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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  • La Tagliate

    San Marco

    Grade
    2
    1
    1
    1
    Ref: IKC467

    This quirky, air-conditioned elevated cottage enjoys beautiful panoramic sea views and provides a romantic getaway for couples. Hidden away down a rural track, La Tagliate is lovingly presented and enjoys rustic open grounds and a large terrace from which you can sit out with a glass of wine and truly admire the stunning scenery. Set just 1km above the city of San Marco in the Castellabate district, with the beach and many amenities within easy reach, this lovely cottage provides a beautiful holiday base.

    Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    Open fire in living room. Elec CH. Gas/electric cooker. M/wave. D/washer. Fridge. Terrace and furniture. Shared grounds. BBQ. Parking (2 cars). NB: Steep, turning, open-tread stairs to bedroom. Steep ladder-style open-tread stairs in bedroom. Steps to terrace. Steps and drops in grounds.

    • Distance to San Marco 1km
    • Distance to beach 1km
    • Nearest facilities 1km
    • Nearest airport Naples

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  • Apartment 9

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA889

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana making easy access to an abundance of towns, villages and sights throughout the region. Lake Trasimeno, which is Italy’s fourth largest lake, is approximately a 1-hour drive away, offering a variety of water sports including swimming, windsurfing or sailing. After a day of exploring this amazing region, guests can relax in and around the lovely shared outdoor swimming pool.

    All on first floor: Kitchen/dining room with tiled floor. 1 double bedroom. Shower room with bidet and toilet.

    Gas heating. Satellite TV. Elec hob. M/wave. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared garden with sitting-out area and furniture. On-site parking. Shared outdoor swimming pool (72m² open May-Sep) with outdoor shower. NB: Steps and slopes in grounds.

    • Distance to Arezzo 4km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Casinanova 1

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN116

    This ground floor holiday property is set in a picturesque location, 30km from the walled town of San Gimignano with its fountains, towers and medieval architecture, and the city of Siena is 50km away, with its large piazzas, gothic cathedral and many museums, shops and places to wine and dine. The owners conveniently live on-site, and they produce their own wine and olive oil within the grounds. From the doorstep, guests can enjoy scenic walking excursions on the ancient Etruscan paths.

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

    CH. Elec hob. W/machine. Shared grounds with terrace and furniture. Parking (1 car).

    • Distance to San Gimignano 30km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Apartment 6

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA887

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana making easy access to an abundance of towns, villages and sights throughout the region. Lake Trasimeno, which is Italy’s fourth largest lake, is approximately a 1-hour drive away, offering a variety of water sports including swimming, windsurfing or sailing. After a day of exploring this amazing region, guests can relax in and around the lovely shared outdoor swimming pool.

    All on first floor: Kitchen/dining room with tiled floor. 1 double bedroom. Shower room with bidet and toilet.

    Gas heating. Satellite TV. Elec hob. M/wave. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared garden with sitting-out area and furniture. On-site parking. Shared outdoor swimming pool (72m² open May-Sep) with outdoor shower. NB: Steps and slopes in grounds.

    • Distance to Arezzo 4km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Sanlucchese 4

    Poggibonsi

    Grade
    2
    1
    1
    1
    Ref: ITC525

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a small 18th-century church, a hayloft (ref ITC829) another independent farm building (ref ITC907) and the main farmhouse building (ref ITC952) which is also home to the owner. Set in a beautiful position amid the hills just outside of Poggibonsi where there are all kinds of shops. There are many places to visit nearby including San Gimignano and Siena, both 12km and Florence 40km.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Cot on request. Satellite TV. Cooker. Shared w/machine. Lawned garden with furniture. Shared grounds. Parking (1 car). Pet free of charge. NB: Steps and drops throughout garden.

    • Distance to Poggibonsi 3km
    • Distance to Siena 12km
    • Nearest facilities 3km
    • Nearest airport Siena

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  • Jacopo 3

    Ronchi Marina di Massa

    Grade
    2
    1
    2
    1
    Ref: ITV707

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of 14 apartments, 8 of which are offered here. They are conveniently set a few metres from the sea. Nearby there are restaurants, shops, tennis court, beaches and an outdoor swimming pool, with riding stables, 4.5km and a golf course, 7km. They enjoy views of the pine forest and hills. The properties each have parking, shared grounds, reception area with a small bar, large shared terrace with tables, chairs, armchairs and TV, a children’s play area and a shared laundry. There is also a private outdoor space for each apartment, consisting of a terrace or balcony, equipped with table and chairs. Enjoy day trips to Forte dei Marmi, 5km, Massa, 6km, Pietrasanta, 12km, Lerici and Liguria, 26km, Lucca and Pisa, 40km. The owner lives on site and is on hand should you need assistance or advice during your stay.

    All on first floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    Elec heating. Cot and h/chair on request. Satellite TV. Elec cooker. Shared laundry with w/machine and t/dryer. D/washer. Wi-fi. Shared grounds. Balcony and furniture. Parking (1 car). No smoking.

