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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  • Luna

    Arezzo

    Grade
    4
    2
    0
    1
    Ref: ITA669

    This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared, outdoor, swimming pool, terrace and BBQ. Arezzo, a medieval town with museums, annual festivals, shops and restaurants, is just 2km from the property. Visit the town of Siena, which includes attractions such as the Piazza del Campo, Duomo Nuovo, a botanical garden and many beautiful churches. Spend the day in the city of Florence, considered the birthplace of the Renaissance, and visit its art galleries, museums, stunning architecture, plus its many shops, bars and restaurants.

    External stairs to entrance. All on first floor: Living/dining room with patio doors. Kitchen. 2 bedrooms: 1 double with additional sofa bed (for child) and patio door, 1 twin. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/elec cooker. Shared w/machine. D/washer. Shared garden with terrace and furniture. Shared BBQ. Parking (2 cars). Shared swimming pool (65m²), open Jun-Sep. Parking (2 cars).

    • Distance from Arezzo 2km
    • Nearest facilities 1.5km
    • Distance from Siena 60km

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  • Picche

    Volterra

    Grade
    4
    2
    0
    1
    Ref: ITN654

    This lovely renovated small country house is set in the green hills of central Tuscany, 16km from San Gimignano and is located near the nature reserve of Monte Nero. It benefs from an open-plan lounge/kitchen, a double bedroom, twin bedroom, bathroom with shower and a sunny veranda with furniture, and is in an ideal location for hiking and al fresco dining with several picnic areas in the vicinity. The gravel road that leads to the property is part of a historic salt road that connected Volterra to San Gimignano, and was also connected to the main road Via Francigena. Centrally located for the beach resorts on the Tyrrhenian coast and visiting the main tourist towns of Tuscany, with panoramic view of hills and forests. Easily reached are the towns of Volterra 10km, and San Gimignano 16km away.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet. Most rooms with sloping, beamed ceilings. Tiled floors throughout.

    CH. Cot. H/chair. Satellite TV. Gas/electric cooker. D/washer. Lawned garden with terrace and furniture. BBQ. Parking (2 cars). NB: Step to terrace.

    • Distance to Volterra 10km
    • Distance to beach 42km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • La Baia d’Argento 2

    Porto Santo Stefano

    Grade
    4
    2
    0
    2
    Ref: ITM259

    This cosy ground floor apartment has an outdoor area where you can relax and enjoy al fresco dining, and it has shared use of the garden. It lies 200m from the beach of Pozzarello in Porto Santo Stefano, set on the promontory of Monte Argentario, a stunningly beautiful area of Tuscany. The town is renowned for its excellent seafood and has a marina and busy port. Boat trips are available to the islands of Giglio and Giannuti. The owners live on the upper floor of the villa with independent access and have their own outdoor area behind the house.

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

    CH. Gas cooker. Shared w/machine. Fridge. Wi-fi. Garden with sitting-out area and furniture. BBQ. Parking (2 cars). No smoking.

    • Distance to Porto Santo Stefano 2km
    • Distance to beach 200m
    • Nearest facilities 200m
    • Nearest airport Rome Fiumicino

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  • Casa Rustica

    Sandrigo

    Grade
    4
    1
    0
    1
    Ref: IVC126

    This fantastic holiday apartment is located in the famous Villa Sesso Schiavo, located within Sandrigo in the province of Vicenza, made famous for the dish ‘baccalà alla vicentina’. The property, situated in the owners home, has been renovated and filled with frescoes of the late XVII century keeping an ancient, charming atmosphere. With a relaxing and rustic charm, this apartment is ideal for an amazing time away. The property is also linked with ref IVC125.

    Living room with double sofa bed/dining room/kitchen. Galleried area with double bed. Shower room with bidet and toilet.

