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.
39 cottages are available
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  • Cappella

    Fiano, nr. Certaldo

    Grade
    14
    7
    0
    5
    Ref: ITC938

    This pretty, stone-built farmhouse situated amidst the green hills of the Florentine Chianti, is in a very peaceful and panoramic location while being surrounded by olive trees and very beautiful views of the countryside. The house, renovated with great care in a manner that has tried to maintain the original structure, has been divided into 3 apartments, all of which have tasteful and very comfortable furnishings. Occasionally, one of the apartments in inhabited by the owners. Locally is the small village of Fiano, 3km, with a food shop. The splendid medieval town of San Gimignano, with its famous towers, is about 25 km, while Pisa, Arezzo, Lucca and the sandy beaches of Versilia are reachable in a one hour drive.

    Living room. Second living room. Dining room/kitchen. Second kitchen. 7 bedrooms: 3 double, 4 twin. Bathroom with shower attachment, bidet and toilet. 4 shower rooms with toilet.

    Open fire in living room. CH. Cot on request. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Wi-fi. Shared garden. Terrace and furniture. BBQ. Parking (1 car). Shared, outdoor swimming pool (70m²), open May-Sept. NB: Steps to garden.

    • Distance to Certaldo 4km
    • Nearest facilities 3km
    • Distance to airport 40km

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  • Villa il Borgo

    Cortona

    Grade
    14
    6
    0
    7
    Ref: ITA923

    Just 5km from Cortona, this lovely house consists of a large main house and an annexe outbuilding, ideal for families and large groups. The owner lives on site and is on hand if you should need any advice during your stay. It has a large park with many olive and fruit trees, a beautiful outdoor swimming pool, a barbecue area on the terrace, and a gazebo with table and chairs which are perfect for enjoying the sunny days and evenings the region is famous for. The house is distinguished by traditional and contemporary elements and is spread over three floors with a gallery which was formerly a watchtower. From the property you will have a breathtaking view of the valley and colourful landscapes and while you are in the region make sure you visit the local sights, cultural and historical gems that you will find in towns and villages throughout the region such as Cortona, 5km, Arezzo, 40km, Montepulciano, 50km, Perugia, 65km, and even Siena, 75km. Lake Trasimeno is only 25km away and has lovely scenery and many sporting activities for you to enjoy.

    Ground floor: Living room. Dining room. Kitchen. Shower room with toilet. First floor: Second living room with double sofa bed. 1 double bedroom. Bathroom with toilet. Second floor: Third living room. 2 bedrooms: 1 double with en-suite bathroom and toilet, 1 twin. Shower room with toilet. Galleried double bedroom with shower room and toilet. Separate annexe: Kitchen/dining room. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in annexe dining room. CH. Cot. H/chair. Satellite TV. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden and furniture. BBQ. Ample parking. Private outdoor swimming pool (72m², open May-Sep) with outdoor shower. NB: Drops and multiple steps in grounds.

    • Distance to Pergo 2km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Castello sulla Spiaggia

    Torvaianica

    Grade
    14
    7
    0
    5
    Ref: IRK143

    This lovely holiday home is a renovated castle dating back to the 16th century and sits right on the edge of the sandy beach. The castle is situated in the heart of a nature reserve and has a large fenced garden bordering the beach. There is a large terrace area for you to enjoy the sun and sea, which you can see from every room in the building. The discreet owner lives in an outbuilding and is on hand if you need any help or advice during your stay. In the town of Torvaianica you will find plenty of shops, bars and restaurants for you to enjoy. It is the perfect location for relaxing, but you can also head to Rome, which is only 30km away, where you will be astounded at how many cultural and historical gems are on offer.

    Living/dining room. Kitchen. 7 bedrooms: 2 double, 3 twin, one with additional single, 1 single, 1 bedroom with double sofabed. 3 bathrooms with bidet and toilet. 2 shower rooms with bidet and toilet.

    CH. Open fire in living room. Cot. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ. Ample parking. No smoking.

