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.
740 cottages are available
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  • La Cantina

    Cortona

    Grade
    5
    2
    0
    1
    Ref: ITA897

    This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and is in the perfect location for admiring the charming landscapes, wandering through the picturesque villages and rolling hills, and tasting local delicacies such as olive oil or wine. Nearby places worth visiting are the Etruscan city of Cortana (9km away), and the islands and villages in and around the Trasimeno Lake, which are perfect for fishing and admiring castles, towers and ruins.

    Living/dining room/kitchen. 2 double bedrooms, 1 with additional single. Bathroom with bath, bidet and toilet.

    Open fire in living room. Satellite TV. Gas/elec cooker. D/washer. Fridge. Shared grounds. Parking (2 cars). No smoking. NB: Open tread stairs to first floor.

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

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  • Casa Fiorita

    Riviera dei Fiori

    Grade
    5
    2
    2
    1
    Ref: ILL555

    This light and airy ground floor apartment enjoys panoramic views over the hills of Imperia. It benefits from a sunny terrace and garden shared with the discreet owner who lives on site. Just 2km from the lovely city of Imperia, with its working harbour and winding streets lined with ancient houses of the old town of Porto Maurizio. Imperia has many restaurants and pizzerias serving fresh sea food and regional specialities. Beach lovers can enjoy a day by the sea at the sandy beach just 3km away.

    Steps to entrance. All on ground floor: Living room with single sofa bed/dining room/kitchen with patio doors. 2 bedrooms: 1 double, 1 twin. Shower room with toilet. Tiled floors throughout.

    Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). NB: Steps in grounds.

    • Distance to Imperia 2km
    • Distance to beach 3km
    • Nearest facilities 1.5km
    • Nearest airport Genoa

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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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  • Orciatico 1

    Orciatico

    Grade
    5
    2
    0
    1
    Ref: ITN515

    This apartment is located in the ancient medieval hamlet of Orciatico and has been restored to offer comfortable, holiday accommodation. The owner of the apartment also owns a local ’trattoria’ (typical restaurant) in the centre of the village where guests can take advantage of discounted prices. This is a peaceful location, set in the hills of Volterra, with walks, cycling and horse riding available locally, making it an ideal base and central for visiting the various historical and artistic places in the surrounding area. The town of Volterra is 17km away with its well-preserved, medieval ramparts and winding, cobbled streets.

    All on second floor: Living room with single sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet. Most rooms with sloping, beamed ceilings. Tiled floor throughout.

    Open fire. CH. Cot. Satellite TV. Gas cooker. Balcony with furniture.

    • Distance to Orciatico 200m
    • Distance to beach 45km
    • Nearest facilities 200m
    • Nearest airport Florence

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  • Casa Antica

    Castelnuovo Berardenga

    Grade
    5
    2
    0
    1
    Ref: ITC230

    Several contemporary features make this semi-detached house stand out from the rest. The open-plan living/dining and kitchen area with their clean lines give the impression of spaciousness, and a feature open-tread staircase leads to an equally light and airy first floor with a distinctive ambience. Characterful wooden ceilings on the first floor, typical of the Tuscan style, blend seamlessly with more contemporary lines, and air conditioning adds a welcome coolness in contrast to the heat of the day. Outside, a covered patio makes a great place to sit and enjoy a tasty meal al fresco, maybe stoking up the barbecue and relaxing as you while away the evening. Quietly positioned, this property lies in the green hills of Chianti Classico with panoramic views over vineyards and the Sienese countryside, with Siena itself just 7km away. It makes a wonderful base from which to visit other beautiful cities of Tuscany, including Arezzo and Florence.

    Living room with double sofa bed. Dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with toilet and bidet. Separate toilet and bidet.

    CH and air conditioning. Cot. H/chair. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. D/washer. Internet connection. Garden with patio and furniture. BBQ. Parking (2 cars). NB: Open tread, turning stairs to first floor. Steps in garden.

    • Distance to Siena 7km
    • Nearest facilities 2km
    • Nearest airport Florence

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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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  • La Ninfea

    Casale Marittimo

    Grade
    5
    1
    0
    1
    Ref: ITK236

    This lovely ground floor apartment is in a beautiful location on the hills overlooking Casale Marittimo a picturesque village on the hillside overlooking the Etruscan coast. The views from the hills to the sea are breathtaking, and can be enjoyed from both the apartment and the shared outdoor swimming pool. The garden also makes the most of the sea views, and is equipped with garden furniture and a barbecue for al fresco dining. The beaches of Cecina Mare are 13km away, or there is the sandy beach of Marina di Bibbona, 15km, and 20km away is Marina di Castagneto Carducci, which has a children’s playground, equipped beaches, a wellness centre and a spa. Other spas can be found in Sassetta, 38km, and Venturina, 44km. The Etruscan town of Volterra is 38km away, and San Gimignano with its medieval towers is 65km, while the historic cities of Pisa, 70km, Lucca 90km, and Florence, 125km, are all worth visiting.

