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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

Farmhouse in Castelfiorentino with Pool

Farmhouse in Castelfiorentino with Pool

Escape to the heart of Tuscany and experience pure comfort in this charming rustic farmhouse near Castelfiorentino. Perfect for families, the house accommodates up to 7 guests with its 3 welcoming bedrooms and 2 bathrooms. Designed for relaxation and togetherness, it offers access to a shared swimming pool, a sun-kissed terrace, and a lush garden where every day begins and ends with the beauty of the Italian countryside. Wake up to the scent of fresh air and start your morning with a walk through the forest just 500 m away. Later, discover the warm hospitality of Castelfiorentino, only 7 km from your doorstep, where traditional trattorias and restaurants invite you to indulge in world-famous Italian flavors. For a day trip, the vibrant city of Florence—home to art, history, and the headquarters of Gucci—is within easy reach. Back at the farmhouse, cool off with a refreshing swim in the pool (open May–September), linger over a homemade breakfast in the garden, or gather around the barbecue for an evening feast under the stars. Children and adults alike can share laughs over a game of table tennis, creating memories to cherish. Whether you’re exploring Tuscany’s treasures or simply savoring its slow rhythm, this farmhouse is a welcoming retreat where rustic charm and modern comfort meet.
On the 1st floor: (Kitchen(hob, electric kettle, boiling water tap, hood, coffee machine, oven, dishwasher, fridge-freezer), Living/diningroom(TV(flatscreen, satellite), dining table, seating area), bedroom(single bed, single bed), bedroom(single bed, single bed), bedroom(single bed, double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\ndining table(7 persons), terrace(private, roofed), garden(private), garden(shared with other guests, fenced, illuminated, 10000 m2), garden furniture, sun loungers, BBQ(shared with other guests), parking, parasol, swimming pool(shared with other guests, outside, fenced, 12 x 6 m., opened from May upto and including Sep), play equipment, table tennis table, insect screens, plancha grill

7

2

3

Farmhouse

Price from €

120

per night

Price not yet available

Apartment in Castelfiorentino with Pool

Apartment in Castelfiorentino with Pool

Submit yourself to the true beauty of nature in this rural apartment in the Italian Castelfiorentino and enjoy a wonderful holiday with the family. There is room for 5 people, thanks to 3 bedrooms. Moreover, a shared swimming pool, a terrace and a private garden will be at your disposal. Start the day with a healthy walk through the forest that is just 500 m from the accommodation. The city center of Castelfiorentino is approximately 7 km away and you will find numerous fantastic restaurants where you can taste the world-famous Italian cuisine. A visit to the beautiful Florence, where the Headquarters of Gucci is located, among other things, is also possible. Take a refreshing dip in the shared swimming pool and enjoy a homemade breakfast in the garden. The table tennis table is shared with other guests and the open kitchen is equipped with all conveniences. The pool is open from May to September.
On the 1st floor: (Living room(TV(flatscreen, satellite), seating area), Large kitchen(dining table(6 persons), hob, electric kettle, boiling water tap, hood, coffee machine, oven, dishwasher, fridge), bedroom(double bed), bedroom(double bed), bedroom(single bed), bathroom(shower, washbasin, toilet, bidet))\n\ndining table, garden(private), garden(private, shared with other guests, fenced, illuminated, 10000 m2), sun loungers, BBQ, parking, parasol, swimming pool(shared with other guests, outside, fenced, 12 x 6 m., opened from May upto and including Sep), play equipment, table tennis table, plancha grill

5

1

3

Farmhouse

Price from €

66

per night

Price not yet available

Hideaway Near San Gimignano

Hideaway Near San Gimignano

This inviting ground-floor retreat in Castelfiorentino offers a serene stay for couples or small families. The interior features a cozy living/dining room with a double sofa bed, flat-screen satellite TV, and a fully equipped open kitchen complete with a coffee machine, dishwasher, and boiling water tap. A comfortable double bedroom and a modern bathroom with bidet provide all the essentials for a relaxing visit. Free Wi-Fi and insect screens throughout ensure added comfort during your stay. Step outside to enjoy your private, roofed terrace and a beautifully maintained private garden. The larger shared garden includes a fenced swimming pool (12 x 6 m), sun loungers, a barbecue area, play equipment, and a table tennis table—ideal for both relaxation and recreation. A plancha grill, parking, and garden furniture further enhance the property's appeal for a leisurely countryside escape. Surrounded by Tuscan beauty, the home is just 8 km from Castelfiorentino and 18 km from the medieval town of San Gimignano, known for its towers and charming streets. Explore the nearby woods, go horseback riding in Certaldo, or enjoy a round of golf at Castelfalfi. Savor authentic cuisine in Certaldo's rustic restaurants and discover the timeless charm of Tuscany all around you.
Ground floor: (open kitchen(hob, boiling water tap, hood, coffee machine, dishwasher, fridge), Living/diningroom(double sofa bed, TV(flatscreen, satellite), dining table, insect screens), bedroom(double bed, insect screens), bathroom(shower, washbasin, toilet, bidet, insect screens))\n\ndining table(4 persons), terrace(private, roofed, 6 m2), garden(shared with other guests, fenced, illuminated, 10000 m2), garden(private), garden furniture, sun loungers, BBQ(shared with other guests, charcoal), parking, parasol, swimming pool(shared with other guests, outside, fenced, 12 x 6 m., opened from May upto and including Sep), play equipment, table tennis table, plancha grill

