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Vacation rentals in Italy

Find your perfect holiday home in Italy with HelloApartment

Italy

Italy

Explore Italy’s iconic landscapes, historic cities, and world-famous cuisine. Choose from vacation rentals, apartments, and holiday homes in regions such as Tuscany, Lake Garda, and the Amalfi Coast.

Pets allowed

4809

properties found

Pretty farmhouse with terrace

Pretty farmhouse with terrace

Situated in Radda In Chianti, Tuscany, Italy, this 2-bedroom farmhouse is ideal for families and groups with pets. Ideal for 4 people, the farmhouse has a shared swimming pool equipped with sunbeds, at a distance of 250 m. During your stay at this property, you can plan several excursion trips including a visit to Parco Archeologico di Poggio La Croce and Albola Castle. On Sundays, you can visit Pieve di Santa Maria Novella to offer prayers. You can also head to Chianti Sculpture Park with kids. Restaurants/cafés, as well as general stores, are situated at a distance of 2 km. This holiday accommodation has play equipment for children. There is a shared garden as well as a private terrace for you to enjoy. You can fetch bicycles on rent. There are TVs in every bedroom along with WiFi connectivity. A cot and a high chair are offered for the comfort of our youngest guests. A maximum of 1 pet is allowed here. Guests also have access to an organic garden where they can pick vegetables. There is a covered parking space and you can rent band towels at the accommodation. The nearest airport is just 55 km away.
Ground floor: (Living room, open kitchen(double sofa bed, TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace), bedroom(double bed or 2 single beds, TV(satellite)), bedroom(double bed, TV(satellite)), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nbathroom(shared with other guests, reachable from the outside)(shower, washbasin, toilet), washing room(washing machine(shared with other guests)), terrace(private), garden(shared with other guests, 1000 m2), garden furniture, parking, swimming pool(shared with other guests, 12 x 6 m., opened from Jun upto and including Sep), play equipment, table tennis table, bicycles available, Charging post for electric cars

6

3

2

Apartment

Price from €

126

per night

Price not yet available

Chianti Hillside Farmhouse

Chianti Hillside Farmhouse

Resting in Radda In Chianti, Tuscany, Italy, this 7-bedroom farmhouse can host a family or group of 14. Just 2 km from the town centre, the farmhouse has a swimming pool equipped with sunbeds, after a walk of 250 m. During your stay here, you can plan a visit to Albola Castle and Parco Archeologico di Poggio La Croce. On Sundays, you can head to Pieve di Santa Maria Novella. You can also plan a trip to Chianti Sculpture Park. Shopping lovers can hit the nearby town centre. Eateries, as well as general stores, rest at a distance of 2 km. This lovely holiday accommodation has play equipment for kids. There are bicycles available on rent. A garden and a terrace of this property are ideal for barbeques. There are TVs on both floors along with WiFi connectivity. A cot and a high chair for kids are also offered. Guests also have access to an organic garden where they can pick vegetables. There is a covered parking space and you can rent band towels at the accommodation. Especially for guests, there is a kitchen with dining area in the outbuilding where events can be organized on request, in consultation with the owner. The nearest airport is just 55 km away.
Ground floor: (Living room, open kitchen(double sofa bed, TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace), bedroom(double bed), bedroom(double bed or 2 single beds), bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Living room, Living room, open kitchen(double sofa bed, TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace), open kitchen(coffee machine, oven, dishwasher, fridge-freezer), bedroom(double bed or 2 single beds), bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet))\n\nbathroom(shared with other guests, reachable from the outside)(shower, washbasin, toilet), washing room(washing machine), terrace(private), garden(private, 1000 m2), garden furniture, BBQ, parking, swimming pool(private, 12 x 6 m., opened from Jun upto and including Sep), play equipment, table tennis table, table football, bicycles available, Charging post for electric cars

