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.
740 cottages are available
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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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  • Apartment 16B

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN170

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sep. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Balconata 15

    Rome

    Grade
    2
    0
    0
    1
    Ref: IRU231

    This holiday apartment is set on a farm in the Roman countryside, in a flat area surrounded by greenery. The property, accessed by a gravel road, consists of 13 apartments and the owners live in a wing of the villa. On the estate, dairy cattle are bred and fodder crops (maize, grass) and extensive cereal crops (wheat) are cultivated. On site is a large garden, an outdoor swimming pool, a children’s play area and even a private chapel, which are shared among all guests. There is a riding stable and polo field in the immediate vicinity, Albano Lake is 15km and the city of Rome is 30km.

    External stairs to entrance. All on first floor: Living room with double sofa bed/dining room/kitchen. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Electric hob. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (40m², open Jun-Sep). No smoking.

    • Distance to Pantano Borghese 1km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • Monastero 3

    Colle Val d’Elsa

    Grade
    2
    1
    1
    1
    Ref: ITN485

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km from centre of the medieval town of Colle Val d’Elsa. The apartments are equipped with comfortable, rustic-style furniture. Guests can enjoy walks through the beautiful wooded hillside. On site visitors have shared use of the outdoor swimming pool with changing room. San Gimignano is 12km, Siena 20km, Volterra 28km, Florence 45km and 70km from the Tyrrhenian Sea. Although the apartments are independent, they are accessed via a shared room with a fireplace.

    All on ground floor: Living room with 2 single beds/kitchen. Shower room with toilet.

    Central heating. Satellite TV. Gas cooker. Shared laundry room with w/machine. Wi-fi (in communal area). Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (98m²) open May-Sep.

    • Distance to Colle Val d’Elsa 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Apartment 16A

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN169

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sept. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Apartment Ghibellina

    Florence

    Grade
    2
    1
    0
    1
    Ref: IF014

    Ideal for city breaks

    This lovely top floor apartment is situated in the heart of Florence, 5 minutes’ walk from the Piazza Signoria and Duomo. The property has been charmingly restored with exposed beams and terracotta floors. The furniture is antique in style with artisan wrought iron sofa and bedstead, hand-sewn linen, curtains and cushions, hand-painted ceramic dishes and vases and porcelain china. Original oil paintings and etchings adorn the walls. The pretty living room has delightful views over flower-filled terraces and rooftops. The bedroom has views of the top of the Duomo and of Fiesole hill. Ponte Vecchio is only 500m away. If you hire a car, you can make excursions outside the city.

    Steep open-tread stairs to entrance. All on fourth floor (via communal stairs): Living/dining room/kitchen. 1 double bedroom (or twin on request). Shower/WC.

    CH. Digital TV. CD. Gas hob. Elec oven. W/machine. Garage parking available opposite in Via Ghibellina on request. No smoking. No children. NB. Property is not suitable for those with walking difficulties or children due to the climb to the top floor.

    • Distance to Central Florence 20m
    • Distance to Ponte Vecchio 500m
    • Distance to Uffizzi Art gallery 500m
    • Nearest facilities 50m
    • Nearest airport Florence

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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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  • 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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  • 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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  • 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 C

    San Gimignano

    Grade
    2
    1
    0
    1
    Ref: ITN107

    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. 1 double bedroom. Shower room with toilet. All rooms with beams and tiled floors.

    Central heating. Electric cooker. Lawned garden with sitting-out area and furniture. Parking (1 car). Shared, outdoor swimming pool (72m² open mid Jun-mid Sep). NB: Drops within grounds.

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

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  • Iris

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN102

    This restored complex has been divided into four apartments and is located on a farm close to Volterra, one of the prettiest towns in Tuscany. The apartment is well maintained and well-equipped, making it ideal for holiday makers and nature lovers seeking rest and relaxation. The town of Volterra sits upon a rocky hill and is filled with great architecture, thus making it good place for sightseeing.

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

    CH. Satellite TV. Gas cooker. Shared garden. Parking (1 car). Shared swimming pool (72m²). Pet free of charge. NB: Steps and sloping banks in garden.

    • Distance to Volterra 4km
    • Nearest facilities 4km
    • Distance to the beach 40km

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