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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  • Apartment Ghibellina

    Florence

    Grade
    2
    1
    0
    1
    Ref: IF014

    Ideal for city breaks

    This lovely top floor apartment is situated in the heart of Florence, 5 minutes’ walk from the Piazza Signoria and Duomo. The property has been charmingly restored with exposed beams and terracotta floors. The furniture is antique in style with artisan wrought iron sofa and bedstead, hand-sewn linen, curtains and cushions, hand-painted ceramic dishes and vases and porcelain china. Original oil paintings and etchings adorn the walls. The pretty living room has delightful views over flower-filled terraces and rooftops. The bedroom has views of the top of the Duomo and of Fiesole hill. Ponte Vecchio is only 500m away. If you hire a car, you can make excursions outside the city.

    Steep open-tread stairs to entrance. All on fourth floor (via communal stairs): Living/dining room/kitchen. 1 double bedroom (or twin on request). Shower/WC.

    CH. Digital TV. CD. Gas hob. Elec oven. W/machine. Garage parking available opposite in Via Ghibellina on request. No smoking. No children. NB. Property is not suitable for those with walking difficulties or children due to the climb to the top floor.

    • Distance to Central Florence 20m
    • Distance to Ponte Vecchio 500m
    • Distance to Uffizzi Art gallery 500m
    • Nearest facilities 50m
    • Nearest airport Florence

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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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  • Apartment 9

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA889

    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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  • Apartment 16B

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN170

    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.

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

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

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  • Apartment F

    Gambassi Terme

    Grade
    2
    1
    1
    1
    Ref: ITN234

    Basking in the Tuscan sunshine this rural complex is only 2km from the centre of Gambassi Terme, a small town situated between the provinces of Florence and Siena. In a lovely quiet position with panoramic views over the valley, offering two ground floor apartments ITN234 and ITN237, part of a group of six, each is pleasantly furnished, well equipped and with a private sitting area. The beautiful, irregularly shaped outdoor swimming pool is shared with the other apartments, and there are 2 shared barbecues situated in the well-kept and completely fenced, shared outdoor area. San Gimignano is only 18km away, Volterra 27km, and the beautiful cities of Florence and Siena 50km.

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

    Central heating. Satellite TV. Gas hob. M/wave. Shared w/machine. D/washer. Shared garden and furniture. Sitting-out area and furniture. Shared grounds. Shared BBQ. Ample parking. Shared outdoor swimming pool (102m², open May-Sep). NB: Steps and drops in grounds.

    • Distance to Gambassi Terme 2km
    • Nearest facilities 2km
    • Nearest airport Florence

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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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  • 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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  • Martinpescatore

    Bagheria

    Grade
    2
    1
    1
    1
    Ref: ISS507

    Built in to the hillside, this small and sunny holiday house with a panoramic view is located on the coast in a private area, ideal for privacy and peace, with three other detached properties. From the balcony area, you can enjoy beautiful views of the sea and the Mongerbino Cape, as well as the rocky shore below. The house is located 15 km from Palermo, in one of the most beautiful places in the Gulf of Palermo. The villa is also close to Cape Mongerbino, a beautiful strip of land jutting out into the sea, and only 5 km from Bagheria where there are various shops and famous villas which have been transformed into museums. The sea, rocky coastline and a solarium platform are just 100m away and reached by a staircase at the foot of the rocks.

    Steps to entrance. All on one level: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Elec CH. Cot. Satellite TV. Gas cooker. W/machine. D/washer. Balcony and furniture. Parking (1 car). Pet free of charge. NB: Drops and steps in grounds. 100m from sea.

    • Distance to Palermo 15km
    • Nearest facilities 5km
    • Distance to the beach 2.5km.

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  • Carlino

    Poggibonsi

    Grade
    2
    1
    0
    1
    Ref: ITC591

    This characteristic farmhouse complex has been entirely renovated and divided into 9 apartments in the green hills in the heart of Tuscany, and have shared use of the outdoor swimming pool. It occupies a peaceful, dominating position on the top of a hill from where you can enjoy beautiful panoramic views over the landscape. The property has been sympathetically restored utilising materials typical of the ancient Tuscan houses. The complex is surrounded by enclosed, extensive grounds, with lawns and olive trees. Access to the house is along a 2km unmade track. The apartment has its own small, fenced-in, private and furnished garden. Visit San Gimignano, 9km, Castellina in Chianti, 13km, Siena, 32km and Florence, 42km.

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

    CH. Cot. Gas/elec cooker. W/machine. Lawned garden and furniture. Carport. Shared outdoor swimming pool (126m², available Jun-Sep).

    • Distance to Poggibonsi 4km
    • Nearest amenities 4km
    • 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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