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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

Holiday Home in Cortona with Pool & Valley Views

Holiday Home in Cortona with Pool & Valley Views

Beautiful holiday home with 3 bedrooms is perfect to host a group of 8 people and is located in Cortona Tuscany. The luxurious house with private swimming pool, garden and fireplace is best suited for a young group. The holiday home is situated in one of the hills offering overlooking views on the Valdichiana valley and Cortona. This house is fenced by olive trees, vineyards and fields of sunflowers. The location of the house allows you to reach major tourist centres of Tuscany and Umbria. The holiday home has a generous living room with a satellite TV, dining table and a double sofa bed. The nearest airport of Perugia is only 57 km from the house.
Ground floor: (Living room(double sofa bed), Kitchen(electric kettle, toaster, coffee machine, oven, dishwasher, fridge-freezer), Living/diningroom(TV(satellite), dining table, fireplace), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(bunk bed, air conditioning), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine, garden(private, fenced, > 1000 m2), parking, swimming pool(private, fenced, 9 x 4 m., opened from May upto and including Sep)

8

3

3

Holiday home

Price from €

483

per night

Price not yet available

Tranquil Cortona Home

Tranquil Cortona Home

This pet-friendly holiday home in Tuscany has 5 bedrooms to accomodate 10 people comfortably. Perfect for families, it has WiFi and swimming pool with solarium and shower to enjoy the sun._x000D_ _x000D_ Located in the in a natural hunting reserve it is great for long walks and cycling in the surroundings. You can visit Cortona and Tuscany from here in a short drive. The Tuscan and Umbrian art cities like Montepulciano, Montalcino, Arezzo, Pienza, Siena, Perugia and Assisican be explored in a 1 hour drive.The nearby Palazzo Tommasi at 750 m, and Parterre at 1.8 km are great places for sight seeing. Restaurants are at 8 km, and general supplies and town center are at 5 km and 8 km respectively._x000D_ _x000D_ The living room has a TV and fireplace for cozy evenings. The garden with barbecue, wood-burning oven and tables and chairs is great to enjoy food in the open air.You can bring 1 pet free of charge. Parking is available on the premises._x000D_ _x000D_ Airport is 55 km away .
Ground floor: (Kitchen(oven, fridge-freezer), open kitchen(coffee machine, oven, fridge-freezer), Living/diningroom(TV(satellite), fireplace), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet), washing room(tumble dryer, washing machine))\n\nOn the 1st floor: (Living room(TV(satellite)), Living room(TV(satellite)), Kitchen(fireplace, coffee machine, oven, fridge-freezer), Kitchen(fireplace, coffee machine, oven, fridge-freezer), bedroom(double bed, air conditioning), bedroom(bunk bed, air conditioning), bedroom(2x single bed, air conditioning), bedroom(2x single bed, air conditioning), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nterrace(private), garden(private, 250 m2), garden furniture, BBQ, parking, swimming pool(private, 14 x 7 m., opened from May upto and including Oct)

10

3

5

Holiday home

Price from €

536

per night

Price not yet available

Villa in Cortona with Pool & Hill Views

Villa in Cortona with Pool & Hill Views

This is a traditional villa in Cortona with 4 bedrooms and can accommodate 8 people. It is surrounded by cherry trees and offers stunning views of the hills around it. It features a swimming pool and sauna for relaxation and is perfectly suited for families. The area is great for hiking and cycling. You can even visit Lake Trasimeno from here. The town centre is just 1 km away and here you will find restaurants. The home has a garden with furniture and a terrace with barbecue. It is child-friendly and has a children’s bed. It offers bed linen and bath towels. The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 60 km away.
Ground floor: (Living room(TV(satellite), fireplace, DVD player, stereo unit), dining room, Kitchen(coffee machine(filter), oven, dishwasher, fridge), bathroom(shower, washbasin, toilet, bidet), sauna)\n\nOn the 1st floor: (bedroom(bunk bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nheating, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 12 x 6 m., opened from May upto and including 1/2 Oct), children\'s bed

