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.
577 cottages are available
Book 2017 now for only £25 Low Deposit* Last chance for a great summer deal – of school holidays remaining £50 low deposit for Christmas & New Year arrivals – Nothing more to pay until 21st October 2016*
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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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  • A casa di Clarissa

    Noto

    Grade
    3
    2
    0
    1
    Ref: ISS988

    This air-conditioned wooden house is situated near the picturesque village of Noto on the island of Sicily. The house is perfectly located for discovering and admiring the beautiful mountains, sightseeing in the surrounding villages and towns, and swimming in the crystal-clear waters which are only a stone’s throw away. Tastefully furnished, this property also has access to a shared swimming pool (shared with the owner who also lives on site), which is perfect for relaxing after a day of exploring the region.

    All on ground floor: Living/dining room. Kitchen. 1 double bedroom with additional single bed and French doors. Shower room with toilet.

    Cot. H/chair. Gas cooker. W/machine. Fridge. Terrace with garden furniture. Shared grounds. BBQ. Parking (2 cars). Shared outdoor swimming pool (40m², open Jun-Sep) with outdoor shower. No smoking.

    • Distance to Noto 11km
    • Distance to beach 12km
    • Nearest facilities 3km
    • Nearest airport Catania

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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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  • 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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  • 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 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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  • Il Faro

    Castelmola

    Grade
    4
    2
    0
    2
    Ref: ISS622

    This beautiful, air conditioned, first and second floor apartment is located in a panoramic position above Taormina and Castelmola on the island of Sicily and boasts wonderful sea and mountain views. The interior is pretty and comfortable, and there is also the added benefit of a terrace with furniture, perfect for dining al fresco. Not too far away are the famous seaside resorts of Taormina, 9km, and Giardini Naxos, ideal loactions for family days out. Guests will also enjoy visiting the towns of Messina, 55km, and Catania, 70km away.

    Steps to entrance: Living room. Dining room/kitchen. 2 double bedrooms. Bathroom with bidet and toilet. Shower room wih bidet and toilet.

    Open fire in living room. CH. Air conditioning. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (1 car). NB: Steep, open-tread stairs to second floor. Step in bathroom. Slopes and drops in grounds.

    • Distance to Taormina 9km
    • Distance to beach 9km
    • Nearest facilities 1km
    • Nearest airport Catania

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  • Villa Margherita

    Monte San Savino

    Grade
    4
    3
    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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  • Parsilia

    Camaiore

    Grade
    4
    2
    0
    2
    Ref: ITV740

    This typical, Tuscan style, stone house has characteristic beamed ceilings and is set between the valley of Camaiore and the town of Lucca. The main living area is located on the outdoor, covered terrace with a table and seating to enable guests to take full advantage of the Tuscan climate and be immersed in the nature of the surrounding olive trees. There is also a shower room in the external utility annex, the ideal place where you can ’freshen-up’ after a day at the beach. The gorgeous town of Lucca is 16km with many monuments, churches and palaces to visit. The Versilia coast with long, sandy beaches and fashionable seaside resorts is 24km, Viareggio, the city of the carnival is 25km, Pisa with its famous Leaning Tower 35km, Massa 48km and Firenze 94km.

    2 steps to entrance. All on ground floor: Dining room/kitchen (no living room). 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet. Tiled floors throughout. Most rooms with beamed, sloping ceilings.

    CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine in annex. D/washer. Wi-fi. Terrace with garden and furniture. BBQ. Parking (3 cars). No smoking. NB: Drop and slopes in grounds.

    • Distance to Camaiore 16km
    • Distance to beach 22km
    • Nearest facilities 3km
    • Nearest airport Pisa

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  • Il Seccatoio

    Cortona

    Grade
    4
    2
    0
    2
    Ref: ITA636

    These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA635, ITA636 and ITA637) and the fourth house belongs to the owner. All the cottages have traditional furnishings and a warm and cosy atmosphere, and provide an ideal holiday base. Each cottage has its own pretty terrace and there is a shared, outdoor swimming pool. At guests’ disposal there is a restaurant for dinners and breakfast on request. Olive oil and wine can be purchased on site.

    Ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Steep, open-tread spiral stairs to first floor: 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. Shared washing machine. Terrace. Shared garden. Parking (2 cars). Shared outdoor swimming pool (50m²), open Jun-Sep. NB: Steps in grounds.

    • Distance to Cortona 8km
    • Nearest facilities 4km
    • Nearest airport Perugia

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  • Casa Hibernia

    Lierna

    Grade
    4
    2
    0
    1
    Ref: IVL132

    This second floor holiday apartment is set in a former spinning mill on the banks of Lake Como, with beautiful views of the lake. Directly below the apartment is a perfectly positioned small public beach, with typical business activities. The homeowner provides two deck chairs and two beach chairs free of charge. Visit Lierna, 750 meters away, with a railway station with links to Milan, 6km Varenna with a dock for Bellagio and Menaggio, 15km Lecco, 26km away from Colico with sailing opportunities and a little further Milan, 68km away.

    All on second floor: Living/dining room. Kitchen with French doors. 2 bedrooms: 1 double, 1 twin with French doors. Bathroom with toilet.

    CH. Cot. Gas/electric cooker. M/wave. W/machine. Parking (1 car).

    • Distance to Varenna 6m
    • Nearest facilities 100m
    • Nearest airport Malpensa

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Looking for something with a little more?

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