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.
671 cottages are available
Book 2017 now for only £25 Low Deposit* £50 low deposit on 2016 festive breaks – nothing more to pay until 3rd October 2016* Christmas sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* Christmas sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!* New Year sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* New Year sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!* Save 10% on 1000s of French holiday cottages – Book now for only £25 low deposit* Save over £100 on selected luxury cottages this winter - Book soon, they're going fast!* SALE EXTENDED: £50 off 2017 holidays - Book yours for just £25 low deposit. * WEEKEND SALE: Huge savings available - Hurry, book before Monday 14th November at 10pm* Book now to be automatically entered into today's £500 prize draw.* FLASH SALE: £50 off selected Easter breaks. Offer ends in: * Last chance to book 2017 for just £25 initial deposit* - Offer ends in: Save 10% on your 2017 French break. Offer ends in: - Book for just £35 initial deposit*
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  • Sangiovese 2

    San Donato in Poggio

    Grade
    3
    2
    0
    1
    Ref: ITC623

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, 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 its own terrace with barbecue and furniture, as well as 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.

    Step to entrance: All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with toilet.

    CH. Cot on request. Gas/elec cooker. W/machine. Terrace and furniture. Shared garden. 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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  • Il Focolare

    San Gimignano

    Grade
    3
    2
    1
    1
    Ref: ITN155

    Located near the beautiful medieval town of San Gimignano is this beautiful estate consisting of two buildings, which were divided into 9 apartments. Accessed by a rough track, the facility is located in a peaceful setting in an elevated location, with views of the surrounding hills and vineyards. The owner conveniently lives on-site, and guests to this holiday apartment have access to the lovely grounds, shared outdoor swimming pool and barbecue area. The world-famous walled town of San Gimignano is just a short drive away and Siena is just 35km away.

    External stairs to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with toilet.

    Open fire in kitchen. CH. Satellite TV. Gas cooker. Shared w/machine. Wi-fi. Shared grounds with furniture. Shared BBQ. Parking. Shared outdoor swimming pool (98m²), open May-Sep. No smoking. NB: Drops in grounds.

    • Distance to San Gimignano 4.5km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • San Giustino

    San Giustino

    Grade
    3
    2
    0
    1
    Ref: ITA205

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3 apartments. Wine, olive oil and local specialities are available on site. San Giustino is 2km. This is an ideal base for exploring the area with Chianti 30km, Florence 70km, Siena 50km and Arezzo 25km, all within easy reach.

    2 steps to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/electric cooker. Internet connection. Lawned garden with terrace, sitting-out are and furniture. Shared BBQ. Shared grounds. Parking (1 car). Shared outdoor swimming pool (162m² open mid May-Sep). NB: Slopes and drops in grounds.

    • Distance to San Giustino 2km
    • Distance to Arezzo 20km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Ginestra 1

    Castelnuovo D’Elsa

    Grade
    3
    2
    1
    2
    Ref: TV092

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions, the comfortable properties are attractively furnished. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared laundry. Shared garden and furniture. Parking (1 car). Shared swimming pool (5 x 8m; depth 0.5-2m), open mid May-Sep. Pet free of charge. NB: Steps and slopes in grounds.

    Distance to Castelnuovo 3km

    • Distance to Lucca 50km
    • Distance to Forte di Marmi beach 55km
    • Nearest facilities 3km
    • Nearest airport Pisa

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  • Woodland View

    Capolona

    Grade
    3
    2
    1
    1
    Ref: ITA705

    An ideal base for guests who want to spend a nice holiday in their own littlel paradise. This beautiful Italian property is set in a quiet hillside position, located about 1km above Capolona /Subbiano. The living room boasts an open fireplace and leads out to the covered terrace. Guests are spoilt for choice with outdoor spaces to relax in with another terrace situated on the rear side of the house, and the grounds include a large natural plot with various romantic seats, as well as a barbecue under the shade of tall trees. Your four-legged friend can join you on your holidays too. Capolona offers all amenities including shops, restaurants, bars and a tennis court. Visit castles and borghi of the Casentino region or travel to Arezzo only 15km away.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with shower attachment and toilet.

    Open fire in living room. CH. Cot. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. T/dryer. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars).

    • Distance to Capolona 1km
    • Nearest facilities 600m
    • Distance to airport 80km

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  • Casa Bucine

    Bucine

    Grade
    4
    2
    0
    2
    Ref: ITS349

    This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet. The living area is on the ground floor and the bedrooms are located on the first floor accessed either via an internal spiral staircase or an external staircase. Guests have use of an outdoor swimming pool with a sunbathing area and a tennis court, 100m, which are shared with other similar properties on the complex. Discover Monte San Savino and the warm thermal baths of Rapolano, 15km away. Explore Siena, 30km, or a little further, Arezzo at 35km away.

    Ground floor: Living/dining room. Kitchen. Open-sided, open-tread, spiral stairs to first floor: Second living room. 2 bedrooms: 1 double, 1 twin. 2 bathrooms with bath, shower cubicle and toilet.

    Open fire in living room. CH. Two satellite TVs. DVD. CD. Gas/electric cooker. D/washer. Fridge. Shared garden and furniture. Terrace. Parking (2 cars). Shared outdoor swimming pool (162m², open mid-May to mid-Oct) with outdoor shower. Shared tennis court. No smoking. NB: Property accessed by rough track. Alternative external stairs to first floor.

