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.
739 cottages are available
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  • Casinanova 1

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN116

    This ground floor holiday property is set in a picturesque location, 30km from the walled town of San Gimignano with its fountains, towers and medieval architecture, and the city of Siena is 50km away, with its large piazzas, gothic cathedral and many museums, shops and places to wine and dine. The owners conveniently live on-site, and they produce their own wine and olive oil within the grounds. From the doorstep, guests can enjoy scenic walking excursions on the ancient Etruscan paths.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Elec hob. W/machine. Shared grounds with terrace and furniture. Parking (1 car).

    • Distance to San Gimignano 30km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Vacanza Valentia

    Todi

    Grade
    2
    1
    0
    1
    Ref: IUP351

    This characteristic holiday apartment is set in a small medieval fortified hamlet, overlooking a valley and close by to Todi. Vacanza Valentia is an ideal starting point to visit the most beautiful cities of Umbria and Tuscany. Guests have access to a private, equipped garden and to a shared outdoor area comprising of 3000m² with an outdoor swimming pool. An ideal retreat for two to unwind and relax, as well as being in the perfect location to tour the area from.

    Living room. Dining room/kitchen. 1 double bedroom. Bathroom with bidet and toilet.

    CH. CD. Gas/electric cooker. Shared w/machine and t/dryer. Garden and furniture. Shared natural grounds. Parking (1 car). Shared outdoor swimming pool (72m²) with shower, open May-Sept. No smoking. NB: Property is accessed via a 300m rough track. Turning stairs in property. Slopes in grounds.

    • Distance to Todi 7km
    • Nearest facilities 3km
    • Nearest airport Perugia.

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  • Monastero 3

    Colle Val d’Elsa

    Grade
    2
    1
    1
    1
    Ref: ITN485

    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. Although the apartments are independent, they are accessed via a shared room with a fireplace.

    All on ground floor: Living room with 2 single beds/kitchen. Shower room with toilet.

    Central heating. Satellite TV. Gas cooker. Shared laundry room with w/machine. Wi-fi (in communal area). Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (98m²) open May-Sep.

    • Distance to Colle Val d’Elsa 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Iris

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN102

    This restored complex has been divided into four apartments and is located on a farm close to Volterra, one of the prettiest towns in Tuscany. The apartment is well maintained and well-equipped, making it ideal for holiday makers and nature lovers seeking rest and relaxation. The town of Volterra sits upon a rocky hill and is filled with great architecture, thus making it good place for sightseeing.

    All on ground floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    CH. Satellite TV. Gas cooker. Shared garden. Parking (1 car). Shared swimming pool (72m²). Pet free of charge. NB: Steps and sloping banks in garden.

    • Distance to Volterra 4km
    • Nearest facilities 4km
    • Distance to the beach 40km

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  • Martinpescatore

    Bagheria

    Grade
    2
    1
    1
    1
    Ref: ISS507

    Built in to the hillside, this small and sunny holiday house with a panoramic view is located on the coast in a private area, ideal for privacy and peace, with three other detached properties. From the balcony area, you can enjoy beautiful views of the sea and the Mongerbino Cape, as well as the rocky shore below. The house is located 15 km from Palermo, in one of the most beautiful places in the Gulf of Palermo. The villa is also close to Cape Mongerbino, a beautiful strip of land jutting out into the sea, and only 5 km from Bagheria where there are various shops and famous villas which have been transformed into museums. The sea, rocky coastline and a solarium platform are just 100m away and reached by a staircase at the foot of the rocks.

    Steps to entrance. All on one level: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Elec CH. Cot. Satellite TV. Gas cooker. W/machine. D/washer. Balcony and furniture. Parking (1 car). Pet free of charge. NB: Drops and steps in grounds. 100m from sea.

    • Distance to Palermo 15km
    • Nearest facilities 5km
    • Distance to the beach 2.5km.

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  • Montignano 5

    Poggibonsi

    Grade
    2
    1
    0
    1
    Ref: ITC402

    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 a train ride away.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. Gas cooker. W/machine. D/washer. Garden. Shared grounds and furniture. Shared BBQ. Parking (1 car). Shared swimming pool (72m²), open May - Sept. NB: Property accessed by a 1.8km steep unpaved road. Steps in grounds.

    • Distance to Poggibonsi 6km
    • Nearest facilities 6km
    • Distance to Florence 41km

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  • Fienile-Sobborgo Camparboli

    Asciano

    Grade
    2
    1
    0
    1
    Ref: ITS153

    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the most famous towns of the area, such as Siena, Arezzo, Florence and Montalcino.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. Satellite TV. Gas hob. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (72m²), open May-Sep. NB: Steps in grounds.

