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.
742 cottages are available
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  • Apartment 6

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA887

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana making easy access to an abundance of towns, villages and sights throughout the region. Lake Trasimeno, which is Italy’s fourth largest lake, is approximately a 1-hour drive away, offering a variety of water sports including swimming, windsurfing or sailing. After a day of exploring this amazing region, guests can relax in and around the lovely shared outdoor swimming pool.

    All on first floor: Kitchen/dining room with tiled floor. 1 double bedroom. Shower room with bidet and toilet.

    Gas heating. Satellite TV. Elec hob. M/wave. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared garden with sitting-out area and furniture. On-site parking. Shared outdoor swimming pool (72m² open May-Sep) with outdoor shower. NB: Steps and slopes in grounds.

    • Distance to Arezzo 4km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Canonica 15

    Certaldo

    Grade
    2
    1
    0
    1
    Ref: ITF217

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the local specialities, and horse riding lessons are also available on request. The beautiful art cities of Florence and Siena are easily reached by car and are worth spending the day exploring. This is the perfect location for enjoying a relaxing holiday in beautiful countryside. Please note: Accommodation is allocated on arrival and layout may vary.

    Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Central heating. Satellite TV. Electric cooker. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared grounds and furniture. Parking (2 cars). Shared outdoor swimming pool (162m², open May-Sep). NB: Steps in grounds.

    • Distance to Certaldo 1km
    • Nearest facilities 5m
    • Nearest airport Florence

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  • Casinanova 1

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN116

    This ground floor holiday property is set in a picturesque location, 30km from the walled town of San Gimignano with its fountains, towers and medieval architecture, and the city of Siena is 50km away, with its large piazzas, gothic cathedral and many museums, shops and places to wine and dine. The owners conveniently live on-site, and they produce their own wine and olive oil within the grounds. From the doorstep, guests can enjoy scenic walking excursions on the ancient Etruscan paths.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Elec hob. W/machine. Shared grounds with terrace and furniture. Parking (1 car).

    • Distance to San Gimignano 30km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Fienile-Sobborgo Camparboli

    Asciano

    Grade
    2
    1
    0
    1
    Ref: ITS153

    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the most famous towns of the area, such as Siena, Arezzo, Florence and Montalcino.

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

    CH. Cot. Satellite TV. Gas hob. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (72m²), open May-Sep. NB: Steps in grounds.

    • Distance to Siena 25km
    • Distance to Arezzo 66km
    • Nearest facilities 200m
    • Nearest airport Siena

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  • Apartment 16A

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN169

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sept. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Camelia

    Greve in Chianti

    Grade
    2
    1
    0
    1
    Ref: ITC138

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval buildings to enjoy on peaceful walks.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Gas CH. Gas/elec cooker. Shared w/machine and t/dryer. Internet connection. Tel. Shared garden and furniture. Parking (1 car). Shared swimming pool (98m²), open mid-May - mid Sep. NB: Access to property by an unmade road.

    • Distance to Florence 30km
    • Nearest facilities 7km
    • Distance to Arezzo 75km

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  • Bilo 2

    Alberobello

    Grade
    2
    1
    0
    1
    Ref: ISA174

    This pleasant air-conditioned apartment with its own entrance is set in a holiday village with several other apartments. The buildings have been meticulously renovated, preserving the original structure of an old building and providing an intimate and historic stay for couples. A large living room is shared between the apartments. It is set within the picturesque village of Alberobello, a UNESCO World Heritage Site, in the heart of Apulia. The town looks like a small hamlet with its typical features of Apulian town centres including its whitewashed stone walls. For easy access to neighbouring towns, the train station is just 50 metres away. The property is also 35km from the coast with its beautiful beaches, 9km from Locorotondo, 32km from Ostuni, 60km from Bari (airport) and 70km from Brindisi (airport).

    Step to entrance. Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Tiled floors throughout.

