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.
38 cottages are available
Book 2017 now for only £25 Low Deposit* Last chance for a great summer deal – of school holidays remaining £50 low deposit on 2016 festive breaks – nothing more to pay until 21st October 2016*
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  • Casale Granati

    Rosolini

    Grade
    15
    6
    1
    6
    Ref: ISS306

    A peaceful country house situated not far from the sea and just 4.5km from Menfi with every kind of shops. The property benefits from a lovely large, covered terrace complete with a barbecue, so you can dine al fresco as well a private swimming pool, to relax in after a day exploring this beautiful region. Inside the house the kitchen has an old wood oven great for cooking up and Italian feast. If you can tear yourself away from the property, just 8km away is the archaeological site of Selinunte, famous for its Greek temples. Also close by are the great towns and cities of Sicily including; Ragusa, Syracuse, Vittoria and further afield Augusta, just to name a few.

    Living/dining room/kitchen. Second kitchen. 6 bedrooms: 5 doubles, two with additional single, one with 2 additional singles, 1 single. 6 shower rooms with toilet.

    Air conditioning. Cot. Gas/elec cooker. W/machine. Garden with terrace and furniture. BBQ. Ample parking. Swimming pool (75m²), open June-Sept. NB: Open sided stairs.

    • Distance to Noto 16km
    • Nearest facilities 2km
    • Distance to the beach 20km

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  • Castello La Rocca

    Firenzuola

    Grade
    16
    8
    1
    8
    Ref: ITF948

    This holiday property, Castello La Rocca, has age-old origins dating back to medieval time. It is situated in one of the most impressive areas of high Mugello, 10 km from Firenzuola. The property can be easily reached from Florence by the ancient road Granducale which connects Tuscany and Emilia, through the whole land of villas which once pertained to the Medici family. The building has massive and impressive stone walls with the interiors furnished with ancient pieces. Guests can stroll around the nice park with centuries-old trees and use the private swimming pool or go for trekking along the paths. Horse riding, tennis, golf and fishing are all available locally.

    Ground floor: Dining room/kitchen. Separate toilet. First floor: Living room. Second living room. Dining room. 1 twin bedroom with en-suite shower room and toilet. Shower room with toilet. Separate toilet. Second floor: 4 bedrooms: 3 double, one with en-suite bathroom with small bath and toilet, two with en-suite shower room and toilet, 1 twin. Bathroom with Jacuzzi bath and toilet. Third floor: 2 bedrooms: 1 double, 1 twin with en-suite shower room and toilet. Shower room and toilet. Fourth floor: 1 twin bedroom with sloping ceiling. Internal steps throughout

    Open fire in living room. CH. Cot. H/chair. DVD. Gas/elec cooker. W/machine. D/washer. Tel. Garden and furniture. Ample parking. Outdoor swimming pool (72m²), with shower. Pet free of charge. NB: Drops, steps and stopes in grounds

    • Distance to Firenzuola 10km
    • Nearest facilities 700m
    • Distance to airport 45km.

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  • Leopolda

    Bucine

    Grade
    16
    7
    1
    7
    Ref: ITC249

    Leopoldian farmhouse dates back to the 18th century and is just 600m from the village of Badia Agnano, close to Bucine and half-way between Arezzo and Siena making making this an ideal base for exploring the region of Tuscany. The house has maintained its characteristic Tuscan appeal such as terracotta floors, beamed ceilings, furniture and interior decoration. In the large, private, fully fenced garden, is a salt water pool in a sunny and panoramic position, equipped with parasols and sunbeds. On the ground floor, there is a small loggia with an oven and built-in barbecue, living room with a fireplace, kitchen which has access to the outside area, a double bedroom with private bathroom and access onto the outside area, another double bedroom and a bathroom, with easy access for guests who are less mobile. On the first floor there are 5 double bedrooms, each of them with a private bathroom. Air conditioning with a thermostat in each room (payable locally). 16km from Montevarchi, 26km from Arezzo, with its ancient buildings that once belonged to merchants and nobles, religious constructions, jewels of medieval architecture and culture. The city is also known for the jewellery industry and antiques market, which takes place in the historic center of Arezzo once a month, 35km from Gaiole in Chianti, 49km from Siena with, what is known as, one of the worlds’ most beautiful squares, the shell-shaped Piazza del Campo, where the famous horse race called Palio takes place twice a year. Don’t miss a visit to the imposing cathedral, the ancient town hall and the numerous art treasures, which can be seen in several museums. 65km from Florence.

    Ground floor: Living room with single sofa bed. Dining room/kitchen. 2 double bedrooms, both with en-suite shower room and toilet. First floor: 5 bedrooms: 4 double, one with addition pull-out single, 1 twin, all with en-suite shower room and toilet.