    • Distance to Siena 25km
    • Distance to Arezzo 66km
    • Nearest facilities 200m
    • Nearest airport Siena

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  • Carlino

    Poggibonsi

    Grade
    2
    1
    0
    1
    Ref: ITC591

    This characteristic farmhouse complex has been entirely renovated and divided into 9 apartments in the green hills in the heart of Tuscany, and have shared use of the outdoor swimming pool. It occupies a peaceful, dominating position on the top of a hill from where you can enjoy beautiful panoramic views over the landscape. The property has been sympathetically restored utilising materials typical of the ancient Tuscan houses. The complex is surrounded by enclosed, extensive grounds, with lawns and olive trees. Access to the house is along a 2km unmade track. The apartment has its own small, fenced-in, private and furnished garden. Visit San Gimignano, 9km, Castellina in Chianti, 13km, Siena, 32km and Florence, 42km.

    All on ground floor: Living/dining room. Kitchen. 1 double bedroom. Shower room with toilet.

    CH. Cot. Gas/elec cooker. W/machine. Lawned garden and furniture. Carport. Shared outdoor swimming pool (126m², available Jun-Sep).

    • Distance to Poggibonsi 4km
    • Nearest amenities 4km
    • Nearest airport Florence

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  • Balconata 12

    Rome

    Grade
    2
    1
    0
    1
    Ref: IRU229

    Set on a working farm where dairy cattle are bred and cereal crops are grown in a flat area within the Roman countryside, this holiday property is one of 13 apartments. The owners live in a wing of the villa and there is shared use of a large garden with tables, chairs, BBQ, pool and children’s play area. There is a private chapel on site and a breakfast service is also available on request at cost. Riding stables and a polo field are close by. Albano Lake is 15 km and Rome, 30 km.

    External steps to first floor. All on one level: Living/dining room with kitchen area. 1 double bedroom. Shower room with bidet and toilet.

    Cot. H/chair. Satellite TV. Elec hobs. Wi-fi. Shared garden and furniture. Shared BBQ. Parking. Shared outdoor swimming pool (40m², open Jun-Sep). Shared children’s play area. No smoking. NB: Accessed via a gravel drive.

    • Distance to Pantano Borghese 1km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • Vista Collina

    Camaiore

    Grade
    2
    1
    0
    1
    Ref: ITV433

    This small cosy flat set beside a manor villa, which is inhabited by the owners, in an exceptionally beautiful position set on a hillside dominating over the Versilia plain. Panoramic view with the sea in the background and on clear days it is possible to see Corsica. Outdoor green areas shared with the owners. Within this property guests have been reserved the use of equipped, covered, panoramic veranda (10 m2) and the above ground swimming pool (3x7). The holiday home is just 3 km from grocery shops, 6 km the beaches of Marina di Pietrasanta, 10 km Forte dei Marmi, 20 km Lucca, 30 km Pisa, 85 km Florence.

    Steps to entrance. All on one level: Living room with double sofa bed/kitchen. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. Balcony and furniture. Parking (1 car). Swimming pool (21m²), open May-Sept. NB: Steps and drops in grounds. Steps to pool area.

    • Distance to Monteggiori 3km
    • Nearest facilities 3km
    • Distance to the beach 6km
    • Distance to airport 45km

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  • Apartment Pistoia

    San Felice Pistoia

    Grade
    2
    1
    1
    1
    Ref: ITT116

    This contemporary and comfortable holiday apartment is in an historical villa dating back to the 19th-century, with an Italian style garden in front of the entrance. From the terrace you can admire the panoramic views over the fascinating town of Pistoia, 5km. The town features not only numerous monuments from the Roman and Renaissance period, but also a cathedral with one of the most beautiful squares in Italy, and also hosts a number of musical and cultural events. The villa has been converted into 14 separate apartments, but only 4 of the apartments are inhabited, and the villa benefits from shared outdoor swimming pool. The village of San Felice is on the road which connects Pistoia and San Mommè, and is near the banks of the River Ombrone. The imposing Villa Colonna Viarelli dates from the 18th-century and dominates the village, while not far away is the Church of San Felice, which is dedicated to the Saint of Pistoia.

    Living/dining room/kitchen. Galleried bedroom with double bed. Shower room with toilet. Beams and tiled floors throughout.

    CH. Cot. Satellite TV. DVD. Electric hob. M/wave. W/machine. Shared garden with sitting-out area and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (84m², open Jun-Sep). NB: Steps to entrance. Open-tread turning stairs to galleried area. Slopes and steps in grounds.

    • Distance to Pistoia 5km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Apartment Volterra

    Volterra

    Grade
    2
    1
    0
    1
    Ref: ITN152

    This lovely holiday apartment is set in a quiet panoramic location in an elevated position, above a valley on the outskirts of the town of Volterra, just 2km from the centre. Have a taste of the olive oil, which is produced by the house owner, who conveniently lives on-site. Enjoy use of a large outdoor swimming pool, or lounge on the terrace and enjoy the most spectacular views.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. Shower room with toilet.

    CH. Gas cooker. Shared grounds with furniture. Parking (1 car). Shared outdoor heated swimming pool (72m²), open Jun-Sep. NB: Drops and steps in grounds.

    • Distance to Volterra 2km
    • Distance to beach 40km
    • Nearest facilities 1km
    • Nearest airport Florence

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