4

1

1

Farmhouse

Price from €

52

per night

Price not yet available

Farmhouse in Chianti with Pool and Terrace

Farmhouse in Chianti with Pool and Terrace

Discover the timeless charm of Tuscany in this authentic farmhouse apartment in Castelfiorentino, where rustic elegance meets modern comfort. Ideal for 4 guests, the home features a cozy bedroom, a welcoming living room, and a private terrace that opens onto sweeping views of the Chianti hills. Surrounded by vineyards, olive groves, and golden wheat fields, it’s the perfect retreat to slow down and soak in the beauty of the Tuscan countryside. Step outside and enjoy the shared swimming pool, nestled in greenery and overlooking the rolling landscape. Savor an evening barbecue on your terrace as the sun sets over the hills, or cook up a Tuscan-inspired meal in the well-equipped kitchen for an intimate dinner. Set along the historic Via Francigena between Castelfiorentino and Certaldo—the birthplace of writer Giovanni Boccaccio—this location places you in the heart of Val d’Elsa. It’s an ideal base to explore Tuscany’s treasures: Florence (40 km), Siena (50 km), Pisa (70 km), and Lucca (106 km), as well as the Tuscan coast with Viareggio (108 km) and Forte dei Marmi (115 km). Whether you’re wandering through medieval towns, sipping Chianti wines, or simply enjoying the peaceful views, this farmhouse apartment offers the perfect blend of authenticity, comfort, and adventure.
Ground floor: (open kitchen(hob, electric kettle, boiling water tap, hood, coffee machine, dishwasher, fridge), Living/diningroom(double sofa bed, TV(flatscreen, satellite), dining table(4 persons)), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), insect screens)\n\nwashing room(washing machine(shared with other guests, paid)), dining table(4 persons), terrace(private, 10 m2), BBQ(shared with other guests), parking, parasol, swimming pool(shared with other guests, outside, fenced, 12 x 6 m., opened from May upto and including Sep), play equipment(shared with other guests), table tennis table(shared with other guests), plancha grill

4

1

1

Farmhouse

Price from €

47

per night

Price not yet available

Countryside home with private terrace

Countryside home with private terrace

Set amidst the rolling landscapes of Castelfiorentino, this charming countryside home offers a peaceful escape with authentic Tuscan character. Perfect for a couple or small family, the ground-floor apartment features a welcoming living and dining area with a double sofa bed, flat-screen satellite TV, and a fully equipped open kitchen. Free Wi-Fi and pet-friendly access make it a convenient and comfortable base for exploring the region. The property includes a cozy double bedroom and a modern bathroom with a shower and bidet. Guests can relax on the private terrace or in the expansive, illuminated shared garden with sun loungers and a barbecue area. A large fenced swimming pool is available during summer months, and there’s also play equipment, table tennis, and a plancha grill. Located just 8 km from Castelfiorentino and close to Certaldo and San Gimignano, the home is ideally situated for discovering Tuscany’s medieval gems. Nature lovers can enjoy walks through nearby forests, while the Castelfalfi golf course and local horseback riding add outdoor fun. Nearby restaurants in Certaldo serve authentic regional dishes and local wines, rounding out the perfect Tuscan experience.
Ground floor: (open kitchen(hob, electric kettle, boiling water tap, hood, coffee machine, dishwasher, fridge), Living/diningroom(double sofa bed, TV(flatscreen, satellite), dining table(4 persons)), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine(shared with other guests, paid)), terrace(private, 10 m2), garden(shared with other guests, fenced, illuminated, 10000 m2), garden furniture, sun loungers, BBQ(shared with other guests, charcoal), parking, parasol, swimming pool(shared with other guests, outside, fenced, 12 x 6 m., opened from May upto and including Sep), play equipment, table tennis table, insect screens, plancha grill

4

1

1

Farmhouse

Price from €

97

per night

Price not yet available

Holiday home with pool and jacuzzi

Holiday home with pool and jacuzzi

Nestling in Cerreto Guidi in Tuscany, this 2-bedroom holiday home can entertain 5 people. Ideal for families and groups, it has a shared swimming pool to unwind after a tiring day. During your stay here, you can plan several excursions. You can visit Castello dei Conti Guidi and Museo della Memoria Locale - MuMeLoc. You can take your kids to Serravalle Park. Leonardo Museum palazina Uzielli and Pieve di San Leonardo are also worth visiting. General stores and restaurants/cafés can be found 1000 m away. This lovely holiday home has play equipment and a high chair for kids. It offers 6 bicycles on rent. There’s a parking lot for your vehicle. Barbeque, WiFi, and satellite TV are also available. The accommodation also has a private garden equipped with furniture Pisa Airport is just 51 km away.
Ground floor: (Living room(TV(satellite)), open kitchen(cooker(4 ring stoves), oven(grill-oven), fridge-freezer), bedroom(double bed), bedroom(single bed, bunk bed), bathroom(shower, washbasin, toilet, bidet), heating(central), garden(private), garden furniture)\n\nBubble bath, shower, sun loungers, BBQ, parking, parasol, swimming pool(shared with other guests, 13 x 6 m., opened from May upto and including Sep), boules court, play equipment, table tennis table, 6x bicycles available(on request), children\'s bed, high chair

