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.
164 cottages are available
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  • Villa Margherita

    Monte San Savino

    Grade
    4
    4
    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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  • Masaccio

    Montevarchi

    Grade
    4
    4
    0
    2
    Ref: ITC172

    These terraced houses, two of four, are well-kept and comfortably and tastily decorated. Each house has its own private entrance and private area with gazebo and barbecue in front of the kitchen. The large grounds are shared between all guests. Particularly nice is the swimming pool area in a beautiful and private setting, surrounded by the solarium and covered area including a playground area for children. This is an ideal place for relaxing but also great for visiting cities such as Florence, Siena, Arezzo and Chianti.

    All on ground floor: Living/dining room/kitchen with French doors. 4 bedrooms: 2 double, 2 twin. Shower room with bidet and toilet.

    CH and air conditioning. Satellite TV. Gas/electric cooker. W/machine. D/washer. Wi-fi. Terrace and furniture. Shared grounds. BBQ. Parking (1 car). Shared, outdoor swimming pool (98m²), open June–Sept. NB: Steps in grounds.

    • Distance to Arezzo 25km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Casacortela

    Grade
    6
    4
    0
    3
    Ref: IVC440

    This large and pleasant country home, in the heart of the Euganean Mountains, is set in one of the most beautiful and welcoming areas of the Veneto countryside. It is ideal for visitors to take relaxing walks so they can truly enjoy the scenery. The house is surrounded by a large, enclosed, natural field which benefits from the shade and from where guests can enjoy an unobstructed view over the hills. A feature of this property is the portico, with a fireplace and equipment for al fresco dining. The attic is open-plan with the living room. The location is ideal for culinary tourism, taste the delicious wines and culinary specialities in the local inns. Vo (various shops) is 3km, Este is 6km, Padoue is 20km and Venice is 60km. Discover this splendid part of the Veneto countryside with its characterful villages.

    Steps to entrance: Living/dining room. Kitchen. 4 bedrooms: 1 double, 1 twin, 2 single, one with sloping ceiling. Bathroom with shower attachment and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. M/wave. W/machine in external utility room. D/washer. Lawned garden and furniture. Parking (2 cars). NB: Turning stairs to first floor. Well and steps in garden.

    • Distance to Vò 3km
    • Nearest facilities 300m
    • Distance to Venice 50km

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  • Orciatico

    Orciatico

    Grade
    6
    4
    0
    1
    Ref: ITN207

    This is a truly charming apartment boasting panoramic views from the terrace. The accommodation is within an ancient stone-built property located in the medieval village of Orciatico. San Gimignano, one of the most visited historic towns in Tuscany is only 35km and the sandy beaches of Cecina are 45km away. This is a quiet location where you can spend your days looking out from the terrace at the panoramic views over the surrounding countryside. In the village the owner runs a restaurant where you can enjoy local specialties. A few kilometres away is the famous Teatro del Silenzio, an open air amphitheatre in the hometown of Andrea Bocelli.

    All on second floor: Living/dining room/kitchen. Second living room. 4 bedrooms: 2 double, 2 single. Shower room with bidet and toilet. Separate toilet with bidet.

    Open fire in living room. Satellite TV. Gas/elec cooker. Terrace with furniture. On road parking.

    • Distance to Volterra 19km
    • Distance to beach 45km
    • Nearest facilities 30m
    • Nearest airport Florence

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  • Villa San Giorgio

    Levanto

    Grade
    6
    4
    0
    3
    Ref: ILL552

    This beautiful air-conditioned apartment is set on the second floor of the owner’s magnificent property. It is lovingly presented with four bedrooms, sleeping six guests, making this lovely apartment perfect for families or friends. You can sit out on the many terraces and admire the beautiful sea views, or explore the large grounds which this idyllic property is set in. Beach enthusiasts will adore this property as beautiful golden sands can be found just 50 metres from the apartment. With restaurants and shops within 100 metres, make sure you stop to sample some of the local delicacies before retreating back to the property for a great night’s sleep.

    External steps to entrance. All on second floor: Living room with patio doors. Kitchen/dining room. 4 bedrooms: 1 double with patio doors, 1 twin, 2 single, one with en-suite bathroom and toilet. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    CH. Gas/electric cooker. W/machine. D/washer. Fridge. Wi-fi. 3 terraces with garden furniture. On road parking. NB: Steps in grounds and to terrace.

