By Wyndham Vacation Rentals
Shortlist

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.
164 cottages are available
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  • Rustic Montaione

    San Gimignano

    Grade
    10
    5
    1
    3
    Ref: ITF160

    This holiday property is split into two separate units, which are linked from the outside. The house is located in the typical small town of Montaione, a beautiful medieval village within the heart of Tuscany. The house has panoramic views of the valley below, which can be enjoyed by guests as they sit outdoors and enjoy the shared swimming pool. It is only few minutes to Volterra and San Gimignano with golf courses and horse riding also nearby. There is also wine tasting at a winery within the region.

    Steps to entrance: Steps to living/dining room/kitchen. 5 bedrooms: 4 double, 1 twin. Bathroom with toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. H/chair. Two Satellite TVs. DVD. Gas cooker. M/wave. W/machine. D/washer. Internet connection. Tel. BBQ. Parking (2 cars). Shared swimming pool (32m²) open mid-June - mid-Sept. Pet free of charge. NB: Open sided, turning stairs to first floor. Steps to garden.

    • Distance to S.Gimignano/Volterra 25km
    • Nearest facilities 300m
    • Distance to Florence 35km

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  • Le Cimate

    Paliano

    Grade
    10
    5
    1
    3
    Ref: IRU111

    This pretty holiday house with a covered loggia is situated in the hills of the ‘Ciociaria’ region in the centre of Italy, east of Rome and close to the little medieval town of Paliano. In the surrounding area you will also find the spa town of Fiuggi (10km) and the Selva natural park which has numerous species of birds. The house has an enclosed garden with a fantastic swimming pool. With this property there is also a mini spa with a hot tub for 6 people. The location of this house is ideal for exploring the centre of Italy. This region is famous for its good wine, vegetables and cheeses.

    Ground floor: Living room. Dining room/kitchen. 1 twin bedroom. Shower room with toilet. Turning stairs to first floor: 4 bedrooms: 2 double, 2 twin. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. CD. Gas cooker. M/wave. W/machine. D/washer. Lawned garden with terrace and furniture. BBQ. Ample parking. Swimming pool (50m²) open Jun - Sep. NB: Low sloping ceilings in some rooms. Steps in garden.

    • Distance to Paliano 7km
    • Nearest facilites 5km
    • Distance to beach 60km.

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  • Casa Apecchio

    Apecchio

    Grade
    10
    5
    1
    3
    Ref: IMM144

    This holiday cottage, with a large garden, is situated in the mountains of the Apennines and is ideal for groups who want to spend a holiday surrounded by nature. The property features a covered terrace on the ground floor and a second living room, with fireplace, and a balcony on the first floor, as well as a second floor roof terrace. The floors are connected by a narrow spiral staircase and by external staircases. Enjoy hiking and cycling to the nearby Monte Nerone, and for swimming, there is a stream 500m away. Places to visit include Urbino, 30km, or the Adriatic coast, 60km.

    Ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet. Steep, open-tread, spiral stairs to first floor (also accessed by external stairs): Second living/dining room. Second kitchen. 2 double bedrooms, one with additional sofa bed (for child). Shower room with toilet. Spiral stairs to second floor: 2 bedrooms: 1 double, 1 single. Bathroom with toilet.

    Open fire in living room. CH. Cot. H/chair. Two satellite TVs. DVD. Stereo/CD. Gas/electric cooker. W/machine. Garden with terraces and furniture. Roof terrace. BBQ. Ample parking. NB: Low sloping ceilings in some rooms.

    • Distance to Apecchio 5km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Montignano 4

    Poggibonsi

    Grade
    10
    5
    0
    5
    Ref: ITC465

    This lovely farmhouse, accessed via a rough track, has been renovated into five holiday apartments and is situated in the heart of the Chianti region, on a hill with exceptional views. Surrounded by oak and cypress forests, vineyards and olive trees, this first-floor apartment benefits from its own private outdoor space and shared use of the outdoor swimming pool. The Poggibonsi region dates back to the stone ages and has very old monuments, especially ancient tombs, which date back to the Etruscan-Roman period. Don’t forget to visit the Pretorio Palace which dates from the 13th century and the Roman Gothic church of San Lorenzo. Florence, Sienna, Pisa and Lucca are easily reached by car.

    All on first floor: Living/dining room/kitchen. 2 steps to 5 twin bedrooms, 1 with en-suite bathroom with bidet and toilet, 4 with en-suite shower room with bidet and toilet.

    Open fire in living room. CH. Satellite TV. Gas cooker. W/machine. D/washer. Shared garden. Sitting-out area and furniture. BBQ. Parking (1 car). Shared swimming pool (72m²), open May-Sep. NB: Low sloping ceilings in some rooms.