8

5

4

Villa

Price from €

1316

per night

Price not yet available

Elegant Villa near Cortona

Elegant Villa near Cortona

Located in Cortona is a rustic farmhouse with 5 bedrooms that accommodates 9 people. Equipped with a swimming pool and sauna and surrounded by beautiful hills, this home gives a great view of the surrounding vineyards and olive groves. it is perfect for large families looking for a tranquil vacation amidst nature. The holiday home is an ideal base to visit Lake Trasimeno and the cities of Cortona, Arezzo, Montepulciano, Pienza and Perugia. There is also the site of a historic Roman battle nearby. You can find restaurants only 2 km from the house. The home has a garden with furniture and a terrace with barbecue. It is child-friendly and has a children’s bed. It offers bed linen and bath towels. You're allowed to bring 1 pet. The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 60 km away.
Ground floor: (Living room(TV, fireplace), Living room(double sofa bed, fireplace), dining room, Kitchen(oven, dishwasher, fridge), bathroom(washbasin, toilet), sauna)\n\nOn the 1st floor: (bedroom(double bed), bedroom(single bed), bathroom(bathtub with shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, bathtub with shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, bathtub with shower, washbasin, toilet, bidet))\n\nGuest house on the 1st floor: (Living room(fireplace), dining room, Kitchen)\n\nGuest house on the 2nd floor: (Bedroom with bathroom(double bed, bathtub with shower, washbasin, toilet, bidet))\n\nwashing machine, heating, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep), children\'s bed

9

5

5

Villa

Price from €

425

per night

Price not yet available

Villa in Cortona with Pool and Val di Chiana View

Villa in Cortona with Pool and Val di Chiana View

Located in Cortona there are three separate apartments in this villa. Located in the countryside, the apartment has an external garden of 3000 m2 where you can sit and relax on the garden furniture and enjoy delicious barbecue meals. The swimming pool is private and the home has heating and air conditioning. The home is decorated with wooden beams, terracotta tiles, and has a modern kitchen. A fantastic view over the Val di Chiana awaits you and from the pool, you can see Montepulciano. You can explore the cities of Tuscany and Umbria, which are nearby. There are lots of opportunities for hiking and mountain biking in the area as well. You can visit the cities of Cortona, 4 km away, Arezzo, 30 km away, Perugia, 45 km away, and Siena, 60 km away. You can find the town centre, general supplies, and restaurants 3 km away. The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 60 km away. -- In case of rental of 2 week there will be an extra cleaning on Saturday: € 100 (includes change of linens and towels)
Ground floor: (bedroom(double bed), bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Living room(TV(satellite), fireplace), dining room, Kitchen(coffee machine(filter), oven, dishwasher, fridge), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (Living room(double sofa bed), open kitchen, bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine, heating, air conditioning, terrace, garden(private), garden furniture, BBQ, parking, swimming pool(private, 9 x 4 m., opened from May upto and including Sep), children\'s bed

10

4

5

Villa

Price from €

503

per night

Price not yet available

Spacious Cortona Villa

Spacious Cortona Villa

Enjoy a memorable Tuscan escape at this spacious villa in Cortona, ideal for large groups or extended families of up to 17 guests. Located in the peaceful area of Località Fontocchio, the property offers WiFi, a private garden, and a large swimming pool (10 x 5 m), open from May to September. The town center and restaurants are just 1 km away, with Cortona’s historic core only 2 km from the villa. Spread across two levels and a guest house, the villa offers ample living space, including multiple bedrooms, private bathrooms, and well-equipped kitchens. The main house features a cozy living area with satellite TV, a formal dining room, and a kitchen with both filter and espresso coffee machines. Bedrooms include a mix of double, single, and bunk beds, perfect for groups with children. Relax on the private terrace or dine al fresco in the illuminated garden, complete with barbecue and garden furniture. Air conditioning, heating, and private parking ensure year-round comfort. With easy access to public transport, the motorway, and the airport (45 km), this is a perfect base for exploring Tuscany’s treasures.
Ground floor: (Living room(2x single bed, TV(satellite)), dining room, Kitchen(coffee machine(filter), espresso machine, oven, microwave, dishwasher, fridge), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, bathtub with shower, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nGuest house on the 1st floor: (Living room, Large kitchen, bedroom(double bed), bedroom(single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nheating, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep), children\'s bed

