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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  • Casale

    Trappola, Loro Ciuffenna

    Grade
    6
    2
    1
    1
    Ref: TA031

    Panoramic valley views

    High up in the mountains with panoramic views over the valley, this mountain house offers two separate apartments overlooking an oval swimming pool. There is a shared terrace/pergola beside the swimming pool, and anyone with a little energy to spare can enjoy a game or two of boules. There is also use of a barbecue by arrangement. The apartments are simply furnished in rustic style. The enchanting old town of Loro Ciuffenna still has a working water mill, and little of the town centre has changed since the 16th century. From here, it is an easy drive to Arezzo or Florence.

    Ground floor: Living room with double sofa bed. Dining room with corner kitchen. Open staircase to first floor: 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Cot.

    • Distance to Trappola 1.5km
    • Distance to Loro Ciuffenna 7.5km
    • River Arno 20km
    • Nearest facilities 5km
    • Nearest airport Florence

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  • Tropicana

    Letojanni

    Grade
    6
    2
    1
    2
    Ref: ISS943

    This lovely air-conditioned apartment is set in a residence in Letojanni, in the province of Messina. It enjoys a great view over the sea and the mountain from the large, covered and equipped veranda with a barbecue. It is in an ideal position for a seaside holiday, with the beach only 300m away, and for visiting some important natural and cultural spots of the area such as Taormina with its Greek theatre (6km), the town of Messina – known as ’The Door of Sicily’ (50km), Catania with its amphitheatre (55km), and the Mount Etna Volcano and nature park (65km).

    All on first floor: Living/dining room with double sofa bed and French doors. Kitchenette. 2 double bedrooms. Bathroom with bath, shower attachment, bidet and toilet. Shower room with toilet.

    Elec CH. Satellite TV. Gas/electric cooker. W/machine. Wi-fi. Balcony and furniture. BBQ. On road parking.

    • Distance to Taormina 3km
    • Distance to beach 300m
    • Nearest facilities 400m
    • Nearest airport Catania

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  • Lavanda

    Cerreto Guidi

    Grade
    6
    2
    0
    2
    Ref: ITF300

    This delightful house is split into 2 units belonging to a property with 2 other apartments located 5km from the village of Vinci, the hometown of Leonardo da Vinci and few minutes from Cerreto Guidi. The town of Vinci still keeps to its aesthetic look of Leonardo da Vinci time, as its landscape consists of vineyards and olive groves. The property has a shared swimming pool with Jacuzzi, perfect for those summer days. Close by, guests can go horse riding, 700m, or even a touch of golf at the green, 7km. Visit beautiful city of Florence, 40km.

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

    CH. Cot. H/chair. Satellite TV. Gas cooker. M/wave. Lawned garden with terrace and furniture. BBQ. Parking (2 cars). Shared swimming pool (78m²), open May-Sept. NB: Steps in grounds.

    • Distance to Vinci 5km
    • Nearest facilities 1km
    • Distance to airport 45km

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  • Teodoro 1

    Torrita di Siena

    Grade
    6
    2
    1
    2
    Ref: ITS400

    This charming farmhouse has been divided into 5 comfortable and cosy holiday apartments. The farmhouse is situated in a predominant position on top of a gently sloping hill which overlooks and dominates the Val di Chiana (Chiana Valley), with particularly interesting and beautiful views over some of the most important historical towns of Tuscany. The location of the property is completely peaceful. An enclosed, well-cared-for grassy area surrounds the house and it is very well-equipped (deck chairs, beach umbrellas, tables). There is a beautiful, shared swimming pool with bowls, table tennis, mini volley ball and an ancient wood-burning oven. Each apartment has its own private outdoor area and satellite TV. Enjoy walks in the 40 ha grounds. There is a restaurant nearby that makes home deliveries or at the farmhouse guests can purchase wine and olive oil made locally.