    • Distance to Ambra 6km
    • Nearest facilities 6km
    • Nearest airport Florence

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  • Borgo Montelefienali

    Gaiole In Chianti

    Grade
    4
    2
    1
    1
    Ref: ITC101

    This renovated stone house is located in the medieval village of Gaiole which the American magazine Forbes named number one in its list of "Europe’s Most Idyllic Places to Live”. The region of Chianti offers a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, beautiful castles and churches. The cities of Siena and Florence are only a short drive away and well worth a visit.

    Ground floor: Living/dining room/kitchen. First floor: 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Fridge. Tel. Shared garden. Terrace and furniture. Parking (2 cars). Shared swimming pool (128m²), open mid-May – mid-Sep. NB: Difficult access road to property.

    • Distance to Siena 30km
    • Nearest facilities 4km
    • Distance to Florence 40km

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  • Montelupo Apartments - Loretta

    Montelupo Fiorentino

    Grade
    4
    2
    1
    1
    Ref: ITF783

    These two apartments (refs ITF782 and ITF783) are set in a restored, 14th century house, and have a well maintained outdoor area and a shared swimming pool and sauna (also shared with the owner who lives on the first floor). The apartments are located in the village of Montelupo Fiorentino, known for its traditional ceramic manufacturing. This is an ideal position to visit Florence, 25km, rich in history, art and culture. The small town of Fiesole, 32km, offers a breathtaking view of Florence, and the well-preserved Roman theatre is definitely worth a visit. In the picturesque little village of San Miniato, 22km, there is a market selling organic produce.

    All on first floor: Living/dining room/kitchen. 2 double bedrooms. Bathroom with bidet and toilet.

    CH. Gas/electric cooker. M/wave. W/machine. T/dryer. Fridge. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (72m², open May-Sep) with outdoor shower.

    • Distance to Montelupo Fiorentino 4.5km
    • Nearest facilities 4.5km
    • Nearest airport Florence

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  • Caorle 2

    Caorle

    Grade
    4
    2
    0
    2
    Ref: IVC466

    This holiday apartment, one of six similar properties, is located in a restored barn, and is situated in fertile countryside near the sea. All six apartments share the large loggia on the ground floor and have a wide view of the surrounding area. The location itself is very peaceful and has a welcoming atmosphere. Around the organic farm, there is a lovely garden with a large lawn and swimming pool. Indoors, the apartment is comfortably furnished in rustic style making it feel cosy. On request, there is a possibility of wine tasting. Suggested tours are Caorle 8km (various shops, beautiful beach, great bars), Concordia Sagittaria 5km, 18-hole golf course 15km, Aquileia 25km (archaeological site with interesting relics), Grado (lagoon and beaches) and Venice.

    All on second floor: Living/dining room/kitchen with beams. 2 bedrooms: 1 double with beams, 1 twin. 2 shower rooms with toilet.

    CH and air conditioning. Cot. Satellite TV. Gas/elec cooker. W/machine. D/washer. Shared garden and furniture. Parking (1 car). Shared swimming pool (98m²) open mid-June – mid-Sept. Shared table tennis.

    • Distance to Venice 40km
    • Nearest facilities 2km
    • Distance to the beach 10km
    • Distance to airport 45km

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  • Acicastello

    Aci Castello, near Catania

    Grade
    4
    2
    1
    2
    Ref: ISS369

    This elegant, air-conditioned, ground floor apartment is part of a complex, located near the seafront in Aci Castello. The owner conveniently lives on-site. It is beautifully furnished with a mix of classic and contemporary furniture, and has spacious indoor areas. Enjoy the lovely garden with cosy corners to relax. Just a stone’s throw from Catania, go on excursions to Mount Etna, Taormina, and Syracuse which are available locally. The golf course at Castiglione di Sicilia is 50km.

    All on ground floor: Living/dining room. Kitchen/diner. 2 double bedrooms, one with en-suite shower room with toilet. Shower room with toilet.

    Electric heating. TV. DVD. Stereo/CD. Gas cooker. M/wave. Internet connection. Garden with patio and furniture. BBQ. Parking (1 car).

    • Distance to Catania 10km
    • Distance to beach 50m
    • Nearest facilities 1km
    • Nearest airport Catania

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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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  • Villa Cycas

    Palermo

    Grade
    4
    2
    0
    3
    Ref: ISS926

    This beautiful holiday villa, with its own swimming pool, lies between Palermo and Mondello. Mondello, famous for its white sandy beach and the amazing colour of the sea, is only 2km, while the centre of Palermo can be reached within 10 minutes. The holiday property is well furnished, with great attention to detail. Set over two floors, its interior has been tastefully decorated by the owner using a blend of antique and rustic furniture. The main feature of the interior is the large living area on the ground floor, consisting of three large comfortable rooms, each of which has large windows overlooking the garden and pool. The double room on the first floor benefits from a balcony which overlooks the garden. A large area of lawn leads from the entrance of the property to the house and from the pool area, which is also surrounded by grass and Mediterranean plants.

    Ground floor: Living room with seating areas. Kitchen. Shower room with bidet and toilet. Turning stairs to first floor: 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with bidet and toilet. Most rooms with tiled floors.

    • Distance to Mondello 2km
    • Distance to beach 2km
    • Nearest facilities 500m
    • Nearest airport Trapani

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