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.
586 cottages are available
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  • Quercia

    Capranica

    Grade
    6
    2
    0
    2
    Ref: IRU178

    This country house is divided into apartments and situated in the heart of the Tuscia region, in the midst of hazelnut, chestnut and fruit trees. The centre of Capranica is only 2.5km away. The property is ideally placed for exploring the countryside of the Lazio region, the town of Viterbo (25km), the hot springs and spa baths of San Sisto di Vetralla (7.5km) and Papi (25km), Lake Bracciano (19km) and the town of Tuscania (34km). For those wanting more adventure, Rome is accessible by train from Capranica.

    Living room with double sofa bed/dining room. Kitchen with dining area. 2 double bedrooms. Bathroom with shower, bidet and toilet. Shower room with toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. DVD. Gas/elec cooker. W/machine. T/dryer. D/washer. Internet connection. Shared garden and furniture. Shared BBQ. Parking (2 cars). Shared swimming pool (45m²), with shower, open May - Sep. NB: Open-sided stairs to first floor. External steps from first floor to garden.

    • Distance to Capranica 2km
    • Nearest facilities 3km
    • Distance to airport 60km.

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  • La Fasenda

    Pitigliano

    Grade
    6
    2
    1
    2
    Ref: ITG251

    Located a few kilometres from Pitigliano in the province of Gresseto, this delightful holiday house has its own private outdoor swimming pool and an outdoor shower. It has a large, airy living room with an open tread staircase to the first floor. Outside, the property is surrounded by a large, well-kept garden and pool area for relaxing in or even enjoying a barbecue. From here you can admire the panoramic view of Pitigliano and the surrounding countryside. Pitigliano is located in the picturesque Tufa area in Tuscany, famous for its Etruscan origins. Sovana is 10km, Manciano is 20km, and the thermal baths of Saturnia are 25km.

    Living room with double sofa bed/dining room. Kitchen/dining area. 2 bedrooms: 1 double with en-suite bathroom with toilet and bidet, 1 with double sofa bed. Shower room with toilet. Open-tread stairs to first floor. Beams, sloping ceilings and tiled floors throughout.

    Woodburner in living room. Two satellite TVs. DVD. Gas/electric cooker. W/machine. D/washer. Fridge. Wi-fi. Lawned garden and furniture. Terrace. BBQ. Ample parking. Private outdoor swimming pool (120m², open Apr-Oct) with shower. NB: Steps on terrace.

    • Distance from Pitigliano 7km
    • Nearest facilities 4km
    • Nearest airport Perugia

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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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  • Molino Calderino

    Monte Santa Maria Tiberina

    Grade
    6
    2
    1
    2
    Ref: IUP359

    Situated in the Perugia region of Umbria, the only Italian region having neither a coastline or a common border with other regions. This holiday property is laid out over two floors with 2 double bedrooms and a double sofa bed on a mezzanine, and is ideal for upto 6 guests. It has the benefit of an above ground outdoor paddling pool and shower with sun loungers, picnic bench and patio furniture. It is in a rural location with a wooded backdrop, and views across the open countryside. Here you will find Lake Trasimeno, Cascata delle Marmore and the River Tiber. The regional capital is Perugia, but also worth a visit are Assisi, Todi, Spoleti, Orvieto and other small towns and villages.

    External steps to first floor entrance. Living/dining room. Kitchen/dining area. 2 double bedrooms. 2 shower rooms with toilet. Steep open tread stairs to mezzanine: 1 double sofa bed.

    CH. Four satellite TVs. DVD. Stereo. Gas/electric cooker. D/washer. Garden and furniture. BBQ. Parking (2 cars). Outdoor paddling pool with shower (open Jun-Sep). Pet free of charge.

