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.
739 cottages are available
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  • Casa Michela

    Massarosa

    Grade
    6
    3
    0
    2
    Ref: ITV729

    This detached, air conditioned house is located in Massarosa, just 8 miles from Viareggio, and has a private outdoor area with an above-ground pool. The accommodation, arranged over three floors (ground floor, first floor and basement), also offers a space with gym equipment, as well as a garden ideal for outdoor dining and relaxing in. This property is in an ideal position to explore the most famous resorts of Versilia, with its beaches and Florence (about 70km).

    Steps to entrance. Living room. Dining room. Kitchen with breakfast area. 3 bedrooms: 2 double, 1 bunk. Bathroom with bath, shower and toilet. Shower room with toilet. Some rooms with low, beamed ceilings.

    • Distance to Viareggio 5km
    • Distance to beach 8km
    • Nearest facilities 150m
    • Nearest airport Pisa

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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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  • Casa Gialla

    Volterra

    Grade
    6
    3
    0
    3
    Ref: ITN191

    These two holiday homes (ITN191 and ITN192) boast a unique, hillside location, just 9km from the ancient town of Volterra. Both properties have access to a terrace with panoramic views of the surrounding hills, and a shared garden with use of an outdoor swimming pool, shared with the other residents of this beautiful hamlet. The walled medieval hill town of San Gimignano is 25km, Siena is 50km and the sandy beaches at Cecina are 50km. The access road to the hamlet is unpaved and is not suitable for low cars or sports cars.

    Lower ground floor: Dining room/kitchen. Shower room with toilet. Ground floor: Living room. 2 double bedrooms, one with en-suite bathroom and toilet, one with en-suite shower room and toilet. Open tread stairs to first floor: 1 twin bedroom with en-suite shower room and toilet.

    Open fire in living room. Central heating. Satellite TV. DVD. Gas/electric cooker. W/machine. D/washer. Wi-fi. Shared lawned garden. Terrace, sitting-out area and furniture. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (90m² open Jun-Sep) with outdoor shower. NB: The twin bedroom has restricted head room. Steps in grounds, steps to swimming pool.

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

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  • Casa Dalia 2

    Lu Bagnu

    Grade
    6
    3
    0
    1
    Ref: ISD824

    This second floor apartment with sunny balcony is located within the owner’s property. The beautiful seaside resort of Lu Bagnu benefits from a selection of shops and restaurants serving local cuisine. The beach is just 300m and is easily reached on foot. Situated just 1km from the beautiful beach of Ampurias, with its crystal clear waters. The medieval town of Castelsardo, 5km, is one of the most beautiful towns in Italy, with a small marina where boats can be rented for trips along the coast. Also within easy reach are Sassari, 30km, Porto Torres, 32km, and Alghero with its airport, 68km. Worth a visit are the towns of Santa Teresa di Gallura, 70km, with ferries to Corsica, and 110km away is Olbia with is port and airport.

    Turning steps to entrance. All on second floor: Living/dining room/kitchen with French doors. 3 bedrooms: 1 double, 2 twin. Bathroom with shower over bath and toilet.

    Open fire in dining room. Satellite TV. Gas cooker. Fridge. W/machine. Balcony. Outdoor furniture. On road parking. NB: Low sloping ceilings in some bedrooms.

    • Distance to Lu Bagnu 5m
    • Distance to beach 300m
    • Nearest facilities 300m
    • Nearest airport Alghero-Fertillia

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  • Casa delle Stelle

    Montone

    Grade
    6
    2
    1
    1
    Ref: UN108

    Lovely views

    Beamed ceilings and an open fire add character to this lovely home, and the worries of a busy life will just fade away as you savour the tranquil views from its terrace and swimming pool. Watch the sun steal away whilst enjoying a meal in the open air, and feel the coolness of approaching dusk whilst lingering on the covered terrace imagining time to be standing still.

    Set below the owner’s home, Casa delle Stelle is only a short drive from Montone - renowned locally for its good restaurants - and is also well-placed for venturing into eastern Tuscany.

    All on ground floor: Living room with double sofa bed/dining room. Kitchen. Utility room. 2 double bedrooms. Shower room with bidet and toilet.

    Open fire in living room. H/chair. DVD and small library. CD/stereo player. Gas cooker. Shared w/machine. F/freezer. Wi-fi. Enclosed shared garden and covered terrace with furniture. Sun loungers. BBQ. Parking (2 cars). Private outdoor swimming pool (13.5 x 5.5m; depth 1.4-1.9m) available 5 Jul-23 Sep.

    Distance to Montone 8km

    • Distance to Umbertide 14km
    • Distance to Citta’ di Castello 20km
    • Nearest facilities 5km
    • Nearest airport Perugia

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  • Villa Fiorentina

    Castaglione Fiorentino

    Grade
    6
    3
    0
    2
    Ref: ITA921

    This lovely holiday home has breathtaking views of the medieval city of Castiglione Fiorentino and is set in the lovely hills, surrounded by olive groves and trees. The picturesque views over the valley can be admired from the large garden, swimming pool and terrace area where you can relax and enjoy the sunny days and evenings the region is famous for. The region has many cultural and historical gems for you to discover and enjoy. Castiglione Fiorento is only 3km away, Cortona, 12km, Arezzo, 18km, all are worth a visit. Enjoy a couple of daytrips to Lake Trasimeno, 48km, Siena, 63km, Montepulciano, 41km, and even Florence, which is 94km away.

    All on ground floor: Living/dining room/kitchen with wooden floor. 3 bedrooms: 2 double. 1 bunk. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ. Parking (3 cars). Private outdoor swimming pool (55m², open Jun-Sep).

