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.
586 cottages are available
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  • Claro

    Nesso, nr. Lezzeno

    Grade
    4
    2
    1
    1
    Ref: IVL109

    This first floor apartment has its own entrance via external stairs, set in a lovely house spread over three floors and the owner conveniently lives on the top floor. From the kitchen of the apartment you have access to a terrace with electric awning and wonderful views. It also has a large garden on the opposite side, from where you can enjoy a magnificent view over Lake Como, which is just 100 yards away. Bellagio is close by, with many churches and basillicas, museums villas and gardens. It is also located in the banks of Lake Como, and you can enjoy a different panorama of the lake from here, whilst dining at the many restaurants and bars. Milan is also 65km away.

    External steps to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet.

    CH. Satellite TV. Gas/elec cooker. M/wave. W/machine. Wi-fi. Terrace and balcony with furniture. On road parking.

    • Distance to Bellagio 12km
    • Nearest facilities 300m
    • Nearest airport Milano Malpensa

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  • Piazzale 1

    Castellina in Chianti

    Grade
    4
    2
    0
    2
    Ref: ITC754

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private, equipped outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and Poggibonsi, both lovely places, perfect for culture or shopping. Other places to visit include Gimignano, 2km, Siena, 28km, and Florence, 40km.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with toilet.

    Open fire in living room. CH. Cot. W/machine. D/washer. Internet connection. Shared garden and furniture. BBQ. Parking (1 car). Shared swimming pool (98m²), open May–Sep.

    • Distance to Castellina in Chianti 7km
    • Nearest facilities 7km
    • Distance to Siena 28km.

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  • Il Faro

    Castelmola

    Grade
    4
    2
    0
    2
    Ref: ISS622

    This beautiful, air conditioned, first and second floor apartment is located in a panoramic position above Taormina and Castelmola on the island of Sicily and boasts wonderful sea and mountain views. The interior is pretty and comfortable, and there is also the added benefit of a terrace with furniture, perfect for dining al fresco. Not too far away are the famous seaside resorts of Taormina, 9km, and Giardini Naxos, ideal loactions for family days out. Guests will also enjoy visiting the towns of Messina, 55km, and Catania, 70km away.

    Steps to entrance: Living room. Dining room/kitchen. 2 double bedrooms. Bathroom with bidet and toilet. Shower room wih bidet and toilet.

    Open fire in living room. CH. Air conditioning. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (1 car). NB: Steep, open-tread stairs to second floor. Step in bathroom. Slopes and drops in grounds.

    • Distance to Taormina 9km
    • Distance to beach 9km
    • Nearest facilities 1km
    • Nearest airport Catania

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  • Il Vecchio Fienile

    Bonassola

    Grade
    4
    2
    0
    1
    Ref: ILL376

    These lovely holiday properties are 250m (835 feet) above sea level with stunning views and are just a few minutes from the beach. Casa degli Ulvi (ref ILL377) is an elegant and comfortable home with refined furniture, paintings, tapestries, a bookcase filled with Italian and English literature and a large stone fireplace - all elements which make it an ideal dwelling for all seasons. Located on the first floor of a former farmhouse built in 19th century, the residence is in fact fully independent, with a nice garden surrounded by stone walled terraces with olive trees and a spacious pergola where al fresco dining is possible with views of the sea throughout the year. An internal staircase leads to the roof terrace with an extensive view over sea and mountains. The owners occasionally live on the ground floor of the house. Ref ILL376 is a detached house, with its two floors connected by a spiral staircase. It has a large, partially enclosed garden, and an outdoor shower with spring water. The properties are in an ideal location for exploring the Cinque Terre area including the Sanctuary of the Madonna di Monte Nero in Riomaggiore, 35km and the beautiful medieval village of Portovenere. The centre of Bonassola is 1.4km and 6 km from Levanto.

    Living room with sofa bed/dining room/kitchen. Steep, spiral, open-tread stairs to first floor: 2 bedrooms: 1 double, 1 single. Shower room with toilet.

    Central heating. H/chair. Satellite TV. Gas/electric cooker. W/machine. Fridge. Wi-fi. Terrace and furniture. BBQ. Shared grounds. Parking (1 car). No smoking. NB: Steep access road with very sharp bends. Drops within grounds.

