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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  • 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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  • Montignano 5

    Poggibonsi

    Grade
    2
    1
    0
    1
    Ref: ITC402

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas are full of oak forest, vineyards and olive trees. Within Poggibonsi, visitors can enjoy the history of the location, since the area has been inhabited since the Stone Age. To add to the adventure, Siena and Florence are only a train ride away.

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

    Open fire in living room. CH. Satellite TV. Gas cooker. W/machine. D/washer. Garden. Shared grounds and furniture. Shared BBQ. Parking (1 car). Shared swimming pool (72m²), open May - Sept. NB: Property accessed by a 1.8km steep unpaved road. Steps in grounds.

    • Distance to Poggibonsi 6km
    • Nearest facilities 6km
    • Distance to Florence 41km

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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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  • 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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  • 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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  • La Casa dei Limoni

    Altavilla Milicia

    Grade
    2
    1
    1
    1
    Ref: ISS944

    This lovely and beautifully furnished apartment, set over two floors, is perfect for a romantic getaway. The owner also conveniently lives within another part of the property. It is located on the island of Sicily, in the town of Altavilla Milicia, and is only 2km away from the beautiful beach where you can enjoy a romantic stroll. If you prefer exploring, why not visit the city of Palermo, approximately 20km away, where you can admire the magnificent history or sample some delicious food in one of the many restaurants.

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

    Satellite TV. Gas/electric cooker. M/wave. W/machine. Wi-fi. NB: Low ceilings in property. Open-tread stairs to first floor.

    • Distance to Casteldaccia 2km
    • Distance to beach 2km
    • Nearest facilities 50m
    • Nearest airport Palermo

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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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  • Acone 3

    Rufina

    Grade
    2
    1
    1
    1
    Ref: ITF665

    This beautiful farmhouse is divided into six sumptuous apartments, near to a magnificent hillside setting. This is a peaceful location with uninterrupted views over the Tuscan hills. The owners, a very welcoming couple, live in another farmhouse 900m from the property, and will welcome you with a good bottle of Vin Santo. The residents of Vista Bella share a splendid oval-shaped swimming pool with a magnificent, sunny terrace equipped with garden furniture. Each apartment also has its own private, outdoor terrace. The owner organises a small festival to celebrate the wheat harvest in the last week of July, with a parade of tractors and combine-harvesters. The owner also has a riding school with 16 horses and an instructor, and can organise riding lessons and rides with overnight stops through the vast, 120 hectare estate or wine tastings of the local Chianti Rufina wine and cooking lessons. Meals made of the local produce, which is conserved in the farm’s authentic 11th-century cellar, can be arranged on request (lunch and dinner on the night of arrival).

    Steps to entrance: Ground floor: Dining room/kitchen. Shower room with bidet and toilet. Galleried area with 1 double bed.

    Open fire in dining room. CH. Gas cooker. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared swimming pool (392m²), open May – Sept. Pet free of charge. NB: Steps and slopes in grounds.

    • Distance to Rufina 7km
    • Nearest facilities 500m
    • Distance to Florence 20km

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  • Tiberio

    Rome

    Grade
    2
    1
    0
    1
    Ref: IRU227

    Set in a farm located in the Roman countryside and surrounded by greenery, this property consists of 13 holiday apartments, with the owners living in a wing of the villa. The property shares a large garden with tables, chairs, BBQ, pool and children’s play area. There are riding stables and a polo field in the immediate vicinity. Albano Lake is 15km and Rome is 30km away. On the estate, dairy cattle are bred and fodder crops (maize, grass) and extensive cereal crops (wheat) are cultivated. In the complex there is also a private chapel.

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

    CH. Cot. H/chair. Elec hob. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (40m²), open Jun - Sep. No smoking. NB: Access via a gravel road.

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

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  • Martinpescatore

    Bagheria

    Grade
    2
    1
    1
    1
    Ref: ISS507

    Built in to the hillside, this small and sunny holiday house with a panoramic view is located on the coast in a private area, ideal for privacy and peace, with three other detached properties. From the balcony area, you can enjoy beautiful views of the sea and the Mongerbino Cape, as well as the rocky shore below. The house is located 15 km from Palermo, in one of the most beautiful places in the Gulf of Palermo. The villa is also close to Cape Mongerbino, a beautiful strip of land jutting out into the sea, and only 5 km from Bagheria where there are various shops and famous villas which have been transformed into museums. The sea, rocky coastline and a solarium platform are just 100m away and reached by a staircase at the foot of the rocks.

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

    Elec CH. Cot. Satellite TV. Gas cooker. W/machine. D/washer. Balcony and furniture. Parking (1 car). Pet free of charge. NB: Drops and steps in grounds. 100m from sea.

    • Distance to Palermo 15km
    • Nearest facilities 5km
    • Distance to the beach 2.5km.

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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 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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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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