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.
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  • Casale Piccino

    Collicello

    Grade
    10
    6
    1
    4
    Ref: US097

    Convenient location

    This traditional farmhouse is surrounded by a large, well-tended garden with charming views of the unspoilt Umbrian countryside. It is set just below the walled hamlet of Collicello and is designed for family outdoor living.
    There are around 150 varieties of trees, young and old, on all sides of the garden with a huge terrace taking centre stage - perfect for al fresco dining and relaxing at any time of the day.
    Next to the private swimming pool is a games room with table-tennis, a small gym as well as an outdoor Jacuzzi. The discreet Italian owners occupy the ground floor apartment thus ensuring standards at the house, produce their own wine which guests can sample and also offer optional evening meals at the property.
    Inside, the large living/dining room has plenty of warm Umbrian furnishings whilst the kitchen has a breakfast table. Behind the farmhouse is another shady terrace for dining, particularly for supper as it gets the evening sun.
    Historic Amelia is a short drive for a half-day exploring or an evening meal, yet Todi, Spoleto, Orvieto, Assisi and even Rome can be reached for a rewarding day out all from this family-friendly Umbrian farmhouse.

    Living/dining room with French doors. Kitchen. 6 bedrooms: 4 double, 2 single. 4 shower rooms with toilet.

    CH. Cot. H/chair. Satellite TV. Gas/elec cooker. M/wave. Shared w/machine. Wi-fi. Lawned garden with terrace and furniture. BBQ. Swimming pool (10m x 5m, depth 1.2m to 2.4m), open mid May-Sep. Private parking for 1 car. Pet free of charge.

    • Distance to Amelia 15km
    • Distance to Todi 22km
    • Distance to Lake Corbara 30km
    • Nearest facilities 4km
    • Nearest airport Rome

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  • Corte Giorgia 1

    Montegabbione

    Grade
    11
    6
    1
    3
    Ref: IUP744

    This villa created was previously an old farmhouse and its outbuilding in which the owner also lives. Immersed in the green woods amidst the hills (500m) this holiday accommodation offers absolute peace and quiet, and a broad view of the countryside. The house is surrounded by large outdoor areas, with natural lawns and terraces, which are shared with the owners and other guests. Close by is Montegabbione (grocery shops), 12km, Città della Pieve, 15km, Orvieto, 35km and Rome, 140km.

    Living/dining room. Kitchen. 6 bedrooms: 4 double, 1 twin, 1 single. Bathroom with shower attachment and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Shared garden with terraces and furniture. Shared BBQ. Parking (3 cars). Shared swimming pool (72m²), open May-Sept. Pet free of charge. NB: Access to property along 0.8km of unpaved road. Steps from living room. Drops in garden.

    • Distance to Montegabbione 5km
    • Nearest facilities 5km
    • Distance to airport 50km

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  • Villa Oliveto

    Arezzo

    Grade
    12
    8
    1
    4
    Ref: ITA379

    This spacious holiday property is a comfortable villa with swimming pool and a garden for complete privacy. On the ground floor are 2 kitchens with access to the covered terraces as well as 4 of the 8 bedrooms. The other 4 bedrooms and the 2 living rooms each with access to the covered balconies, are on the first floor. The house has a magnificent swimming pool placed in the middle of a beautiful olive grove. The owner lives in the house next door and a cook is available on request. The villa is ideally located for excursions to the most beautiful artistic towns of Tuscany such as Florence, Sienna, Cortone or for the fortified castles and pretty little towns in the region of Casentino. The lovely town of Arezzo is 5km and is famous for its antique market while in June the historic festival known as the Giostra del Saracino begins. Activities such as archery is available and there are a field with two horses within the grounds.

    Ground floor: Dining room/kitchen. Second kitchen. 4 bedrooms: 2 double, 2 single. 2 shower rooms with toilet. Turning stairs to first floor: Living room. Second living room. 4 bedrooms: 2 double, 2 single. 2 shower rooms with toilet.

    CH. Three cot. Gas cooker. W/machine. D/washer. Garden with furniture. Balconies. BBQ. Ample parking. Swimming pool 60m² open May-Oct.

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  • Villa Chiara

    Filettole

    Grade
    12
    6
    1
    3
    Ref: ITP197

    This multi-storey residence is set in the centre of a small village near Pisa/Lucca and forms part of semi-detached house. The area is an ideal starting point to visit the beautiful beaches of Versilia, while enjoying the sun and local atmosphere. Filettole itself is full of history, culture and charm with much sightseeing to be had and to be discovered. Visit the Leaning Tower at Pisa, 13km, or the beach of Marina di Vecchiano only 18km away.