    • Distance to Poggibonsi 6km
    • Distance to Florence 52km
    • Nearest facilities 6km
    • Nearest airport Florence

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  • Sea View

    Tarquinia

    Grade
    10
    4
    1
    4
    Ref: IRK142

    This holiday is home is situated in its own grounds with paved area, lawned area and shady trees to relax beneath whilst the children play. You can enjoy panoramic views from the terrace, and watch the sun setting over the sea whilst enjoying a glass of wine. The spacious property is ideal for families, just 80m from the beach. The ancient town of Tarquinia is nearby with its pretty town square, museums and fascinating tombs. No trip to Italy would be complete without visiting the capital city, Rome, which is 1½ hours away. It is well worth the trip.

    Living/dining room. Kitchen. 4 bedrooms: 3 double (one 5ft with additional 5ft), 1 bunk. 4 shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Lawned garden with terrace and furniture. BBQ. Parking (3 cars).

    • Distance to Tarquinia 10km
    • Distance to beach 80m
    • Nearest faciliites 3.2km
    • Nearest airport Flumicino (Leonardo da Vinci)

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  • Ca’ de Ducci

    Pieve Santo Stefano

    Grade
    10
    5
    0
    5
    Ref: ITA156

    This interesting holiday property was once an ancient medieval tower and offers some amazing views overlooking the mountain scenery. For ease, all four floors are connected by either external or internal spiral staircase. The large plot is an ideal spot to lie down in the sun or relax in the shade of a big oak with utter privacy. The location of this cottage is great, with Arezzo, Perugia and the Adriatic Sea only an hour away.

    Steps to living room. Dining room. Kitchen with dining area. 5 twin bedrooms. 2 bathrooms with toilet. 3 shower rooms with toilet. Separate toilet.

    Open fire in living room. CH. Cot. Satellite TV. Video. Stereo/CD. Gas/elec cooker. W/machine. D/washer. Internet connection. Lawned garden with terrace and furniture. Balcony. BBQ. Ample parking. Swimming pool (50m²), open mid Jun–mid Sep. NB: Steep, spiral stairs to first floor. Sloping ceilings in some rooms. Steps from terrace to garden.

    • Distance to Arezzo 55km
    • Nearest facilities 7km
    • Distance to Perugia 82km.

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  • Bozzanino

    Casciana Terme

    Grade
    10
    4
    1
    2
    Ref: ITP472

    This peaceful and sunny farmhouse, set among the hills, has views overlooking Volterra in the distance as well as the towns of Terricciola and Morrona. The house is surrounded by spacious grounds (approx. 10 ha.) with olive trees, vineyards and fruit trees, a part of which is reserved for the house. There is also an swimming pool (not overlooked), from which guests can enjoy beautiful broad views of the surrounding countryside. There is a small football field in the garden. Nearby is Casciana Terme (all kinds of shops, spas and recreation center), 3km, Castiglioncello (sea) and Volterra, 34km, Pisa, 37km, San Gimignano, 47km, Florence, 74km.

    Living/dining room/steps to kitchen with dining area. 4 bedrooms: 3 doubles, two with additional single, 1 twin. 2 shower rooms with bidet and toilet.

    Open fire in living room. CH. Cot on request. H/chair. Satellite TV. W/machine. D/washer. Internet connection. Garden with terrace and furniture. BBQ. Parking (1 car). Swimming pool (72m²), open May-Sept with outdoor shower. Table tennis. Pet free of charge. NB: Access to property via a unmade road. Step in 1 shower room. Slopes and sloping banks in garden.

    • Distance to Casciana Terme 3km
    • Nearest facilities 3km
    • Distance to the beach 40km
    • Distance to airport 37km

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  • Villa Sole

    Collelungo

    Grade
    10
    4
    0
    4
    Ref: IUS189

    This beautiful stone built holiday home with wooden beams and handmade bricks is situated on a hillside surrounded by a vast olive field. Relax on the sunny terrace surrounding the private outdoor swimming pool, where the tranquillity of the Umbrian countryside can really be enjoyed. The medieval hamlet of Collelungo is near by, while the famous town of Todi, with a wide range of shops, is only 14km away. The house is an excellent starting point to visit the most important cultural centres of Umbria, southern Tuscany and of northern Lazio. With Amelia, 18km, Terni and Orvieto, 30km, Marmore with its lovely waterfall, 37km, Perugia and Spoleto, 45km, historic Assisi, 55km, and Viterbo is 75km away.

    Ground floor: 2 steps to living room with double sofa bed. Dining room. Step to kitchen. 1 double bedroom. 2 shower rooms with bidet and toilet. Beams, French doors and tiled floors in most rooms. Turning stairs to first floor: 3 bedrooms: 2 double, 1 twin. Bathroom with bath, shower attachment, bidet and toilet. Shower room with bidet and toilet.

    Open fire in lounge and kitchen. Two cots. H/chair. Three satellite TVs. Gas/electric cooker. M/wave. W/machine. D/washer. Lawned garden, terrace and furniture. BBQ. Parking (2 cars). Private outdoor swimming pool (72m², open May-Sep). NB: Turning stairs to first floor. Step into showers. Open-tread external metal steps to terrace. Unfenced drops and slopes in garden. Multiple steps in grounds.

