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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  • 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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  • Le Selvaccia

    Strettoia Pietrasanta

    Grade
    7
    4
    0
    3
    Ref: ITV141

    This beautiful holiday cottage lies in an isolated hillside position in the Versilia part of Tuscany. It is filled with beautiful panoramic views over the sea and hillside from the property and grounds. The location is peaceful and in a wooded area. Guests can dine al-fresco or relax outside in the large external spaces, equipped with garden furniture and a BBQ. The first floor is an attic with small windows and the basement cannot be accessed as it is used by the owner as a cellar. Guests have the opportunity to try out angling in the Versilia River which is 3km away.

    Ground floor: Living room. Dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bidet and toilet. Shower room with toilet. Open-sided, turning, marble stairs to first floor: Galleried area with sloping ceiling. 2 bedrooms: 1 double, 1 single. Shower room with bidet, toilet and sloping ceiling.

    CH and air conditioning. 2 cots. 2 h/chairs. Satellite TV. DVD. Gas/elec cooker. W/machine. D/washer. Internet connection. Lawned garden with terrace and furniture. BBQ. Parking (3 cars). NB: External steps to first floor. Drops in garden.

    • Distance to Strettoia 300m
    • Nearest facilities 500m
    • Distance to the beach 6.5km
    • Distance to airport 35km.

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  • Calicanto 1

    Colognola ai Colli

    Grade
    7
    4
    0
    3
    Ref: IVC127

    This pretty holiday apartment forms part of a grand ancient villa with properties IVC127, IVC477, IVC403. The accommodation is situated in the Veneto countryside, near a town, at the foot of a hill and overlooks the farmed plain. The property includes a large outdoor swimming pool that is shared with the other apartments, and guests encouraged to explore the surrounding area. Located just 18km from Verona, a popular city famous for the arena where large concerts are now held. Gardaland amusement park is 40km away. This pretty holiday apartment forms part of a grand ancient villa with properties IVC127, IVC477, IVC403. The accommodation is situated in the Veneto countryside, near a town, at the foot of a hill and overlooks the farmed plain. The property includes a large outdoor swimming pool that is shared with the other apartments, and guests encouraged to explore the surrounding area. Located just 18km from Verona, a popular city famous for the arena where large concerts are now held. Gardaland amusement park is 40km away.

    Living room. Dining room/kitchen. 4 bedrooms: 1 double, 2 twin, 1 single. 2 bathrooms with shower attachment, bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH and air conditioning. Bed linen and towels inc. Gas/elec cooker. W/machine. D/washer. Internet connection. Terrace with furniture. Shared garden. Parking (1 car). Shared outdoor swimming pool (85m²), open Jun-Sep. NB: Drops near pool area.

    • Distance to Verona 18km
    • Distance to Vicenza 39km
    • Nearest facilities

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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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  • La Fornacina

    Tavarnelle Val di Pesa

    Grade
    8
    4
    2
    4
    Ref: ITC228

    Transformed in to a delightful holiday home, retaining its original characteristics, this charming property is located in the lovely hills of Chianti, in the neighborhood of Tavarnelle Val di Pesa. The house spreads over two floors and is surrounded by a large park, where the beautiful swimming pool is located. The location of the house is perfect for visiting some of the most beautiful art cities of Tuscany. In Florence, 20km and birthplace of the Renaissance, you will see the historical and artistic features of a prestigious history and ancient alleys. Siena is 50km away, with its fascinating Piazza del Campo where the famous Palio (historic horse race) takes place twice a year.

    Steps to entrance. All on ground floor: Living room. Dining room/kitchen. Second living room/kitchen. 4 bedrooms: 3 double, 1 twin. Two bathrooms with toilet. Two shower rooms with toilet.

    Open fire in living room. Cot. H/chair. Two Satellite TVs. Gas/electric cooker. W/machine. D/washer. Wi-fi. Lawned garden with terrace, sitting-out area and furniture. BBQ. Ample parking. Outdoor swimming pool (136m², open May-Sep). NB: Some internal steps. Several steps throughout the grounds.

