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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  • 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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  • 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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  • 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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  • Sangiovese 5

    San Donato in Poggio

    Grade
    4
    2
    0
    1
    Ref: ITC637

    This first floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, 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.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with 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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  • Villa Benny

    Casuzze, nr. Santa Croce Camerina

    Grade
    4
    2
    0
    1
    Ref: ISS949

    This corner-terraced, air-conditioned house lies in the old fishing village of Casuzze on the southern coast of Sicily, 700m from the beach. A wide verandah surrounds the house on three sides, and you can enjoy use of an outdoor kitchen, barbecue and outdoor shower. The renowned seaside resort of Marina di Ragusa, with an array of shops, is 1km. Punta Secca, with fine sandy beaches, is 3km, and Santa Croce Camerina is 5km. This is the perfect location for visiting the most important Baroque towns of the Ragusa area, a UNESCO World Heritage Site. Scicli (jewel of the Sicilian Baroque) is 20km, Ragusa Ibla is 27km, Modica (known for its chocolate) is 30km, and Noto is 67km. Syracuse is 100km and Catania (airport) is 117km.

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

    Electric heating. Cot. H/chair. Satellite TV. Stereo/CD. Gas/electric cooker. M/wave. W/machine. Fridge. Terrace and furniture. Natural grounds. BBQ. On road parking.

    • Distance to Marina di Ragusa 1km
    • Distance to beach 700m
    • Nearest facilities 700m
    • Nearest airport Catania

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  • Casa Bucine

    Bucine

    Grade
    4
    2
    0
    2
    Ref: ITS349

    This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet. The living area is on the ground floor and the bedrooms are located on the first floor accessed either via an internal spiral staircase or an external staircase. Guests have use of an outdoor swimming pool with a sunbathing area and a tennis court, 100m, which are shared with other similar properties on the complex. Discover Monte San Savino and the warm thermal baths of Rapolano, 15km away. Explore Siena, 30km, or a little further, Arezzo at 35km away.

    Ground floor: Living room with double sofa bed/dining room. Kitchen. Open-sided, open-tread, spiral stairs to first floor: Second living room. 2 bedrooms: 1 double, 1 twin. 2 bathrooms with bath, shower cubicle and toilet.

    Open fire in living room. CH. Two satellite TVs. CD. Gas/electric cooker. D/washer. Shared garden and furniture. Terrace. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (162m²), open mid-May to mid-Oct. Shared tennis court. No smoking. NB: Property accessed by rough track. Alternative external stairs to first floor.

    • Distance to Ambra 6km
    • Nearest facilities 6km
    • Nearest airport Florence

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  • Apartment B

    San Gimignano

    Grade
    4
    2
    0
    1
    Ref: ITN109

    The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The owner lives next door to the properties and, from the garden you can see the famous medieval towers at San Gimignano, looming over the landscape. This walled, medieval hill town is designated as a UNESCO World Heritage Site and a feature of any visit to central Tuscany. The town of Sienna is 40km away boasting fine piazzas, a magnificent cathedral and museums. The shared, outdoor swimming pool (72m²) awaits after a busy day exploring the hills and vales and the amazing Tuscan towns and villages.The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The owner lives next door to the properties and, from the garden you can see the famous medieval towers at San Gimignano, looming over the landscape. This walled, medieval hill town is designated as a UNESCO World Heritage Site and a feature of any visit to central Tuscany. The town of Sienna is 40km away boasting fine piazzas, magnificent cathedral and museums. The shared, outdoor swimming pool (72m²) awaits after a busy day exploring the hills and vales and the amazing, Tuscan towns and villages.

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

    Gas central heating. Electric cooker. Dishwasher. Shared lawned garden with sitting-out area and furniture. Parking (2 cars). Shared, outdoor swimming pool (72m² open mid Jun-mid Sep). NB: Drops within grounds.

    • Distance to San Gimignano 1km
    • Nearest facilities 3km
    • Nearest airport Florence
    • Distance to San Gimignano 1km
    • Nearest facilities 4.5km
    • 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 Amena

    Furore

    Grade
    4
    2
    0
    2
    Ref: IKA138

    This air-conditioned, two-storey holiday apartment is situated along the beautiful Amalfi Coast between Amalfi and Positano, and 7km from Conca dei Marini. Set in an elevated, hillside position above the road, with panoramic views over the coast and sea. It is full of character and charm, with beams and French doors from the dining area and one of the bedrooms opening onto the terrace. Although the owner lives on site, the house is private. The pretty terraces have trees, shrubs and flowers, a large pergola, barbecue, sun loungers and a shaded area with patio furniture.

