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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  • Bilo 2

    Alberobello

    Grade
    2
    1
    0
    1
    Ref: ISA174

    This pleasant air-conditioned apartment with its own entrance is set in a holiday village with several other apartments. The buildings have been meticulously renovated, preserving the original structure of an old building and providing an intimate and historic stay for couples. A large living room is shared between the apartments. It is set within the picturesque village of Alberobello, a UNESCO World Heritage Site, in the heart of Apulia. The town looks like a small hamlet with its typical features of Apulian town centres including its whitewashed stone walls. For easy access to neighbouring towns, the train station is just 50 metres away. The property is also 35km from the coast with its beautiful beaches, 9km from Locorotondo, 32km from Ostuni, 60km from Bari (airport) and 70km from Brindisi (airport).

    Step to entrance. Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Tiled floors throughout.

    CH. Elec hob. Fridge. Wi-fi. Parking (1 car).

    • Distance to Alberobello 5m
    • Distance to beach 35km
    • Nearest facilities 5m
    • Nearest airport Bari

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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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  • 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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  • Camelia

    Greve in Chianti

    Grade
    2
    1
    0
    1
    Ref: ITC138

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval buildings to enjoy on peaceful walks.

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

    Gas CH. Gas/elec cooker. Shared w/machine and t/dryer. Internet connection. Tel. Shared garden and furniture. Parking (1 car). Shared swimming pool (98m²), open mid-May - mid Sep. NB: Access to property by an unmade road.

    • Distance to Florence 30km
    • Nearest facilities 7km
    • Distance to Arezzo 75km

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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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  • Fienile-Sobborgo Camparboli

    Asciano

    Grade
    2
    1
    0
    1
    Ref: ITS153

    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the most famous towns of the area, such as Siena, Arezzo, Florence and Montalcino.

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

    CH. Cot. Satellite TV. Gas hob. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (72m²), open May-Sep. NB: Steps in grounds.

    • Distance to Siena 25km
    • Distance to Arezzo 66km
    • Nearest facilities 200m
    • Nearest airport Siena

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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 Pistoia

    San Felice Pistoia

    Grade
    2
    1
    1
    1
    Ref: ITT116

    This contemporary and comfortable holiday apartment is in an historical villa dating back to the 19th-century, with an Italian style garden in front of the entrance. From the terrace you can admire the panoramic views over the fascinating town of Pistoia, 5km. The town features not only numerous monuments from the Roman and Renaissance period, but also a cathedral with one of the most beautiful squares in Italy, and also hosts a number of musical and cultural events. The villa has been converted into 14 separate apartments, but only 4 of the apartments are inhabited, and the villa benefits from shared outdoor swimming pool. The village of San Felice is on the road which connects Pistoia and San Mommè, and is near the banks of the River Ombrone. The imposing Villa Colonna Viarelli dates from the 18th-century and dominates the village, while not far away is the Church of San Felice, which is dedicated to the Saint of Pistoia.

    Living/dining room/kitchen. Galleried bedroom with double bed. Shower room with toilet. Beams and tiled floors throughout.

    CH. Cot. Satellite TV. DVD. Electric hob. M/wave. W/machine. Shared garden with sitting-out area and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (84m², open Jun-Sep). NB: Steps to entrance. Open-tread turning stairs to galleried area. Slopes and steps in grounds.

    • Distance to Pistoia 5km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • La Guardiola

    Riva del Garda

    Grade
    2
    1
    0
    1
    Ref: IVG246

    This cosy air-conditioned holiday property, within the grounds of the owners’ beautiful villa dating back to the 19th century in Riva del Garda, is only 700m from Lake Garda. Beautiful panoramic views over the Dolomites and a glimpse of the lake can be enjoyed from most rooms in the property, as well as from the lovely garden. Step down into the romantic private English-style garden of with agave and palm trees, as well as some garden furniture, ideal for outdoor dining. The area is great for visiting not only the picturesque Riva del Garda, but also the beautiful Limone sul Garda (11km) where you can visit the lemon orchard ’Limonaia del Castel’ in the historical centre. For motorcyclists and car drivers, travel on the ’forra road’ in Tremosine (19km), an incredibly scenic drive in the heart of the Alto Garda Natural Park, overlooking the west shore and offering breathtaking views. For mountain lovers, visit Madonna di Campiglio (65km) or closer to home, the pearl of the Dolomites, which is also ideal for winter sports, paragliding, trekking, hiking and mountain biking. At about 2km, guests can enjoy the pier, which also has ferries to other resorts on the lake.

    External stairs to first floor entrance: Galleried living/dining room. Kitchen with beams. Open-tread, turning stairs to ground floor: 1 double bedroom (no door) with beams and en-suite shower room with bidet and toilet.

    Open fire in living room. Central heating. Cot. H/chair. Gas/electric cooker. M/wave. D/washer. Fridge. Wi-fi. Garden with terrace and furniture. On road parking. No smoking. NB: External steps down to garden. Steps and uneven surfaces in grounds.

    • Distance to Riva del Garda 5m
    • Nearest facilities 100m
    • Nearest airport Verona

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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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  • Casa Piscina

    Seggiano

    Grade
    2
    1
    1
    1
    Ref: ITG158

    This holiday property, built with natural stone, has the look and feel to make it seem like home. The property, close to the owner’s home, comes with a covered terrace, swimming pool and sunny terrace. The location is ideal for those looking for relaxation as the property is surrounded by beautiful scenery of the countryside of Seggiano. Seggiano is covered in history and culture, as well as vast countryside and rolling hills. Due to this, it’s great for long walks and to take in the country air, without being that far from Siena, roughly 70km away.

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

    Woodburner in living room. CH. Satellite TV. DVD. Gas/elec cooker. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (55m²), open mid-May - mid-Oct.

    • Distance to Siena 70km
    • Nearest facilities 1.5km
    • Distance to Florence 100km

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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