    • Distance to Levanto 100m
    • Distance to beach 50m
    • Nearest facilities 100m
    • Nearest airport Genoa

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  • Villino Sarno

    Positano

    Grade
    6
    4
    0
    2
    Ref: IKA455

    This fantastic holiday apartment is located in a perfect place, with panoramic views, in one of the most beautiful places on the Amalfi Coast. It’s complete with breathtaking views over the sea and the charming village’s beach. The house has a large terrace with a loggia for dining, lounge chairs, vases of flowers and Mediterranean plants. The apartment is comfortably furnished with authentic furniture and paintings, making guests feel welcome and comfortable. A little farther from the house is the main Marina Grande beach. Nearby is full of various shops and restaurants, however further afield are Sorrento, 14km, and Amalfi, 18km, to explore.

    200 steps to entrance: Living room. Dining room/kitchen. 3 bedrooms: 1 double, 2 single. 2 shower rooms with toilet. Galleried area with double bed.

    CH. Air conditioning. Cot. Gas/elec cooker. W/machine. Garden with terrace and furniture. Car park 400m. NB: Steps in living room. Steps to terrace.

    • Distance to Positano 5m
    • Nearest facilities 300m
    • Distance to the beach 300m.

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  • Palazzo Apartment

    Florence

    Grade
    6
    4
    0
    1
    Ref: ITB114

    This lovely holiday apartment in Florence, is located close close to the city centre, with Piazza del Duomo just 1.5km away. The apartment is located on the first floor of a beautiful 1930 palazzo. Florence, said to be one of the most beautiful cities of Italy and one of the cultural capitals of the world, is brimming with attractions. Get fascinated by the magic of the small streets of the city, or admire the bell tower of Santa Croce and the majestic Palazzo Vecchio. Public transport and shops are in the immediate vicinity.

    All on first floor: Living/dining room/kitchen. 4 bedrooms: 2 double, 2 single. Bathroom with bath, shower cubicle and toilet. Separate toilet.

    CH. Cot. Gas cooker. On road parking.

    • Distance to Florence 10m
    • Nearest facilities 10m
    • Nearest airport Florence

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  • Villa Deli

    Positano

    Grade
    6
    4
    1
    3
    Ref: IKA135

    This lovely holiday property is situated in the centre of charming Positano, known as the ’pearl of the Amalfi Coast’. There is air-conditioning in the first floor bedrooms, and panoramic views over the town and the sea. Private grounds surround the house with a garden, vegetable garden and a large equipped terrace. Within 300m of many charming bars, restaurants and several different kinds of shop. The beach, 300m, can be reached by walking down the hill, through narrow roads and steps, and offers bathing facilities, boat rental and ferries to Amalfi, Sorrento and Capri. Amalfi is only 13km, Sorrento, 22km, and Naples, 48km (airport).

    Living/dining room. Kitchen. 4 bedrooms: 2 double (one 5ft), 1 twin, 1 single. Bathroom with bidet and toilet. 2 shower rooms with toilet.

    Open fire in living/dining room. CH. Air-conditioning. Satellite TV. DVD. CD. Gas cooker. W/machine. D/washer. Wi-fi. Garden with terrace and furniture. BBQ. Car park 400m. NB: Steps to entrance. Turning stairs to first floor.

    • Distance to Positano 5m
    • Distance to beach 300m
    • Nearest facilities 200m
    • Nearest airport Naples

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  • Villa Vittorio

    Santa Flavia

    Grade
    7
    4
    0
    2
    Ref: ISS468

    This beautiful, Mediterranean-style villa, directly overlooks the sea and the gracious gulf of Capo Zafferano, approximately 20km east of Palermo with a broad view of the sea and the gulf. The villa stands on a fenced-in property of approximately 1500m² that slopes down to the sea through a series of terraces, some of which are gardens and others lookout points. The various terraces are connected to one another by stairways, which at the bottom lead to a small public beach and rocky shore (direct access with private gate). The villa is on three main levels with various equipped terraces that overlook the sea. Close by, at about 1km is, Porticello (grocery shops and characteristic fish market), 3km, Bagheria (all kinds of shops), famous for Villa Palagonia (the monster’s villa), Villa Cattolica (collection of Guttuso paintings) and Villa Cuto, 3km, the unique ruins of Solunto, 20km, Palermo, 60km, Cefalù. Within a radius of approximately 100km are Segesta, Selinunte and Agrigento.

