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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  • 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 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 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 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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  • 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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  • 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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  • 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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