    Woodburner in living room. CH. Cot. H/chair. Gas cooker. M/wave. Shared w/machine. Shared garden and furniture. Shared BBQ. On road parking. No smoking

    • Distance to Vicenza 15km
    • Nearest facilities 500m
    • Distance to Venice 82km

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  • Cavalcata

    Gabiano

    Grade
    4
    2
    0
    2
    Ref: IPL105

    These two first floor apartments (refs IPL104 and IPL105), are cosy and comfortable and located in one of the houses in the small village located at the foot of one of the most famous castles of Monferrato, Gabiano Castle. This typical medieval castle is located in grounds of 260 hectares, including 20 hectares of vineyards and 5 hectares of park, with a maze carefully sculptured from the hedgerow. Take a guided, organised tour of the vineyards and old wine cellars and enjoy the wine tasting. The wines are available for you to purchase if one tempts your palate! In the park, guests are welcome to use the castle’s shared outdoor swimming pool (64m² open mid Jun-Sep). Enjoy day trips to the Ligurian sea and Maggiore Lake, approximately 120km away, or nearer to your apartment is Po River, 2km away. Crescentino with shops and restaurants is 10km.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with toilet.

    CH. Cot. H/chair. Gas/elec cooker. W/machine. D/washer. Fridge. Wi-fi. Shared grounds. Parking (2 cars). No smoking.

    • Distance to Casale Monferrato 33km
    • Nearest facilities 500m
    • Nearest airport Turin

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  • Angela

    Donnalucata

    Grade
    4
    2
    1
    1
    Ref: ISS939

    This semi-detached, air-conditioned villa lies in an area rich in olive groves, only 1.4km from the beaches of Donnalucata, which can be reached in a few minutes by car. The property has large grounds with a meadow, garden and fruit trees, as well as a furnished terrace overlooking the back of the villa where the owner lives. There are lovely views over the countryside towards the sea. This is an excellent location from which to visit the main tourist attractions and the famous Baroque towns of the Ragusa area, a UNESCO World Heritage Site. Donnalucata, with an array of shops, is 1.4km, Plaia Grande is 4.4km, Scicli (the jewel of the Sicilian Baroque) is 4.7km, Modica is 17km, golf 22km, Ragusa Ibla 28km, Noto 53km, the natural Park Vendicari 55km, Siracusa 85km, Catania (airport) 135k.

    4 steps to entrance. All on ground floor: Living/dining room/kitchen. Utility room. 2 bedrooms: 1 double, 1 bunk. Shower room with bidet and toilet. Tiled floors throughout.

    Elec heating. Cot. H/chair. Satellite TV. Gas cooker. W/machine. D/washer. Wi-fi. Enclosed garden with terrace and furniture. BBQ. Parking (1 car).

    • Distance to Donnalucata 1km
    • Distance to beach 14km
    • Nearest facilities 500m
    • Nearest airport Catania

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  • Casa dell’Ecce

    Montignoso

    Grade
    4
    1
    1
    1
    Ref: ITN201

    This cosy first floor holiday apartment is located in a complex, equipped with 3 shared swimming pools, a spa and a tennis court upon payment. The property is located in the Chianti Hills between Montaione and San Gimignano. The market town of Montaione is rich in art, history, culture and traditions, and this property is an ideal base for exploring Tuscany and the local area. San Gimignano, 12km, is a walled city, famous for its tower houses which offer panoramic views of the city and valley beyond. The city is recognized as a UNESCO World Heritage Site and has preserved its medieval architecture.

    External stairs to entrance. All on first floor: Living room with double sofa bed/kitchen with dining area. 1 double bedroom with en-suite shower room, toilet and bidet.

    CH. Gas cooker. Internet connection. Shared grounds and furniture. Shared BBQ. Shared outdoor swimming pool (300m², open mid May-mid Sept) with shower. Shared tennis court (at cost). Shared wooded children’s play area. Parking (1 car). NB: Uneven ground in childrens play area.

    • Distance to Montaione 8km
    • Nearest facilities 10km
    • Nearest airport Florence

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  • Villa Bellavista

    Orvieto

    Grade
    4
    2
    0
    2
    Ref: IUS219

    Located on the border of Lazio and Umbria, this holiday cottage, close to the owner’s home, is nestled in nature with views of the valley to Lake Bolsena. This beautiful area is perfectly quiet and peaceful, allowing time to relax and enjoy the scenery. The cottage is situated 17km from the city of Orvieto, known for its dramatic, almost vertical faces of tuff cliffs and its defensive stone walls. The property itself is complete with views from the swimming pool as well as the equipped garden area perfect for outdoor dining. Places to visit include Civita di Bagnoregio, 17km, Bomarzo, 23km, Bolsena, 24km, and Todi, 34km.

