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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  • Il Marinocchio di Malatesi

    Arezzo

    Grade
    4
    2
    0
    2
    Ref: ITA117

    Situated within a few kilometres from Arezzo, this air conditioned apartment is one of two adjoining properties, and the owner lives on site should you require assistance or advice during your stay. They share a large outdoor swimming pool, and both enjoy panoramic views over the Chiana Valley. The two tastefully furnished apartments have been created in a rural annex of a nice Tuscan villa. Each apartment has shared use of the grounds and their own private garden area with seating and barbecue. Guests can enjoy the large swimming pool and admire the panoramic views over the valley from the sun terrace. Ideally located for day trips to the old Etruscan towns of Arezzo, 6km, and Cortona, 18km, with its famous museums and churches in the picturesque, pedestrianised old town. From Arezzo you can take the train to Florence, 70km, and Rome, 200km. Lake Trasimeno with its sandy beaches and romantic islands is only 30km away.

    Living/dining room/kitchen with French doors. 2 double bedrooms. 2 shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. Shared w/machine. D/washer. Wi-fi. Lawned garden with terrace, sitting-out area and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (300m²) open mid-May-Sep. NB: Steps to swimming pool. Sloping banks and steps in garden.

    • Distance to Arezzo 6km
    • Nearest amenities 800m
    • Nearest airport Perugia

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  • Alabarda

    Alabarda

    Grade
    4
    2
    0
    1
    Ref: IUP637

    This characteristic ground and first floor apartment, set in a small rural fortified hamlet and built in medieval times on top of a Roman building, is situated in a panoramic position overlooking a valley, located approx. 7km south of Todi. The apartment is clearly in the ideal position for visiting the most beautiful cities of Umbria and seeing the beautiful view of the surrounding countryside reaching as far as Todi. Guests are recommended to see Todi (all kinds of shops), Orvieto, Spoleto, Perugia, Lake Trasimeno, and Assisi.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in living room. CH. Cot. Satellite TV. Gas cooker. Shared use of w/machine and t/dryer (situated in the lookout tower). Shared garden with terrace and furniture. Parking (1 car). Shared outdoor swimming pool (72m²) open May–Oct.

    • Distance to Todi 7km
    • Nearest facilities 4km
    • Distance to Orvieto 33km.

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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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  • Villa Cycas

    Palermo

    Grade
    4
    2
    0
    3
    Ref: ISS926

    This beautiful holiday villa, with its own swimming pool, lies between Palermo and Mondello. Mondello, famous for its white sandy beach and the amazing colour of the sea, is only 2km, while the centre of Palermo can be reached within 10 minutes. The holiday property is well furnished, with great attention to detail. Set over two floors, its interior has been tastefully decorated by the owner using a blend of antique and rustic furniture. The main feature of the interior is the large living area on the ground floor, consisting of three large comfortable rooms, each of which has large windows overlooking the garden and pool. The double room on the first floor benefits from a balcony which overlooks the garden. A large area of lawn leads from the entrance of the property to the house and from the pool area, which is also surrounded by grass and Mediterranean plants.

    Ground floor: Living room with seating areas. Kitchen. Shower room with bidet and toilet. Turning stairs to first floor: 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with bidet and toilet. Most rooms with tiled floors.

    • Distance to Mondello 2km
    • Distance to beach 2km
    • Nearest facilities 500m
    • Nearest airport Trapani

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  • Apartment Vista

    Gioiosa Marea

    Grade
    4
    2
    1
    1
    Ref: ISS511

    This pretty, single-storey holiday property is located on a complex which consistes of 6 apartments in a very nice large farmhouse, offering a stunning view over the Eolie islands and Capo Milazzo. There are two outdoor swimming pools, including a children’s pool, and a tennis court. Guests are welcome to visit all the areas of the farmhouse, as well as take a closer look at the countryside life and the several pets that live here. The location is suitable for visiting the Eolie islands, Capo d’Orlando, Milazzo and the Tindari sanctuary. The sandy beaches are just 3km away.

    Steps to entrance: All on ground floor: Lining/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    Elec CH. Cot. H/chair. Gas hob. Shared w/machine. Terrace with furniture. BBQ. Shared grounds. Parking (2 cars). Shared outdoor swimming pools (108m²), open Apr-Sep.Tennis court. NB: Slopes and drops in grounds.

    • Distance to Gioiosa Marea 10km
    • Distance to beach 3km
    • Nearest facilities 1m
    • Nearest airport Catania

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  • La Vecchia Scuderia

    San Gimignano

    Grade
    4
    3
    1
    1
    Ref: TV024

    A stones throw from San Gimignano

    This delightful, detached holiday home is situated just outside San Gimignano and was once the stables of the adjacent villa and features original terracotta horses’ heads on the front of the building. A family owned estate, the owners are the only residents in this small hamlet, giving maximum privacy for guests. Set in its own secluded garden and shaded by mature trees, there are views of the medieval towers of San Gimignano from part of the grounds. A vine covered furnished terrace allows for relaxing or dining al fresco. Within 150m is a bar/restaurant and a public swimming pool, whilst a tennis court is just 500m. San Gimignano is full of activity during the day, but at night slips back into its quieter medieval charm. Explore the whole of Tuscany and its many hidden villages, charming wine routes and restaurants.

    Ground floor: Dining room/kitchen with French doors. 1 double bedroom. First floor: Living room with French doors. 2 single bedrooms. Shower room with bidet and toilet.

    Open fire in living room. Gas CH. Cot. H/chiar. Gas/elec cooker. Lawned garden with terrace and furniture. BBQ. Parking (1 car). Pet free of charge.