17

7

8

Villa

Price from €

595

per night

Price not yet available

Luxury pool villa in Cortona

Luxury pool villa in Cortona

Escape to the heart of Tuscany with a stay at this charming, pet-friendly villa in Cortona, ideal for families or groups of up to 12 guests. Set in the peaceful locality of Ossaia, this spacious retreat offers a harmonious blend of rustic charm and modern comforts, including WiFi and air conditioning. Just 1 km from restaurants and local amenities, the villa invites you to experience the best of countryside living while remaining close to the cultural treasures of Cortona. Spread across multiple levels, the villa features a thoughtfully designed interior with ample room for relaxation and privacy. The ground floor welcomes you with a cozy living room complete with a fireplace and TV, a fully equipped kitchen with an espresso machine, and a convenient bathroom. Upstairs, three comfortable double bedrooms each have their own en-suite bathrooms, one even featuring a luxurious bubble bath. The basement level is ideal for families with children, offering a second kitchen, a living area with a sofa bed, a bunk bedroom, and a bathroom. Outside, guests can unwind on the private terrace or in the beautifully illuminated garden, complete with garden furniture and a barbecue for outdoor dining. The private swimming pool (8 x 4 m), open from May through September, promises hours of relaxation under the Tuscan sun. With private parking and essential amenities like a washing machine and heating included, this villa is a perfect year-round getaway for those looking to explore the Tuscan countryside with all the comforts of home.
Ground floor: (Living room(TV, fireplace), Large kitchen(espresso machine, oven, dishwasher, fridge), bathroom(toilet, bidet))\n\nOn the 1st floor: (Living room(double sofa bed), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, Bubble bath, washbasin, toilet, bidet))\n\nBasement: (Living room(double sofa bed), Kitchen, bedroom(bunk bed, children\'s bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine, heating, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 8 x 4 m., opened from May upto and including Sep)

12

5

4

Villa

Price from €

389

per night

Price not yet available

Villa in Cortona with Pool & Garden

Villa in Cortona with Pool & Garden

In Cortona, this expansive villa is a perfect countryside retreat for large groups seeking comfort and privacy. Surrounded by a lush private garden, the villa offers a serene outdoor space complete with a pool, barbecue area, terrace, and table tennis for family fun, or unwind by the private swimming pool (open from May 2 to October 2). Inside, rustic Tuscan features like terracotta floors and wood-beamed ceilings blend with modern conveniences. Multiple kitchens, cozy fireplaces, and a large dining area ensure shared moments are both warm and memorable. This tranquil villa offers easy access to Tuscany’s most iconic destinations. Just minutes from Cortona’s historic centre (1 km), visitors can wander medieval streets, explore Etruscan ruins, or take in panoramic views from the town's ancient walls. Day trips to Montepulciano, Siena, or Arezzo offer unforgettable art, architecture, and wine experiences, while nearby Lake Trasimeno (15 km) invites boating or lakeside relaxation. The villa’s location is ideal for embracing the best of Tuscany’s culture and scenery. Tuscany’s rich culinary heritage is just around the corner. Only 3 km away, La Bucaccia in Cortona serves traditional dishes in a centuries-old cellar setting. For a refined dining experience, Osteria del Teatro offers exquisite seasonal menus paired with local wines. Don’t miss Trattoria Dardano for hearty Florentine steak or fresh handmade pasta. Whether you're enjoying a countryside barbecue or dining in town, each meal celebrates the authentic flavors of the region.
Ground floor: (Living room(TV(satellite), fireplace), dining room(double sofa bed), Kitchen(coffee machine(filter), oven, microwave, dishwasher, fridge-freezer), Kitchen, Bedroom with bathroom(single bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(single bed, double bed), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Living room(fireplace), Kitchen(oven, microwave, dishwasher, fridge-freezer), Kitchen, bedroom(single bed, double bed), bedroom(single bed, double bed), Bedroom with bathroom(single bed, bunk bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(2x single bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(single bed, double bed, shower), bathroom(shower, washbasin, toilet, bidet))\n\ndishwasher, heating, terrace, garden(private, 600 m2), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from 1/2 May upto and including 1/2 Oct), table tennis table

22

7

7

Villa

Price from €

394

per night

Price not yet available

Villa in Lisciano Niccone with Pool & Nature

Villa in Lisciano Niccone with Pool & Nature

This pet-friendly villa in Lisciano Niccone, Umbria has 5 bedrooms for8 guests to stay comfortably. Perfect for families with children, it has free WiFi and swimming pool to relax and enjoy the sun. Located in the hills among olive trees and green vegetation it is perfect to enjoy nature. You can visit nearby historical and artistic cities of Tuscany and Umbria in a short drive. Campo del Sole at 13.8 km, Parco Giochi at 14 km and Palazzo Tommasi at 20 km are great for sight-seeing. Restaurants and general supplies are 2 km away. Cortona town centre is 25 km away. There is a TV and fireplace in the living room to relax indoors and the lovely garden and barbecue area are perfect for outdoor dining. You can bring 1 pet free of charge. Parking is free here. The airport is at 45 km.
Ground floor: (Living room(TV(satellite)), Living room(TV(satellite), fireplace), open kitchen(coffee machine, oven, microwave, dishwasher, fridge-freezer), open kitchen(coffee machine, oven, microwave, dishwasher, fridge-freezer), bedroom(bunk bed), bedroom(2x single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Living room, bedroom(double bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet))\n\nterrace(private), garden(private, fenced, > 1000 m2), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep)

8

3

5

Villa

Price from €

378

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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