    Living/dining room/kitchen. 2 double bedrooms. Bathroom with Jacuzzi bath and toilet. Shower room with toilet.

    Woodburner in living room CH and air conditioning. Cot. H/chair. Satellite TV. DVD. CD. Gas cooker. W/machine. D/washer. Internet connection. Garden with terrace and furniture. Parking (2 cars). Swimming pool (28m²), open May-Oct. No smoking. NB: Slopes in grounds.

    • Distance to Castiglione in Teverina 4.5km
    • Nearest facilities 2km
    • Distance to the beach 80km.

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  • Estuario

    Venice

    Grade
    4
    2
    1
    2
    Ref: IVV417

    This elegant, air conditioned holiday apartment has been tastefully renovated using superior materials, with comfortable and well-kept furnishings. Just a few metres from the Chiesa della Madonna dell’Orto, one of the most peaceful and oldest areas in Venice. From the spacious, well equipped garden, you can see its beautiful church. The ferry bus stop is only 5 minutes away, giving easy access to all the major tourist and cultural attractions in Venice. Take a trip to the nearby Murano island, famous for its glass making, and enjoy the characterful restaurants in Fondamenta-della-Misericordia. Just a short distance away is the famous Ghetto district.

    All on ground floor: Living/dining room with French doors. Kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bath, shower attachment and toilet. Shower room with toilet.

    CH and air conditioning. Satellite TV. DVD. Gas/electric cooker. M/wave. W/machine. D/washer. Internet connection. Garden and furniture. Pet free of charge. NB: 2 steps to French doors.

    • Distance to Venice 5m
    • Distance to beach 3km
    • Nearest facilities 200m
    • Nearest airport Venice Marco Polo

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  • Borgo Montelefienali

    Gaiole In Chianti

    Grade
    4
    2
    1
    1
    Ref: ITC101

    This renovated stone house is located in the medieval village of Gaiole which the American magazine Forbes named number one in its list of "Europe’s Most Idyllic Places to Live”. The region of Chianti offers a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, beautiful castles and churches. The cities of Siena and Florence are only a short drive away and well worth a visit.

    Ground floor: Living/dining room/kitchen. First floor: 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Fridge. Tel. Shared garden. Terrace and furniture. Parking (2 cars). Shared swimming pool (128m²), open mid-May – mid-Sep. NB: Difficult access road to property.

    • Distance to Siena 30km
    • Nearest facilities 4km
    • Distance to Florence 40km

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  • Gardenia

    Greve in Chianti

    Grade
    4
    2
    0
    1
    Ref: ITC143

    Located in a beautiful stone farmhouse, this delightful holiday apartment has been renovated, yet keeping its typical building characteristics. The lovely apartments are among olive trees and vineyards, and the farm produces excellent wines, as well as olive oil, grappa and brandy, which guests can taste and purchase if they wish to. The wonderful Querceto Castle is close by, one of the most beautiful places in the Chianti area, where the wine cellars can be visited on request. The 12 apartments enjoy shared use of the outdoor swimming pool.

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

    Satellite TV. Gas/electric cooker. Tel. Shared grounds with furniture. Parking (2 cars). Shared outdoor swimming pool (98m², open May-Sep).

    • Distance to Firenze 30km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Teodoro 2

    Torrita di Siena

    Grade
    4
    1
    1
    1
    Ref: ITS401

    This charming farmhouse restored and divided into 5 comfortable and cosy holiday apartments (ITS400, ITS401, ITS402, ITS403, ITS404) situated in a predominant location on top of a gently sloping hill which overlooks and dominates the Val di Chiana (Chiana Valley) with particularly interesting views over some of the most important historical towns of Tuscany. With this in mind, this area is known for its extensive and beautiful views and peaceful atmosphere. An enclosed, well-cared-for grassy area surrounds the house and it is very well equipped (deck-chairs, beach umbrellas, tables) and a beautiful, shared swimming pool, bowls, table tennis, mini volley ball and an ancient wood-burning oven.

    Living room with double sofa bed/dining room/kitchen. 1 double bedroom. Shower room with toilet.

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

    • Distance to Torrita di Siena 5km
    • Nearest facilities 5km
    • Distance to Pienza 12km

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