    • Distance to Firenze 20km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Casa i Gelsi

    Camaiore

    Grade
    8
    4
    0
    2
    Ref: ITV811

    This lovely holiday home, in typical Tuscan style, is located 2km from Camaiore. It has a large garden for you to relax outdoors and a wood stove, barbecue, sun loungers, table and chairs for you to enjoy. In a small annex building there is a laundry room and an outdoor shower. The property is located in one of the most prestigious residential areas of Camaiore, and from the house you can walk or hike along one of the many trails in the hills above Camaiore and admire stunning views of the Versilia and the sea. Do not miss out on the pretty villages and towns such as Lido di Camaiore, the long sandy beaches of Versilia, 8km, Pietrasanta 9km, Pisa and the world famous Leaning Tower, 32km, and Florence 110 km.

    Living room. Dining room. Second dining room/kitchen. 4 bedrooms: 2 double, 2 twin. 2 shower rooms with bidet and toilet. Separate toilet.

    CH. Cot. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ. Ample parking.

    • Distance to Camaiore 2km
    • Nearest facilities 3km
    • Nearest airport Pisa

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  • Casarianna

    Misano Adriatico

    Grade
    8
    4
    0
    2
    Ref: IEK297

    This lovely holiday home has spacious well-furnished rooms and has a large garden with a balcony, covered terrace and plunge pool for you to relax in the sun. The property also benefits from a treadmill, exercise bike and has a football table for you to enjoy. The property is only 3.4km from the wonderful sandy beaches and the villages and towns in the surrounding countryside are worth a visit. Whether it’s a day at Cattolica, Rimini, Pesaro or heading into San Marino, the region has plenty of cultural and historical gems for you to discover.

    Ground floor: Living room with French doors/dining room/kitchen. Games room. Shower room with bidet and toilet. First floor: 4 bedrooms: 3 double, 1 twin. Shower room with bidet and toilet.

    CH. 5 satellite TVs. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden with terrace, and furniture. Balcony. BBQ. On road parking. Plunge pool (open May-Sep). Games room with treadmill and exercise bike.

    • Distance to Misano Adriatico 3km
    • Distance to beach 3.4km
    • Nearest facilities 500m
    • Nearest airport Perugia

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  • Villa Max Relax

    Marina di Ragusa

    Grade
    8
    5
    2
    3
    Ref: ISS804

    Enjoy your holiday in this air-conditioned villa with its private outdoor swimming pool, and sea views of Marina di Ragusa only 2km away from where you can catch a boat trip along the coast. This lovely property, set in the hillside, is composed of multiple annexed buildings and a large outside living area with a summer kitchen and a wood burner where you can prepare delicious dishes for your family or friends. The beautiful sandy beaches of Marina di Ragusa are a good alternative to the pool of your holiday home and the location is ideal for exploring the beautiful cities of Modica (20km), Scicli (about 13km) and Noto (50km), which are part of the UNESCO World Heritage Sites.

    Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet. Annexe 1: 1 double bedroom. Shower room with toilet. Annexe 2: 2 bedrooms: 1 double, 1 bunk (for alternative sleeping). Shower room with toilet.

    Elec CH. H/chair. Satellite TV. DVD. Gas/elec cooker. M/wave. W/machine. Fridge. Wi-fi. Natural grounds. 2 terraces with furniture. BBQ. Ample parking. Private outdoor swimming pool (55m², open May-Oct) with outdoor shower. NB: External open tread stairs. Various levels and steps in grounds.

    • Distance to Marina di Ragusa 2km
    • Distance to beach 2km
    • Nearest facilities 2km
    • Nearest airport Catania

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  • Villa La Badia

    Camaiore

    Grade
    8
    4
    1
    2
    Ref: ITV179

    This nicely restored country house, dating back to 1800, is a perfect place to spend a holiday in the heart of Versilia. The accommodation is set in an isolated location at the foot of a hill, 800m from the centre of Camaiore, with views over the town, abbey and the hills. Places to visit include the art city of Lucca, 2km, the beaches of Viareggio, 8km, Pisa, 30km, and Florence, 90km. The location is ideal to spend a holiday by the sea, as well as for visiting northern Tuscany and Liguria.

