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.
587 cottages are available
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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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  • 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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  • 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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  • 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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  • 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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  • Claro

    Nesso, nr. Lezzeno

    Grade
    4
    2
    1
    1
    Ref: IVL109

    This first floor apartment has its own entrance via external stairs, set in a lovely house spread over three floors and the owner conveniently lives on the top floor. From the kitchen of the apartment you have access to a terrace with electric awning and wonderful views. It also has a large garden on the opposite side, from where you can enjoy a magnificent view over Lake Como, which is just 100 yards away. Bellagio is close by, with many churches and basillicas, museums villas and gardens. It is also located in the banks of Lake Como, and you can enjoy a different panorama of the lake from here, whilst dining at the many restaurants and bars. Milan is also 65km away.

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

    CH. Satellite TV. Gas/elec cooker. M/wave. W/machine. Wi-fi. Terrace and balcony with furniture. On road parking.

    • Distance to Bellagio 12km
    • Nearest facilities 300m
    • Nearest airport Milano Malpensa

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  • Casa Funtana

    Funtana Meiga, nr. Cabras

    Grade
    4
    2
    1
    2
    Ref: ISD841

    This holiday home lies on the edge of Funtana Meiga, just 200m from the sea. It overlooks the sea surrounding the beautiful Sinai Peninsula, a protected area a few kilometres from the capital Oristano. Guests can relax on the terrace and eat in peace while admiring breathtaking views of the pristine coast of Sardinia. Other beaches worth visiting are Maimoni, San Giovanni, 4km and Mari Ermi, 15km, famous for its white beaches and emerald waters. Just 4km away are the ruins of the Punic city of Tharros and the church of San Salvatore.

    All on ground floor: Living room with French doors/dining room/kitchen. 2 double bedrooms. 2 shower rooms with toilet. Tiled floors throughout.

    Electric heating. Cot. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Terrace and furniture. Natural grounds. BBQ. On road parking.

    • Distance to Oristano 10km
    • Distance to beach 200m
    • Nearest facilities 300m
    • Nearest airport Cagliari

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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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  • Appartamento Arcobaleno

    Furore

    Grade
    4
    2
    0
    1
    Ref: IKA111

    This holiday apartment, located with other similar properties, has been furnished in a welcoming fashion and has a private outside area. The owner also lives on site. It includes a communal terrace which is located a few meters away from the shared swimming pool. The privileged location offers a stunning panoramic view over the Amalfi coast, and in the distance, the Salerne and Cilento coasts. The nearby town of Amalfi is filled with restaurants, shops and other attractions, including many tours into Amalfi coast villages.

    All on ground floor: Living room/dining room/kitchen. 2 bedrooms: 1 double, 1 bunk. 1 shower room with toilet.

    CH. Cot. Gas cooker. Internet connection. Shared garden and furniture. Terrace. Shared BBQ. Parking (1 car). Shared swimming pool (35m²), open Apr-Oct. NB: Steps on terrace.

    • Distance to Amalfi 12km
    • Nearest facilities 1km
    • Distance to the beach 12km.

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  • Piazzale 2

    Castellina in Chianti

    Grade
    4
    2
    0
    1
    Ref: ITC756

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and Poggibonsi, both lovely places perfect for culture or shopping. There is also a horse riding school within 15km of the property.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in living room. CH. Cot. W/machine. D/washer. Internet connection. Shared garden and furniture. BBQ. Parking (1 car). Shared, outdoor swimming pool (98m²), open May–Sep.

    • Distance to Castellina in Chianti 7km
    • Nearest facilities 7km
    • Distance to Sienne 28km.

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  • Casa Sud

    Volterra

    Grade
    4
    2
    0
    2
    Ref: ITN197

    Located in a small medieval village, this cosy holiday apartment is set over two floors and has a covered terrace with wonderful views over the hills of Volterra. It also has shared use of an outdoor swimming pool. Volterra lies 9km away, and the small medieval town of San Gimignano, with its distinctive stone towers rising against the skyline, is 25km away. Well worth a visit is Siena, 50km, with its cathedral, museums and famous Piazza del Campo where the twice-yearly Palio horse race takes place. The sea at Cecina is 50km.

    Ground floor: Living/dining room/kitchen. Shower room with toilet. First floor: 2 bedrooms: 1 double, 1 twin, both with sloping ceilings. Bathroom with shower attachment and toilet. Most rooms with beams and tiled floors.

    Open fire in living room. CH. Satellite TV. DVD. Elec cooker. W/machine. Internet connection. Terrace. Shared grounds and furniture. Parking (2 cars). Shared outdoor swimming pool (90m²) open Jun-Sep. NB: Steps to pool area.

    • Distance to Volterra 9km
    • Distance to beach 50km
    • Nearest facilities 9km
    • Nearest airport Florence

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  • Casa Michele

    Suna

    Grade
    4
    2
    3
    2
    Ref: IVM148

    This apartment is situated in the lovely village of Suna, not far from Verbania, and only 40m from Lake Maggiore. Suna is a small medieval village which will charm you with its stones arches, flowers, gardens and narrow cobbled streets. From the pontoon you can admire beautiful views over the Lake Maggiore and the small island of San Giovanni. The islands on the lake are worth a visit and places such as Intra, 3.7km away, Stresa, 15km, and Arona, 41km, are also worth discovering. The neighbouring Lake Orta is only 25km away and Lake Megozzo is 9.4km away so there are enough places for sports enthusiasts to enjoy water sports such as canoeing or water skiing. The Ossola Valley is where you’ll find the best cheeses and charcuterie, and the Vigezzo Valley offers wonderful medieval castles and spectacular mountain views.

    Living room with single sofa bed/dining room/kitchen. Room with double sofa bed. Shower room with toilet. Double bedroom. Shower room with toilet. Steep spiral open-tread stairs to first floor.

    CH. DVD, Gas/electric cooker. W/machine. D/washer. Fridge. Wi-fi. Terrace. BBQ. On road parking. NB: Stairs to terrace.

    • Distance to Arona 36km
    • Nearest facilities 20m
    • Nearest airport Bergamo

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