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.
310 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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  • La Vecchia Scuderia

    San Gimignano

    Grade
    4
    3
    1
    1
    Ref: TV024

    A stones throw from San Gimignano

    This delightful, detached holiday home is situated just outside San Gimignano and was once the stables of the adjacent villa and features original terracotta horses’ heads on the front of the building. A family owned estate, the owners are the only residents in this small hamlet, giving maximum privacy for guests. Set in its own secluded garden and shaded by mature trees, there are views of the medieval towers of San Gimignano from part of the grounds. A vine covered furnished terrace allows for relaxing or dining al fresco. Within 150m is a bar/restaurant and a public swimming pool, whilst a tennis court is just 500m. San Gimignano is full of activity during the day, but at night slips back into its quieter medieval charm. Explore the whole of Tuscany and its many hidden villages, charming wine routes and restaurants.

    Ground floor: Dining room/kitchen with French doors. 1 double bedroom. First floor: Living room with French doors. 2 single bedrooms. Shower room with bidet and toilet.

    Open fire in living room. Gas CH. Cot. H/chiar. Gas/elec cooker. Lawned garden with terrace and furniture. BBQ. Parking (1 car). Pet free of charge.

    • Distance to San Gimignano 2.5km
    • Distance to Florence 60km
    • Distance to Siena 43km
    • Nearest facilities 5km
    • Nearest airport Florence

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  • Villa Margherita

    Monte San Savino

    Grade
    4
    3
    0
    3
    Ref: ITA700

    This comfortable, Tuscan-style country house has a large fireplace in the main living area. It is conveniently situated on a slight hillside location on the outskirts of this charming Renaissance town. The interior is furnished with elegant decor with antiques, and there is even a grand piano! At the side of the outdoor swimming pool there are covered terraces overlooking the Chiana Valley, and another terrace with a barbecue. A cook service is available on request. The lovely town of Monte San Savino is within walking distance, where you will find several bars, good restaurants and ice cream cafés. Cortona is 30km, Siena is 50km and Florence is 80km, all worth visiting.

    Living/dining room. Kitchen/dining room. Galleried seating area. 4 bedrooms: 3 double, 1 twin (one bed for child). 2 bathrooms with shower attachment and toilet. Shower room and toilet.

    Open fire in living room. Central heating. Three Satellite TVs. DVD. Piano. Gas/elec cooker. W/machine. D/washer. Wi-fi. Lawned garden with terrace and furniture. BBQ. Parking (3 cars). Outdoor swimming pool (56m²) with shower, open mid May-mid Sep. NB: Turning stairs to first floor. Steps and drops in garden.

    • Distance to Arezzo 18km
    • Nearest facilities 1km
    • Nearest airport Perugia

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  • La Terrazza-Podere Moricci

    Montaione

    Grade
    4
    3
    0
    1
    Ref: ITN175

    These semi-detached holiday properties (ITN174 and ITN175) were formerly the hayloft, and have been restored maintaining the typical Tuscan style. The farm, dating back to 1700, is located along a stretch of Via Francigena, which passes through the village of Montaione, and is set on a hill surrounded by vineyards, olive trees and woods; it is the ideal place to spend a relaxing holiday. The complex has a shared swimming pool and children’s pool. The medieval town of Cetaldo is 8km away and the famous walled town of San Gimignano, a UNESCO World Heritage Site, is 12km. The historic city of Siena is 50km away, with its cathedral, palazzo, botanical gardens and restaurants. The beautiful city of Florence is also 50km from the property, and is known for its culture and Renaissance art, as well as having many restaurants, cafés and bars.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 2 single. Shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. M/wave. Shared w/machine. D/washer. Wi-fi. Garden with terrace and furniture. Parking (1 car). Shared outdoor swimming pool (72m², open May-Sep) with shower. NB: Steps and sloping banks in grounds.

    • Distance to Montaione 1km
    • Distance to beach 60km
    • Nearest facilities 1km
    • Nearest airport Pisa

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  • La Celata

    Matraia

    Grade
    5
    3
    1
    2
    Ref: ITL295

    This beautiful semi-detached stone holiday home, (the owner lives on site), lies in a very quiet and panoramic location with beautiful views of the surrounding countryside and valley. The property has been restored and keeps many of original features. Relax on the balcony, or enjoy the garden and barbecue. The beautiful beaches of Versilia are only 35km away, while Lucca is 10km, and the airport at Pisa, 35km. The towns of Pistoia, 55km, and Florence, 70km are well worth a visit for those who want to combine walking, culture and shopping.

    Ground floor: Living/dining room/kitchen. Shower room with toilet. First floor: Second living room. 2 bedrooms: 1 double, 1 single. Shower room with toilet. Second floor: 1 galleried twin bedroom with beamed, sloping ceiling.

    CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. Garden and furniture. Terrace. BBQ. On road parking. NB: Steps to entrance. Uneven surface in garden.