    • Distance to Rome 30km
    • Nearest facilities 100m
    • Nearest airport Ciampino

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  • La Villa del Sole

    Vibonati, nr. Salerno

    Grade
    14
    6
    0
    6
    Ref: IKC440

    This beautiful, semi-detached holiday property, with a private pool, is located in Vibonati, a characteristic village of the Cilento region. A large porch overlooks the pool and offers pleasant evenings outdoors. Furnished with elegance and attention to detail, the house is spread out on 4 levels; the ground floor has a large kitchen, which is comfortable and well-equipped, and is open-plan with the living room which leads to the outside patio. On the first floor are three large bedrooms, with access to the terrace. On the second floor are three more bedrooms, of which the central one has a balcony. In the attic there is another kitchen. The property is 2km from Villammare with its beautiful beaches and 5km from Sapri, with its many amenities. This is a great location to visit the National Park of the Cilento and its famous tourist destinations.

    Steps to entrance. Ground floor: Living/dining room/kitchen. Separate toilet. First floor: 3 double bedrooms, one with French doors and two additional singles, one with additional single. 3 shower rooms with toilet. Second floor: 3 bedrooms: 2 double, 1 single. 3 shower rooms with toilet. Fourth floor: Second dining room/kitchen with beams and sloping ceiling. Separate toilet.

    Open fire in living room. CH and air conditioning. Six satellite TVs. Gas/elec cooker. W/machine. D/washer. Garden with terraces and furniture. Balcony. BBQ. On road parking. Outdoor swimming pool (50m², open May-Sep). NB: Steps to pool.

    • Distance from Vibonati 100m
    • Nearest beach 2km
    • Nearest facilities 100m
    • Nearest airport Naples

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  • Aperugina

    Castiglione del Lago

    Grade
    14
    7
    1
    4
    Ref: IUT232

    This lovely traditional property is located a stone’s throw from Lake Trasimeno and its pretty sandy beaches. This seven bedroomed property is in the heart of the Province of Perugia, in central Italy, and is the perfect place for exploring and discovering all that the region has to offer. The lovely detached house, where the owner occasionally lives, has its own fenced garden, private swimming pool with an outdoor shower and separate toilet in one of the annex buildings, a table tennis table and terrace with furniture and outdoor washing up facilities for you to make the most out of the sunny days and evening. Discover the region and all the beautiful sights it has to offer and the towns of Perugia, Arezzo or Chianciano Terme are worth a daytrip.

    Living room. Kitchen/dining room with French doors. 7 bedrooms: 3 double, 4 twin. Bathroom with bath, shower and toilet. 3 shower rooms with toilet.

    Woodburner in kitchen/dining room. CH. 2 cots. 3 h/chairs. 2 satellite TVs. Gas/elec cooker. M/wave. W/machine. D/washer. Fridge. Garden with 2 terraces and furniture. BBQ. Ample parking. Private outdoor swimming pool (50m², open mid May-mid Oct) with outside shower. NB : Steps in garden.

    • Distance to Castiglione del Lago 7km
    • Nearest facilities 1km
    • Nearest airport Perugia

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  • Viva Villai

    Dicomano

    Grade
    14
    6
    1
    3
    Ref: ITF744

    This ancient manor house is set on a 400-acre estate with woods, vineyards, olive groves and two small lakes. The area is filled with pretty views all within a peaceful location. Villa Vivai is located along the valley of the Sieve River, amidst Mugello hills, in a group of holiday homes consisting of 6 ancient stone-built farmhouses and a small church, but has its own access and two outdoor areas that separate it from the other houses. There is a possibility of internet connection at the reception. There is access from the living/dining room to the outside and from the kitchen (wood-burning pizza oven, barbecue) access to a covered terrace with a table for meals in the fresh air. Upon request it is possible to rent a jeep with driver for 6 people to explore the estate, to hire fishing rods, as well as to rent a wooden hut in the forest all at cost. You can also buy the estate’s own wine and olive oil.

