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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  • Casa le Ginestre

    Montevarchi

    Grade
    4
    2
    1
    1
    Ref: ITC179

    This very comfortable holiday home is located in a stunning setting within the Chianti Mountains. The very tasteful and charming furnishings, the large, natural grounds and the superb views towards Arnotal characterise this attractive country house. This is an ideal base from which to enjoy excursions to Florence, Siena, Arezzo and within the Chianti region.

    Living room with sofa bed. Dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with shower, bidet and toilet.

    Open fire in living room. CH. Cot. Satellite TV. CD. Gas/elec cooker. W/machine. D/washer. Wi-fi. Garden with terrace and furniture. BBQ. Swimming pool (32m²), open mid-Jun - mid-Sept. Private parking for 2 cars. NB: Steps to pool area.

    • Distance to Montevarchi 7km
    • Nearest facilities 1.5km
    • Distance to airport 60km

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  • Calle Testa

    Venice

    Grade
    4
    2
    0
    1
    Ref: IVV159

    This traditional, air conditioned, ground floor holiday apartment has its own private entrance on Calle Testa, in a wonderful position in the heart of the historical centre of Venice. Just a short distance from the famous church ’Santa Maria dei Miracoli’, which is considered one of the most beautiful churches in Venice. Saint Mark’s square is easily reached, and a short walk will bring you to the ’Basilica dei Santi Giovanni e Paolo’ which is, together with the Basilica dei Frari, one of the most imposing religious buildings in Venice. Walk to the end of the Calle Testa and you reach the north of Venice, where you can take a water taxi to the beautiful island of Murano, famous for its glass production, and Burano with its lace works. The apartment has a small, private, internal courtyard where you can relax after your days excursions, and enjoy an aperitif.

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

    Satellite TV. Electric cooker. W/machine. Wi-fi. Courtyard and furniture.

    • Distance to Venice 5m
    • Nearest facilities 5m
    • Nearest airport Venice Marco Polo

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  • Etrusco

    Camucia, Cortona

    Grade
    4
    1
    1
    1
    Ref: TA050

    Pretty shared gardens

    This little group of cottages lies in a village at the foot of the hill town of Cortona. Guests share the pretty gardens and the attractive pool. The garden is the perfect location for relaxing during those lazy summer evenings. The properties are within walking distance of the shops, a busy colourful weekly street market and the nearby train station, making it an excellent choice as a touring base. After a hard day sightseeing why not take advantage of a local restaurant that will deliver breakfast, lunch or dinner to your door (approximately two hours notice is required). If you would like a meal on your first night, please ask us for a menu so this can be arranged with the owner in advance.

    All on ground floor: Living room with double sofa bed/dining room/kitchen with patio door. 1 double bedroom. Shower room with toilet.

    • Distance to Camucia 200m
    • Distance to Cortona 3km
    • Distance to Lake Trasimeno beaches 10km
    • Nearest facilities 200m
    • Nearest airport Perugia
    Distance to Camucia 200m
    • Distance to Cortona 3km
    • Distance to Lake Trasimeno beaches 10km
    • Nearest facilities 200m
    • Nearest airport Perugia

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  • Argentarola

    Porto Santo Stefano

    Grade
    4
    1
    0
    1
    Ref: ITM405

    This handsome apartment sits at the heart of a complex, in the middle of typically Mediterranean vegetation on the Argentario peninsula. The complex is positioned on the coastal side of the headland, with views of the sea,the complex is 200m away as the crow flies. There is a sunbathing platform with a gravel floor, which extends to the coast, and a swimming pool as well.

    All on first floor: Living/dining room. Kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet. Steep, open-tread stairs to galleried area with double bed.

    CH and air conditioning. Gas cooker. M/wave. Balcony and furniture. Parking (1 car). Shared swimming pool (70m²) open mid-June - mid-Sept. NB: Grounds lead to sea, 200m.

    • Distance to Porto Santo Stefano 8km
    • Nearest facilities 8km
    • Distance to the beach 12km.

