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.
586 cottages are available
Book 2017 now for only £25 Low Deposit* Save £50 on October Half Term - Sale Ends in * £50 low deposit on 2016 festive breaks – nothing more to pay until 3rd October 2016* Christmas sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* Christmas sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!* New Year sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* New Year sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!*
default
  • San Giustino

    San Giustino

    Grade
    3
    2
    0
    1
    Ref: ITA205

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3 apartments. Wine, olive oil and local specialities are available on site. San Giustino is 2km. This is an ideal base for exploring the area with Chianti 30km, Florence 70km, Siena 50km and Arezzo 25km, all within easy reach.

    2 steps to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/electric cooker. Internet connection. Lawned garden with terrace, sitting-out are and furniture. Shared BBQ. Shared grounds. Parking (1 car). Shared outdoor swimming pool (162m² open mid May-Sep). NB: Slopes and drops in grounds.

    • Distance to San Giustino 2km
    • Distance to Arezzo 20km
    • Nearest facilities 2km
    • Nearest airport Florence

    Discounted Price Today's Price
    Prices From
  • Ginestra 1

    Castelnuovo D’Elsa

    Grade
    3
    2
    1
    2
    Ref: TV092

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions, the comfortable properties are attractively furnished. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared laundry. Shared garden and furniture. Parking (1 car). Shared swimming pool (5 x 8m; depth 0.5-2m), open mid May-Sep. Pet free of charge. NB: Steps and slopes in grounds.

    Distance to Castelnuovo 3km

    • Distance to Lucca 50km
    • Distance to Forte di Marmi beach 55km
    • Nearest facilities 3km
    • Nearest airport Pisa

    Discounted Price Today's Price
    Prices From
  • Sangiovese 2

    San Donato in Poggio

    Grade
    3
    2
    0
    1
    Ref: ITC623

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, 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 its own terrace with barbecue and furniture, as well as 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.

    Step to entrance: All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with toilet.

    CH. Cot on request. Gas/elec cooker. W/machine. Terrace and furniture. Shared garden. 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

    Discounted Price Today's Price
    Prices From
  • Il Focolare

    San Gimignano

    Grade
    3
    2
    1
    1
    Ref: ITN155

    Located near the beautiful medieval town of San Gimignano is this beautiful estate consisting of two buildings, which were divided into 9 apartments. Accessed by a rough track, the facility is located in a peaceful setting in an elevated location, with views of the surrounding hills and vineyards. The owner conveniently lives on-site, and guests to this holiday apartment have access to the lovely grounds, shared outdoor swimming pool and barbecue area. The world-famous walled town of San Gimignano is just a short drive away and Siena is just 35km away.

    External stairs to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with toilet.

    Open fire in kitchen. CH. Satellite TV. Gas cooker. Shared w/machine. Wi-fi. Shared grounds with furniture. Shared BBQ. Parking. Shared outdoor swimming pool (98m²), open May-Sep. No smoking. NB: Drops in grounds.

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

    Discounted Price Today's Price
    Prices From
  • Woodland View

    Capolona

    Grade
    3
    2
    1
    1
    Ref: ITA705

    An ideal base for guests who want to spend a nice holiday in their own littlel paradise. This beautiful Italian property is set in a quiet hillside position, located about 1km above Capolona /Subbiano. The living room boasts an open fireplace and leads out to the covered terrace. Guests are spoilt for choice with outdoor spaces to relax in with another terrace situated on the rear side of the house, and the grounds include a large natural plot with various romantic seats, as well as a barbecue under the shade of tall trees. Your four-legged friend can join you on your holidays too. Capolona offers all amenities including shops, restaurants, bars and a tennis court. Visit castles and borghi of the Casentino region or travel to Arezzo only 15km away.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with shower attachment and toilet.

    Open fire in living room. CH. Cot. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. T/dryer. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars).