    Ground floor: Living room. Dining room/kitchen. First floor: Second living room. 2 bedrooms: 1 double, 1 single. Bathroom with toilet. Second floor: 4 double bedrooms, one with additional single. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. DVD. Gas cooker. M/wave. W/machine. D/washer. Wifi. Garden and furniture. BBQ. Parking (2 cars). Above-ground swimming pool (20m²), open mid-May – mid-Sep. Pet free of charge.

    • Distance to Pisa 10km
    • Nearest facilities 1km
    • Distance to the beach 10km.

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  • Villa Cantalupo

    Cantalupo in Sabina

    Grade
    12
    6
    0
    4
    Ref: IRU112

    This beautiful villa located on the hill in the typical Roman countryside, offers an extensive view over stunning landscape. Villa Cantalupo is a great holiday base for a large family get-together or for friends alike, accommodating up to 12 guests. From the dining area, the floor to ceiling picture windows make the most of the beautiful countryside surrounding the property. Nearby, explore the famous Roman castles, including Rocca di Papa and Castel Gandolfo, which provide ideal touring destinations.

    Steps to entrance. Ground floor: Living room with dining area. Dining room. 2 steps to kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with toilet. First floor: 4 bedrooms: 2 bunk leading to 2 double. 2 bathrooms with toilet.

    Open fire in dining room. CH. Cot. Stereo/CD. Gas/electric cooker. W/machine. D/washer. Garden with terrace and furniture. Ample parking. NB: Steps in grounds.

    • Distance to Oriveto 45km
    • Nearest facilities 1.5km
    • Nearest airport Rome Ciampino

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  • Villa Aurora

    Laureana Cilento

    Grade
    12
    6
    0
    5
    Ref: IKC468

    This property is equipped with air-conditoning, a shared (with owner)128m² swimming pool and has views over the beautiful hills, Tyrrhenian sea in the horizon, which makes it the ideal property for a holiday of relaxing, exploring and soaking in sunshine. With the beach only a stone’s throw away and lovely villages and towns surrounding this wonderfully furnished property, the area has a lot to offer whether you are looking to relax or seeking adventure.

    2 Living/dining room. Kitchen. 6 Bedrooms: 4 double, 2 twin. 5 Shower rooms with toilet. 3 toilets.

    Fireplace in living/dining room. CH. 6 satellite TVs. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Shared landscaped garden with patio and garden furniture. BBQ. Parking (4 cars). Shared swimming pool (128m², open Jun-Sep) with outdoor shower. NB: Open tread spiral staircase in property, balcony railings have horizontal bars, uneven grounds.

    • Distance to Agropoli 5km
    • Distance to beach 5km
    • Nearest facilities 1.5km
    • Nearest airport Naples

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  • Vaccareggia

    Tarquinia

    Grade
    12
    6
    2
    4
    Ref: IRK145

    This lovely Etruscan detached house is located just 2.3km from the beach and lies on the coast just north of Lazio, on the border of Tuscany. The secluded house has a large enclosed garden and private outdoor swimming pool for you to enjoy. There is also a large converted barn with summer lounge, patio furniture, and pizza oven for you to spend plenty of time outside. The house is ideally located for visiting the Lazio coast and beautiful beaches, there is a private lane that you can take to get to the beach. The area is great for sporting activities. Make sure you visit Maremma and many other culturally rich cities and lovely sights such as Civitavecchia, 24km, Lake Bolsena, 48km, the peninsula of Monte Argentario, 50km, Viterbo, 53km, Lake Bracciano 67km and Rome, 96km.

    Living/dining room with French doors. Kitchen. 6 bedrooms: 4 double, 2 twin. 2 bathrooms with bidet and toilet. 2 shower rooms with bidet and toilet. Tiled floors throughout.

    CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Lawned garden and furniture. Secluded grounds. Ample parking. Private outdoor swimming pool (60m², open May-Sep) with outdoor shower.

