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.
740 cottages are available
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  • Cottage 1

    Sciacca

    Grade
    6
    3
    0
    3
    Ref: ISS833

    These two semi-detached, air-conditioned holiday cottages (ISS833 and ISS834) are part of a complex in one of the most sought after holiday areas of Sciacca, 2km from the town centre and 3km from the beaches. Both are on 3 levels, one of which is an attic floor. On the ground floor is the living area, a well-equipped kitchen with direct access to the veranda and a bathroom with shower. The first floor has two double bedrooms, a bathroom and a large, covered balcony with wonderful views. On the attic floor floor there is a twin bedroom, bathroom with shower and a small terrace. Both cottages have a large veranda with wooden pergola for relaxing in the sun, there is a lovely shared Mediterranean garden and shared swimming pool. Sciacca is a wonderful, charming small town in the province of Agrigento, with its history going back to the Romans. Ancient churches, palazzi, a castle and a thermal bath complete this beautiful town, which is surrounded by the Mediterranean sea.

    Ground floor: Living room. Kitchen/dining room with French doors. Shower room with toilet. Open tread spiral staircase to first floor: 2 double bedrooms, one with French doors. Bathroom with toilet and French doors. Second floor: 1 twin bedroom. Shower room with toilet. Tiled floors throughout.

    Central heating. Cot. H/Chair. Satellite TV. Electric cooker. M/wave. W/machine. Internet connection. Shared garden, with patio and furniture. Balcony. Verandah. Shared grounds. BBQ. On road parking. Shared swimming pool (96m², open May-Sep).

    • Distance to Sciacca 3km
    • Distance to beach 1.5km
    • Nearest facilities 200m
    • Nearest airport Palermo

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  • Apartment Terrazza

    Viareggio

    Grade
    6
    3
    0
    1
    Ref: ITV724

    This fourth floor holiday apartment, with an equipped terrace, is situated just 2km away from the beach of Viareggio, which is famous for its carnival, nightlife and the promenade. Also not to miss, is the opera season of Torre del Lago Puccini, an opera festival which is held in the summer in an outdoor theatre on a lake. Also, visitors can easily visit Pisa, 21km, Lucca, 24km, Livorno, 46km, and Florence, 94km.

    All on fourth floor: Living/dining room/kitchen. 3 bedrooms: 1 double, 2 with double sofa beds. Bathroom with toilet.

    CH. Cot. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Terraces and furniture. On road parking.

    • Distance to Viarregio 2km
    • Distance to beach 2km
    • Nearest facilities 300m
    • Nearest airport Pisa

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  • Villa Cortine

    San Donato in Poggio

    Grade
    6
    3
    1
    3
    Ref: ITC234

    This pretty semi-detached stone house is located in the beautiful countryside of the Chianti Hills, 5km away from San Donato in Poggio. This holiday property is in the ideal location for visiting the beautiful attractions of Tuscany, halfway between Siena and Florence. Guests have access to spacious outdoor areas, including a terrace for al-fresco dining, an outdoor swimming pool which is shared with the owner who conveniently lives on-site, and a small playground for children. Upon request and at a small charge, guests can have lunch with tasting of typical products (traditional sausages, cheese, extra virgin olive oil, etc.) and Tuscan wines (Vernaccia, Chianti, Chianti Classico, Brunello) in a farm a few steps from San Gimignano, followed by a tour in the famous "city of the towers". Bus stop 4km. Barberino Val d’Elsa 6km, Castellina in Chianti 15km, Florence 35km, Siena 40km.

    Living/dining room with beams and tiled floor. Kitchen with tiled floor. 3 bedrooms: 2 double, 1 twin. Bathroom with toilet. 2 shower rooms with toilets.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. D/washer. Lawned garden with sitting-out area and furniture. BBQ. Ample parking. Shared outdoor swimming pool with shower (119m², open May-Sept). Pet free of charge. NB: Turning stairs to first floor.