    Living room with double sofa bed/dining room. Dining room/kitchen. Second kitchen. 6 bedrooms: 4 double, 2 twin. Bathroom with shower attachment, bidet and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. Shared garden. Terrace and furniture. BBQ. Shared outdoor swimming pool (98m²) open May–Sept. Pet free of charge. NB: Slopes in grounds.

    • Distance to Dicomano 2.5km
    • Nearest facilities 2.5km
    • Distance to airport 38km

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  • Poteere Anteata

    Castel del Piano

    Grade
    14
    6
    1
    5
    Ref: ITG254

    This detached holiday home with a large private swimming pool is 7km from Castel Del Piano and located in the foothills of Mount Amiata, a famous mountain resort with unspoiled countryside and culinary traditions. The house is surrounded by a well-groomed garden with a swing and slide for children. The large swimming pool has panoramic views of the surrounding hills.

    Ground floor: Living room with double sofa bed. Kitchen with dining area. 6 double bedrooms. Bathroom with toilet. 4 shower rooms with toilet. Separate toilet. Beams throughout.

    CH. Gas cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden with 2 terraces and furniture. BBQ. On road parking. Private outdoor swimming pool (96m² open May - Oct) with outdoor shower. NB: Drops in grounds. Steps to garden.

    • Distance to Castel del Piano 7km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Casale Di Montiepoli

    Valfabbrica

    Grade
    14
    6
    0
    6
    Ref: IUP596

    This stone-built farmhouse, set on the top of a hill (600m above sea level), 22 km north of Assisi, is now a fully restored holiday house with beautiful surroundings. The farmhouse is characterized by a particularly fantastic view of the surrounding valleys and hills, which reaches as far as Gubbio. The accommodation has a professional kitchen and is divided into two mini apartments. The large green outdoor areas that surround the house offers absolute peace and quiet. The house is surrounded by lawn areas, a very large panoramic terrace where you can bask in the sun, a covered and equipped terrace and a natural meadow (approx. 5,000 m²) at the beginning of which you will find the swimming pool. There is also the possibility of going for pleasant walks. Approx. 200 m away, at the foot of the hill, there is a horse stable with a few of the owner’s horses with independent access on a private road. On request and upon local payment, the owner will make a horse-riding instructor available for organizing pleasant trips through the countryside.

    Living room with double sofa bed. Second living room. Dining room. Kitchen. 6 double bedrooms. 6 shower rooms with bidet and toilet. 2 separate toilets.

    Open fire. CH. Cots on request. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Ample parking. Outdoor swimming pool (78m²) open Jun–Sept. NB: External steps leading to first floor.

    • Distance to Casa Castalda 2.2km
    • Nearest facilities 2.2km
    • Distance to Perugia 35km

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  • Vedere 14

    Borgo San Lorenzo

    Grade
    14
    7
    1
    6
    Ref: ITF852

    This wonderful holiday house is set in a beautiful farm which has been tastefully restored and is located in the heart of the Mugello hills on the outskirts of the village of Grezzano. The property is surrounded by a park with a swimming pool. Guests have an outdoor Jacuzzi (at cost over the weekend). Guests can, on request, arrange guided tours, or a cook to allow guests to try Tuscan dishes. This location is an ideal hub from which to explore the woods either on foot, by mountain bike or on horseback. Borgo San Lorenzo is 8km where there are various shops and a rail connection for Florence. It is the ideal location for a holiday far from the tourist crowds.

    Steps to entrance. Living room. Second living room. Dining room. Kitchen with dining area. Second kitchen. Utility room. 7 bedrooms: 4 double, two with sloping ceiling, 3 twin, one with sloping ceiling. Bathroom with shower attachment, bidet and toilet. 5 shower rooms with toilet.

    Open fire in living room. CH. 2 cots. 2 h/chairs. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Tel. Garden with terrace and furniture. BBQ. Parking (1 car). Swimming pool (72m²), open mid May – mid Sept. Jacuzzi. NB: Steps to pool area.