16

6

6

Farmhouse

Price from €

388

per night

Price not yet available

Farmhouse in Monticiano near Petriolo Spa

Farmhouse in Monticiano near Petriolo Spa

Shut all the devices and look up at the sky and the landscape. A splendid farmhouse in Monticiano, bordering the Antiche Terme di Petriolo. With a bedroom and a living/dining room, 4 people can be accommodated here. It covers an area of over 1200 hectares among olive trees, chestnut trees, cork trees, elms and brooms where Maremma cattle, horses, fallow deer, roe deer and wild boar roam free. The various villages and farms, with their suggestive stone structures, reproduce the scenery of a medieval village while the apartments have been restored as per tradition. This setting allows you to restore body and spirit while enjoying a restful stay in contact with nature as there is no wifi. Kepeping the motto alive ""A dip in the Middle Ages between History, Nature and Wellness"". Play Equipment and Table Tennis Table makes for a fun time. Washing Machine will help you sort the laundry. About Belvilla When you stay in a Belvilla home, you can rest assured of a unique holiday home in ideal surroundings at an attractive price. The portfolio of accommodations consists of more than 40,000-holiday homes in 20 European countries. Interested in a weekend getaway, a summer or winter sports holiday or simply a short break? Do you prefer the coast, the countryside or the mountains? Whatever your preference, there is a Belvilla home to meet your needs, from a cosy gîte for two to a castle big enough for the entire family, from an apartment in the heart of Rome to a cabin in the middle of nowhere, from a simple tree house to a luxury dream villa and from close to home to the other side of Europe. A Belvilla home gives you the freedom to enjoy breakfast in your pyjamas or continue a good conversation into the morning hours without having to worry about the bar's closing time. Prepare gourmet meals with fresh local ingredients in your own kitchen and take advantage of having your own swimming pool to do as many cannonballs as you want! In other words, you can enjoy complete privacy in your home away from home.
Ground floor: (open kitchen(hob, electric kettle, boiling water tap, cooker, hood, coffee machine, fridge-freezer), Living/diningroom(single bed, single sofa bed, dining table), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washbasin, washing machine(shared with other guests, paid)), garden(private, 10 m2), garden(shared with other guests), garden furniture, swimming pool(shared with other guests, outside, 20 x 10 m., opened from Jun upto and including Sep), play equipment, table tennis table

4

1

1

Farmhouse

Price from €

39

per night

Price not yet available

Apartment in Tuscany with pool

Apartment in Tuscany with pool

A splendid farmhouse is an ancient and suggestive medievality immersed in a pristine Natural Oasis of the Monticiano, bordering the Antiche Terme di Petriolo. With a bedroom and a living/dining room, 4 people can be accommodated here._x000D_ _x000D_ It covers an area of over 1200 hectares among olive trees, chestnut trees, cork trees, elms and brooms where Maremma cattle, horses, fallow deer, roe deer and wild boar roam free. The various villages and farms, with their suggestive stone structures, reproduce the scenery of a medieval village while the apartments have been restored as per tradition._x000D_ _x000D_ This setting allows you to restore body and spirit while enjoying a restful stay in contact with nature as there is no wifi. Kepeping the motto alive ""A dip in the Middle Ages between History, Nature and Wellness"". Play Equipment and Table Tennis Table makes for a fun time. Washing Machine will help you sort the laundry.
Ground floor: (open kitchen(hob, electric kettle, boiling water tap, cooker, hood, coffee machine, fridge-freezer), Living/diningroom(single bed, single sofa bed, dining table), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washbasin, washing machine(shared with other guests, paid)), garden(private, 10 m2), garden(shared with other guests), garden furniture, swimming pool(shared with other guests, outside, 20 x 10 m., opened from Jun upto and including Sep), play equipment, table tennis table

4

1

1

Farmhouse

Price from €

45

per night

Price not yet available

Villa Radda Comfortable holiday residence

Villa Radda Comfortable holiday residence

Beautiful villa with swimming pool, located in the countryside of Gaiole in Chianti.