    • Distance to Todi 14km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Le Silerchie

    Camaiore

    Grade
    10
    5
    0
    5
    Ref: ITV419

    This beautiful holiday property has been completely renovated in the typical style of Tuscan country houses and is just 2km from the small town of Camaiore and 18km from the beaches of Versilia. The house has a natural lawn with swimming pool, Jacuzzi, a stone barbecue and a pergola equipped for outdoor dining. There are also sports and fitness facilities provided in the basement, including table tennis. The property comes with an excellent view of the beautiful countryside and surrounding woods. Once here, guests should visit the area of the Apuan Alps, where marble is produced. Nearby places to visit include the Lucca art centre, 22km, Pisa, 30km, and Florence, 95km..

    Living/dining room/kitchen. Utility room. 5 bedrooms: 4 double, one with en-suite shower room, bidet and toilet, 1 bunk. 4 shower rooms with toilet.

    CH and air conditioning. Cot on request. Satellite TV. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. D/washer. Internet connection. Lawned garden with terrace and furniture. BBQ. Parking (1 car). Private swimming pool (72m²), open May-Oct, with shower facilities. Games room with table tennis and gym equipment. NB: Sloping banks in garden.

    • Distance to Camaiore 2km
    • Nearest facilites 2km
    • Distance to the beach 9km.

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  • Villa Mimosa

    Cortona

    Grade
    10
    5
    1
    2
    Ref: ITA904

    This lovely holiday villa sits on the outskirts of the beautiful town of Cortona, an ancient Etruscan village, in the heart of the countryside but close to all amenities. The villa is perfect for a comfortable and relaxing holiday, and benefits from a large private garden, with a private outdoor swimming pool with a sunny terrace, equipped with sun loungers and umbrellas. The garden also has a boules court and is completed with garden furniture and barbecue. The location of the villa makes it the ideal starting point to discover the most beautiful cities of Tuscany and Umbria. The historic towns of Assisi; Montepulciano; Montalcino; Perugia; Siena; Arezzo and many others are easily reached by car. This is the perfect place for lovers of outdoor sports, from here you can take long walks on foot or by bike.

    Living/dining room with French doors. Kitchen/dining room with French doors. 5 bedrooms: 4 double, one with French doors, 1 bunk. Bathroom with bath, shower cubicle and toilet. Shower room with toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. H/chair. 2 satellite TVs. DVD. Stereo/CD. Electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Enclosed lawned garden and furniture. Balcony. BBQ. Ample parking. Private outdoor swimming pool (36m², open May-Sep). NB: Steep open-tread stairs to first floor.

    • Distance to Cortona 5km
    • Nearest facilities 1.5km
    • Nearest airport Perugia

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  • Corte Giorgia 1

    Montegabbione

    Grade
    11
    6
    1
    3
    Ref: IUP744

    This villa created was previously an old farmhouse and its outbuilding in which the owner also lives. Immersed in the green woods amidst the hills (500m) this holiday accommodation offers absolute peace and quiet, and a broad view of the countryside. The house is surrounded by large outdoor areas, with natural lawns and terraces, which are shared with the owners and other guests. Close by is Montegabbione (grocery shops), 12km, Città della Pieve, 15km, Orvieto, 35km and Rome, 140km.

    Living/dining room. Kitchen. 6 bedrooms: 4 double, 1 twin, 1 single. Bathroom with shower attachment and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Shared garden with terraces and furniture. Shared BBQ. Parking (3 cars). Shared swimming pool (72m²), open May-Sept. Pet free of charge. NB: Access to property along 0.8km of unpaved road. Steps from living room. Drops in garden.

    • Distance to Montegabbione 5km
    • Nearest facilities 5km
    • Distance to airport 50km

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  • ITA105

    Partina

    Grade
    11
    4
    1
    2
    Ref: ITA105

    This pretty, stone holiday house provides comfortable accommodation in the north eastern part of Tuscany, where there are still uncontaminated forests which are today national parks. It is located in a valley offering a wide range of interesting sites. The large and tidy garden borders a river, which falls in a natural pool with waterfall surrounded by stones. This beautiful property will be sure to provide wonderful memories for you and your family for a long time to come. There is also the added benefit of an outdoor hot tub.

    Ground floor: Kitchen with dining area. 2 bedrooms: 1 double, 1 twin. Shower room with toilet. First floor: Living room with sofa bed (for 2 adults, 1 child). Second living room. Dining room. 2 bedrooms: 1 double, 1 twin. Bathroom with bidet and toilet.

    Open fire in living room. CH. Cot on request. 2 satellite TVs. Stereo/CD. Gas cooker. W/machine. D/washer. Wi-fi. Large lawned garden with terraces and furniture. BBQ. Parking (2 cars). Hot tub. NB: Step in bathroom. External stairs from living room to first floor bedrooms. Steps. drops and river in garden.

    • Distance to Arezzo 30km
    • Distance to Florence 65km
    • Nearest facilities 500m
    • Nearest airport Florence

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