    The sea is approximately 450m away, and can be reached via a footpath, with a flight of steps, which leads downhill to the ‘Fiordo di Furore’ with its bathing facilities (payable locally).

    Living/dining room/kitchen with beams and French doors. 2 double bedrooms, one with French doors. 2 shower rooms with toilet.

    CH. Air conditioning. Gas hob. Electric oven. W/machine. D/washer. Terrace and furniture. BBQ. On road parking. NB: Steps to entrance. Uneven surface on terrace.

    • Distance to Amalfi 9km
    • Distance to beach 7km
    • Nearest facilities 1km
    • Nearest airport Naples

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  • La Dependance

    Castellabate

    Grade
    4
    1
    0
    1
    Ref: IKC466

    This delightful air-conditioned semi-detached property sits in the small medieval town of Castellabate, just 800m from a sandy beach. Sharing the grounds with the owner who lives on site it provides cosy and comfortable accommodation for two adults and up to two children. There is a pretty terrace outside where you can soak up the sun, enjoy a morning coffee or dine al fresco. Castellabate is dominated by its 12th-century castle and has a lovely sandy beach where you can take a leisurely stroll or watch the fishing boats go by. The town centre has an interesting mix of cornered alleyways and labyrinth-like staircases, and has been declared an UNESCO World Cultural Heritage Site. Its quiet, unspoilt location coupled with its tasty local produce such as fig jam, mozzarella cheese and olive oil, makes it a very popular destination for those wishing to explore the surrounding countryside and coast. Further down the coast, adjacent to the Tyrrhenian Sea there’s a good mix of sandy bays, rocky coves and small fishing villages, all with their own unique character.

    All on ground floor: Step to Living room with double sofa bed (for children). Dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Elec CH. Gas/elec cooker. Shared w/machine. Terrace with furniture. Shared grounds. BBQ. Parking (1 car). NB: Steps to terrace.

    • Distance to Castellabate 3km
    • Distance to beach 800m
    • Nearest facilities 500m
    • Nearest airport Naples

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  • Lucca

    Castelfiorentino

    Grade
    4
    1
    0
    1
    Ref: ITF325

    Set in a small and charming medieval village in verdant countryside between Florence and Siena, this holiday apartment is one of 6 comfortable and spacious properties converted from an old farmhouse. It is located next to an ancient, and still active, wine cellar and the commanding position of the house affords a wonderful view over the farm’s vineyards and olive groves. Guests have shared use of a large, fenced garden and a pool with panoramic views. The major tourist destinations in Tuscany are within easy reach: Florence 25km, Pisa 30 km and Siena 40km. The nearest golf course is 15km away and riding stables are 12km. The countryside is very varied here with the hills of Chianti in the north, flat fields with cereals growing to the south and ‘La Montagnola’, mostly wooded, in the west.

    External steps to entrance floor. All on first floor: Living room with two sofa beds/dining room/kitchen with sloping ceiling. 1 double bedroom. Shower room with bidet and toilet.

    CH. Satellite TV. Gas cooker. Shared w/machine and t/dryer. Internet connection. Shared grounds and furniture. Parking (for 1 car). Shared outdoor swimming pool (98m², open May-Sep). NB: Slopes, steps and drops in garden.

    • Distance to Castelfiorentino 6km
    • Nearest facilities 800m
    • Nearest airport Florence

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  • Boccabugia

    Vergemoli

    Grade
    4
    1
    1
    1
    Ref: ITL303

    Accessed by a dirt road, this holiday apartment is in a traditional country farmhouse, in a fantastic location overlooking the surrounding mountains and woodland. The area has so much to offer, with canoeing on the nearby river, or relaxing walks along forest trails, where you can pick the local mushrooms, berries or other seasonal fruit! Barga is only 15km away, and the city of art, Lucca, is 40km, for shops and shopping centres, Gallicano is 9km.

    All on ground floor: 2 steps down to living room with double sofa bed (for children)/dining room/kitchen. 1 double bedroom en-suite shower room with bidet and toilet. Beams throughout.

    CH. Satellite TV. Stereo. Gas/electric cooker. Sitting-out area and furniture. Shared garden. BBQ. Parking (1 car). NB: Steps and slopes in grounds.

    • Distance to Gallicano 9km
    • Distance to beach 60km
    • Nearest facilities 4km
    • Nearest airport Pisa

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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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