    • Distance to Bonassola 1.4km
    • Distance to beach 1.4km
    • Nearest facilities 1.4km
    • Nearest airport Pisa

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  • La Chiocciola

    Gaiole-in-Chianti

    Grade
    4
    2
    0
    2
    Ref: ITC233

    This medieval hamlet, dating back to the 18th-century, was once a resting place along the ancient Roman road that linked the cities of Siena and Arezzo. Set in the heart of the Chianti region, it offers holidaymakers the tranquillity of a rural village, combined with the richness of the Tuscan architectural style consisting of fired bricks, wooden beams and centuries-old stones which were smoothed by nature and time. The hamlet has been developed to offer 20 apartments, each with its own equipped outdoor area and there is wi-fi in a designated area. The garden and swimming pool are shared between all guests.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared w/machine. D/washer. Wi-fi in shared area. Sitting-out area and furniture. Shared grounds and furniture. Parking. Shared outdoor swimming pool (112m²), open mid May-mid Sep. NB: Spiral, open-tread stairs to first floor. Beams and sloping ceilings throughout. Steps in grounds.

    • Distance to Gaiole-in-Chianti 8km
    • Nearest facilities 5km
    • Nearest airport Florence

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  • Casa

    Pascoso

    Grade
    4
    2
    1
    1
    Ref: ITL299

    This pretty stone holiday home, in the village of Pascoso, is located amidst the mountains of the Garfagnana. There is hiking and mountain biking from the door, caves and museums to explore, and food festivals to enjoy. There is parking 100m from the house.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in kitchen. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. T/dryer. D/washer. Terrace and furniture. BBQ. On road parking. NB: Turning stone stairs to first floor: Steps to terrace.

    • Distance to Lucca 30km
    • Nearest facilities 30m
    • Nearest airport Pisa

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  • Il Seccatoio

    Cortona

    Grade
    4
    2
    0
    2
    Ref: ITA636

    These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA635, ITA636 and ITA637) and the fourth house belongs to the owner. All the cottages have traditional furnishings and a warm and cosy atmosphere, and provide an ideal holiday base. Each cottage has its own pretty terrace and there is a shared, outdoor swimming pool. At guests’ disposal there is a restaurant for dinners and breakfast on request. Olive oil and wine can be purchased on site.

    Ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Steep, open-tread spiral stairs to first floor: 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. Shared washing machine. Terrace. Shared garden. Parking (2 cars). Shared outdoor swimming pool (50m²), open Jun-Sep. NB: Steps in grounds.

    • Distance to Cortona 8km
    • Nearest facilities 4km
    • Nearest airport Perugia

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  • Estuario

    Venice

    Grade
    4
    2
    1
    2
    Ref: IVV417

    This elegant, air conditioned holiday apartment has been tastefully renovated using superior materials, with comfortable and well-kept furnishings. Just a few metres from the Chiesa della Madonna dell’Orto, one of the most peaceful and oldest areas in Venice. From the spacious, well equipped garden, you can see its beautiful church. The ferry bus stop is only 5 minutes away, giving easy access to all the major tourist and cultural attractions in Venice. Take a trip to the nearby Murano island, famous for its glass making, and enjoy the characterful restaurants in Fondamenta-della-Misericordia. Just a short distance away is the famous Ghetto district.

    All on ground floor: Living/dining room with French doors. Kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bath, shower attachment and toilet. Shower room with toilet.

    CH and air conditioning. Satellite TV. DVD. Gas/electric cooker. M/wave. W/machine. D/washer. Internet connection. Garden and furniture. Pet free of charge. NB: 2 steps to French doors.

    • Distance to Venice 5m
    • Distance to beach 3km
    • Nearest facilities 200m
    • Nearest airport Venice Marco Polo

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  • Villa Trequanda

    Trequanda

    Grade
    4
    2
    0
    1
    Ref: ITS108

    This nicely furnished, terraced holiday home is part of an old estate, and accessed via dirt road. The property is well-kept, very quiet and picturesque, nestled among olive trees and vineyards. There is a shared swimming pool and tennis court, and fantastic sunsets can be enjoyed from the terrace. There are many places of interest to visit in the area, including Siena, Arezzo, and Montepulciano.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bidet and toilet. Beams throughout.