    • Distance to Tarquinia 10km
    • Distance to beach 2.3km
    • Nearest facilities 9km
    • Nearest airport Léonardo

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  • Villa Sirtori

    Sirtori

    Grade
    13
    6
    0
    4
    Ref: IVL145

    This wonderful property in located just outside the pretty village of Sirtori in the province of Lecco, 15km from the Lake Como which is the perfect place to enjoy sandy beaches and water sports. The property has a private outdoor swimming pool, terrace and large garden for you to enjoy. The house is located in part of the Montevecchia nature reserve and has many walking and hiking routes in the surrounding landscape. There is an 11km long walk that goes through woods and picturesque landscapes. The Baths of Monicello Brianza are 8km away and Lake Annone and a small golf course are only 10km away. The location of this property is ideal for visiting and exploring the many cultural and historical gems the region has to offer since Lecco is 16km away, Mona, 18km, Milan, 33km, and Bergamo is only 37km away.

    Ground floor: Living/dining room. Kitchen/dining area. Conservatory. Separate toilet. Steep turning stairs to first floor: 4 double bedrooms, one with additional single bunk over, 1 twin. 3 bathrooms with bidet and toilet. Shower room with bidet and toilet. Second floor: Double bedroom with low sloping ceilings.

    CH. Open fire in living room. Cot. H/chair. Satellite TV. DVD. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden and furniture. 2 terraces. BBQ. Ample parking. Private outdoor swimming pool (36m², May-Sep) with outdoor shower. NB: Steps to garden.

    • Distance to Sirtori 600m
    • Nearest facilities 600m
    • Nearest airport Bergamo

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  • Ca’ Del Poggio

    Castiglion Fiorentino

    Grade
    13
    6
    2
    5
    Ref: ITA273

    This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space extends over three floors, with several entrances from the outside. The house is surrounded by several terraces and ancient trees, and there is a swimming pool which has a terrace with panoramic views. There is also a gazebo, BBQ, a volleyball pitch and a pool bar. A cook is available on request and is payable on arrival. This is an ideal base for relaxing far away from everyday life. There are numerous places to go in the surrounding area including, Cortone, Montepulciano, Pienza, Arezzo and Lake Trasimene.

    Ground floor: Living room. Dining room. Kitchen. 1 double bedrom. Shower room with toilet. First floor: Second living room. 2 double bedrooms. Bathroom with shower attachment and toilet. Second floor. Third living room. 3 bedrooms: 1 double, 1 twin, 1 single with additional double sofa bed. 2 shower rooms with toilet. Some internal steps.

    Open fire in living room. CH. Cot. H/chair. Three Satellite TVs. DVD. CD. Elec cooker. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars). Swimming pool (50m²) open May-Sept. NB: The road to the house is very steep and unsurfaced and unsuitable for sports cars. NB: Sloping ceiling in some rooms. Steps to pool area.

    • Distance to Cortona 15km
    • Nearest facilities 2km
    • Distance to Arezzo 19km

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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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  • 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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  • Villa dei Pini

    Fano

    Grade
    14
    7
    0
    7
    Ref: IMM182

    This beautiful 19th-century detached, air-conditioned holiday villa sits in an ancient parkland with woods and meadows, in the hills not far from the town of Fano. The villa is split over several levels, connected by an internal lift. From the top floor, through a large terrace, there is access to an ancient tower with a private living room and bedroom with exposed wooden beams, and most bedrooms have their own private living room. The garden has a swimming pool shared with two other villas, complete with parasols.
    Ideally located for visiting many places of interest such as Fano, 700m, known for its ancient temple dedicated to the goddess Fortuna. While Pesaro, 9km, is a city rich in culture and artistic heritage, the birthplace of the renowned composer World Giacomo Rossini. Urbino, 52km, is a UNESCO World Heritage Site, with its Ducal Palace, superb Renaissance style centre of culture, and the birthplace of Raphael Sanzio one of the best known painters in the world. Just 29km away is Mondavio, a medieval city inspired by the architecture and humanist Leonardo Martini.

    Steps to entrance. Living/dining room with tiled floor. Kitchen with tiled floor. 7 bedrooms: 4 double, 3 twin. 7 bathrooms with bath, shower cubicle and toilet. 2 separate toilets.

    Open fire in living room. 8 satellite TVs. Gas/electric cooker. M/wave. W/machine. T/dryer. D/washer. Fridge. Wi-fi. Shared grounds and furniture. Terrace. Shared BBQ. Ample parking. Shared outdoor swimming pool (90m², open Jun-Sep) with outdoor shower. NB: Sloping ceilings in some rooms. Multiple steps in grounds.

    • Distance to Pesaro 12km
    • Distance to beach 500m
    • Nearest facilities 100m
    • Nearest airport Ancona

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