    • Distance to San Donato in Poggio 5km
    • Nearest facilites 2km
    • Nearest airport Florence

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  • Podere Villetta 1

    Barberino Val d’Elsa

    Grade
    6
    2
    0
    2
    Ref: ITC250

    This pretty, detached, stone holiday property (ref ITC250) and apartment, which adjoins the owner’s home (ref ITC251), are set in the beautiful countryside of the Chianti hills, just 5km away from San Donato in Poggio. A strategic location for visiting the most beautiful attractions of Tuscany, located halfway between Siena and Florence. Guests have access to spacious outdoor areas, ideal for outdoor dining, as well as a swimming pool, which is shared with the owner, and there is also a small playground for the children. Guests can enjoy tasting typical products (traditional sausages, cheese, etc) and Tuscan wines of own production (Vernaccia, Chianti, Chianti Classico, Brunello, extra virgin olive oil) in a farm a few steps from San Gimignano, followed by a tour to the famous ‘City of Towers’ (upon request and to be paid on site, free transport is provided). For day trips explore Castellina in Chianti 15km, Siena 32km and Florence 40km. The bus stop is just 4km away.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Two shower rooms with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. M/wave. D/washer. W/machine. Wi-fi. Terrace and furniture. Shared garden and furniture. Barbecue. Parking (2 cars). Shared swimming pool (72m²), open May-Oct. NB: Sloping bank and steps in grounds.

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

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  • Il Roseto

    Murlo

    Grade
    6
    3
    0
    2
    Ref: ITS260

    This first floor holiday apartment is part of a beautiful Tuscan country house, reached by an unpaved road, and has its own private terrace with barbecue. From the shared swimming pool with sun terrace, you can enjoy a unique view of the picturesque Val d’Orcia. This is a good base for trips to Montalcino with its medieval walls and fortress, 8km, and the UNESCO World Heritage Sites of Siena, 30km, and Pienza, 40km. Further afield is the city of Grosseto, 80km, with its Medicean walls, Romanesque cathedral, abbeys, palazzos and monuments.

    All on first floor: Living/dining room/kitchen. 3 bedrooms: 2 double, 1 twin. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. Satellite TV. Gas/electric cooker. W/machine. D/washer. Internet connection. Terraces and furniture. Shared grounds. BBQ. Parking (2 cars). Shared outdoor swimming pool (40m²), open May-Sep. NB: Steps in grounds.

    • Distance to Vescovado 4km
    • Nearest facilities 4km
    • Nearest airport Florence

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  • Corneto 3

    Pomarance

    Grade
    6
    1
    0
    2
    Ref: ITN510

    This wonderful first floor holiday apartment is one of five that combine to create the Corneto Estate, an ancient building that dates back to 1600, situated in a strategic and panoramic position, on the top of gently sloping hill. It has a small private balcony and enjoys shared use of a splendid irregular-shaped swimming pool, and also various green outdoor areas surround the house. The town of Pomarance, 3km, boasts all kinds of shops and public sport facilities and the sea of Marina di Cecina is only 50 km away.

    All on first floor: Living room with sofa bed (for alternative sleeping only)/dining room/kitchen. Open-tread stairs to galleried area with double bed and shower room with toilet. 1 double bedroom. Shower room with toilet.

    Open fire in living room. CH. Cot. Satellite TV. Gas cooker. Shared w/machine. D/washer. Balcony with furniture. Shared garden and furniture. BBQ. Parking (1 car). Shared swimming pool (16mx10m), open May-Sep. NB: Drops in garden.

    • Distance to Pomarance 3km
    • Distance to beach 50km
    • Nearest facilities 3km
    • Nearest airport Siena

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  • Lucia

    Nesso

    Grade
    6
    1
    0
    2
    Ref: IVL101

    This lovely holiday apartment is located in the hamlet in Nesso, which is built on the lush banks of Lake Como. As well as the fantastic views that surround the area of the hills and the lake, exploring the hamlet can be its own reward to. It is a quiet and peaceful area, and a great place for culture and history. Nearby towns and cities such as Como and Milan are great to carry on the adventure. The property can only be accessed on foot (parking is 300 metres away). Guests can drive up to within 30 metres of the property to unload, but only with a small car no wider than 1.80 metres. Also in the same building are refs IVL104 and IVL105.

    All on third floor: Living room with double sofa bed/dining room. Second living room with double sofa bed. Kitchen. 1 double bedroom. Two shower rooms with bidet and toilet.

    Gas CH. Gas/elec cooker. W/machine. D/washer. Internet connection. Terrace. On road parking.

    • Distance to Bellagio 10km
    • Nearest facilities 400m
    • Distance to airport 75km

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  • Paggetto 1

    Radda in Chianti

    Grade
    6
    3
    2
    2
    Ref: ITC274

    These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses, restored and divided into apartments in the heart of the Chianti Classico region, only 1km from Radda in Chianti. The properties are immersed in the typical Chianti landscape, with its hills and vineyards. From the shared outdoor swimming pool, you can enjoy a panoramic view over the surrounding hills. The first of the two farmhouses overlooks a secondary road leading to the Castle of Volpaia. The outdoor areas are very large and each apartment has shared use of the swimming pool with solarium and shower, gazebo and fridge bar. There is also a barbecue area and a children’s playground. Near the reception there is a common room where the owner has an oven and a washing machine. Parking is available 20 metres away, beyond the secondary road.