    • Distance to Matraia 1km
    • Distance to beach 35km
    • Nearest facilities 500m
    • Nearest airport Pisa

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  • Azalea

    Nesso

    Grade
    5
    3
    1
    2
    Ref: IVL107

    This first floor holiday property is situated in a detached house, located 5km from Lezzeno, and set in a great position overlooking the lake. From the two equipped terraces, guests can enjoy a wonderful view over Lake Como. Nearby is Bellagio, 13km, which is filled with cinemas, pizzerias, museums and theatres, and has many excursions and guided tours.

    All on first floor: Living room. Dining room/kitchen. 3 bedrooms: 1 double, 1 bunk, 1 single. Bathroom with shower attachment and toilet. Shower room with toilet.

    CH. Cot. DVD. CD. Gas/elec cooker. M/wave. W/machine. D/washer. Wi-fi. Terraces and furniture. Carport (2 cars). Pet free of charge. NB: Access to property via a very steep uphill road.

    • Distance to Bellagio 10km
    • Nearest facilities 500m
    • Distance to airport 76km

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  • Villa Giarre

    Giarre

    Grade
    5
    3
    0
    2
    Ref: ISS268

    This elegant house is located on the coastline of eastern Sicily, characterised by the towns of Taormina, Catania and Syracuse. It is just 3km from the sea between the Sicilian village of Giarre and the seaside town of Marina di Riposto, on the border of the World Heritage Site of Mount Etna. The property stands in an elevated position, giving the sense of being disconnected from town life. The ground floor is spacious and has comfortably furnished living areas, and on the first floor is a balcony and bedrooms with panoramic sea views. The property is decorated in traditional Italian-Mediterranean style, with neutral colours and terracotta-colour tiled flooring. Outside, the terrace surrounds the entire property with furniture and flower beds, giving the ideal place to relax and unwind.

    Ground floor: Living/dining room. Kitchen with dining area. Bathroom with bidet and toilet. Galleried living area. First floor: 3 bedrooms: 2 double, 1 single. Shower room with toilet. Some internal steps.

    Open fire in living room. CH. Gas cooker. W/machine. D/washer. Wi-fi. Garden with terrace and furniture. Balcony. BBQ. Parking (2 cars). NB: External steps to first floor.

    • Distance to Taormina 30km
    • Nearest facilities 3km
    • Distance to the beach 4km
    • Distance to airport 40km

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  • Casa Lucia

    Viareggio

    Grade
    5
    3
    0
    2
    Ref: ITV758

    Enjoy a lovely, family holiday in the seaside resort of Viareggio, where you will find a beautiful, gently sloping beach alongside the town with boutiques, galleries, excellent restaurants and clubs. There are two pine forests on either side of the town, ideal for many sports activities and games and the beach can be reached on foot (700m) through one of the forests. Casa Lucia has an outdoor area with a barbecue, table and chairs which is ideal for outdoor dining. The property has one double bedroom and there is one twin bedroom and one single bedroom located on the mezzanine floor.

    Living room. Dining/kitchen. 3 bedrooms: 1 double. 1 twin and 1 single bedroom on mezzanine floor. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. H/chair. Satellite TV. DVD. CD. Gas/electric cooker. W/machine. D/washer. Wi-fi. Garden with sitting-out area and furniture. BBQ. On road parking.

    • Distance to Viareggio 10m
    • Distance to beach 700m
    • Nearest facilities 200m
    • Nearest airpost Pisa

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  • Villa Alessandra

    Altavilla Milicia

    Grade
    5
    3
    0
    1
    Ref: ISS957

    This lovely terraced property offers spectacular views over the Tyrrhenian Sea and the beach which is only 2km away. The island of Sicily has magical landscapes, pretty villages and cultural gems for you to explore and discover, and when you come back from your adventures the 50m² swimming pool (which is shared with the owner) is waiting for you. Surrounded by beautiful countryside and hills, the area is perfect for walking and admiring views of the pristine waters and traditional buildings.

    Ground floor: Living/dining room/kitchen. Separate toilet with bidet. First floor: 3 bedrooms: 2 double, one with step down, 1 twin. Shower room with bidet and toilet. Tiled floors throughout.

    CH. Satellite TV. Gas/electric cooker. M/wave. W/machine. Fridge. Wi-fi. Verandah with furniture. Shared grounds. BBQ. Parking (2 cars). Shared swimming pool (50m², open Apr-Oct) with outdoor shower. NB: Open tread stairs. Steps and uneven grounds.