    • Distance to San Gimignano 2.5km
    • Distance to Florence 60km
    • Distance to Siena 43km
    • Nearest facilities 5km
    • Nearest airport Florence

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  • Villa Rosa

    Perdifumo

    Grade
    4
    2
    0
    1
    Ref: IKC474

    This ground floor holiday property is in a beautiful location, in an elevated position with stunning views over the countryside. It is located on the outskirts of the farming town of Perdifumo, situated in the National Park of Cilento and Vallo di Diano, north-west of the Stella Mountain. The main tourist attraction in Perdifumo is the Castello De Vargas, a large castle protected by UNESCO. There is also a museum in the castle, where you can learn more about the history of the local area. The Cliento Coast is also within easy driving distance.

    Step to entrance. All on ground floor: Kitchen/dining room (no living room) with French doors. 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath, bidet and toilet. Tiled floors throughout.

    Gas/electric cooker. W/machine. Fridge. Terrace with furniture. Large grounds. BBQ. Parking (1 car). NB: Drops in grounds.

    • Distance to Castellabate 2.5km
    • Distance to beach 3km
    • Nearest facilities 500m
    • Nearest airport Naples

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  • Piazzale 2

    Castellina in Chianti

    Grade
    4
    2
    0
    1
    Ref: ITC756

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and Poggibonsi, both lovely places perfect for culture or shopping. There is also a horse riding school within 15km of the property.

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

    Open fire in living room. CH. Cot. W/machine. D/washer. Internet connection. Shared garden and furniture. BBQ. Parking (1 car). Shared, outdoor swimming pool (98m²), open May–Sep.

    • Distance to Castellina in Chianti 7km
    • Nearest facilities 7km
    • Distance to Sienne 28km.

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  • Lavanda

    Montegridolfo

    Grade
    4
    2
    1
    1
    Ref: IEC205

    This ground floor, holiday apartment is set in a hamlet at the foot of Montegridolfo castle, a place rich in history. The apartment is in an impressive location with wonderful panoramic views. Located with similar apartments, each property has private parking. An ideal starting point for excursions to the surrounding areas and the city of San Marino is 50km away, which will take you back to a rich and ancient history. Lavanda is a great base to reach the beautiful, family-friendly beaches on the Adriatic coast.

    All on ground floor: Living/dining room/kitchen. 2 double bedrooms. Bathroom with shower over bath and toilet.

    CH. Satellite TV. Elec cooker. Garage (1 car).

    • Distance to Mondaino 1.5km
    • Distance to beach 20km
    • Nearest facilities 100m
    • Nearest airport Bologna

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  • Bilo 2

    Grosseto

    Grade
    4
    1
    0
    1
    Ref: ITM131

    This pretty, single-storey, air-conditioned holiday apartment is located on a resort that consists of several antique hamlets, divided into apartments. Set on a 450 hectare farm near the ‘Parco Naturale della Maremma’ and about 9km from the sea. Each hamlet consists of approximately 15 apartments and features a shared swimming pool and a large equipped lawn with furniture. This apartment has its own private and equipped garden area, and there is a shared children’s outdoor play area. The medieval town of Grosseto, 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 close by.

    All on ground floor: Living room with double sofa bed/dining room/kitchen with sloping ceilings. 1 twin bedroom. Shower room with toilet.

    Elec CH and air conditioning at cost. Elec, bed linen and towels inc. Satellite TV. Elec cooker. M/wave. Shared w/machine. Tel. Terrace and furniture. Shared grounds. BBQ. Parking (1 car). Shared swimming pool (98m²), open mid May-Oct.

    • Distance to Grosseto 3km
    • Distance to beach 9km
    • Nearest facilities 700m
    • Nearest airport Pisa

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  • Sandalo

    Venice

    Grade
    4
    1
    0
    1
    Ref: IVV400

    This elegant apartment has been renovated from a splendid Venetian house and is situated in the distinctive and interesting old shipyard quarter. The location of this holiday apartment is along one of the most beautiful parts of the canal, great for long walks, which takes you to San Marco Square and the street known as the “Riva degli Schiavoni”, from where you can see across the sea to the island of San Giorgio. The balcony gives way to fantastic views of the canal and the city.

    All on second floor: Living room with double sofa bed/dining room/kitchen. 1 double bedroom. Bathroom with shower attachment and toilet.

    CH. Cot. Gas cooker. Balcony and furniture. NB: Canal alongside property.

    • Distance to Venice 5m
    • Nearest facilities 200m
    • Distance to the beach 2km.

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  • Intimo

    Civitella Val di Chiana

    Grade
    4
    1
    0
    1
    Ref: ITA709

    Two stylishly renovated air-conditioned apartments, located in picturesque Borgo in a hilly location. The owner runs a small cafe on the ground floor, where you can enjoy a cappuccino in the morning, homemade ice-cream in the afternoon and a glass of wine in the evening. In the summer months the Piazza is a true panoramic terrace with views over the Val di Chiana up to Trasimeno Lake, 50km away. The apartments are characterised by individual furnishing, both ITA708 and ITA709 are on the first floor and both sleep 4 people. This is an ideal location for day trips to Arezzo, 18km, Cortona, 35km, Siena, 45km, and a little further Florence 70km away.

    All on first floor: Living/dining room/kitchen with courtained off double bed and double sofa bed. Shower room with toilet.

    CH. Satellite TV. Gas/electric cooker. W/machine. T/dryer. D/washer. Internet connection. On road parking. No smoking.

    • Distance to Arezzo 18km
    • Nearest facilities 20m
    • Nearest airport Florence

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