    All on ground floor: Living room with double sofa bed/dining room. Kitchen. 2 double bedrooms. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. H/chair. Gas/elec cooker. W/machine. D/washer. Wi-fi. Tel. Shared garden and furniture. Parking (1 car). Swimming pool (98m²) open May – Sept. NB: Steps and sloping banks in grounds

    • Distance to Torrita di Siena 5km
    • Nearest facilities 5km
    • Distance to Siena 40km

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  • Villa Chiara

    Fornelli

    Grade
    6
    3
    1
    1
    Ref: IKC470

    Not far from the picturesque seaside village of Santa Maria di Castellabate is this spacious ground floor holiday home which enjoys stunning elevated views of the surrounding countryside. The terrace wraps around the front of the property with access from the living room, dining room/kitchen and one of the bedrooms. Santa Maria di Castellabate is a wonderful place to visit with its beautiful beach promenade, bars and restaurants and has wonderful views over towards the Amalfi Coast. The fascinating places of Agropoli with its 15th century castle and Paestum, a UNESCO World Heritage Site are also worth a visit.

    All on ground floor. Living/dining room. Dining room/kitchen. 3 bedrooms: 2 double, 1 bunk. Shower room with bidet and toilet. Separate toilet.

    Satellite TV. Gas cooker. W/machine. Terrace with furniture. BBQ. Parking (2 cars).

    • Distance to Castellabate 16km
    • Distance to beach 4.6km
    • Nearest facilities 600m
    • Nearest airport Naples

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  • Apartment Barbarigo

    Venice

    Grade
    6
    3
    0
    2
    Ref: IVV121

    This charming holiday apartment is located in the beautiful city of Venice. The charm is instantly noticed as the building’s main entrance still keeps the original charming shape. The property has access to a stunning altana (typical Venetian, top floor wooden terrace) providing a unique view over Venice, and the possibility to dine outside in spring and summer. Close by is the Zona delle Zattere, Accademia Gallery and San Marco, which is a few minutes by boat (boat stop is 5 minutes away).

    Living/dining room. Kitchen. 3 bedrooms: 1 double with additional single (for child), 1 twin, 1 single. Bathroom with shower cubicle, bidet and toilet. Shower room with bidet, toilet and sloping ceiling. Separate toilet.

    CH and air conditioning. Stereo/CD. Gas/elec cooker. M/wave. W/machine. D/washer. Balcony. No smoking. NB: Low beams on stairs.

    • Distance to Venice 5m
    • Nearest facilities 10m
    • Distance to the beach 5km
    • Distance to airport 15km

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  • Apartment 15

    Montaione

    Grade
    6
    3
    0
    2
    Ref: ITN168

    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 second floor: Living/dining room/kitchen. Second dining room. 3 double bedrooms. 2 shower rooms with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (2 cars). 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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  • casale Vale

    Giove

    Grade
    6
    3
    0
    2
    Ref: IUP298

    This beautiful detached, house is located in the Tiber valley near the ancient village of Giove, close to the railway station at Attigliano and few kilometers away from Orte. This holiday house is located in a very peaceful and panoramic position with beautiful views over the valley and the surrounding countryside. Benefiting from a large garden equipped with table and chairs, beautiful salt water swimming pool and private barbecue. In the grounds you can visit the owners’ goats and chickens, and take part in the harvest and olive harvest when in season. The house is in the perfect location for starting your holidays in the green Umbria region. It is just a few minutes away from the Mostri di Bomarzo Parc and less than 5 minutes from Alvino natural reserve.

    Living/dining room with French doors. Kitchen/diner with French doors. 3 double bedrooms, one with en-suite bathroom with toilet. Shower room with toilet.

    Central heating. Open fire in living room. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. Fridge. Lawned garden with furniture. Terrace. Balcony. BBQ. Parking. Outdoor salt water swimming pool with outdoor shower (72m2, open May-Sep). NB: Steps to entrance. Step in bathroom. Slopes and drops in grounds.