    CH. Cot. Gas cooker. Shared w/machine. Wi-fi. Garden with terrace and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (98m²), open mid Jun-mid Sep. Shared tennis court.

    • Distance to Siena 35km
    • Nearest facilities 3.5km
    • Nearest airport Perugia

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  • Villa I Due Golfi

    Sant’Agnello

    Grade
    4
    2
    0
    2
    Ref: IKS152

    This beautiful, semi-detached holiday house is located only 3km from Sorrento and has a large terrace and outdoor seating area overlooking the Gulf of Naples and Positano, which offers a breathtaking panorama by day and romantically lit sky at night. Both bedrooms have direct access to the terrace. The discreet owners live on site and are on hand if you need any help or advice during your stay. The location is ideal for a relaxing stay, and while you are there visit the Sorrento Peninsula with its typical villages such as Positano and then dive into the crystal clear waters of the sea. Make sure you visit the protected coastal park of Punta Campanella, which is a 30 minutes’drive away. In Castellammare di Stabia, 20km, you can take the funicular to go up on Mount Faito (1092m), and the views from the top are definitely worth the hike.

    All on ground floor: Living/dining room/kitchen with French doors. 2 double bedrooms both with French doors. Bathroom with bidet and toilet. Shower room with bidet and toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. Satellite TV. Gas cooker. M/wave. W/machine. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ.

    • Distance to Sorrento 3km
    • Distance to beach 2.5km
    • Nearest facilities 100m
    • Nearest airport Naples

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  • Appartamento San Dalmazzo

    Borgo San Dalmazzo

    Grade
    4
    2
    0
    1
    Ref: IPL152

    This air-conditioned holiday apartment is on the ground-floor of a 2-family-house with outdoor space and spa. The accommodation has been built in accordance to the Feng Shui theories, using the geothermal and photovoltaic technologies. The discreet owners live on site and are on hand if you need any help or advice during your stay. At the guests’ disposal is a partly fenced, furnished garden, perfect for enjoying outdoor meals. The access to the spa on the first floor is by a crystal lift passing also by a shared living room. Here you can swim against the stream, use the training space, the water massage, the sauna and the Turkish bath with chromo therapy or relax in the outdoor living area. The property is in an ideal location for excursions to famous places such as Barolo, 67km, Mondovi, 36km, Lurisia, 24km, Limone, 20km, Alba, 84km and Turin, 107km.

    All on ground floor: Living room with single sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with bath, shower, bidet and toilet.

    CH. Satellite TV. Electric hob. Electric oven. W/machine. T/dryer. D/washer. Fridge. Broadband. Garden and furniture. Shared grounds. BBQ. On road parking. Shared indoor swimming pool (40m², open May-Sep). Shared spa facilities. No smoking.

    • Distance to Cuneo 7.8km
    • Nearest facilities 1km
    • Nearest airport Turin

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  • La Scuderia-Podere Moricci

    Montaione

    Grade
    4
    2
    0
    2
    Ref: ITN174

    These semi-detached holiday properties (ITN174 and ITN175) were formerly the hayloft, and have been restored maintaining the typical Tuscan style. The farm, dating back to 1700, is located along a stretch of Via Francigena, which passes through the village of Montaione, and is set on a hill surrounded by vineyards, olive trees and woods; it is the ideal place to spend a relaxing holiday. The complex has a shared swimming pool and children’s pool. The medieval town of Cetaldo is 8km away and the famous walled town of San Gimignano, a UNESCO World Heritage Site, is 12km. The historic city of Siena is 50km away, with its cathedral, palazzo, botanical gardens and restaurants. The beautiful city of Florence is also 50km from the property, and is known for its culture and Renaissance art, as well as having many restaurants, cafés and bars.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. Shared w/machine. D/washer. Wi-fi. Garden with terrace and furniture. Parking (1 car). Shared outdoor swimming pool (72m², open May-Sep) with shower. NB: Steps and sloping banks in grounds.

    • Distance to Montaione 1km
    • Distance to beach 60km
    • Nearest facilities 1km
    • Nearest airport Pisa

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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