12

4

6

Villa

Price from €

936

per night

Price not yet available

Chianti Villa with Tennis

Chianti Villa with Tennis

This villa with a private swimming pool and tennis court is located in the heart of the Chianti Classico region in Tuscany. With 4 bedrooms, it is an ideal place for a sun holiday with multiple families or friends._x000D_ _x000D_ The villa is located in the countryside about 13 km from Radda in Chianti, halfway between Siena and Florence. From here, you can discover the most beautiful landscapes and cities of Tuscany._x000D_ _x000D_ The villa is 200 years old, but renovated while maintaining the original details. Think of stone walls, old floors in travertine and terracotta, and ceilings with visible wooden beams. From the villa, you look out on vineyards and the countryside. There is a panoramic swimming pool in the large, fully-fenced garden (1500 m²). There is also a tennis court of artificial grass and an outside loggia with a wood oven. Finally, the villa has parking and a laundry room (only accessible from the outside)._x000D_ _x000D_ Air conditioning is available for a fee. WiFi is available in the residence._x000D_
Ground floor: (Living room(TV(flatscreen, satellite), seating area, DVD player), dining room(dining table), Kitchen(hob, boiling water tap, toaster, coffee machine, oven, dishwasher, fridge-freezer), washing room(tumble dryer, washing machine, ironing board, iron))\n\nOn the 1st floor: (Living room(fireplace, seating area), bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(single bed, single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, washbasin, toilet, bidet), bathroom(shower, washbasin, washbasin, toilet, bidet), relaxation area(double sofa bed))\n\ncot, shower, heating, air conditioning, garden(private, fenced, 1500 m2), garden furniture, sun loungers, BBQ, parasol, swimming pool(private, outside, 12 x 6 m., opened from May upto and including Oct), tennis court, high chair

6

3

4

Villa

Price from €

898

per night

Price not yet available

Villa in Chianti with Pool & Tennis Court

Villa in Chianti with Pool & Tennis Court

This villa with a private swimming pool and tennis court is located in the heart of the Chianti Classico region in Tuscany. With 4 bedrooms, it is an ideal place for a sun holiday with multiple families or friends. The villa is located in the countryside about 13 km from Radda in Chianti, halfway between Siena and Florence. From here you can discover the most beautiful landscapes and cities of Tuscany. The villa is 200 years old, but renovated while maintaining the original details. Think of stone walls, old floors in travertine and terracotta and ceilings with visible wooden beams. From the villa, you look out on vineyards and the countryside. There is a panoramic swimming pool in the large, fully-fenced garden (1500 m²). There is also a tennis court of artificial grass and an outside loggia with a wood oven. Finally, the villa has parking and a laundry room (only accessible from the outside). Air conditioning is available for a fee. WiFi is available in the residence. About Belvilla When you stay in a Belvilla home, you can rest assured of a unique holiday home in ideal surroundings at an attractive price. The portfolio of accommodations consists of more than 40,000-holiday homes in 20 European countries. Interested in a weekend getaway, a summer or winter sports holiday or simply a short break? Do you prefer the coast, the countryside or the mountains? Whatever your preference, there is a Belvilla home to meet your needs, from a cosy gîte for two to a castle big enough for the entire family, from an apartment in the heart of Rome to a cabin in the middle of nowhere, from a simple tree house to a luxury dream villa and from close to home to the other side of Europe. A Belvilla home gives you the freedom to enjoy breakfast in your pyjamas or continue a good conversation into the morning hours without having to worry about the bar's closing time. Prepare gourmet meals with fresh local ingredients in your own kitchen and take advantage of having your own swimming pool to do as many cannonballs as you want! In other words, you can enjoy complete privacy in your home away from home.
Ground floor: (Living room(TV(flatscreen, satellite), seating area, DVD player), dining room(dining table), Kitchen(hob, boiling water tap, toaster, coffee machine, oven, dishwasher, fridge-freezer), washing room(tumble dryer, washing machine, ironing board, iron))\n\nOn the 1st floor: (Living room(fireplace, seating area), bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(single bed, single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, washbasin, toilet, bidet), bathroom(shower, washbasin, washbasin, toilet, bidet), relaxation area(double sofa bed))\n\ncot, shower, heating, air conditioning, garden(private, fenced, 1500 m2), garden furniture, sun loungers, BBQ, parasol, swimming pool(private, outside, 12 x 6 m., opened from May upto and including Oct), tennis court, high chair