    All on ground floor: Living with double sofa bed/dining room/kitchen. 1 double bedroom with additional single. Shower room with bidet and toilet.

    CH. Satellite TV. Stereo. Gas/electric cooker. W/machine. Fridge. Lawned garden and furniture. Terrace. BBQ. Parking (1 car). Shared outdoor swimming pool (105m², open Jun-Sep) with outdoor shower. NB: Steps to swimming pool terrace.

    • Distance to Casale Marittimo 4km
    • Distance to beach 13km
    • Nearest facilities 4km
    • Nearest airport Pisa

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  • Spicciano

    Fivizzano

    Grade
    5
    2
    1
    2
    Ref: ITL184

    This lovely detached home is located in the hamlet of Spocciano, in the green hills of Lunigiana, and has a beautiful fenced garden. The plot has panoramic views over the hills of the Lunigiana region and there is a beautiful swimming pool. The area is an ideal starting point, from which you can easily visit the towns of Liguria and northern Tuscany. The charming arts and crafts town of Lucca, and Pisa, with its famous leaning tower, are just a few kilometres away. The famous beaches of the Versilia coast with Viareggio, Lido di Camaiore and Forte Dei Marmi, with their famous cafes, are just one hour’s drive.

    External stairs to first floor: First floor: 2 double bedrooms one with additional single. Shower room with toilet. Second floor: Living/dining room/kitchen.

    Woodburner in living room. Cot. H/chair. Satellite TV. Gas cooker. M/wave. W/machine. D/washer. Wi-fi. Garden with terrace and furniture. BBQ. Parking (1 car). Swimming pool (60m²), open mid-Apr - mid-Sep.

    • Distance to Massa 50km
    • Nearest facilities 3.5km
    • Distance to beach 60km

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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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  • Corneto 1

    Pomarance

    Grade
    5
    1
    0
    1
    Ref: ITN508

    This wonderful ground floor holiday apartment is one of five that combine to create the Corneto Estate, an ancient building that dates back to 1600, situated in a strategic and panoramic position, on the top of gently sloping hill. It has its own private outdoor area with furniture and enjoys shared use of a splendid irregular-shaped swimming pool. Various green outdoor areas surround the house. The town of Pomarance, 3km, boasts all kinds of shops and public sport facilities and the sea of Marina di Cecina is only 50 km away.

    All on ground floor: Living room with sofa bed (for alternative sleeping only)/dining room/kitchen. 1 double bedroom with additional single. Shower room with toilet.

    Open fire in lounge. CH. Cot. Satellite TV. Gas cooker. Shared w/machine. D/washer. Outdoor area and furniture. Shared garden. BBQ. Parking (1 car). Shared swimming pool (16m x 10m), open May-Sep. NB: Drops in garden.

    • Distance to Pomarance 3km
    • Distance to beach 50km
    • Nearest facilities 3km
    • Nearest airport Siena

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  • Sangiovese 3

    San Donato in Poggio

    Grade
    5
    2
    0
    2
    Ref: ITC631

    This holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC623, ITC637 and ITC635). Surrounded by vineyards and olive trees, it has been carefully decorated and furnished. The architectonic characteristics that have made this corner of Tuscany famous throughout the world have been conserved through the stone walls, windows and arches of the loggias. The property benefits from its own large terrace with barbecue and furniture, as well as beautiful views of the countryside and shared use of the outdoor swimming pool. Completely fenced-in and made even more beautiful by blooming plants, the property includes a pretty lawn with garden furniture. Ideal location for exploring Florence and Siena.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin with additional single. Bathroom with shower attachment and toilet. Shower room with toilet.

    CH. Cot on request. Cooker. W/machine. Terrace and furniture. Shared garden. Shared BBQs. Parking (2 cars). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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  • II Martin Pescatore Azzurro

    Eraclea-Caorle

    Grade
    5
    2
    0
    1
    Ref: IVC155

    One of five converted apartments, with a small private garden and terrace with a shared swimming pool. Positioned in the calm, Venetian countryside, you can relax by the pool in the shade of the trees enjoying the surrounding landscape or whilst on a walk along the canal nearby. The beaches of Eraclea Mare are just 2.5km away are can be reached easily by bicycle. There is plenty to do such as shopping in the famous coastal resort of Jesolo with its numerous shops, restaurants and night clubs. The nearby towns of Padoue and Venice are well known for their arts. Property reference IVC158 is also located close by, ideal for families or friends wishing to holiday together yet retain some privacy.

    All on ground floor: Living room with sofa bed/dining room/kitchen. 2 bedroom: 1 double, 1 twin. Shower room with bidet and toilet.

    CH and air conditioning. Cot. Satellite TV. Gas/elec cooker. W/machine. D/washer. Internet connection. Shared garden. Terrace and furniture. Parking (2 cars). Shared swimming pool (98m²). No smoking.

    • Distance to Eraclea Mare 2.5km
    • Nearest facilities 100m
    • Distance to the beach 2.5km.

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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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