    • Distance to Altavilla Milicia 3km
    • Distance to beach 2km
    • Nearest facilities 3km
    • Nearest airport Palermo

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  • Montignano 1

    Poggibonsi

    Grade
    5
    3
    0
    2
    Ref: ITC461

    This lovely farmhouse is situated in the heart of the Chianti region. It comprises 5 apartments (ITC461, ITC463, ITC464, ITC465 and ITC402) in an impressive stone building which is superbly located on a hill with exceptional views. Even the swimming pool, which is surrounded by pretty paving stones and grassy areas, has superb views. The house is surrounded by oak and cypress forests, vineyards and olive trees. Each apartment has its own private outdoor space with garden furniture. The Poggibonsi region dates back to the stone ages and has very old monuments, especially ancient tombs, which date from the Etruscan-Roman period. Poggibonsi is located on the pilgrimage road of Via Francigena and for this reason it was already prosperous in medieval times. Don’t forget to visit the Pretorio Palace, which dates from the 13th century, and the Roman Gothic church of San Lorenzo, built by the Augustin order in 1495. The artistic towns of Tuscany such as Florence, Sienna, Pisa and Lucca, and small medieval towns such as San Gimignano and Volterra are easily reached by car. The small town of Poggibonsi is just 6km from the property and you can find all kinds of shops and good restaurants there. There is also a train station with services to Sienna and Florence, and a bus to San Gimignano, Sienna and Florence.

    All on ground floor: Living/dining room. Kitchen. 3 bedrooms: 1 double, 1 twin, 1 single. Two shower rooms with bidet and toilet.

    Open fire in living room. CH. Cot on request. Satellite TV. Gas cooker. W/machine. D/washer. Shared lawned garden. BBQ. Parking (1 car). Shared swimming pool (72m²), open May-Sept. NB: Access to property is via an 1.8km unmade road, steep in some parts. Steps in garden.

    • Distance to Poggibonsi 6km
    • Nearest facilities 6km
    • Distance to Siena 23km

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  • Casa del Sole

    Bordighera

    Grade
    5
    3
    0
    2
    Ref: ILL230

    This first floor holiday apartment, set in the owner’s semi-detached house, is in an exceptional location overlooking the sea of Bordighera. Guests will enjoy the panoramic terraces, as the view over the Riviera with palm trees is truly beautiful. The elegant city, with its historic mansions and promenade, is one of the most well-kept historic old towns on the coast. Also interesting is the beautiful hinterland, with historic medieval villages in the mountains, which steeply descend to the sea, and the coastline with ports and long white pebble beaches.

    All on first floor: Living/dining room/kitchen. 3 bedrooms: 2 double, 1 single. Bathroom with shower with toilet. Shower room with toilet.

    Open fire in living room. CH. DVDs. Gas/elec cooker. M/wave. W/machine. D/washer. Internet connection. Terrace and furniture. Parking (2 cars)

    • Distance to Bordighera 3km
    • Nearest facilities 1.3km
    • Distance to the beach 1km.

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  • Casa Annetta

    Nesso

    Grade
    5
    3
    0
    1
    Ref: IVL121

    This pleasant holiday apartment is set in the small hamlet of Nesso in a beautiful position with panoramic views over the Lake Como. The discreet owner lives in another part of the house. The lake makes for a great day out to soak up the sunshine and take a dip in the water to cool off. The local shop, restaurant and pharmacy are nearby. The bus stop is just 1.2km away, a perfect way for guests to kick-back and explore the area with bus rides to Como and Bellagio. Discover Lèzzeno for beautiful stone beaches, 7km away. Other places to visit include Como, 15km away, Lecco, 32km away and further afield, Milano can be reached in 66km.

    All on first floor: Living/dining room/kitchen with tiled floor and French doors. 3 bedrooms: 1 double with French doors, 1 twin, 1 single with French doors. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Two terraces with furniture. Parking (1 car). No smoking.

    • Distance to Nesso 1.2km
    • Distance to beach 7km
    • Nearest facilities 200m
    • Nearest airport Malpensa

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  • Villa Valentina

    Altavilla Milicia

    Grade
    5
    3
    0
    1
    Ref: ISS975

    This air conditioned, terraced house is ideally located on the Italian island of Sicily and enjoys panoramic views over the sea. The owner lives on site is on hand should you need advice or assistance during your stay. Guests have their own terrace and furniture for dining al fresco, and shared use of the outdoor swimming pool with outdoor shower, poolside terrace and sunloungers.
    The sandy and pebbly beach is just 200m away, and Altavilla Milicia is 3-4km away on the Tyrrhenian coast.
    There are lovely views over the gulf between Capo Zafferano and Cefalù. The characteristic fishing hamlet of San Nicola L’Arena is 3km with a pretty harbour, variety of shops and a railway station providing connections to the beautiful city of Palermo, 25km, and Cefalù, 48km. Bagheria is 10km with its historic villas.

    Living/dining room/kitchen. 3 bedrooms: 2 double, 1 single. Shower room with toilet. Separate toilet.

    Satellite TV. Gas cooker. M/wave. W/machine. Fridge. Wi-fi. Shared lawned grounds. Terrace and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (50m² open Apr-Oct) and outdoor shower. NB: Some internal steps. Open tread, turning stairs to first floor. Steps to grounds and pool. Property reached via a one way, narrow, 300m access road.

    • Distance to Altavilla Milicia 3km
    • Distance to beach 200m
    • Nearest facilities 3km
    • Nearest airport Palermo

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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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