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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

Tuscan Vineyard Farm Stay

Tuscan Vineyard Farm Stay

Since 1995, this charming restored farmhouse in San Casciano in Val di Pesa invites you to experience authentic Tuscan country life. Divided into several cozy private apartments, it offers a peaceful retreat surrounded by olive trees and vineyards. Ideal for couples or families, this 2-bedroom holiday home accommodates up to 5 guests and provides access to a shared swimming pool just 300 meters away and a furnished garden perfect for relaxation. Guests can savor farm-to-table dining at a nearby vineyard restaurant 1 km away, featuring local specialties. Weekly wine tastings in a historic 15th-century villa entrance let you explore the cellars and stroll through the vineyards, connecting you with the region’s rich wine heritage. This agriturismo blends nature, culture, and quality products, including wine straight from the estate, perfect for enjoying by the refreshing pool during summer days. Creative art courses by the Polo Museale Fiorentino add a cultural touch to your stay.
Ground floor: (Living room(single sofa bed, high chair), open kitchen(dining table, cooker(4 ring stoves), coffee machine, oven(mini), microwave, fridge-freezer), bedroom(double bed, children\'s bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), heating(central, gas), garden(shared with other guests), garden furniture, awning)\n\ngarden(shared with other guests), BBQ, parking, swimming pool(shared with other guests, 10 x 5 m., opened from May upto and including Sep), boules court, play equipment, playpen

5

1

2

Holiday home

Price from €

137

per night

Price not yet available

Holiday Home with Vineyard Vibes

Holiday Home with Vineyard Vibes

In the picturesque countryside of San Casciano in Val di Pesa, this charming holiday home offers a serene escape amid Tuscany’s hills and vineyards. With a shared swimming pool, boules court, and children’s play area, it’s perfect for families or couples seeking both relaxation and fun for their kids and loved ones. Spend your mornings enjoying coffee or matcha on the terrace or unwinding in the peaceful garden, while the cozy fireplace inside adds warmth to quiet evenings. The well-appointed kitchen invites you to create meals with fresh local produce, making every dining experience special. Families traveling with little ones will appreciate the availability of a high chair and playpen. Step outside to explore the nearby San Lorenzo Chapel, a stunning Romanesque gem dating back to the 12th century, or take a scenic walk through charming villages like Pieve di San Pancrazio and Borgo Luccardo. The local farmhouse restaurant, just a kilometer away, offers delicious Tuscan cuisine, often paired with excellent wines from the surrounding vineyards. For those seeking adventure, a nearby park offers exciting outdoor activities for children and adults alike. And when you’re ready to explore, historic cities such as Florence, Siena, Pisa, and San Gimignano are all within easy reach. Take advantage of unique experiences available on site, including guided wine tastings and hands-on cooking classes that immerse you in the region’s rich culinary traditions. This holiday home is your perfect base to experience authentic Tuscan culture, nature, and cuisine.
Ground floor: (Living room(single sofa bed, dining table, fireplace, high chair), open kitchen(cooker(4 ring stoves), oven(mini), microwave, fridge-freezer), bedroom(double bed, children\'s bed), bathroom(shower, washbasin, toilet, bidet), heating(central, gas), playpen)\n\nveranda(terrace(shared with other guests)), garden(shared with other guests), garden furniture, BBQ, parking, swimming pool(shared with other guests, 10 x 5 m., opened from May upto and including Sep), boules court, play equipment

3

1

1

Holiday home

Price from €

102

per night

Price not yet available

Tuscan Haven with Pool

Tuscan Haven with Pool

This cozy apartment in San Casciano in Val di Pesa offers a warm, pet-friendly retreat with shared access to a 10×5 m pool (May–September), garden, terrace, barbecue, boules court, and a playground, ideal for families. Located on the ground floor, it features a private entrance leading to the first-floor living space with a sofa bed, dining area with high chair, and an open kitchen (two-ring stove, fridge-freezer). The master bedroom includes a double bed and children’s bed, and the bathroom is fitted with a shower, bidet, and central heating. WiFi and parking are included. Guests can relax outdoors with garden furniture, dine al fresco, or unwind by the pool. Children can enjoy the dedicated play area, while adults take in the peaceful countryside. The apartment offers a practical layout perfect for small families or couples. Just 25 km from Florence, this spot is ideal for exploring Tuscany. Visit Siena, Pisa, San Gimignano, or Montecatini Terme for day trips. Discover San Casciano’s medieval streets, art museum, and Romanesque churches. Wine lovers can enjoy tastings at Antinori nel Chianti Classico or Castello di Gabbiano. Trattorias and gelaterias in town serve authentic Tuscan flavors, while nearby forest trails offer scenic walks.
Ground floor: (terrace(shared with other guests), garden, garden furniture, BBQ, parking, swimming pool(shared with other guests, 10 x 5 m., opened from May upto and including Sep), boules court, play equipment)\n\nOn the 1st floor: (Living room(single sofa bed, dining table, coffee machine, high chair), open kitchen(cooker(2 ring stoves), fridge-freezer), bedroom(double bed, children\'s bed), bathroom(shower, washbasin, toilet, bidet), heating(central))