    Distance to shops 3km. Distance to beach 80m. Nearest amenities 100m

    • Nearest airport Pisa

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  • Apartment F

    Gambassi Terme

    Grade
    2
    1
    1
    1
    Ref: ITN234

    Basking in the Tuscan sunshine this rural complex is only 2km from the centre of Gambassi Terme, a small town situated between the provinces of Florence and Siena. In a lovely quiet position with panoramic views over the valley, offering two ground floor apartments ITN234 and ITN237, part of a group of six, each is pleasantly furnished, well equipped and with a private sitting area. The beautiful, irregularly shaped outdoor swimming pool is shared with the other apartments, and there are 2 shared barbecues situated in the well-kept and completely fenced, shared outdoor area. San Gimignano is only 18km away, Volterra 27km, and the beautiful cities of Florence and Siena 50km.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet. Tiled floor thorughout.

    Central heating. Satellite TV. Gas hob. M/wave. Shared w/machine. D/washer. Shared garden and furniture. Sitting-out area and furniture. Shared grounds. Shared BBQ. Ample parking. Shared outdoor swimming pool (102m², open May-Sep). NB: Steps and drops in grounds.

    • Distance to Gambassi Terme 2km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Vacanza Valentia

    Todi

    Grade
    2
    1
    0
    1
    Ref: IUP351

    This characteristic holiday apartment is set in a small medieval fortified hamlet, overlooking a valley and close by to Todi. Vacanza Valentia is an ideal starting point to visit the most beautiful cities of Umbria and Tuscany. Guests have access to a private, equipped garden and to a shared outdoor area comprising of 3000m² with an outdoor swimming pool. An ideal retreat for two to unwind and relax, as well as being in the perfect location to tour the area from.

    Living room. Dining room/kitchen. 1 double bedroom. Bathroom with bidet and toilet.

    CH. CD. Gas/electric cooker. Shared w/machine and t/dryer. Garden and furniture. Shared natural grounds. Parking (1 car). Shared outdoor swimming pool (72m²) with shower, open May-Sept. No smoking. NB: Property is accessed via a 300m rough track. Turning stairs in property. Slopes in grounds.

    • Distance to Todi 7km
    • Nearest facilities 3km
    • Nearest airport Perugia.

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  • Carognola

    Todi

    Grade
    2
    1
    0
    1
    Ref: IUS156

    This romantic apartment set in a small renovated hamlet located on a the hilltop between one of the most characteristic historical centres of Umbria, Todi and Perugia, setting the mood for a holiday. The apartment has been carefully renovated retaining terracotta floor tiles and ceilings covered with beams, typical features of Umbrian houses. This location is ideal for relaxation and tranquillity as the surrounding countryside would make a peaceful start for visiting southern Umbria.

    Steps to entrance: First floor: Living room. Kitchen. Second floor: 1 double bedroom. Shower room with toilet.

    CH. Gas cooker. Shared w/machine and t/dryer. Garden. Parking (1 car). Shared swimming pool (72m²).

    • Distance to Perugia 40km
    • Nearest facilities 5km
    • Distance to Orvieto 38km

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  • Appartamento Viola-Piscina

    Loro Ciuffenna

    Grade
    2
    1
    1
    1
    Ref: ITA716

    This attractive holiday apartment, close to the owner’s home, has a great terrace with incredible views over the Chianti wine-growing domain. The property includes a fantastic swimming pool to help relax which overlooks the hills. Located within Valdarno Superiore, Loro Ciuffenna is one of the most distinctive towns in the region. Throughout the town centre is many medieval architecture, including the ruins of a large water-powered mill, dating back before 1200 AD. There are many historical sites to see within Loro Ciuffenna making this a haven for those wanting to see early history.

    Steps to entrance: Living room/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Woodburner in living room. CH and air conditioning. Satellite TV. Elec hob. Shared garden and furniture. Terrace. Shared BBQ. Parking (1 car). Shared swimming pool (60m²) with shower, open mid-May - Sept. NB: Access to property via an unmade road. Steep, open tread, spiral stairs to first floor. Steps and slopes in garden.

    • Distance to Loro Ciuffenna 2km
    • Nearest facilities 2km
    • Distance to airport 70km

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  • Sangiovese 1

    San Donato in Poggio

    Grade
    2
    1
    0
    1
    Ref: ITC617

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC637, 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.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

    CH. Cot. 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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  • Calicanto 5

    Colognola ai Colli

    Grade
    2
    1
    0
    1
    Ref: IVC480

    This pretty holiday apartment forms part of a grand ancient villa with properties IVC127, IVC477, IVC403. The accommodation is situated in the Veneto countryside, near a town, at the foot of a hill and overlooks the farmed plain. The property includes a large outdoor swimming pool that is shared with the other apartments, and guests encouraged to explore the surrounding area. Located just 18km from Verona, a popular city famous for the arena where large concerts are now held. Gardaland amusement park is 40km away.

    Living/dining room/kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet.

    CH and air conditioning. Cot. Gas/elec cooker. W/machine. D/washer. Internet connection. Shared garden with furniture. Parking (1 car). Shared outdoor swimming pool (85m²), open Jun-Sep. NB: Drops near to pool area.

    • Distance to Verona 18km
    • Distance to Vicenza 39km
    • Nearest facilities

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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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