    • Distance to Capolona 1km
    • Nearest facilities 600m
    • Distance to airport 80km

    Discounted Price Today's Price
    Prices From
  • Villa Margherita

    Monte San Savino

    Grade
    4
    4
    0
    3
    Ref: ITA700

    This comfortable, Tuscan-style country house has a large fireplace in the main living area. It is conveniently situated on a slight hillside location on the outskirts of this charming Renaissance town. The interior is furnished with elegant decor with antiques, and there is even a grand piano! At the side of the outdoor swimming pool there are covered terraces overlooking the Chiana Valley, and another terrace with a barbecue. A cook service is available on request. The lovely town of Monte San Savino is within walking distance, where you will find several bars, good restaurants and ice cream cafés. Cortona is 30km, Siena is 50km and Florence is 80km, all worth visiting.

    Living/dining room. Kitchen/dining room. Galleried seating area. 4 bedrooms: 3 double, 1 twin (one bed for child). 2 bathrooms with shower attachment and toilet. Shower room and toilet.

    Open fire in living room. Central heating. Three Satellite TVs. DVD. Piano. Gas/elec cooker. W/machine. D/washer. Wi-fi. Lawned garden with terrace and furniture. BBQ. Parking (3 cars). Outdoor swimming pool (56m²) with shower, open mid May-mid Sep. NB: Turning stairs to first floor. Steps and drops in garden.

    • Distance to Arezzo 18km
    • Nearest facilities 1km
    • Nearest airport Perugia

    Discounted Price Today's Price
    Prices From
  • Il Seccatoio

    Cortona

    Grade
    4
    2
    0
    2
    Ref: ITA636

    These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA635, ITA636 and ITA637) and the fourth house belongs to the owner. All the cottages have traditional furnishings and a warm and cosy atmosphere, and provide an ideal holiday base. Each cottage has its own pretty terrace and there is a shared, outdoor swimming pool. At guests’ disposal there is a restaurant for dinners and breakfast on request. Olive oil and wine can be purchased on site.

    Ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Steep, open-tread spiral stairs to first floor: 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. Shared washing machine. Terrace. Shared garden. Parking (2 cars). Shared outdoor swimming pool (50m²), open Jun-Sep. NB: Steps in grounds.

    • Distance to Cortona 8km
    • Nearest facilities 4km
    • Nearest airport Perugia

    Discounted Price Today's Price
    Prices From
  • Villa Cycas

    Palermo

    Grade
    4
    2
    0
    3
    Ref: ISS926

    This beautiful holiday villa, with its own swimming pool, lies between Palermo and Mondello. Mondello, famous for its white sandy beach and the amazing colour of the sea, is only 2km, while the centre of Palermo can be reached within 10 minutes. The holiday property is well furnished, with great attention to detail. Set over two floors, its interior has been tastefully decorated by the owner using a blend of antique and rustic furniture. The main feature of the interior is the large living area on the ground floor, consisting of three large comfortable rooms, each of which has large windows overlooking the garden and pool. The double room on the first floor benefits from a balcony which overlooks the garden. A large area of lawn leads from the entrance of the property to the house and from the pool area, which is also surrounded by grass and Mediterranean plants.

    Ground floor: Living room with seating areas. Kitchen. Shower room with bidet and toilet. Turning stairs to first floor: 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with bidet and toilet. Most rooms with tiled floors.

