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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  • Teodoro 1

    Torrita di Siena

    Grade
    6
    2
    1
    2
    Ref: ITS400

    This charming farmhouse has been divided into 5 comfortable and cosy holiday apartments. The farmhouse is situated in a predominant position on top of a gently sloping hill which overlooks and dominates the Val di Chiana (Chiana Valley), with particularly interesting and beautiful views over some of the most important historical towns of Tuscany. The location of the property is completely peaceful. An enclosed, well-cared-for grassy area surrounds the house and it is very well-equipped (deck chairs, beach umbrellas, tables). There is a beautiful, shared swimming pool with bowls, table tennis, mini volley ball and an ancient wood-burning oven. Each apartment has its own private outdoor area and satellite TV. Enjoy walks in the 40 ha grounds. There is a restaurant nearby that makes home deliveries or at the farmhouse guests can purchase wine and olive oil made locally.

    All on ground floor: Living room with double sofa bed/dining room. Kitchen. 2 double bedrooms. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. H/chair. Gas/elec cooker. W/machine. D/washer. Wi-fi. Tel. Shared garden and furniture. Parking (1 car). Swimming pool (98m²) open May – Sept. NB: Steps and sloping banks in grounds

    • Distance to Torrita di Siena 5km
    • Nearest facilities 5km
    • Distance to Siena 40km

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  • Capre 1

    Garda

    Grade
    6
    3
    0
    2
    Ref: IVG430

    This attractive holiday apartment, one of four apartments (refs IVG430, IVG431, IVG432 and IVG433), is situated in a renovated country house, atop a hill overlooking the town of Garda, a renowned centre on the lake with marina, beach and sports equipment. The property is located in the green surroundings of the Parc de la Rocca (a protected natural oasis) which, besides the ruins of a medieval fortress, the Hermitage of Camaldolesi, visitors can take a nice walk to enjoy the views. This is a tranquil position, with views over the lake from the apartment. For guests, there is a spacious outdoor area with garden furniture and a pool. Each apartment has an area equipped with tables, chairs and parasols around the pool to share. Garda (various shops, lake and sailing school) is 0.8km, golf and riding school 3km, 15km away is an amusement park, spa 15km, Peschiera 18km, Verona 35km, Mantua 45km and Venice 120km.

    All on ground floor: Living/dining room. Kitchen. 3 bedrooms: 2 twin, 1 bunk. Two shower rooms with toilet..

    CH. Gas/elec cooker. W/machine. Shared, lawned garden and furniture. Parking (1 car). Shared swimming pool (72m²), open June – Sept. NB: Slopes in garden.

    • Distance to Garda 800m
    • Nearest facilities 800m
    • Distance to airport 35km

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  • Corneto 3

    Pomarance

    Grade
    6
    1
    0
    2
    Ref: ITN510

    This wonderful first floor holiday apartment is one of five that combine to create the Corneto Estate, an ancient building that dates back to 1600, situated in a strategic and panoramic position, on the top of gently sloping hill. It has a small private balcony and enjoys shared use of a splendid irregular-shaped swimming pool, and also various green outdoor areas surround the house. The town of Pomarance, 3km, boasts all kinds of shops and public sport facilities and the sea of Marina di Cecina is only 50 km away.

    All on first floor: Living room with sofa bed (for alternative sleeping only)/dining room/kitchen. Open-tread stairs to galleried area with double bed and shower room with toilet. 1 double bedroom. Shower room with toilet.

    Open fire in living room. CH. Cot. Satellite TV. Gas cooker. Shared w/machine. D/washer. Balcony with furniture. Shared garden and furniture. BBQ. Parking (1 car). Shared swimming pool (16mx10m), open May-Sep. NB: Drops in garden.

    • Distance to Pomarance 3km
    • Distance to beach 50km
    • Nearest facilities 3km
    • Nearest airport Siena

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  • Carlotta

    Grottaferrata

    Grade
    6
    2
    0
    2
    Ref: IRU504

    This beautiful holiday property is situated in a panoramic position on the side of a hill in Grottaferrata. Set in a peaceful location, the property is an outbuilding in the upper park of the large garden of the owners’ villa. The property is surrounded by its own private garden with trees, and is equipped with sun umbrella, table, chairs and BBQ. In the area below, there is another garden with an outdoor swimming pool which is shared with the owners. Take a day trip to Rome, 20km, which you can reach in 20 minutes by train. Visit Frascati, 1.5km, or Castelgandolfo and its lake, 12km away.

    50 steps to entrance: All on one level: Living room with double sofa bed/dining room. Kitchen. 2 double bedrooms. Bathroom with shower attachment, bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot and h/chair on request (at cost). Satellite TV. Stereo/CD. Gas/elec cooker. M/wave. W/machone. D/washer. Fenced lawned garden with terrace and furniture. Balcony. BBQ. Parking (1 car). Shared swimming pool (11m x 4m), open Jun-Sep. NB: Slopes in garden.

