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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

Holiday Home in Cortona with Pool

The cozy and stylish 1-bedroom holiday home rests in Cortona. It has a swimming pool and private roofed terrace for a romantic as well as an exotic vacation. Couples will find this holiday home excellent. Cortona is a city you are bound to love. It is beautifully situated on a slope with narrow streets and good restaurants. There are also numerous sights to see like the cathedral, the impressive Palazzo Pretorio, the San Francesco church, and 16th century Fortezza Medicea. The grocery shop is at 2.5 km. Restaurants are at 1 km. For a pleasant day out, you can head to the lake at 10 km. This home has central heating and air-conditioning for comfort in all seasons. The large kitchen has a TV to watch your favorite shows while cooking. On the private roofed terrace, you can enjoy the hours of sunshine with a cool refreshing drink. In the evenings, you can be around the hot barbecue. You have bicycles to explore the area. Up to 2 pets are allowed for an extra charge per pet.
Ground floor: (Large kitchen(2x single sofa bed, TV(international television channels, no dutch television channels), fireplace, coffee machine(filter), oven, microwave, dishwasher, freezer, fridge-freezer), bedroom(bunk bed), bathroom(shower, toilet), terrace(private, roofed, 30 m2))\n\nwashing machine(shared with other guests), heating(central), air conditioning, garden furniture, BBQ(shared with other guests), swimming pool(shared with other guests, fenced, 14 x 6 m., opened from 1/2 Apr upto and including Sep), tennis court(shared with other guests), bicycles available

2

1

1

Holiday home

Price from €

76

per night

Price not yet available

Villa in Tuscany with Pool & Olive Trees

Villa in Tuscany with Pool & Olive Trees

This pet-friendly villa in Cortona, Tuscany has 6 bedrooms for 14 people to stay comfortably. Ideal for large groups, it has free WiFi, garden and swimming pool with deck chairs and umbrellas to enjoy the sun. Surrounded by vegetation, fruit trees, olive trees and vineyards it is a beautiful place to enjoy nature. The nearby Palazzo Tommasi at 750 m, Parterre at 1.8 km and Porta Montanina at 3 km are great places for sightseeing. Sea lies 165 km away. Restaurants can be found in 2 km. General supplies and Cortona town centre are 2 km and 3 km away respectively. Castiglion del Lago town centre is 22 km away. The barbecue and pizza oven stone are great to dine outside. There is a fireplace in the living room for cosy evenings. You can bring 1 pet free of charge. Parking is free here. Public transport is at 2 km and the airport is 120 km away.
Ground floor: (Living room(TV, fireplace), Living room(TV, fireplace), Kitchen(oven, microwave, dishwasher, fridge-freezer, washing machine), Kitchen(oven, microwave, dishwasher, fridge-freezer, washing machine), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(2x single bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (Living room(TV, fireplace), Kitchen(oven, microwave, fridge-freezer, washing machine), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nGuest house on the 1st floor: (bedroom(2x single bed))\n\nair conditioning, garden(private), garden furniture, BBQ, parking, parking, swimming pool(private, 12 x 6 m., opened from May upto and including Sep)