    • Distance to Monte Santa Maria Tiberina 8km
    • Nearest facilities 8km
    • Nearest airport Perugia

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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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  • Apartment Nesso

    Nesso

    Grade
    6
    2
    0
    1
    Ref: IVL105

    This lovely apartment is located in the hamlet of Nesso, which is built on the lush banks of Lake Como. As well as the fantastic views that surround the area of hills and the lake, exploring the hamlet can be its own reward too. It is a quiet peaceful area and a great place for culture and history. Nearby towns and cities, such as Como and Milan, are great to carry on the adventure. The property can only be accessed on foot (parking is 300m away). Guests can drive up to within 30m of the property to unload, but only with a small car no wider than 1.80m. Property IVL104 is also in the same building.

    Living room with double sofa bed. Dining room/kitchen. 2 bedrooms: 1 double, 1 bunk. Shower room with toilet. Separate toilet.

    CH. Satellite TV. DVD. Gas/elec cooker. M/wave. W/machine. D/washer. Wi-fi. Balcony and furniture. BBQ. On road parking. No smoking. NB: Steep, open-tread, open-sided stairs to first floor. Drop from terrace.

    • Distance to Como 15km
    • Nearest facilities 400m
    • Distance to the beach 4km
    • Distance to airport 75km

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  • Trilo 1B

    San Miniato

    Grade
    6
    2
    1
    2
    Ref: ITP513

    This lovely air-conditioned apartment is approximately 11km from Empoli, set in the quiet and picturesque hills, it is the perfect place to relax and unwind. The apartment is part of a complex of 14 separate apartments, all with independent access and outdoor area, and the discreet owner lives on site. The surrounding Tuscan hills offer magnificent, panoramic views over the valleys of the rivers Elsa, Egola and Arno, which are ideal for exploring, long walks and sports enthusiasts. While you are there, make sure you enjoy daytrips to the beautiful Tuscan cities such as Lucca, Firenze and Siena. The wonderful cities of culture and art of Florence, Volterra and Pisa are easily reached and worth a visit.

    Ground floor: Living room with double sofa bed/dining room/kitchen with French doors. Shower room with bidet and toilet. First floor: 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet. Tiled floors throughout.

    CH. Electric hob. M/wave. Shared w/machine. Fridge. Wi-fi. Patio with garden furniture. Shared grounds. Parking (2 cars). Shared outdoor swimming pool (170m², open April - Oct). No smoking. NB: Steps in grounds leading to the swimming pool and terrace.

    • Distance to San Miniato 8km
    • Nearest facilities 5m
    • Nearest airport Florence

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  • Casa Alessandra

    Casole d’Elsa

    Grade
    6
    2
    1
    1
    Ref: ITS299

    This lovely ground floor apartment is situated in a picturesque village in the heart of the green hills of Casole d’Elsa. There is a shared outdoor swimming pool to refresh you on hot summer days. The location of the property is ideal for visiting the many Tuscan cities such as Volterra, 20km, a charming little town that overlooks the valley and is known for its Etruscan walls. Do not miss out on the beautiful necropolis! Not far away, you will have the opportunity to visit the beautiful ’city of towers’, San Gimignano. From the top of the tower ’Torre Grossa’ there is a breathtaking view of the hilly landscape. The region has plenty of cultural and historical gems for you to discover and Siena and Florence are only 50km away and worth a day trip.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bidet, shower over bath and toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. Gas/electric cooker. W/machine. Fridge. Lawned garden and furniture. Terrace. On road parking. Shared outdoor swimming pool (84m², open Jun-Sep) with outdoor shower. NB: Step to kitchen. Steps to pool terrace.

    • Distance to Colle Val d’Elsa 12km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Villino Sarno

    Positano

    Grade
    6
    4
    0
    2
    Ref: IKA455

    This fantastic holiday apartment is located in a perfect place, with panoramic views, in one of the most beautiful places on the Amalfi Coast. It’s complete with breathtaking views over the sea and the charming village’s beach. The house has a large terrace with a loggia for dining, lounge chairs, vases of flowers and Mediterranean plants. The apartment is comfortably furnished with authentic furniture and paintings, making guests feel welcome and comfortable. A little farther from the house is the main Marina Grande beach. Nearby is full of various shops and restaurants, however further afield are Sorrento, 14km, and Amalfi, 18km, to explore.