    Central heating. Cot. Highchair. Gas/electric cooker. Washing machine. Dishwasher. Wi-fi. Large garden with terrace, sitting-out area and furniture. Barbecue. Ample parking. Swimming pool (72m², open mid May-Sep). NB: There are drops in the garden.

    • Distance to Badia Agnano 600m
    • Nearest facilities 600m
    • Nearest airport Florence

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  • Pod. San Niccolo’

    Loco Ciuffenna.

    Grade
    16
    9
    1
    5
    Ref: ITA703

    In a peaceful hillside setting you will find this medieval property surrounded by fields and forests. From the romantic inner courtyard, which has seating on the terrace and a barbecue, you enter the kitchen and living area with a large fireplace. At the front of the house guests can enjoy the sunset under the pergola or sunbathe on the lawn around the pool. The lawn slopes down a little towards the pond which has a natural waterfall and is an excellent place for swimming. This is an excellent location if you wish to go walking in the Pratomagno Mountains (1,600m). Other places to visit include Arezzo (30km), Florence (50km), and Sienna (60km). The charming town of Loro Ciuffena with its numerous shops, restaurants and bars is just 2.5km and can be reached by via a pleasant path along a stream.

    Steps to entrance: Living room. Dining room. Kitchen. 5 Bedrooms: 4 double, 1 single. 2 bathrooms with toilet. Shower room with bidet and toilet. Annex: 4 bedrooms: 2 double, 1 twin, 1 single. 2 Shower rooms with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. M/wave. W/mashine. D/washer. Garden and furniture. BBQ. Ample parking. Swimming pool (45m²), open mid-May - Sept.

    • Distance to Loro Ciuffenna 2.5km
    • Nearest facilities 2.5km
    • Distance to Airport 70km.

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  • Fonte Nuova

    Bucine

    Grade
    16
    8
    1
    6
    Ref: ITC535

    This large, spacious and comfortable, stone-built, detached farmhouse is peacefully located between the gently sloping hills of Chianti and the Valdarno. The house enjoys views over the landscape and is surrounded by extensive, private grounds and lawned gardens with sun loungers, and has a covered and furnished outdoor area and an outdoor swimming pool with shower. The interior is heavily beamed and furnished throughout in a rustic and Tuscan style. Two bedrooms with lower ceilings are on the lower ground floor. For your convenience, a bus stop is within 100m. Local shops and the wonderful atmosphere of the authentic cafes are ready to be experienced in Bucine, which is just 5km away. Enjoy day trips to Arezzo, a jewel of medieval art and culture, 25km, the impressive cities of art including Siena, 35km and Florence, 55km away. Access to the house is via a 100m unmade track.

    Living room. Dining room/kitchen. 8 bedrooms: 4 double, 4 twin. Bathroom with bath, shower and toilet. 5 shower rooms with toilet. Separate toilet. Beams and tiled floors throughout.

    Open fire in living room. Central heating. Cot. Gas/elec cooker. W/machine. D/washer. Wi-fi. Lawned garden and furniture. Terrace and furniture. BBQ. Parking. Private outdoor swimming pool (168m², available mid May-Sep). NB: Internal steps. Step in to shower. Sloping banks, ramp and steps in garden.

    • Distance to Bucine 5km
    • Nearest amenities 1km
    • Nearest airport Florence

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  • Villa Maestosa

    Castlefranco di Scotto

    Grade
    18
    9
    1
    6
    Ref: ITL404

    This spacious home is a welcoming holiday destination. Nestling in the hills, which dominate the lower part of the Valdarno valley, it was formerly used as a manor house. Its origins date back to the 12th-century when it was originally built as a castle, but over the centuries has undergone modifications and renovations which have resulted in its current layout. As a consequence, some of its old coffered ceilings have been preserved, with trompe l’oeil paintings. The residence benefits from a superb panoramic view over the valley. The area is very peaceful and quiet, given its location at the heart of a partly fenced property with a large park featuring clusters of trees and an Italian garden, ideally suited for taking walks. Places to visit include Castelfranco di Solto, 4km, Montecatini Terme, 23km, and Lucques, 28km.

    Living room. Second living room. Dining room/kitchen. Games room. 9 bedrooms: 5 double (one 5ft), 4 twin. 3 bathrooms with toilet. 3 shower rooms with toilet.

    Open fire in living room. CH. Four cots. Two h/chairs. Gas/elec cooker. W/machine. D/washer. Garden and furniture. BBQ. Parking (1 car). Above-ground swimming pool (60m²) with changing room, shower and toilet, open May - Sept. Games room.

    • Distance to Santa Croce Sull’arno 4km
    • Nearest facilities 4km
    • Distance to airport 32km.