    • Distance to Mondello 2km
    • Distance to beach 2km
    • Nearest facilities 500m
    • Nearest airport Trapani

    Discounted Price Today's Price
    Prices From
  • Lavanda 2

    Palaia

    Grade
    4
    2
    0
    1
    Ref: ITP471

    This characteristic hayloft has been divided into two charming apartments (refs ITP470 and ITP471), set in the green Tuscan hills between the provinces of Pisa and Florence. The restoration has highlighted the typical elements of Tuscan houses, combining prestigious materials, which have given it its distinctive appearance, with its excellent practicality. Located between the hills, the property has beautiful views over the surrounding hills, all placed within a peaceful position. Shared with the owner, there is a spacious and equipped lawn and swimming pool in a 15ha estate. The apartment has its own private and equipped outside area. Nearby sites are Capannoli e Peccioli (various shops), 8km, San Gimignano, 30km, Pisa, 40km and Florence, 65km.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    CH. Satellite TV. Gas cooker. D/washer. Tel. Sitting-out area and furniture. Shared garden. Parking (1 car). Shared swimming pool (128m²), open May-Sept. NB: Open-sided stairs to first floor. Sloping banks in garden.

    • Distance to Montefoscoli 5.5km
    • Nearest facilities 8km
    • Distance to the beach 40km
    • Distance to airport 40km

    Discounted Price Today's Price
    Prices From
  • La Terrazza-Podere Moricci

    Montaione

    Grade
    4
    3
    0
    1
    Ref: ITN175

    These semi-detached holiday properties (ITN174 and ITN175) were formerly the hayloft, and have been restored maintaining the typical Tuscan style. The farm, dating back to 1700, is located along a stretch of Via Francigena, which passes through the village of Montaione, and is set on a hill surrounded by vineyards, olive trees and woods; it is the ideal place to spend a relaxing holiday. The complex has a shared swimming pool and children’s pool. The medieval town of Cetaldo is 8km away and the famous walled town of San Gimignano, a UNESCO World Heritage Site, is 12km. The historic city of Siena is 50km away, with its cathedral, palazzo, botanical gardens and restaurants. The beautiful city of Florence is also 50km from the property, and is known for its culture and Renaissance art, as well as having many restaurants, cafés and bars.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 2 single. Shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. M/wave. Shared w/machine. D/washer. Wi-fi. Garden with terrace and furniture. Parking (1 car). Shared outdoor swimming pool (72m², open May-Sep) with shower. NB: Steps and sloping banks in grounds.

    • Distance to Montaione 1km
    • Distance to beach 60km
    • Nearest facilities 1km
    • Nearest airport Pisa

    Discounted Price Today's Price
    Prices From
  • Grace

    Arquà Petrarca

    Grade
    4
    2
    0
    1
    Ref: IVC177

    This first floor holiday apartment with a shared swimming pool is immersed in the green of the Euganean Hills, just 3km from the centre of the medieval village Arquà Petrarca. The spas of Abano Terme and Montegrotto Terme, famous for mud therapies and spa pools are approximately 20km away. An ideal touring base to explore the area and further beyond. For day trips visit Venice and Vicenza, 65km, and Padua, 30km.

    Steps to entrance. All on first floor: Living/dining room/kitchen. 2 double bedrooms. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor pool with shower, open June-Sept. No smoking. NB: Slopes in grounds.

    • Distance Arquà Petrarca 3km
    • Distance to beach 50km
    • Nearest facilities 1km
    • Nearest airport Verona

    Discounted Price Today's Price
    Prices From
  • Villa Anna Maria

    Castelsardo

    Grade
    4
    2
    1
    2
    Ref: ISD121

    This spacious, detached property has a beautiful panoramic view over the gulf of Asinara that guests will enjoy. The location is perfect; it is positioned in a green setting making it an ideal departure point for long walks. The beach is 300m away and is easy to access by crossing the street and walking down a small lane. Also, for added adventure, Castelsardo and Sorso beaches are close by and can be reached by car.

    Living/dining room/kitchen. 1 double bedroom. Shower room with toilet. Annexe: 1 bedroom with double sofa bed. Shower room with toilet.

    Elec CH. Satellite TV. Gas/elec cooker. M/wave. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars). NB: Drops in garden.

    • Distance to Lu Bagnu 3km
    • Nearest facilities 3km
    • Distance to the beach 300m

    Discounted Price Today's Price
    Prices From

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
×

Today's Price £000.00
WAS