    200 steps to entrance: Living room. Dining room/kitchen. 3 bedrooms: 1 double, 2 single. 2 shower rooms with toilet. Galleried area with double bed.

    CH. Air conditioning. Cot. Gas/elec cooker. W/machine. Garden with terrace and furniture. Car park 400m. NB: Steps in living room. Steps to terrace.

    • Distance to Positano 5m
    • Nearest facilities 300m
    • Distance to the beach 300m.

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  • Arancio

    Menfi

    Grade
    6
    2
    1
    1
    Ref: ISS333

    This pretty, single-storey holiday house provides everything you could need for a wonderful family holiday and located in peaceful position in the town of Menfi on the island of Sicily. The property benefits from a lovely garden and a covered terrace with furniture which is ideal for dining al fresco. The interior is carefully decorated with tasteful and good quality furnishings. The property is just 5km from the beach of Portopalo and the nature reserve, meaning you will not be short of things to do.

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

    Cot. Two satellite TVs. DVD. Stereo/CD. Gas cooker. M/wave. W/machine. Terrace with furniture. BBQ. Parking (2 cars). Pet free of charge.

    • Distance to Trapani 99km
    • Distance to beach 5km
    • Nearest facilities 6km
    • Nearest airport Palermo

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  • Castello

    Fivizzano

    Grade
    6
    2
    1
    2
    Ref: ITL213

    These three holiday properties (ITL187, ITL193 and ITL213) are positioned in an attractive complex with a collection of other properties. Located in a small medieval hamlet in the hills of Lunigiana, set between Tuscany and Liguria. There is a communal area complete with table and chairs, parasols, deckchairs, a barbecue and wood stove. There is a large swimming pool and tennis court, internet access, a spa area with sauna and there are treatments available at cost. The owner will also be there to greet you on arrival with a warm welcome. The famous “Cinque Terre” is just 43km away.

    All on first floor: Living room with sofa bed. Dining room/kitchen. 2 double bedrooms. Bathroom with bidet and toilet. Shower room with toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. D/washer. Shared lawned garden with furniture. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (144m²), open May-Sep. Shared sauna.

    • Distance to Ceserano 15km
    • Distance to beach 23km
    • Nearest facilities 5km
    • Nearest airport Pisa

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  • S 1

    Tavarnelle Val di Pesa

    Grade
    6
    2
    0
    2
    Ref: ITC809

    This traditional farmhouse complex set amidst the woods, vineyards and century-old olive tree groves in the typical landscape of the Chianti Classico, accessed via a 1.6km country lane. The structure dates back to 1100 and consists of 2 pleasant farmhouses, the first of which has been divided into apartments. ITC809 and ITC812 are on the ground floor, ITC814 and ITC815 are on the first floor. All have been restored in keeping with the original historic farm structure, using exclusively natural materials. They benefit from a courtyard and garden that surround the house, and with private areas for each apartment. The complex offers a shared swimming pool, gazebo, barbecue and wood burning stove. The charming cellar of an ancient tower can be used by guests on request for parties, ceremonies or banquets. Each apartment is equipped with all facilities and good quality furnishings, and for your convenience the discreet caretaker lives on site.

    All on ground floor: 2 steps down to living room with double sofa bed. Dining room/kitchen. 2 double bedrooms. 2 shower rooms with toilet.

    CH. Cot. Cooker. W/machine. D/washer. Internet connection. Tel. Shared garden and furniture. Shared grounds. Parking (1 car). Shared outdoor swimming pool (128m²), open May-Sep. NB: Steps in grounds. Drops in garden.

    • Distance to Tavarnelle Val di Pesa 4km
    • Nearest facilities 2km
    • Nearest airport Florence

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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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