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  • Cinque Querci

    Foiano della Chiana

    Grade
    18
    9
    1
    7
    Ref: ITA617

    This very beautiful property, with a separate annexe, is located in a green and peaceful setting and is built on one of the hills surrounding Arezzo and Lucignano. It has panoramic views over the surrounding countryside, with its olive groves, vineyards and forests. The property has lots of space complemented by high quality Tuscan furnishings, and offers high levels of comfort. Pleasant areas of relaxation can be enjoyed within the house with its large enclosed grounds. Guests can enjoy relaxing in the swimming pool or on the surrounding terrace, which is provided with outdoor furniture suitable for dining outdoors. There is a private chapel in the grounds which is used for weddings. The annexe building is accessed by an outdoor flight of steps.

    Living room. Second living/dining room/kitchen. 9 bedrooms: 3 double, 6 twin. Bathroom with toilet. 6 shower rooms with toilet.

    Open fire in living room. CH. Elec, bed linen and towels inc. Cot. Gas/elec cooker. M/wave. W/machine. D/washer. Garden and furniture. Parking (1 car). Swimming pool (72m²), open mid-May – mid-Sept. NB: Steps in the garden.

    • Distance to Lucignano 3.5km
    • Nearest facilities 3.5km
    • Distance to Arezzo 29km

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  • Villa Pieve

    Foiano della Chiana

    Grade
    20
    10
    1
    9
    Ref: ITA609

    This holiday house is set in a dream location and is ideal for a large family seeking an enjoyable time together in beautiful surroundings. This magnificent and prestigious building, dating from the 16th century, is situated in the middle of Tuscany close to the town of Arezzo. It has uninterrupted views over the valley and the surrounding countryside as far as Lucignano, and has been renovated with taste and care while retaining its charm of yesteryear. The vast grounds of 12000m² are very well maintained and provided with garden furniture. There is the added benefit of a lovely outdoor swimming pool for cooling down on hot summer days.

    Living room. Dining room. Kitchen. 10 bedrooms: 4 double, 6 twin. Bathroom with bath, shower, bidet and toilet. 4 bathrooms with toilet. 5 shower rooms with toilet.

    Open fire in living room. CH and air conditioning. Cot. Satellite TV. Cooker. M/wave. W/machine. D/washer. Internet connection. Lawned garden with sitting-out area and furniture. Ample parking. Swimming pool (72m²), open mid May-mid Sep. NB: Water feature and steps in garden.

    • Distance to Foiano della Chiana 4km
    • Distance to Arezzo 44km
    • Nearest facilities 4km
    • Nearest airport Perugia

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  • Villa Fiorenza

    Cortona

    Grade
    20
    10
    0
    8
    Ref: ITA922

    This magnificent, tastefully furnished house is located in the hills above Cortona, one of the most beautiful Etruscan towns of Italy. From its location you will have a breathtaking view of the Val di Chiana and Lake Trasimeno, a panorama of rare beauty. The house is surrounded by a landscaped garden 3000m², within a beautiful park in the Italian style, with flowers and trees. There is a private swimming pool and tennis court for you to enjoy, which can be reached by two stone staircases, one of which runs through the park. The house is near the centre of Cortona 1.5km from the beautiful Piazza Garibaldi, but at the same time is secluded and quiet, an ideal location for a relaxing holiday. The villa consists of a main house and a small annex building where there is a bedroom and bathroom. There is even a wine cellar which you can ask the owner to use (at separate cost). The property has a concierge who lives on site and is on hand if you shall need any advice or help during your stay. While you are there make sure you explore the wonderful region and take a couple of daytrips to Camucia 3 km, Lake Trasimeno 15km, Montepulciano 30km, Arezzo 35km, Siena 60km and Perugia 65km.

    3 living rooms. Dining room. Kitchen. 9 bedrooms: 6 double, 3 twin. Bathroom with bidet and toilet. 6 shower rooms with bidet and toilet. Annex 1: Living room. Double bedroom. Bathroom with bidet and toilet.

    Cot. H/chair. Satellite TV. DVD. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Fenced garden and garden furniture. BBQ. Ample parking. Outdoor swimming pool (66m², open May-Sep). Tennis court. NB: Turning stairs. Steps and drops in garden.