    • Distance to Borgo San Lorenzo 8km
    • Nearest facilities 500m
    • Distance to airport 35km

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  • Guardea

    Guardea

    Grade
    14
    8
    1
    5
    Ref: IUS172

    This beautiful holiday home is situated in a very peaceful location, where the large covered terrace overlooks the valley and features a large table, a barbecue and pizza oven, ideal for al-fresco dining. Built from natural stone, this superb farmhouse is positioned just 600 meters from the medieval village of Guardea, which has a small shop and only 25km from Orvieto with its imposing gothic cathedral. The house is sited on the flank of a hill and offers a magnificent view over the valley of Tibre and the Alviano Lake, which is a WWF reserve. One of the peculiarities of this home is the immense 3000 square meter garden which benefits from a swimming pool and an attractive outbuilding. Rome is just one hour by car. The lake Bolsena, with its beaches and distinctive villages, is approximately 50km away.

    Living room. Dining room. Kitchen. 8 bedrooms: 3 double (one 5ft), 1 twin, 4 single. Bathroom with bidet and toilet. Three shower rooms with bidet and toilet. Annexe: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Lawned garden. BBQ. Ample parking. Swimming pool (50m²), open mid-May – mid-Sep. Pet free of charge.

    • Distance to Orvieto 25km
    • Nearest facilities 500m
    • Distance to Terri 30km

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  • Villa Morlupo

    Morlupo

    Grade
    14
    7
    1
    6
    Ref: IRU225

    This is a stunning villa with panoramic views over the Roman countryside, with Rome just 25km away. The villa is spread out over several levels, with large and spacious rooms furnished with taste and elegance. Guests have access to a large garden for al-fresco dining with barbecue, swimming pool and table tennis. The property also includes a great kitchen near to the swimming pool and also a pretty chapel. On request t’s also possible to have a chef, beautician and a personal trainer in the property, all of which is available via payment on site. This property is perfect for a holiday of peace and relaxation surrounded by nature, and with the chance of exploring the cultural attractions nearby. Visit Terni just 70km away, Viterbo 60km and Bracciano Lake 40km.

    Steps down to living room. Second living room. Third living room with dining area. Dining room. Kitchen. 7 bedrooms: 5 double, one with additional double, 2 single. Bathroom with shower over bath and toilet. 2 bathrooms with toilet. 3 shower rooms with toilet.

    Woodburner in living room. CH. Air conditioning. Cot. H/chair. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. T/dryer. D/washer. Garden with terrace, sitting-out area and furniture. BBQ. Parking (2 cars). Outdoor swimming pool (162m²) with outdoor shower, open Jun - Sep. Table tennis. NB: Internal steps throughout. Steps in garden.

    • Distance to Rome 25km
    • Nearest facilities 3km
    • Nearest airport Ciampino

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  • Cedrina

    Monteriggioni

    Grade
    14
    6
    0
    5
    Ref: ITS213

    This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of friends wanting to enjoy their holiday together. Located in Chianti, close to Siena, the house is immersed in the countryside, surrounded by vineyards and olive trees in a very peaceful position. It boasts beautiful views over the countryside. The property benefits from a well-kept green area with furniture, two large covered dining areas and a large courtyard. There is also an outdoor swimming pool. From here, there is easy access to all the most renowned tourist destinations of Chianti and central Tuscany.

    Living/dining room. Second living/games room. Dining room/kitchen. 4 bedrooms: 3 double (one 5ft), 1 twin. Bathrooms with bidet and toilet. 2 shower rooms with bidet and toilet. Galleried area. Steps down to annexe: Living/dining room/kitchen. Second living/dining room/kitchen. 2 utility rooms. 2 double bedrooms. 2 shower rooms with toilet. 2 galleried areas, both with single beds.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Large garden with terraces and furniture. BBQ. Ample parking. Swimming pool (84m²), open May-Sep. Pool table. NB: Steps to bath. Steps and drops throughout garden.

    • Distance to Siena 10km
    • Distance to Florence 66km
    • Nearest facilities 600m

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