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  • Casa Macinarino - App. 6

    Loro Ciuffenna

    Grade
    4
    2
    0
    1
    Ref: ITA248

    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It also benefits from shared use of the garden and outdoor swimming pool, perfect for relaxing on hot summers days. This accommodation provides the ideal start point for day trips to Siena, Arezzo and Chianti, as well as for trekking in the mountains of Pratomagno. Florence is just 45km away.

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

    CH. Cot on request. Satellite TV. Gas/elec cooker. W/machine. Terrace and furniture. Shared lawned garden. Parking (1 car). Shared outdoor swimming pool (72m²), open May-Sep.

    • Distance to Montevarchi 13km
    • Distance to Florence 45km
    • Nearest facilities 1km
    • Nearest airport Siena

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  • Castellabate Apartment

    Castellabate

    Grade
    4
    2
    0
    1
    Ref: IKC469

    Spanning over the first and second floors, this delightful, spacious, air-conditioned holiday apartment offers charming accommodation for 4 guests and is ideal for a small family. The owner lives within another area of the building. Start the day in style and enjoy breakfast al fresco on the terrace whilst the sun rises, or enjoy an evening barbecue. Sea views can also be admired from this beautiful hillside apartment, providing the perfect holiday setting. Set just 1.5km from the town of Castellabate, the coast is easily accessible. Just 5km away, a lovely sandy beach can be found waiting for you, and is perfect for a day at the beach. Both restaurants and shops can be found within a few hundred yards so be sure to treat your family to a delicious meal one evening. When night time falls, why not retreat back to this charming property, open a bottle of wine on the terrace and simply admire the picturesque views?

    Steps to entrance. Living room. Dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with bidet and toilet. Separate toilet. Tiled floors throughout.

    CH. Gas/elec cooker. W/machine. Fridge. Wi-fi. Terrace and furniture. BBQ. Parking (1 car). NB: Turning stairs. Unusual steep steps to one room. Sloping ceilings in some rooms.

    • Distance to Castellabate 1.5km
    • Distance to beach 5km
    • Nearest facilities 200m
    • Nearest airport Naples

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  • Usignolo 26

    Reggello

    Grade
    4
    2
    0
    1
    Ref: ITF846

    This pretty holiday apartment is on a beautiful farming estate on a hillside covered with vineyards, olive groves, and meadows with grazing cows and horses. It has beautiful and panoramic views over the Tuscan hills and the Arno valley, and is set in a peaceful position with well-kept lawns surrounding the estate. There are shady olive groves and sun terraces with tables, chairs, and sunshades. There is also a children’s play area with swings and slide, table-tennis, aviary, a shared, outdoor swimming-pool, children’s pool, tennis court (at cost), boules pitch, ponds and guided trekking excursions. There is horse riding school with a 800m riding-track, riding-lessons and trekking on horseback (at cost), and roller-skating rink. Enjoy the large shared courtyard with berso in front of the villa, as well as a lounge with piano, and a bar/tavern with television. The village of San Donato in Fronzano is nearby, with Reggello 5km, and 7.5km to Sant’ellero with its railway station with trains every hour to the centre of Florence, which is 30km away.

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

    Gas CH. Cot. Satellite TV. Gas cooker. Wi-fi. Garden with terrace and furniture. Shared grounds. Parking (1 car). Shared outdoor swimming pool (120m²), open mid May-Mid Oct. Shared tennis court.

    • Distance to Reggello 5km
    • Nearest facilities 10m
    • Nearest airport Florence

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  • Loren 2

    Iano

    Grade
    4
    2
    1
    2
    Ref: ITN558

    This delightful former farmhouse is located near the village of Iano, 2km away. It is situated on a fully fenced plot, adjacent to the independent house where the owners sometimes live. It has its own private entrance and a private outdoor seating area. Guests can enjoy use of the owner’s fenced garden with shared swimming pool and children’s pool, and there is also a small fishing lake in the grounds. Situated in a quiet location with beautiful views of the countryside with Volterra in the distance. Volterra was once a stone age settlement, and later an important Etruscan centre, in early Christianity a bishop’s seat, and from the 15th century, the city was under the control of the Medici. Explore its many historical treasures in the squares and in the interesting Guarnacci museum. Just 12km from Montaione with its various shops, and horse riding trips, while Castelfalfi for tennis and golf is 5km, San Gimignano is 22km away.