    CH. Elec hob. Fridge. Wi-fi. Parking (1 car).

    • Distance to Alberobello 5m
    • Distance to beach 35km
    • Nearest facilities 5m
    • Nearest airport Bari

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  • Sangiovese 1

    San Donato in Poggio

    Grade
    2
    1
    0
    1
    Ref: ITC617

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC637, ITC623, ITC631 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 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.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

    CH. Cot. Cooker. W/machine. Shared garden and furniture. Shared BBQs. Parking (1 car). 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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  • Vacanza Valentia

    Todi

    Grade
    2
    1
    0
    1
    Ref: IUP351

    This characteristic holiday apartment is set in a small medieval fortified hamlet, overlooking a valley and close by to Todi. Vacanza Valentia is an ideal starting point to visit the most beautiful cities of Umbria and Tuscany. Guests have access to a private, equipped garden and to a shared outdoor area comprising of 3000m² with an outdoor swimming pool. An ideal retreat for two to unwind and relax, as well as being in the perfect location to tour the area from.

    Living room. Dining room/kitchen. 1 double bedroom. Bathroom with bidet and toilet.

    CH. CD. Gas/electric cooker. Shared w/machine and t/dryer. Garden and furniture. Shared natural grounds. Parking (1 car). Shared outdoor swimming pool (72m²) with shower, open May-Sept. No smoking. NB: Property is accessed via a 300m rough track. Turning stairs in property. Slopes in grounds.

    • Distance to Todi 7km
    • Nearest facilities 3km
    • Nearest airport Perugia.

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  • Apartment C

    San Gimignano

    Grade
    2
    1
    0
    1
    Ref: ITN107

    The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The owner lives next door to the properties and, from the garden you can see the famous medieval towers at San Gimignano, looming over the landscape. This walled, medieval hill town is designated as a UNESCO World Heritage Site and a feature of any visit to central Tuscany. The town of Sienna is 40km away boasting fine piazzas, magnificent cathedral and museums. The shared, outdoor swimming pool (72m²) awaits after a busy day exploring the hills and vales and the amazing, Tuscan towns and villages.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet. All rooms with beams and tiled floors.

    Central heating. Electric cooker. Lawned garden with sitting-out area and furniture. Parking (1 car). Shared, outdoor swimming pool (72m² open mid Jun-mid Sep). NB: Drops within grounds.

    • Distance to San Gimignano 1km
    • Nearest facilities 4.5km
    • Nearest airport Florence

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  • Tiberio

    Rome

    Grade
    2
    1
    0
    1
    Ref: IRU227

    Set in a farm located in the Roman countryside and surrounded by greenery, this property consists of 13 holiday apartments, with the owners living in a wing of the villa. The property shares a large garden with tables, chairs, BBQ, pool and children’s play area. There are riding stables and a polo field in the immediate vicinity. Albano Lake is 15km and Rome is 30km away. On the estate, dairy cattle are bred and fodder crops (maize, grass) and extensive cereal crops (wheat) are cultivated. In the complex there is also a private chapel.

    External steps to entrance. All on first floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. H/chair. Elec hob. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (40m²), open Jun - Sep. No smoking. NB: Access via a gravel road.

    • Distance to Pantano Borghese 1km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • Abate

    Venice

    Grade
    2
    1
    0
    1
    Ref: IVV155

    This charming and cosy apartment (45m²) is located on the second floor of a Venetian Palazzo, a few steps from the famous church of La Salute. This very bright apartment consists of an open-plan living/dining area with kitchen, a double bedroom and a bathroom, and is equipped with air conditioning and heating. Perfectly set in the ‘City of Art’, this property makes the perfect retreat for two to explore the beautiful surrounding area.

    All on second floor: Living/dining area/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Colour TV (Italian channels only). Gas cooker. M/wave. W/machine. T/dryer.

    • Distance to Venice 5m
    • Nearest facilities 500m
    • Nearest airport Venice Marco Polo

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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