    • Distance to Rome 20km
    • Distance to beach 30km
    • Nearest facilities 1.5km
    • Nearest airport Ciampino

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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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  • 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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  • Vigna Marenco

    Varese Ligure

    Grade
    6
    3
    1
    1
    Ref: ILL507

    Situated in the lush green Vara Valley, this three-storey detached property is only 1.3km from Varese Ligure. The terrace is furnished for al-fresco dining, and a barbecue is provided for you to try your culinary skills. In the garden are fruit trees and crops cultivated by the owner. The River Vara passes the front of the property, and is ideal for fishermen. The property is situated back from the main road and is accessed by a long narrow lane. This is an ideal location for visiting the famous bays of Baia del Silenzio (Bay of Silence), and Baia delle Favole (Bay of Fairy Tales), named in honor of Danish writer, Hans Christian Anderson, both 28km away. Also worth a visit is the renowned Cinque Terre area with Bonassola, 44km away, and Monterosso, 47km away. Genoa, the city of art and culture is 72km away, and fashionable Portofino, 56km away. Outdoor enthusiasts can enjoy trekking, mountain biking, horse riding, tennis and golf, and there is an adventure park, 10km away.

    All on ground floor: Living room. Kitchen/dining room. 3 double bedrooms. Bathroom with bath, shower cubicle and toilet.

    Woodburner in living room. CH. Satellite TV. Gas/elec cooker. M/wave. W/machine. Shared garden. Terrace with furniture. BBQ. Parking (3 cars). No smoking. NB: Steps from terrace to grounds. Drops in grounds.

    • Distance to Varese Ligure 1.3km
    • Distance to beach 28km
    • Nearest amenities 1.3km
    • Nearest airport Genoa

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  • Villa Vittoria

    Villagrazia di Carini

    Grade
    6
    3
    0
    3
    Ref: ISS993

    This beautiful, semi-detached villa has a spacious, light and airy living room with French doors leading onto the covered terrace, overlooking the private outdoor swimming pool. Just perfect for enjoying a morning coffee before taking a cooling dip in the pool. The historic town of Terrasini hugs the coastline and has a picturesque square with cafés and cathedral. The vibrant city of Palermo, just 20km away, is best explored on foot, with its lively street markets, cathedral and busy harbour.

    Living/dining room with French doors. Second living room with double sofa bed. Kitchen. 2 bedrooms: 1 double with French doors and en-suite shower room with toilet, 1 twin with French doors. 2 shower rooms with toilet. Separate toilet.

    Gas heating. DVD. CD. Gas cooker. W/machine. Fridge. D/washer. Lawned garden with furniture. Terrace. Two balconies. BBQ. Parking (1 car). Outdoor swimming pool with shower (60m2, open Apr-Nov). NB: Steps to entrance. Turning stairs to first floor. Low sloping ceiling in some bedrooms. Drops from terrace to swimming pool.

    • Distance to Terrasini 6km
    • Distance to beach 8km
    • Nearest facilities 500m
    • Nearest airport Palermo

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  • Apartment Trilo

    Tortoreto

    Grade
    6
    2
    0
    1
    Ref: IZK139

    Situated in a holiday resort in the Tortoreto Hills, 2km from the town of Tortoreto, this first floor holiday apartment is surrounded by a beautiful garden. The balcony is perfect for al fresco dining with panoramic views, the apartment has been fully furnished in an elegant and contemporary style and is accessed by a lift. The resort offers a great range of activities including a swimming pool with hydro massage for adults and children, shuttle service to and from the beach, 2km, (from 15 Jun- 5 Sep at cost), restaurant, laundry room, wine bar, and friendly international staff. The resort is a perfect place to enjoy a relaxing holiday where you can experience the Abruzzo region. Please note accommodation is allocated on arrival and layout may vary.

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

    Electric heating. Electric hob. Shared w/machine. M/wave. Internet connection. Shared grounds. Balcony and garden furniture. Garage (1 car). Shared outdoor swimming pool (open mid May-mid Sep). Table tennis. NB: Steps in grounds.

    • Distance to Tortoreto 2km
    • Distance to beach 2km
    • Nearest facilties 10m
    • Nearest airport Pescara

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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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  • Brunese

    Massa e Cozzile

    Grade
    6
    3
    0
    3
    Ref: ITT402

    This beautiful, semi-detached, family villa is set on the side of a hill, from where you can enjoy an exceptional panoramic view of a broad valley full of olive tree groves with hills and Montecatini in the distance. Brunese is located in a particularly peaceful setting, ideal for a relaxing holiday break. In front of the villa is a lawned garden, equipped with a swimming pool and offers a stunning panoramic view. The covered terrace is set perfectly for outdoor dining. Located just 5km from Montecatini with sport facilities and many shops, 25km from Lucca and further a field, 45km (30 minutes on the motorway) from the famous sandy beaches of the Versilia.

    Living/dining room/kitchen. Second living room. 3 bedrooms: 2 double, 1 twin. Bathroom with shower attachment, bidet and toilet. Two shower rooms with toilet.

    CH. Cot. Gas/electric cooker. D/washer. Garden and furniture. BBQ. Outdoor swimming pool (50m²), open May-September. Parking (1 car). NB: Turning stairs to first floor.

    • Distance to Massa e Cozzile 1.2km
    • Distance to beach 45km
    • Nearest facilities 1.2km
    • Nearest airport Florence

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  • Frantoio 3

    Dicomano

    Grade
    6
    2
    1
    1
    Ref: ITF813

    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.

    Steps to entrance. All on first floor: Living room with double sofa bed/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and 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-September. 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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