    Living/dining room. Kitchen. 4 bedrooms: 2 double, 1 twin, 1 single. Bathroom with toilet. Shower room with bidet and toilet. Separate toilet. Steps throughout..

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Garden with terraces and furniture. Parking (1 car). NB: Steps throughout grounds.

    • Distance to Palermo 20km
    • Nearest facilities 1km
    • Distance to the beach 10m

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  • Villa Montefiorito

    Recco

    Grade
    7
    4
    1
    3
    Ref: ILL368

    This comfortable home has an infinity pool with a whirlpool area, and enjoys beautiful views over the sea. Just 1.5km from Recco, this charming property is well placed for trips to Camogli, 5km, Santa Margherita Ligure and Rapallo, 11km, Portofino, 17km and Genova, 24km. Ferries run from Recco to San Fruttuoso, where the submerged bronze statue of Jesus Christ (Cristo degli abissi) can be seen. The property is reached by a stone staircase, and a railway line (screened by trees) runs 200m away below. Golf 11km. Beach 1.5km. Shop 1km, restaurant 550m.

    Ground floor: Living room/dining room with French doors and tiled floor. Kitchen with French doors and tiled floor. Steep, open-sided, turning stairs to first floor: 4 bedrooms: 1 double with French doors and en-suite bathroom with bath, shower cubicle and toilet, 2 twin, 1 single. 2 shower rooms with toilet.

    Central heating. Satellite TV. Gas/elec cooker. M/wave. Laundry room with w/machine. D/washer. Wi-fi. Garden with sitting-out area and furniture. BBQ. Parking (2 cars). Outdoor swimming pool (55m², open mid May-mid Sep). NB: Drops and steps in garden.

    • Distance to Recco 1.3km
    • Distance to beach 1.5km
    • Nearest facilities 550m
    • Nearest airport Genova

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  • Sipario

    Florence

    Grade
    7
    4
    0
    2
    Ref: ITB452

    This fourth floor holiday apartment is located just a short distance from the historic city centre of Florence and the Cascine Park. The apartment is on the top floor of a lovely building situated behind the City Theatre. A flight of steps will take you up to the apartment, which opens its doors onto a terrace on two levels with magnificent views over the city. The apartment is very well furnished and equipped. Visit the Statue of David, the Piazzale Michelangelo, the many museums and Giotto’s Bell Tower.

    All on fourth floor: Living/dining room. Second living room. Kitchen with breakfast area. 4 bedrooms: 2 double, 1 twin, 1 with sofa bed. 2 shower rooms with toilet.

    CH and air conditioning. Cot. Satellite TV. Cooker. W/machine. D/washer. Terrace and furniture. Car park (underground). NB: Steps on terrace.

    • Distance to Siena 71km
    • Distance to Pisa 86km
    • Nearest facilities 500m
    • Nearest airport Florence

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  • Villa Fiordaliso

    Cortona

    Grade
    7
    4
    0
    2
    Ref: ITA906

    This holiday home is nestled in the Tuscan hills near San Pietro a Damen on the border between Tuscany and Umbria, and in a very peaceful location full of meadows, farmland and forests. This villa was an old farmhouse built in the late 1800s and now completely renovated by the owners who have tried to keep the characteristics of the house and the surrounding area intact. The villa is surrounded by a large garden with barbecue and outdoor swimming pool (50m², depth 1.20m–1.50 m) and enjoys views over the landscape. The pool area, approached by a few steps, is completely fenced and fully exposed to the sun throughout the day. The poolside terrace is equipped with an outdoor shower and sunloungers. Set over three levels, the floors are connected to each other by a turning, open tread, wooden staircase, and all rooms are equipped with window screens. This is the ideal place to get away from the hustle and bustle of the city, and spend a holiday immersed in nature under the gentle Tuscan sun. Its border location will allow you to make pleasant hikes and walks in the countryside, or to discover some of the most beautiful towns of Tuscany and Umbria.

    Living room. Dining room. Kitchen. 4 bedrooms: 2 double, 1 twin, 1 single. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. D/washer. Wi-fi. Lawned garden with terrace and furniture. BBQ. Outdoor swimming pool (50m²) and shower, open Apr-Oct. Parking (2 cars). NB: Open tread, turning stairs in property. Steps to swimming pool.

    • Distance to San Pietro a Dame 2km
    • Distance to Cortona 20km
    • Nearest facilities 2km
    • Nearest airport Perugia

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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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