14

5

7

Villa

Price from €

658

per night

Price not yet available

Farmhouse in Tuscany with Private Pool

Farmhouse in Tuscany with Private Pool

Casa Giglio is a charming Tuscan farmhouse dating back to the late 19th century, beautifully restored with traditional country furnishings and creative touches that blend rustic elegance with refined details. This spacious property is ideal for families or large groups, offering ample space for up to 14 guests. The house consists of three fully equipped apartments, each featuring a flat-screen TV, Wi-Fi, a fully stocked kitchen, and a private outdoor seating area, ensuring comfort and convenience throughout your stay. Located just 2.4 km from the historic center of Castiglion Fiorentino, it is easily accessible to shops, dining, and other essential services, with the nearest supermarket only 1.2 km away. This place comes with a decorative fireplace that is strictly non-operational. The lighting of fires within the apartment is expressly prohibited. The farmhouse boasts a stunning, fully fenced outdoor area, perfect for relaxation and recreation. The huge pool with a sun terrace is exclusively for guests, along with dedicated children's play areas, a BBQ, and peaceful nooks to unwind. Enjoy fresh produce from the farm, including oil, wine, jam, vegetables, and eggs. For those who like to cook, the garden is a true treat, while the welcoming owners, Sara and Roberto, provide a personal touch, offering guidance or help when needed. The pool operates from 1 June to 15 September, depending on weather conditions, especially during rainy periods. Please note that the fireplace is decorative only and cannot be used. The ground floor includes two bathrooms, as it consists of two independent apartments, each with its own bathroom. A dishwasher is not available on-site. With its blend of comfort, privacy, and heartfelt hospitality, this farmhouse promises a memorable Tuscan escape where families can connect, relax, and create lasting memories together.
Ground floor: (Living room(double sofa bed, TV, dining table), Kitchenette(oven, fridge-freezer), Kitchenette(oven, fridge-freezer), Living/diningroom(double sofa bed, TV, dining table, fireplace), bedroom(double bed(twin duvet)), bedroom(double bed(twin duvet)), bedroom(double bed), bathroom(hairdryer, Towels incl.), bathroom)\n\nOn the 1st floor: (Kitchenette(oven, fridge-freezer), Living/diningroom(double sofa bed, TV, dining table, Accessible-height bed), bedroom(double bed), bathroom(bath tub))\n\nLiving/diningroom, swimming pool(private, opened from Jun upto and including 1/2 Sep)

14

3

4

Holiday home

Price from €

252

per night

Price not yet available

Villa Castiglioni Comfortable holiday residence

Villa Castiglioni Comfortable holiday residence

Fantastic villa with private garden and pool, located in the countryside of Castiglion Fiorentino, near Cortona.

6

2

3

Villa

Price from €

329

per night

Price not yet available

Villa la Ghiandaia Comfortable holiday residence

Villa la Ghiandaia Comfortable holiday residence

Splendid villa with infinity pool and garden, located in the countryside of Castiglion Fiorentino, near Cortona.

6

3

3

Villa

Price from €

0

per night

Price not yet available

Charming Stone Retreat

Charming Stone Retreat

Set in the peaceful hills of Val di Chio, this rustic stone holiday home in Castiglion Fiorentino is ideal for two couples seeking an authentic Tuscan escape. Nestled in nature and just 15 km from the town centre, it offers privacy, charm, and a private swimming pool surrounded by a well-tended garden, perfect for relaxing under the Italian sun. La Casa del Nonno blends traditional character with modern comforts. The interiors feature exposed wooden beams, a cozy fireplace, and a welcoming ambiance that reflects the region’s rustic heritage. Outdoors, you’ll find garden furniture, a barbecue area, and a separate laundry room. The private pool (6x4 m, depth 1.2 m) with sun loungers and a parasol invites you to cool off or simply bask in the serenity. Explore scenic hiking trails right outside your door or head to the historic town of Castiglion Fiorentino for local shops and cafés. Nearby, indulge in regional cuisine at charming trattorias just 10 km away. With Perugia Airport 71 km away, this countryside gem is a tranquil base to enjoy Tuscany's natural beauty and cultural richness.
Ground floor: (open kitchen(hob, hood, oven, fridge, washbasin), Living/diningroom(TV(satellite), dining table, fireplace, seating area), pantry, patio)\n\nOn the 1st floor: (bedroom(double bed), bedroom(small double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine), dining table, shower(outside), garden(private, fenced, landscaped garden), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, 6 x 4 m., opened from 1/2 May upto and including Sep), play equipment