3

1

1

Holiday home

Price from €

101

per night

Price not yet available

Getaway Amidst Vineyards

Getaway Amidst Vineyards

Surrounded by vineyards and olive groves, this pet-friendly holiday home for four guests in Montespertoli offers a peaceful escape with WiFi, a private terrace, and a lush garden. Just 5 km from the town center and within easy reach of Florence, Siena, and San Gimignano, it's the perfect base for exploring Tuscany's cultural treasures and countryside charm. The ground floor features a fully equipped open kitchen with a 4-ring stove, oven, combination microwave, and fridge-freezer, alongside a cozy living/dining room with a fireplace and high chair. The home includes two bedrooms, one with a double bed and children's bed, and another with two single beds, and a bathroom with a shower, bidet, and washing machine. Guests can also enjoy central heating, garden furniture, a barbecue area, and private parking, making it ideal for families or couples. Nearby, visit Castello Sonnino for wine tasting and panoramic views, or explore the Museo della Vite e del Vino to learn about local winemaking traditions. Nature lovers will enjoy Poggio Valicaia Park, while history buffs can venture to Florence or San Gimignano for art and architecture. For dining, savor Tuscan flavors at I'Poggio, enjoy rustic charm at I'Licchio.
Ground floor: (open kitchen(cooker(4 ring stoves), oven, combination microwave, fridge-freezer), Living/diningroom(fireplace, high chair), bedroom(double bed, children\'s bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet, washing machine), heating, terrace, garden, garden furniture, BBQ, parking)

4

1

2

Holiday home

Price from €

88

per night

Price not yet available

Belvilla by Oyo La Selva

Belvilla by Oyo La Selva

Located in Florence, this 1-bedroom holiday home can host 2 guests and is ideal for a couple stay. It has a shared swimming pool and fenced garden. For sightseeing the cities of Florence (only 11km away), Pisa (100km) or Chianti until Siena (60km) are nearby. There are several Chianti Classico cellars for wine tasting. There is a street market in the town of Greve in Chianti, San Casciano, and Tavarnuzze. Golf lovers can head to "L'Ugolino" (11 km), the most ancient golf course in Florence. Sitting room and open kitchen offer comfortable space to gather and relax indoors. The house is air conditioned and comfortable with double bed. You have a garden with furniture to enjoy the beautiful flowers and wild animals while munching on the barbecue. Check-in is between 4-6 pm and check-out is between 8-10 am.
Ground floor: (Sitting room(seating area), open kitchen(electric kettle, toaster, cooker(2 ring stoves, induction), coffee machine, microwave, dishwasher, fridge), washing room(tumble dryer, washing machine), air conditioning)\n\nOn the 1st floor: (bedroom(double bed), bathroom(shower, washbasin, toilet))\n\ngarden(private, fenced, 50 m2), garden(shared with the owner , 1500 m2), garden furniture, sun loungers, BBQ, swimming pool(shared with the owner , 10 x 5 m., opened from Jun upto and including Sep)

2

1

1

Holiday home

Price from €

0

per night

Price not yet available

Villa la Corte Comfortable holiday residence

Villa la Corte Comfortable holiday residence

Wonderful villa with private pool and tennis court, nestled in the Chianti countryside, among olive groves and vineyards.

12

6

6

Villa

Price from €

1634

per night

Price not yet available

Villa Conca d"Oro Comfortable holiday residence

Villa Conca d"Oro Comfortable holiday residence

Stunning villa with pool and spa, located in a panoramic position among the Chianti hills, halfway between Florence and Siena.

16

9

8

Villa

Price from €

2126

per night

Price not yet available

A Vineyard Apartment Retreat

A Vineyard Apartment Retreat

In the heart of Chianti Classico, this charming apartment offers a true taste of Tuscany—complete with vineyard views, rustic elegance, and access to a serene shared swimming pool (open May through September). Located on a historic wine estate just 7 km from Greve in Chianti, it blends traditional stonework, terracotta floors, and exposed wooden beams to create an atmosphere that’s warm, inviting, and unmistakably Tuscan. Surrounded by hills and olive groves, the apartment is perfect for travellers seeking tranquility with a splash of adventure. Step outside to explore the nearby medieval castle, walk the peaceful vineyard trails, or simply sip local wine under the sun-dappled trees. Guests can also enjoy wine tastings and cellar tours right on the estate—ideal for those eager to savor Chianti’s world-renowned reds. When it’s time to dine, head to Greve in Chianti (7 km) for traditional trattorias, pizzerias, and local markets, or venture a bit further to Panzano, Castellina, and Radda—each a postcard-perfect hilltop village steeped in history and flavor. For day trips, Florence (32 km) and Siena (46 km) offer Renaissance treasures and unforgettable cityscapes. With a peaceful location, countryside charm, and easy access to Tuscany’s most iconic sights, this apartment is more than a place to stay—it’s a place to experience, unwind, and truly feel the rhythm of Italian country life.
On the 1st floor: (open kitchen(hob, electric kettle, boiling water tap, hood, coffee machine, oven, fridge, Juicer), Living/diningroom(single sofa bed, dining table), bedroom(double bed), bedroom(single bed), bathroom(shower, washbasin, toilet, bidet))\n\nswimming pool(shared with other guests, outside, fenced, 14 x 6 m., opened from May upto and including Sep)

4

1

2

Apartment

Price from €

91

per night

Price not yet available

Tuscan Charm in Greve

Tuscan Charm in Greve

Tucked into the rolling hills of Greve in Chianti, this pet-friendly holiday home for four guests offers a peaceful retreat with WiFi, a private garden, and a cozy patio for al fresco dining. Just 2 km from the town center, guests can easily explore local shops, nightlife, and public pools, while enjoying the comfort of a countryside escape. The home features a spacious ground floor with a large kitchen equipped with a 4-ring stove, oven, microwave, dishwasher, and fridge-freezer. The living room includes a double sofa bed, satellite TV, and a fireplace for cozy evenings. