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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  • Sangiovese 6

    San Donato in Poggio

    Grade
    6
    3
    0
    3
    Ref: ITC638

    This holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC637, ITC617, 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.

    Living/dining room/kitchen. 3 bedrooms: 2 double, 1 twin. 2 bathrooms with shower attachment and toilet. Shower room with toilet.

    CH. Cot on request. Cooker. W/machine. Shared garden and furniture. Shared BBQs. Parking (2 cars). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep. NB: 3 steps to bathroom. 9 steep steps to mezzanine.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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  • Appartamento Grande

    Venice

    Grade
    6
    2
    0
    1
    Ref: IVV165

    This ground floor apartment is located in a beautiful position in the centre of Venice, next to the wonderful church of Santa Maria della Salute and only 5 minutes from St. Mark’s Square. Accommodating up to 6 guests, this property provides an idyllic base for family or friends alike wishing to explore this beautiful city. The apartment is subdivided into a large living room with a double sofa bed and a corner kitchen, as well as two double bedrooms and a bathroom with shower.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 2 double bedrooms. Shower room with toilet.

    CH. Gas cooker. Wi-fi.

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

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  • Villa San Giorgio

    Levanto

    Grade
    6
    4
    0
    3
    Ref: ILL552

    This beautiful air-conditioned apartment is set on the second floor of the owner’s magnificent property. It is lovingly presented with four bedrooms, sleeping six guests, making this lovely apartment perfect for families or friends. You can sit out on the many terraces and admire the beautiful sea views, or explore the large grounds which this idyllic property is set in. Beach enthusiasts will adore this property as beautiful golden sands can be found just 50 metres from the apartment. With restaurants and shops within 100 metres, make sure you stop to sample some of the local delicacies before retreating back to the property for a great night’s sleep.

    External steps to entrance. All on second floor: Living room with patio doors. Kitchen/dining room. 4 bedrooms: 1 double with patio doors, 1 twin, 2 single, one with en-suite bathroom and toilet. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    CH. Gas/electric cooker. W/machine. D/washer. Fridge. Wi-fi. 3 terraces with garden furniture. On road parking. NB: Steps in grounds and to terrace.

    • Distance to Levanto 100m
    • Distance to beach 50m
    • Nearest facilities 100m
    • Nearest airport Genoa

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  • Paggetto 1

    Radda in Chianti

    Grade
    6
    3
    2
    2
    Ref: ITC274

    These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses, restored and divided into apartments in the heart of the Chianti Classico region, only 1km from Radda in Chianti. The properties are immersed in the typical Chianti landscape, with its hills and vineyards. From the shared outdoor swimming pool, you can enjoy a panoramic view over the surrounding hills. The first of the two farmhouses overlooks a secondary road leading to the Castle of Volpaia. The outdoor areas are very large and each apartment has shared use of the swimming pool with solarium and shower, gazebo and fridge bar. There is also a barbecue area and a children’s playground. Near the reception there is a common room where the owner has an oven and a washing machine. Parking is available 20 metres away, beyond the secondary road.

    Steps to entrance. All on first floor: Living/dining room/kitchen. 3 bedrooms: 2 double, 1 twin. 2 shower rooms with toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas cooker. M/wave. Shared w/machine. Fridge. Wi-fi. Shared grounds and furniture. Shared BBQ. On road parking. Shared outdoor swimming pool (50m², open Jun-Sep) with outdoor shower. NB: Spiral open-tread staircase in one of the double bedrooms. Steps and uneven surfaces in grounds.

    • Distance to Radda in Chianti 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Casa Vigliano

    Chianciano

    Grade
    6
    3
    1
    2
    Ref: TM240

    19th century farmhouse

    Immersed in 4 acres of sloping land surrounded by olive trees and overlooking gorgeous Tuscan countryside, this typical 19th-century Tuscan farmhouse still belongs to the original family.

    With original architectural details outside, there is a barrel-vault ceiling and large arch in the living room and thick chestnut beams in the other rooms. Rustic family furnishings fill the interior whilst upstairs (reached from an outdoor staircase) there is a panoramic terrace for enjoying the beautiful scenery.

    In a very quiet and private location, Chianciano is only up the hill with bars, restaurants and spas. All the Tuscan towns and nearby Umbria are easily reached from this romantic, traditional farmhouse.

    Step to entrance. Ground floor: Living/dining room. 2 steps to kitchen with patio doors. 1 twin bedroom. Shower room with bidet and toilet. First floor: Second living room. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    No TV. Gas cooker. M/wave. Lawned garden with furniture. Carport (1 car). Pet free of charge. NB: Slopes and drops in grounds.

    Distance to Chianciano 1.5km

    • Distance to Lake Trasimeno 28km
    • Nearest facilities 1km
    • Distance to Montepulciano 9km
    • Nearest airport Perugia

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  • Podere Villetta 1

    Barberino Val d’Elsa

    Grade
    6
    2
    0
    2
    Ref: ITC250

    This pretty, detached, stone holiday property (ref ITC250) and apartment, which adjoins the owner’s home (ref ITC251), are set in the beautiful countryside of the Chianti hills, just 5km away from San Donato in Poggio. A strategic location for visiting the most beautiful attractions of Tuscany, located halfway between Siena and Florence. Guests have access to spacious outdoor areas, ideal for outdoor dining, as well as a swimming pool, which is shared with the owner, and there is also a small playground for the children. Guests can enjoy tasting typical products (traditional sausages, cheese, etc) and Tuscan wines of own production (Vernaccia, Chianti, Chianti Classico, Brunello, extra virgin olive oil) in a farm a few steps from San Gimignano, followed by a tour to the famous ‘City of Towers’ (upon request and to be paid on site, free transport is provided). For day trips explore Castellina in Chianti 15km, Siena 32km and Florence 40km. The bus stop is just 4km away.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Two shower rooms with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. M/wave. D/washer. W/machine. Wi-fi. Terrace and furniture. Shared garden and furniture. Barbecue. Parking (2 cars). Shared swimming pool (72m²), open May-Oct. NB: Sloping bank and steps in grounds.

    • Distance to Vico d’Elsa 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Apartment Barbarigo

    Venice

    Grade
    6
    3
    0
    2
    Ref: IVV121

    This charming holiday apartment is located in the beautiful city of Venice. The charm is instantly noticed as the building’s main entrance still keeps the original charming shape. The property has access to a stunning altana (typical Venetian, top floor wooden terrace) providing a unique view over Venice, and the possibility to dine outside in spring and summer. Close by is the Zona delle Zattere, Accademia Gallery and San Marco, which is a few minutes by boat (boat stop is 5 minutes away).

    Living/dining room. Kitchen. 3 bedrooms: 1 double with additional single (for child), 1 twin, 1 single. Bathroom with shower cubicle, bidet and toilet. Shower room with bidet, toilet and sloping ceiling. Separate toilet.

    CH and air conditioning. Stereo/CD. Gas/elec cooker. M/wave. W/machine. D/washer. Balcony. No smoking. NB: Low beams on stairs.

    • Distance to Venice 5m
    • Nearest facilities 10m
    • Distance to the beach 5km
    • Distance to airport 15km

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  • Casa Laura

    Salò

    Grade
    6
    2
    0
    1
    Ref: IVG158

    This holiday apartment, set in an ancient building in the old town of Salò, is a few steps from the lakeside promenade. The areas of Salò and Lake Garda offer poetic landscapes with little beaches and tourist harbours, as well as numerous sports activities (sailing, surfing, tennis, swimming, horse riding and golf). Nearby, there is also an amusement park at Peschiera del Garda to entertain the whole family. The cities of Verona (60km) and Venice (170km) are not to be missed.

    All on second floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 bunk. Bathroom with toilet.

    CH and air conditioning. Satellite TV. Gas/elec cooker. W/machine. D/washer. Internet connection. On road parking. No smoking.

    • Distance to Salò 100m
    • Nearest facilities 50m
    • Distance to lake 100m

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  • Carrubba

    Riposto

    Grade
    6
    3
    0
    2
    Ref: ISS309

    This attractive holiday villa overlooks the sea and is characterised by a large terrace with furniture, perfect for dining al fresco. There is access to the pebble beach just 20m away, which is made of typical stones called ‘beole’, through a private gate directly from the property. The property is situated between Catania and Taormina in the nearby of the village of Riposto on the island of Sicily. The village has a small tourist harbour, which is very popular with holidaymakers and has a warm and welcoming atmosphere. Visit the town of Giarre, just 3km away.

    Living/dining room. Kitchen. 3 bedrooms: 1 double, 1 bunk, one with double sofa bed. 2 shower rooms with toilet.

    Elec heaters. Gas hob. W/machine. Terraces and furniture. BBQ. Parking (2 cars). NB: Steps to entrance. Step to terrace. Sea, 20m.

    • Distance to Catania 30km
    • Distance to beach 20m
    • Nearest facilities 2km
    • Nearest airport Catania

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  • Casa Bolsena-Piansano

    Piansano

    Grade
    6
    3
    2
    2
    Ref: IRU114

    This detached holiday property has a covered terrace, private garden and outdoor swimming pool. Located on a hillside in a peaceful location, but with the little medieval town of Bolsena, which lies on the shores of Lake Bolsean, just 7km away. Spend a relaxing day on the lake beach or visit one of the beautiful Etruscan cities such as Orvieto, Pitigliano and Montefiascone. The coast of Latium, 40km, with its long beaches, is perfect for swimming and sunbathing, while a trip around the Bolsena region, famous for its excellent white wine, is a must.

    All on ground floor: Living/dining room/kitchen with French doors. 3 bedrooms: 2 double, 1 twin. 2 shower rooms with toilet. Tiled floors throughout.

    Central heating. Satellite TV. Gas/electric cooker. W/machine. Wi-fi. Garden with terrace and furniture. BBQ. Ample parking. Outdoor swimming pool (72m², open May-Sep).

    • Distance to Viterbo 30km
    • Distance to beach 30km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Costa Rei 1

    Costa Rei Muravera

    Grade
    6
    2
    0
    2
    Ref: ISD798

    These two, air conditioned, ground floor holiday properties (ISD798 and ISD799) are ideal for families or a group of friends, and can be booked together to sleep up to 12 guests. Located in a residential complex on the southeastern coast of Sardinia, and only 350m from the white sandy beach of Piscina del Rei, they are in an ideal place for those who love the crystal clear water and long sandy beaches. The centre of Costa Rei is just 2.5km with wide array of shops. Nearby you can enjoy natural areas such as the uninhabited Serpentara Island which is dominated by the presence of a rich wildlife including the Audouin’s gulls and dolphins on the coastline, the evocative Cavoli Island, the regional park of Sette Fratelli and the nature reserves of Colostrai and Torre Salinas. Costa Rei is famous also for its valuable archeological sites, such as the megalithic complex of Piscina Rei, the Nuraghe Scalas, Figu Niedda and the tomb of giants Sa Domu e’ s’Orcu. Villasimius 20km and Cagliari is 65km.

    All on ground floor: Living/dining room with double sofa bed/kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with bidet and toilet.

    Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Covered terrace and furniture. BBQ. Outdoor shower. Parking (1 car). NB: 2 small steps to garden.

    • Distance to Costa Rei 2.5km
    • Nearest facilities 400m
    • Distance to the beach 300m
    • Nearest airport Cagliari

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  • Siena

    Fucecchio

    Grade
    6
    2
    1
    1
    Ref: ITF391

    These holiday apartments enjoy panoramic views over the surrounding countryside, and are built on tufa rock, set amidst the oaks and conifers of Cerbaie. The holiday complex is located close to Ancient Via del Pellegrino in the heart of Tuscany, near Fucecchio in the province of Florence, and comprises 10 apartments, all tastefully furnished and equipped with every comfort. Each apartment also has its own private outdoor space and facilities. The discreet owner lives on site, and guests can enjoy large shared grounds, an outdoor swimming pool, a children’s pool and two tennis courts. The complex also has an excellent restaurant on site, where you can sample typical Tuscan cuisine. Use of a spa centre (free of charge) can also be enjoyed - facilities include a sauna, Turkish bath, Jacuzzi, tropical shower and beauty salon. Riding and walking are both available. Florence, Pisa, Lucca, Pistoia, Siena, San Gimignano, Vinci and Volterra are within easy reach, as well as Viareggio, Forte dei Marmi and the Versilia area.

    Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room (step to shower), bidet and toilet. Separate toilet. Open-tread stairs to first floor.

    Central heating. Cot and h/chair on request. Satellite TV. Gas/electric cooker. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared grounds and furniture. Parking. Shared outdoor swimming pool (128m², open May-Sep). Shared spa centre. Shared tennis courts.

    • Distance to Fucecchio 10km
    • Nearest facilities 5m
    • Distance to the beach 40km
    • Nearest airport Pisa

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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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