4

1

2

Holiday home

Price from €

0

per night

Price not yet available

Belvilla by OYO Giglio

Belvilla by OYO Giglio

Corte in Poggio, only 50 km from Pisa, is a family-run farmhouse located in a strategic position for visiting the major Tuscan cities of art without giving up a relaxing holiday surrounded by nature. The farmhouse is divided into 8 flats, arranged in two different cottages. The farmer's house with its particular "turret" can be seen immediately on arrival, going up the avenue surrounded by cypress trees and houses, in addition to the owners' house, two other restored flats. Beyond the threshing floor, a terrace in rustic terracotta, an ideal place for evenings in company and where the children can play, you can glimpse among the olive trees the other farmhouse, in an intense red brick colour surrounded by greenery, which houses the other flats. Each flat has been tastefully furnished in a rustic Tuscan style, with exposed beams, a fully equipped kitchen and a private terrace/outdoor area with sun umbrella, table and garden chairs for dining out and relaxing in the open air. Immersed in the Tuscan countryside you can't pass up a sunset dinner, savouring the scent of roses and the pleasure of a good glass of wine. The back terrace is perfect if you are looking for more privacy. But you can also choose to spread a blanket on the lawn next to the entrance and read a good book in the garden. At guests' disposal there is a panoramic swimming pool with bubble bath and children's pool, a bocce court, a mini volleyball court, a children's playground, a barbecue and a wood-burning oven.
Ground floor: (hallway, Living room(TV(satellite)), open kitchen(cooker(4 ring stoves), coffee machine, oven), bedroom(double bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet))\n\nBubble bath, shower, heating(central), terrace(private), garden(shared with other guests), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(shared with other guests, 13 x 6 m., opened from May upto and including Sep), 6x bicycles available, children\'s bed, high chair

4

1

2

Apartment

Price from €

0

per night

Price not yet available

Elegant Escape in Tuscany

Elegant Escape in Tuscany

This charming countryside home in Montaione offers a warm and authentic Tuscan experience. The ground floor features a cozy living and dining area with a fireplace, satellite TV, and a comfortable double sofa bed. The open kitchen is equipped with an oven for easy meal prep, while the bathroom on the same floor adds extra convenience. With free Wi-Fi and pet-friendly amenities, this home is ideal for families or friends looking to unwind in comfort. Upstairs, you’ll find two en-suite bedrooms, one with a double bed and another with two single beds, each featuring a private bathroom with modern fittings including shower, bidet, and toilet. Step outside to enjoy a private terrace, or relax in the shared garden complete with barbecue facilities. During summer, the shared swimming pool (10 x 5 m) becomes a favorite spot for soaking up the sun. The property is just 3 km from Montaione, a picturesque hill town known for its charming piazzas, scenic trails, and rich wine culture. Explore nearby San Gimignano or Volterra for art and history, or enjoy regional cuisine at traditional restaurants only 2 km away. With vineyards, olive groves, and the rolling Tuscan landscape all around, this location offers a perfect balance of peace and adventure.
Ground floor: (open kitchen(oven), Living/diningroom(double sofa bed, TV(satellite), fireplace), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(2x single bed, shower, washbasin, toilet, bidet))\n\nterrace(private), garden(shared with other guests), BBQ, parking, swimming pool(shared with other guests, 10 x 5 m., opened from 1/2 Jun upto and including 1/2 Sep)

6

3

2

Farmhouse

Price from €

1099

per night

Price not yet available

Belvilla by OYO Papavero

Belvilla by OYO Papavero

The farmhouse surrounded by olive groves and vineyards, is located in the small village di Stabia, in the municipality of Cerreto Guidi, ancient village, the site of a Medici villa. It is located between two areas of great environmental interest: to the east the typical terraced hills of Montalbano, west of the Marshes Nature Reserve of Fucecchio.The farm is nestled in the Tuscan countryside surrounded by olive trees and vineyards, just 1km out of the center of the country. The apartment has been furnished and restored in rustic Tuscan style. Private gazebo in the garden in front of the apartment.
On the 1st floor: (open kitchen(cooker(4 ring stoves), fridge-freezer), Living/diningroom(double sofa bed, TV(satellite)), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nBubble bath, shower, heating(central), garden(shared with other guests), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(shared with other guests, 13 x 6 m., opened from May upto and including Sep), boules court, children\'s bed, high chair

4

1

1

Farmhouse

Price from €

0

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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