    • Distance to Amelia 14km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • Carrubba

    Riposto

    Grade
    6
    3
    0
    2
    Ref: ISS309

    This attractive holiday villa overlooks the sea and is characterised by a large terrace with furniture, perfect for dining al fresco. There is access to the pebble beach just 20m away, which is made of typical stones called ‘beole’, through a private gate directly from the property. The property is situated between Catania and Taormina in the nearby of the village of Riposto on the island of Sicily. The village has a small tourist harbour, which is very popular with holidaymakers and has a warm and welcoming atmosphere. Visit the town of Giarre, just 3km away.

    Living/dining room. Kitchen. 3 bedrooms: 1 double, 1 bunk, one with double sofa bed. 2 shower rooms with toilet.

    Elec heaters. Gas hob. W/machine. Terraces and furniture. BBQ. Parking (2 cars). NB: Steps to entrance. Step to terrace. Sea, 20m.

    • Distance to Catania 30km
    • Distance to beach 20m
    • Nearest facilities 2km
    • Nearest airport Catania

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  • Villa Fiorentina

    Castaglione Fiorentino

    Grade
    6
    3
    0
    2
    Ref: ITA921

    This lovely holiday home has breathtaking views of the medieval city of Castiglione Fiorentino and is set in the lovely hills, surrounded by olive groves and trees. The picturesque views over the valley can be admired from the large garden, swimming pool and terrace area where you can relax and enjoy the sunny days and evenings the region is famous for. The region has many cultural and historical gems for you to discover and enjoy. Castiglione Fiorento is only 3km away, Cortona, 12km, Arezzo, 18km, all are worth a visit. Enjoy a couple of daytrips to Lake Trasimeno, 48km, Siena, 63km, Montepulciano, 41km, and even Florence, which is 94km away.

    All on ground floor: Living/dining room/kitchen with wooden floor. 3 bedrooms: 2 double. 1 bunk. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ. Parking (3 cars). Private outdoor swimming pool (55m², open Jun-Sep).

    • Distance to Castiglione Fiorentino 3km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Brunese

    Massa e Cozzile

    Grade
    6
    3
    0
    3
    Ref: ITT402

    This beautiful, semi-detached, family villa is set on the side of a hill, from where you can enjoy an exceptional panoramic view of a broad valley full of olive tree groves with hills and Montecatini in the distance. Brunese is located in a particularly peaceful setting, ideal for a relaxing holiday break. In front of the villa is a lawned garden, equipped with a swimming pool and offers a stunning panoramic view. The covered terrace is set perfectly for outdoor dining. Located just 5km from Montecatini with sport facilities and many shops, 25km from Lucca and further a field, 45km (30 minutes on the motorway) from the famous sandy beaches of the Versilia.

    Living/dining room/kitchen. Second living room. 3 bedrooms: 2 double, 1 twin. Bathroom with shower attachment, bidet and toilet. Two shower rooms with toilet.

    CH. Cot. Gas/electric cooker. D/washer. Garden and furniture. BBQ. Outdoor swimming pool (50m²), open May-September. Parking (1 car). NB: Turning stairs to first floor.

    • Distance to Massa e Cozzile 1.2km
    • Distance to beach 45km
    • Nearest facilities 1.2km
    • Nearest airport Florence

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  • Appartamento Grande

    Venice

    Grade
    6
    2
    0
    1
    Ref: IVV165

    This ground floor apartment is located in a beautiful position in the centre of Venice, next to the wonderful church of Santa Maria della Salute and only 5 minutes from St. Mark’s Square. Accommodating up to 6 guests, this property provides an idyllic base for family or friends alike wishing to explore this beautiful city. The apartment is subdivided into a large living room with a double sofa bed and a corner kitchen, as well as two double bedrooms and a bathroom with shower.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 2 double bedrooms. Shower room with toilet.

    CH. Gas cooker. Wi-fi.

    • Distance to Venice 5m
    • Nearest facilities 500m
    • Nearest airport Venice Marco Polo

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Looking for something with a little more?

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