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.
742 cottages are available
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  • Camelia

    Greve in Chianti

    Grade
    2
    1
    0
    1
    Ref: ITC138

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval buildings to enjoy on peaceful walks.

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

    Gas CH. Gas/elec cooker. Shared w/machine and t/dryer. Internet connection. Tel. Shared garden and furniture. Parking (1 car). Shared swimming pool (98m²), open mid-May - mid Sep. NB: Access to property by an unmade road.

    • Distance to Florence 30km
    • Nearest facilities 7km
    • Distance to Arezzo 75km

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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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  • 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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  • Apartment F

    Gambassi Terme

    Grade
    2
    1
    1
    1
    Ref: ITN234

    Basking in the Tuscan sunshine this rural complex is only 2km from the centre of Gambassi Terme, a small town situated between the provinces of Florence and Siena. In a lovely quiet position with panoramic views over the valley, offering two ground floor apartments ITN234 and ITN237, part of a group of six, each is pleasantly furnished, well equipped and with a private sitting area. The beautiful, irregularly shaped outdoor swimming pool is shared with the other apartments, and there are 2 shared barbecues situated in the well-kept and completely fenced, shared outdoor area. San Gimignano is only 18km away, Volterra 27km, and the beautiful cities of Florence and Siena 50km.

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

    Central heating. Satellite TV. Gas hob. M/wave. Shared w/machine. D/washer. Shared garden and furniture. Sitting-out area and furniture. Shared grounds. Shared BBQ. Ample parking. Shared outdoor swimming pool (102m², open May-Sep). NB: Steps and drops in grounds.

    • Distance to Gambassi Terme 2km
    • Nearest facilities 2km
    • 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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  • Sangiovese 1

    San Donato in Poggio

    Grade
    2
    1
    0
    1
    Ref: ITC617

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC637, ITC623, ITC631 and ITC635). Surrounded by vineyards and olive trees, it has been carefully decorated and furnished. The architectonic characteristics that have made this corner of Tuscany famous throughout the world have been conserved through the stone walls, windows and arches of the loggias. The property benefits from beautiful views of the countryside and shared use of the outdoor swimming pool. Completely fenced-in and made even more beautiful by blooming plants, the property includes a pretty lawn with garden furniture. Ideal location for exploring Florence and Siena.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

    CH. Cot. Cooker. W/machine. Shared garden and furniture. Shared BBQs. Parking (1 car). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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  • La Tagliate

    San Marco

    Grade
    2
    1
    1
    1
    Ref: IKC467

    This quirky, air-conditioned elevated cottage enjoys beautiful panoramic sea views and provides a romantic getaway for couples. Hidden away down a rural track, La Tagliate is lovingly presented and enjoys rustic open grounds and a large terrace from which you can sit out with a glass of wine and truly admire the stunning scenery. Set just 1km above the city of San Marco in the Castellabate district, with the beach and many amenities within easy reach, this lovely cottage provides a beautiful holiday base.

    Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    Open fire in living room. Elec CH. Gas/electric cooker. M/wave. D/washer. Fridge. Terrace and furniture. Shared grounds. BBQ. Parking (2 cars). NB: Steep, turning, open-tread stairs to bedroom. Steep ladder-style open-tread stairs in bedroom. Steps to terrace. Steps and drops in grounds.

    • Distance to San Marco 1km
    • Distance to beach 1km
    • Nearest facilities 1km
    • Nearest airport Naples

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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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  • 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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  • 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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  • Canonica 15

    Certaldo

    Grade
    2
    1
    0
    1
    Ref: ITF217

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the local specialities, and horse riding lessons are also available on request. The beautiful art cities of Florence and Siena are easily reached by car and are worth spending the day exploring. This is the perfect location for enjoying a relaxing holiday in beautiful countryside. Please note: Accommodation is allocated on arrival and layout may vary.

    Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Central heating. Satellite TV. Electric cooker. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared grounds and furniture. Parking (2 cars). Shared outdoor swimming pool (162m², open May-Sep). NB: Steps in grounds.

    • Distance to Certaldo 1km
    • Nearest facilities 5m
    • Nearest airport Florence

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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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