    • Distance to Cortona 1.5km
    • Nearest facilities 1.5km
    • Nearest airport Perugia

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  • Borgo la Casina

    Bucine

    Grade
    22
    9
    2
    7
    Ref: ITC268

    This ancient complex includes an old stone country house and a building which was originally a medieval fort dating back to the 11th century, and enjoys views over the landscape. The complex is located in a picturesque position in the Chianti Hills, in a charming natural environment which is famous around the world for its beauty.
    This is the ideal location for a relaxing holiday and a good starting point for visiting Tuscany, especially the famous Chianti region, the cities of art including Florence, 45km, and Siena, 30km, and the southern part of the region with the renowned towns of Cortona, 40km, and Arezzo, 30km, which have ancient origins dating back to Etruscan times. From this area you can easily reach the nearby region of Umbria and Lake Trasimeno.
    These two buildings have belonged to the same family for a very long time and are part of a 300-hectare farm. Over the years they have been restored with care and attention to detail, and turned into a charming holiday accommodation. The buildings are surrounded by extensive grounds where there are traces of ancient, medieval walls dating back to the 11th or 12th century, and are protected by the Authority of Belle Arti.
    The property is now equipped with all present day comforts, including an outdoor swimming pool furnished with parasols, a wrought iron gazebo, sun loungers, deckchairs, a built-in barbecue and large sitting-out areas with garden furniture, ideal for a pleasant outdoor stay and outdoor dining.
    One of the houses is from the 17th century and has a large entrance hall with a spacious living room on the ground floor, and is divided by arches into three rooms with access to the garden, a games room and a dining room, also with access to the outdoors. The other building, originally a convent enclosed by medieval walls, offers a large living room with fireplace along with a well-equipped kitchen where a party of 22 people can enjoy eating together.
    Both houses have been carefully furnished with rustic furniture, combined with antiques, thus increasing the charm and special atmosphere. In one of the two buildings it is still possible to use the old wood-burning oven which was used for making bread.

    Steps to entrance. Hallway with single bed. Living room with double sofa bed. Second living room. Kitchen/dining room. 2 kitchens. Games room. 9 bedrooms: 5 double, one (5ft) with additional single, 4 twin. 2 bathrooms with toilet. 5 shower rooms with toilet. Separate toilet. Tiled floors throughout. Some rooms with beams.

    Open fire in living room. CH. Two cots. Gas/elec cooker. W/machine. D/washer. Wi-fi. Lawned garden and furniture. Terrace and furniture. BBQ. Ample parking. Private outdoor swimming pool (60m² available mid May-Sep) with outdoor shower. Games room with pool table. NB: Internal steps. Steps and slopes in garden.

    • Distance to amenities 1km
    • Distance to Bucine 3.5km
    • Nearest airport Florence

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  • Casa Vista

    Badia Tedalda

    Grade
    23
    8
    0
    8
    Ref: ITA791

    This single-storey holiday house is situated in the Apennines, between Arezzo, Urbino and Rimini, decorated in the rustic style of the area, and offering comfortable space for large groups. The grounds of the property are home to gazebos, a barbeue area and a large outdoor swimming pool with sun terrace. This is the place for guests who enjoy walking, visiting non-tourist areas and experiencing the panoramic views of the mountains. Badia Tedalda is 0.5km away. Visit the famous Mount Sasso di Simone 25km away, the Republic of San Marino is 40km, and you can reach Arezzo, Urbino and Rimini in about an hour’s drive (60km).

    3 steps to entrance. All on ground floor: Living room. Dining room. Kitchen. 8 double bedrooms, three with additional bunks, one with additional single. Eight shower rooms with toilets. Three separate toilets.

    Open fire in living room (no fuel provided). CH at cost. Gas, elec, bed linen and towels inc. Cot. H/chair. Satellite TV. DVD. Gas/electric cooker. W/machine. D/washer. Internet connection. Large garden with furniture. BBQ. Outdoor swimming pool (100m²) with outdoor shower, open mid May - September. Ample parking. NB: Slopes in garden.

    • Distance to Badia Tedalda 500m
    • Nearest facilities 500m
    • Nearest airport Perugia

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  • Montecorice

    Montecorice

    Grade
    24
    10
    1
    9
    Ref: IKC331

    This wonderful, spacious holiday villa is ideal for families or groups of friends who want to spend a holiday together and share all the common areas of this accommodation, without sacrificing their privacy as every bedroom has its own private bathroom. The property is situated on a small hill that overlooks the town of Montecorice and the sea, and boasts a gorgeous, outdoor swimming pool. The municipality is part of Montecorice Cilento and Vallo di Diano, which was declared a UNESCO World Heritage Site in 1998, and invites guests for an exciting trip.

    Living room. Dining room. Kitchen. 10 double bedrooms, three with sofa beds, all with en-suite shower room and toilet. 3 separate toilets.

    Cot. Satellite TV. Stereo/CD. Gas/elec cooker. W/machine. D/washer. Large garden with terrace and furniture. Balcony. BBQ. Ample parking. Swimming pool (66m²), open Jun-Sep. NB: External access only to ground floor bedroom. Steps and drops in garden.

    • Distance to Acciaroli 8km
    • Distance to beach 3km
    • Nearest facilities 500m
    • Nearest airport Naples

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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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