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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  • 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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  • 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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  • Sanlucchese 4

    Poggibonsi

    Grade
    2
    1
    1
    1
    Ref: ITC525

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a small 18th-century church, a hayloft (ref ITC829) another independent farm building (ref ITC907) and the main farmhouse building (ref ITC952) which is also home to the owner. Set in a beautiful position amid the hills just outside of Poggibonsi where there are all kinds of shops. There are many places to visit nearby including San Gimignano and Siena, both 12km and Florence 40km.

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

    CH. Cot on request. Satellite TV. Cooker. Shared w/machine. Lawned garden with furniture. Shared grounds. Parking (1 car). Pet free of charge. NB: Steps and drops throughout garden.

    • Distance to Poggibonsi 3km
    • Distance to Siena 12km
    • Nearest facilities 3km
    • Nearest airport Siena

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  • Calicanto 5

    Colognola ai Colli

    Grade
    2
    1
    0
    1
    Ref: IVC480

    This pretty holiday apartment forms part of a grand ancient villa with properties IVC127, IVC477, IVC403. The accommodation is situated in the Veneto countryside, near a town, at the foot of a hill and overlooks the farmed plain. The property includes a large outdoor swimming pool that is shared with the other apartments, and guests encouraged to explore the surrounding area. Located just 18km from Verona, a popular city famous for the arena where large concerts are now held. Gardaland amusement park is 40km away.

    Living/dining room/kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet.

    CH and air conditioning. Cot. Gas/elec cooker. W/machine. D/washer. Internet connection. Shared garden with furniture. Parking (1 car). Shared outdoor swimming pool (85m²), open Jun-Sep. NB: Drops near to pool area.

    • Distance to Verona 18km
    • Distance to Vicenza 39km
    • Nearest facilities

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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 16A

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN169

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sept. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • 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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  • 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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  • 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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  • Apartment 16B

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN170

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sep. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Jacopo 3

    Ronchi Marina di Massa

    Grade
    2
    1
    2
    1
    Ref: ITV707

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of 14 apartments, 8 of which are offered here. They are conveniently set a few metres from the sea. Nearby there are restaurants, shops, tennis court, beaches and an outdoor swimming pool, with riding stables, 4.5km and a golf course, 7km. They enjoy views of the pine forest and hills. The properties each have parking, shared grounds, reception area with a small bar, large shared terrace with tables, chairs, armchairs and TV, a children’s play area and a shared laundry. There is also a private outdoor space for each apartment, consisting of a terrace or balcony, equipped with table and chairs. Enjoy day trips to Forte dei Marmi, 5km, Massa, 6km, Pietrasanta, 12km, Lerici and Liguria, 26km, Lucca and Pisa, 40km. The owner lives on site and is on hand should you need assistance or advice during your stay.

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

    Elec heating. Cot and h/chair on request. Satellite TV. Elec cooker. Shared laundry with w/machine and t/dryer. D/washer. Wi-fi. Shared grounds. Balcony and furniture. Parking (1 car). No smoking.

    Distance to shops 3km. Distance to beach 80m. Nearest amenities 100m

    • Nearest airport Pisa

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