10

3

4

Villa

Price from €

0

per night

Price not yet available

Sun-kissed holiday home

Sun-kissed holiday home

Holiday in the heart of Chianti Classico in Gaiole in Chianti. Authentic and charming holiday home surrounded by a garden where the view is lost in rolling hills covered with rows of vines and olive trees. _x000D_ _x000D_ Breathe the scent of the wood rich in holm oaks, junipers and oaks. Discover the most beautiful cities of art and historic villages in Tuscany: Gaiole in Chianti (15 km), Radda in Chianti (20km), Castellina in Chianti (27km), Panzano (30km. ); Monteriggioni (33km), Siena (20km), San Gimignano (55km) Florence (80km), Arezzo (70km). The owner might give you a tour where you can taste the heavenly wine._x000D_ _x000D_ An enchanting view of the Castle of Brolio is a delight from the pool. Outside, there is a large terrace equipped to have lunch with your family and friends. The farmhouse ends with a portion of a terraced house inhabited by a reserved family that will not invade your privacy. Children, pets are welcome and Free Wi-Fi ensures smooth surfing and an opportunity to work remotely.
Ground floor: (Living room(TV(satellite)), open kitchen(dining table, fireplace, hob, boiling water tap, hood, coffee machine, microwave, fridge-freezer, Juicer), Large kitchen(TV(satellite), dining table, fireplace, hob, electric kettle, boiling water tap, hood, coffee machine, oven, microwave, dishwasher, fridge-freezer, Juicer), bedroom(double bed), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), air conditioning)\n\nOn the 1st floor: (open kitchen(hob, electric kettle, boiling water tap, coffee machine, microwave, fridge, Juicer), Living/diningroom(double sofa bed, TV(satellite), dining table), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), air conditioning)\n\nwashing room(washing machine), terrace(private, 112 m2), garden(private, 100 m2), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, fenced, 12 x 6 m., opened from 1/2 May upto and including 1/2 Oct)

10

3

4

Holiday home

Price from €

376

per night

Price not yet available

Montana Escape, Tuscan Stay

Montana Escape, Tuscan Stay

Located in the quiet countryside of Chiusdino, this pet-friendly holiday home for 5 guests offers a tranquil retreat just 2 km from the village center. Set across two floors, the home features a cozy living/dining room with a fireplace, satellite TV, and air conditioning. The well-equipped open kitchen includes a 4-ring stove and oven, ideal for preparing homemade Tuscan meals. There are two bedrooms: one twin room on the ground floor and a second room upstairs (via fairly steep stairs) with a double and a single bed, perfect for families. Enjoy outdoor living with a private fenced garden (480 m²) complete with terrace, furniture, barbecue, and play equipment. The outdoor kitchen adds charm for al fresco cooking, while the indoor washing machine and electric heating offer comfort during longer stays. Private parking is available on-site, making it easy to explore the region. Nearby, the historic Abbey of San Galgano, is a must-visit, famed for its roofless beauty and legendary sword in the stone. Chiusdino's local eateries like La Palazzina serve authentic Tuscan cuisine. Nature lovers will enjoy the surrounding forests and rivers, while the coast at Follonica is just 40 km away for beach day trips. A perfect blend of nature, culture, and comfort in southern Tuscany.
Ground floor: (open kitchen(cooker(4 ring stoves), oven), Living/diningroom(TV(satellite), fireplace, radio, fridge-freezer, air conditioning), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet, washing machine, heating(electric)))\n\nOn the 1st floor: (bedroom(via fairly steep stairs)(single bed, double bed, air conditioning))\n\noutdoor kitchen, heating(electric), terrace(private), garden(private, fenced, illuminated, 480 m2), garden furniture, BBQ, parking, play equipment

5

1

2

Holiday home

Price from €

84

per night

Price not yet available

Popular regions in Italy

Discover Italy

Experience the timeless beauty of Italy with HelloApartment.nl, where comfort meets authentic Italian living. Choose from countryside villas in Tuscany, coastal holiday homes along the Amalfi Coast, or elegant city apartments in Rome and Florence.
Our Italian vacation rentals offer space, privacy, and character — ideal for families who value quality time together. Enjoy world-class cuisine, explore historic landmarks, or relax among vineyards and olive groves.
At HelloApartment.nl, we make booking simple and transparent, so you can fully embrace Italy’s culture, hospitality, and unforgettable landscapes.

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