5 doubles, two with additional single, one with 2 additional singles, 1 single. 6 shower rooms with toilet.

    Air conditioning. Cot. Gas/elec cooker. W/machine. Garden with terrace and furniture. BBQ. Ample parking. Swimming pool (75m²), open June-Sept. NB: Open sided stairs.

    • Distance to Noto 16km
    • Nearest facilities 2km
    • Distance to the beach 20km

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  • Castello La Rocca

    Firenzuola

    Grade
    16
    8
    1
    8
    Ref: ITF948

    This holiday property, Castello La Rocca, has age-old origins dating back to medieval time. It is situated in one of the most impressive areas of high Mugello, 10 km from Firenzuola. The property can be easily reached from Florence by the ancient road Granducale which connects Tuscany and Emilia, through the whole land of villas which once pertained to the Medici family. The building has massive and impressive stone walls with the interiors furnished with ancient pieces. Guests can stroll around the nice park with centuries-old trees and use the private swimming pool or go for trekking along the paths. Horse riding, tennis, golf and fishing are all available locally.

    Ground floor: Dining room/kitchen. Separate toilet. First floor: Living room. Second living room. Dining room. 1 twin bedroom with en-suite shower room and toilet. Shower room with toilet. Separate toilet. Second floor: 4 bedrooms: 3 double, one with en-suite bathroom with small bath and toilet, two with en-suite shower room and toilet, 1 twin. Bathroom with Jacuzzi bath and toilet. Third floor: 2 bedrooms: 1 double, 1 twin with en-suite shower room and toilet. Shower room and toilet. Fourth floor: 1 twin bedroom with sloping ceiling. Internal steps throughout

    Open fire in living room. CH. Cot. H/chair. DVD. Gas/elec cooker. W/machine. D/washer. Tel. Garden and furniture. Ample parking. Outdoor swimming pool (72m²), with shower. Pet free of charge. NB: Drops, steps and stopes in grounds

    • Distance to Firenzuola 10km
    • Nearest facilities 700m
    • Distance to airport 45km.

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  • Leopolda

    Bucine

    Grade
    16
    7
    1
    7
    Ref: ITC249

    Leopoldian farmhouse dates back to the 18th century and is just 600m from the village of Badia Agnano, close to Bucine and half-way between Arezzo and Siena making making this an ideal base for exploring the region of Tuscany. The house has maintained its characteristic Tuscan appeal such as terracotta floors, beamed ceilings, furniture and interior decoration. In the large, private, fully fenced garden, is a salt water pool in a sunny and panoramic position, equipped with parasols and sunbeds. On the ground floor, there is a small loggia with an oven and built-in barbecue, living room with a fireplace, kitchen which has access to the outside area, a double bedroom with private bathroom and access onto the outside area, another double bedroom and a bathroom, with easy access for guests who are less mobile. On the first floor there are 5 double bedrooms, each of them with a private bathroom. Air conditioning with a thermostat in each room (payable locally). 16km from Montevarchi, 26km from Arezzo, with its ancient buildings that once belonged to merchants and nobles, religious constructions, jewels of medieval architecture and culture. The city is also known for the jewellery industry and antiques market, which takes place in the historic center of Arezzo once a month, 35km from Gaiole in Chianti, 49km from Siena with, what is known as, one of the worlds’ most beautiful squares, the shell-shaped Piazza del Campo, where the famous horse race called Palio takes place twice a year. Don’t miss a visit to the imposing cathedral, the ancient town hall and the numerous art treasures, which can be seen in several museums. 65km from Florence.

    Ground floor: Living room with single sofa bed. Dining room/kitchen. 2 double bedrooms, both with en-suite shower room and toilet. First floor: 5 bedrooms: 4 double, one with addition pull-out single, 1 twin, all with en-suite shower room and toilet.

    Central heating. Cot. Highchair. Gas/electric cooker. Washing machine. Dishwasher. Wi-fi. Large garden with terrace, sitting-out area and furniture. Barbecue. Ample parking. Swimming pool (72m², open mid May-Sep). NB: There are drops in the garden.

    • Distance to Badia Agnano 600m
    • Nearest facilities 600m
    • Nearest airport Florence

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  • Fonte Nuova

    Bucine

    Grade
    16
    8
    1
    6
    Ref: ITC535

    This large, spacious and comfortable, stone-built, detached farmhouse is peacefully located between the gently sloping hills of Chianti and the Valdarno. The house enjoys views over the landscape and is surrounded by extensive, private grounds and lawned gardens with sun loungers, and has a covered and furnished outdoor area and an outdoor swimming pool with shower. The interior is heavily beamed and furnished throughout in a rustic and Tuscan style. Two bedrooms with lower ceilings are on the lower ground floor. For your convenience, a bus stop is within 100m. Local shops and the wonderful atmosphere of the authentic cafes are ready to be experienced in Bucine, which is just 5km away. Enjoy day trips to Arezzo, a jewel of medieval art and culture, 25km, the impressive cities of art including Siena, 35km and Florence, 55km away. Access to the house is via a 100m unmade track.

    Living room. Dining room/kitchen. 8 bedrooms: 4 double, 4 twin. Bathroom with bath, shower and toilet. 5 shower rooms with toilet. Separate toilet. Beams and tiled floors throughout.

    Open fire in living room. Central heating. Cot. Gas/elec cooker. W/machine. D/washer. Wi-fi. Lawned garden and furniture. Terrace and furniture. BBQ. Parking. Private outdoor swimming pool (168m², available mid May-Sep). NB: Internal steps. Step in to shower. Sloping banks, ramp and steps in garden.

    • Distance to Bucine 5km
    • Nearest amenities 1km
    • Nearest airport Florence

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  • Pod. San Niccolo’

    Loco Ciuffenna.

    Grade
    16
    9
    1
    5
    Ref: ITA703

    In a peaceful hillside setting you will find this medieval property surrounded by fields and forests. From the romantic inner courtyard, which has seating on the terrace and a barbecue, you enter the kitchen and living area with a large fireplace. At the front of the house guests can enjoy the sunset under the pergola or sunbathe on the lawn around the pool. The lawn slopes down a little towards the pond which has a natural waterfall and is an excellent place for swimming. This is an excellent location if you wish to go walking in the Pratomagno Mountains (1,600m). Other places to visit include Arezzo (30km), Florence (50km), and Sienna (60km). The charming town of Loro Ciuffena with its numerous shops, restaurants and bars is just 2.5km and can be reached by via a pleasant path along a stream.

    Steps to entrance: Living room. Dining room. Kitchen. 5 Bedrooms: 4 double, 1 single. 2 bathrooms with toilet. Shower room with bidet and toilet. Annex: 4 bedrooms: 2 double, 1 twin, 1 single. 2 Shower rooms with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. M/wave. W/mashine. D/washer. Garden and furniture. BBQ. Ample parking. Swimming pool (45m²), open mid-May - Sept.

    • Distance to Loro Ciuffenna 2.5km
    • Nearest facilities 2.5km
    • Distance to Airport 70km.

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