    Step to entrance. Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/electric cooker. Shared w/machine. D/washer. Shared garden and furniture. Terrace. Parking. Shared outdoor swimming pool (72m², open May-Sep). Fishing available on-site. NB: Steps in grounds.

    • Distance to Iano 2km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Sangiovese 4

    San Donato in Poggio

    Grade
    4
    2
    0
    1
    Ref: ITC635

    This first floor apartment forms part of an ancient farmhouse in the Chianti hills with 5 other holiday properties (ITC638, ITC617, ITC623, ITC631 and ITC637). 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 the 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.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath, bidet and toilet.

    CH. Cot on request. Cooker. W/machine. Shared garden and furniture. Shared BBQs. Parking (1 car). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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  • Gea 2

    Massa Lubrense

    Grade
    4
    1
    0
    1
    Ref: IKS442

    This lovely holiday apartment is part of a set of three superb apartments situated within the large garden of the owner’s villa. It provides an ideal base for visiting the Sorrento Peninsula and the Amalfi Coast. Located in Massa Lubrense, the area is filled with lots of trails within the countryside, great restaurants and a beautiful coastline. The property boasts fantastic, panoramic sea views to captive any guest. There is a shared swimming pool and the apartment has its own garden and terrace.

    50 steps to entrance: All on ground floor: Living room with double sofa bed/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Air conditioning. Cot on request. Gas cooker. M/wave. W/machine. Garden with terrace and furniture. On road parking. Shared swimming pool (40m²), open Jun-Sep. NB: Steep drive to property. Steps to pool. Slopes in ground.

    • Distance to Sant’Agata sui due Golfi 1km
    • Nearest facilities 1km
    • Distance to the beach 10km.

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  • Appartamento Quadrifoglio

    Furore

    Grade
    4
    2
    0
    2
    Ref: IKA112

    This holiday apartment, situated with other similar properties and close to the owner’s house, occupies the ground floor and has been furnished in a welcoming fashion. French doors lead from the dining area and one of the bedrooms to a private terrace furnished with plants, deck chairs, patio furniture and a shared barbecue. There is also a communal terrace for guests’ use which is located a few metres away from the shared swimming pool. The privileged location offers stunning, panoramic views from the terraces over the Amalfi Coast, and in the distance to the Salerno and Cilento coasts. In the immediate vicinity, guests will find a range of facilities just 1km away.

    All on ground floor: Living/dining room/kitchen. 2 double bedrooms, one with french doors. Shower room with toilet.

    CH. Gas cooker. Internet connection. Shared garden and furniture. Terrace. Shared BBQ. Parking (1 car). Shared swimming pool (35m²) open Apr-Oct. NB: 2nd bedroom accessed via external entrance only. Steps throughout property.

    • Distance to Amalfi 12km
    • Nearest facilities 1km
    • Distance to the beach 12km

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  • Casa Rossa

    Bordighera

    Grade
    4
    1
    1
    1
    Ref: ILL314

    This ground floor holiday apartment, ideal for couples or a small family, is located in a semi-detached house, just a few minutes from the beaches of Bordighera and just 2km from the motorway (some traffic noise may be heard). It has some exposed stone walls giving the property a rustic feel, and a large garden to enjoy which is characterised by the typical vegetation of the Riviera dei Fiori, famous for its palm trees. The property also benefits from a terrace with patio furniture, ideal for dining al fresco. Bordighera is an elegant town and boasts the most sunshine hours in Europe. It also has historic mansions, a beautiful beach promenade and one of the best-kept old towns on the coast. The location of the property is ideal for trips to nearby San Remo, 15km and Monte Carlo, 30km.Explore the beautiful hinterland, with medieval hamlets in the mountains that drop steeply down to the sea, and the coast with marinas and long white pebble beaches. The thermal baths of Pigna are approximately 16km from the property.

    All on ground floor: Living room with double sofa bed/dining room. Kitchen with dining area. 1 double bedroom. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Garden and furniture. BBQ. Parking (1 car). No smoking. NB: Steps to garden.

    • Distance to Bordighera 1.5km
    • Distance to beach 2km
    • Nearest facilities 1.5km
    • Nearest airport Genoa

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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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