    Living/dining room/kitchen. 4 bedrooms: 1 double, 2 twin, 1 with double sofa bed (for children). Bathroom with toilet. Shower room with toilet. Internal steps throughout.

    Open fire in living room. CH and air conditioning. Cot. H/chair. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Garage (1 car). Outdoor swimming pool (32m²), open Jun–Sep. Pet free of charge. NB: Steps throughout grounds.

    • Distance to Camaiore 1km
    • Nearest facilities 1km
    • Distance to the beach 10km.

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  • Apartment Mare

    Viareggio

    Grade
    8
    4
    1
    4
    Ref: ITV384

    Apartment Mare is ideally located for a holiday by the sea, and is the perfect base for a family or friends alike wishing to holiday together. Perfectly situated just two blocks away from the famous promenade of Viareggio. Apartment Mare has a small private courtyard where you can enjoy your breakfast whilst planning the day ahead and on an evening you can make use of the barbecue! Do not miss the famous colourful carnival and the weekly market of Viareggio.

    Ground floor: Living room. Second living room/dining room. Kitchen. 1 double bedroom. Shower room with toilet. First floor: 3 bedrooms: 2 double, one with additional single, one with en-suite bathroom with bath, shower and toilet, 1 single. Two shower rooms with toilet.

    CH. Gas/electric cooker. W/machine. D/washer. Courtyard and furniture. BBQ. On road parking. Pet free of charge.

    • Distance to Viareggio 5m
    • Distance to beach 200m
    • Nearest facilities 50m
    • Nearest airport Pisa

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  • La Veranda

    San Giustino Valdarno

    Grade
    8
    4
    0
    2
    Ref: ITA728

    This traditional holiday villa is spread over two floors and is located about 2km from San Giustino Valdarno. The kitchen leads on to one of two covered terraces, ideal for al fresco dining, with beautiful views of the Valdarno. It benefits from a shared outdoor swimming pool, with sun terraces, children’s playground and shared grounds. This is an ideal location for just relaxing in the sun, or for visiting the wine producing region of Chianti and the city of Arezzo, 20km, while the historic cities of Florence and Siena are 60km away.

    Ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet. First floor: 2 bedrooms: 1 double, 1 twin. Shower room with toilet. Tiled floors throughout.

    CH. Satellite TV. Gas/electric cooker. W/machine. D/washer. Internet connection. Shared garden with terrace, sitting-out area and furniture. Balcony. Shared BBQ. Ample parking. Shared outdoor swimming pool (162m², open mid May-Sep). NB: Steps, slopes and drops in grounds.

    • Distance to San Giustino Valdarno 2km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Villamagna 2

    Bagno a Ripoli

    Grade
    8
    4
    1
    3
    Ref: ITF470

    This prestigious complex comprises a former 16th century villa, as well as separate annexe buildings, and is superbly built on one of the hills surrounding Florence which is just 15 minutes’ drive away. This holiday apartment is in an annexe building next to the villa. There is a large shared garden and swimming pool. Distance to shops and a restaurant is only 500m. There is a tennis court and public swimming pool a further 5km, with Bagno a Ripoli (with various shops) 6km and Florence 10km away.

    All on ground floor: Living room. Dining room. Kitchen. 4 bedrooms: 1 double and 3 twin. Bathroom with toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. M/wave. W/machine. D/washer. Tel. Lawned garden with furniture. Shared grounds. Parking (1 car). Shared swimming pool (17m²), open May - Sep. Pet free of charge.

    • Distance to Bagno a Ripoli 6km
    • Nearest facilities 500m
    • Riding school 15km
    • Distance to Florence 7km

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