4

1

2

Holiday home

Price from €

101

per night

Price not yet available

Spacious holiday villa

Spacious holiday villa

Spend your holidays in Castiglion Fiorentino with a wide view over the vineyards and olive trees. This authentic Tuscan holiday home has 5 bedrooms, which can accommodate 12 people comfortably. Ideal for friends or families travelling together, the home features a private swimming pool for taking cool and refreshing dips. _x000D_ _x000D_ The town centre is 500 m away, where you can shop for friends and family. If you enjoy playing a game of tennis then there is a tennis court 1.5 km away. Enjoy desserts from the bakery, only a short stroll away. Try the local cuisines and drinks from the restaurants 3.4 km away. The grocery store, 2.9 km has all the essential items required for the stay. _x000D_ _x000D_ Prepare a barbecue meal and relish it under a roofed terrace. Relax in the furnished garden while the kids can be left alone playing in the sandpit. When the weather is cool, you can soak up some warmth from the outdoor fireplace. You are allowed to bring a pet for a small fee. _x000D_ _x000D_ Perugia Airport is 45 km away. _x000D_ A utilities & service fee of EUR 100,00 will be required closer to your checkin date. You will receive a separate communication with the payment link. The utilities & service fee ensures a smooth stay and covers any additional services such as cleaning, service charges, consumption, damages or any additional charges incurred during the stay.
Ground floor: (bedroom(double bed), bathroom(shower, washbasin, toilet), storage(freezer, washing machine))\n\nOn the 1st floor: (Living room(TV(satellite), dining table(12 persons), fireplace, seating area, DVD player, video, CD player), Large kitchen(dining table(12 persons), radio, CD player, electric kettle, cooker, coffee machine, oven, microwave, fridge-freezer, Hand blender), bedroom(double bed), bathroom(shower(walk-in shower), washbasin, toilet), terrace heater)\n\nOn the 2nd floor: (bedroom(bunk bed, bunk bed), bedroom(double bed, children\'s bed, high chair), bedroom(double bed or 2 single beds), bathroom(washbasin, toilet))\n\nterrace(roofed), terrace(roofed), garden, garden furniture, BBQ(charcoal), swimming pool(private, 9 x 4 m., opened from 1/2 May upto and including Sep), sand pit, slide, outdoor fireplace

12

3

5

Holiday home

Price from €

38

per night

Price not yet available

Home, Castiglion Fiorentino

Home, Castiglion Fiorentino

Discover the charm of past times in this typical Tuscan country house near Castiglion Fiorentino. Lots of space on half a hectare of land, wood cooking and the old grain mill make the house the ultimate Tuscan experience for families with children or a group of friends!_x000D_ _x000D_ The house is located just outside of Castiglion Fiorentino, a typical Tuscan village with an almost completely preserved wall. The historical museum houses beautiful archaeological finds from the history of the Val di Chio. Arezzo, which is well worth seeing, is only 22 km north and Lake Trasimeno is also only 30 minutes by car._x000D_ _x000D_ The kitchen is equipped with all kitchen utensils and a combi oven. The special thing here is the AGA stove which is fired with wood, a real rarity for western tourists! The accommodation is heated with 2 wood stoves and 3 electric stoves. Please note that separated rubbish is collected in rubbish containers at various points in the Val di Chio valley on the main road and that parking next to the loggia is not allowed. A utilities & service fee of EUR 50,00 will be required closer to your checkin date. You will receive a separate communication with the payment link. The utilities & service fee ensures a smooth stay and covers any additional services such as cleaning, service charges, consumption, damages or any additional charges incurred during the stay.
Ground floor: (dining room(dining table), Kitchen(electric kettle, cooker, hood, espresso machine, oven, microwave, fridge-freezer))\n\nOn the 1st floor: (Living room(TV, fireplace, seating area, DVD player, CD player), bedroom(double bed), bedroom(bunk bed, bunk bed), bathroom(shower(walk-in shower), washbasin, washbasin, toilet))\n\nterrace, garden furniture, BBQ, parking, Sunscreen

6

1

2

Holiday home

Price from €

13

per night

Price not yet available

Villa in Tuscany with Private Pool and Hill View

Villa in Tuscany with Private Pool and Hill View

This vacation home is a 2-bedroom villa in Castiglion Fiorentino, Tuscany which can accommodate up to 4 people. The villa has an attached private swimming pool and barbeque to enjoy. It is a perfect fit for people looking for a tranquil and peaceful stay. This sprawling villa is nestled amid nature, on the edge of the forest. The location gives the perfect opportunity to indulge in naturistic walks and hiking in the neighbourhood. Towns like Santa Lucia and Castiglion Florentino are closer to the stay. You can enjoy a relaxing time at the private swimming pool which affords breathtaking hill view near Tuscany. The villa is also surrounded by well-manicured garden decked with garden furniture to bask in the sun. A maximum of one pet is allowed at the accommodation. There is ample parking space at the premises. Your check-in details will be shared with you once your booking is confirmed.
Ground floor: (Living room(TV(satellite), fireplace, DVD player), dining room, open kitchen(coffee machine, oven, microwave, dishwasher), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(double bed), walk-through bedroom(double bed), bathroom(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 Sep)

4

2

2

Villa

Price from €

199

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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