    • Distance to Castiglione Fiorentino 3km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Casa Bouganville

    Lu Bagnu

    Grade
    6
    3
    0
    1
    Ref: ISD628

    Located on the Italian island of Sardinia this charming first floor apartment with terrace wrapped around the front of the apartment has a shared garden. Just 300 metres from the beautiful sandy beach at Lu Bagnu and only a few minutes from the medieval village of Castelsardo, with its fortified castle. Meander through the lanes and alleyways finding craft shops and cafes along the way. Further inland you will find forested mountain peaks, citrus groves and pasture land. There are numerous activities that can be enjoyed in Sardinia with rock climbing, 4WD jeep excursions, kayaking and boat trips round the coast with swimming stops and cave visits.

    Steps to entrance. All on one level: Living/dining room/kitchen with French doors. 3 bedrooms: 2 double, 1 twin. Bathroom with toilet.

    Open fire in living room. Heating. Gas cooker. M/wave. Shared w/machine. Shared lawned garden and furniture. Balcony. BBQ. Parking (2 cars). NB: Steps to entrance.

    • Distance to Lu Bagnu 10m
    • Distance to beach 300m
    • Nearest facilities 500m
    • Nearest airport Alghero

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  • Frantoio 2

    Dicomano

    Grade
    6
    2
    1
    1
    Ref: ITF812

    These old farmhouses, a manor house and a very small parish church have been restored to build this mini complex. The houses are situated along the Sieve valley, in the area known as the Mugello and which poets have defined as ‘a wonderland’ because of its continuous and lively hill towns (Vicchio, Scarperia, Borgo San Lorenzo), its villas (Villa Cafaggiolo) and its castles (Castello del Trebbio). Each house has been built behind one another and they overlook an extensive and beautiful valley with a pretty lake down below. Eight apartments have been obtained, in addition to the manor house, which itself has been transformed into a holiday home. To the back, on a grassy terrace there is a beautiful swimming pool from where you can enjoy a superb panoramic view. It is possible to purchase products from the farm (wine, oil) and to visit the farm’s cellars for wine tasting. There is also a slide, swing and various mini-games in the grounds for children to enjoy. Behind the swimming pool is woodland, where guests can enjoy long walks. Just 1km from the property is a lake (fishing rods can be hired at cost). A small wooden house, with a dining room and kitchen, can be hired at cost, and is located 2km away in the woods (daylight hours only). Jeep hire with a driver can also be requested and is payable locally.

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

    Open fire in living room. CH. Cot. Gas cooker. W/machine. Shared garden with terrace and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (98m²) open May - Oct. Shared table tennis. Pet free of charge. NB: Steps, drops and sloping banks in grounds.

    • Distance to Dicomano 2.5km
    • Nearest facilities 2.5km
    • Distance to Florence 42km

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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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  • 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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  • La Casa Della Fata

    Montenero

    Grade
    6
    3
    1
    3
    Ref: ITG246

    This semi-detached, single-storey holiday property is part of a well-kept two-family stone house, and is set near the small hamlet of Montenero d’Orcia, in a hilly position on the slopes of Mount Amiata. It has a large living room with kitchen area, 3 double bedrooms, each with air conditioning and a private shower room. The extensive grounds are equipped with a private outdoor swimming pool, outdoor shower and barbecue. This is a fascinating location overlooking the Val d’Orcia on one side, and the Maremma and Mount Amiata on the other. Montenero d’Orcia is 1km with supermarket, bar and restaurant-pizzeria. Castel del Piano with various shops is 14km. The medieval town of Montalcino, home of Brunello, one of the most famous Italian wines, is 22km. Pienza is 44km, Grosseto is 45km, the thermal baths of Saturnia are 47km, Montepulciano is 57km, the beaches of Marina di Grosseto on the Tyrrhenian coast are 60km and Siena is 67km. There is so much to see and do in such a small area.

    All on ground floor: Living/dining room/kitchen. 3 double bedrooms each with en-suite shower room and toilet. Tiled floors throughout.

    Gas/electric cooker. D/washer. Fridge. Wi-fi. Natural grounds and furniture. BBQ. Ample parking. Private outdoor swimming pool (55m²), open May-Oct with shower facilities. NB: Steps in grounds.

    • Distance to Montenero 1km
    • Distance to beach 50km
    • Nearest facilities 1km
    • Nearest airport Perugia

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  • Quadri

    Grosseto

    Grade
    6
    3
    1
    2
    Ref: ITM128

    This holiday resort consists of several antique hamlets, divided into apartments. Each hamlet consists of approximately 15 apartments and features a shared pool and a large equipped lawn with garden furniture. The apartments are well looked after and furnished in rustic style, and there is also a restaurant on the site. The medieval town of Grosseto, which is known as the agricultural centre of the Maremma and is famous for the production of sun-ripened tomatoes, artichokes, mushrooms, olives and wild boar meat, is nearby. Also close by are the archaeological findings of Populonia, Vetulonia and Roselle dating back to the Etruscan time.

    Ground floor: Living/dining room/kitchen. 1 twin bedroom. Shower room with bidet and toilet. First floor: 2 twin bedrooms. Bathroom with toilet. Sloping ceilings in some rooms.

    CH and air conditioning at cost. Elec, bed linen and towels inc. Satellite TV. Elec hob. M/wave. Shared w/machine. D/washer. Tel. Shared garden and furniture. Carport (1 car). Shared swimming pool (92m²), open mid-May – mid-Oct. Shared children’s playground. Pet free of charge.

    • Distance to Grosseto 3km
    • Nearest facilities 700m
    • Distance to the beach 9km.

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