    Steps to entrance. All on first floor: Living/dining room/kitchen. 3 bedrooms: 2 double, 1 twin. 2 shower rooms with toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas cooker. M/wave. Shared w/machine. Fridge. Wi-fi. Shared grounds and furniture. Shared BBQ. On road parking. Shared outdoor swimming pool (50m², open Jun-Sep) with outdoor shower. NB: Spiral open-tread staircase in one of the double bedrooms. Steps and uneven surfaces in grounds.

    • Distance to Radda in Chianti 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Gigliio 3

    Castelnuovo D’Elsa

    Grade
    6
    3
    1
    2
    Ref: TV093

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions, the comfortable properties are attractively furnished. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa.

    All on second floor: Living room. Dining room/kitchen. 3 bedrooms: 2 double, 1 twin. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared laundry. Shared garden and furniture. Parking (1 car). Shared swimming pool (5 x 8m; depth 0.5-2m), open mid May-Sep. Pet free of charge. NB: Steps and slopes in grounds.

    Distance to Castelnuovo 3km

    • Distance to Lucca 50km
    • Distance to Forte di Marmi beach 55km
    • Nearest facilities 3km
    • Nearest airport Pisa

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  • Casa Patino

    Torre del Lago

    Grade
    6
    3
    0
    3
    Ref: ITV734

    This semi-detached, air-conditioned, family holiday home is set in the small seaside resort of Torre del Lago, which is located in a large pine forest that extends from Viareggio to Pisa. Take the 300m bicycle trail which goes through Torre del Lago and then leads through the pine forest to the beach 1.5km away. The Massaciuccoli lake, where short boat trips can be enjoyed, is just 220m from the house.

    Steps to entrance. Ground floor: Living/dining room/kitchen. Shower room with toilet. Turning, open-sided stairs to first floor: 3 bedrooms: 2 double, 1 twin. 2 shower rooms with toilet.

    Woodburner in living room. Central heating. Cot. Two Satellite TVs. DVD. Stereo/CD. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Terrace and furniture. BBQ. Parking (2 cars). No smoking.

    • Distance to Viareggio 6km
    • Distance to beach 1.5km
    • Nearest facilities 100m
    • Nearest airport Pisa

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  • Casa del Porto

    Porto Cervo

    Grade
    6
    2
    0
    2
    Ref: ISD499

    This traditional looking holiday apartment, with modern furnishings, overlooks the old harbour of Porto Cervo, the capital of the Costa Smeralda and location of amarige outboards, and the famous Petote place Porto Cervo. The area of Porto Cervo is full of Italian charm and glamour, while still being laid back. In addition to the apartment, guests are able to book a boat slip on request.

    All on the first floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    Air and conditioning. Satellite TV. Gas/elec cooker. W/machine. D/washer. Balcony with furniture. Garage (1 car).

    • Distance to Porto Cervo 5m
    • Nearest facilities 20m
    • Distance to the beach 500m
    • Distance to airport 45km

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  • Carlotta

    Grottaferrata

    Grade
    6
    2
    0
    2
    Ref: IRU504

    This beautiful holiday property is situated in a panoramic position on the side of a hill in Grottaferrata. Set in a peaceful location, the property is an outbuilding in the upper park of the large garden of the owners’ villa. The property is surrounded by its own private garden with trees, and is equipped with sun umbrella, table, chairs and BBQ. In the area below, there is another garden with an outdoor swimming pool which is shared with the owners. Take a day trip to Rome, 20km, which you can reach in 20 minutes by train. Visit Frascati, 1.5km, or Castelgandolfo and its lake, 12km away.

    50 steps to entrance: All on one level: Living room with double sofa bed/dining room. Kitchen. 2 double bedrooms. Bathroom with shower attachment, bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot and h/chair on request (at cost). Satellite TV. Stereo/CD. Gas/elec cooker. M/wave. W/machone. D/washer. Fenced lawned garden with terrace and furniture. Balcony. BBQ. Parking (1 car). Shared swimming pool (11m x 4m), open Jun-Sep. NB: Slopes in garden.

    • Distance to Rome 20km
    • Distance to beach 30km
    • Nearest facilities 1.5km
    • Nearest airport Ciampino

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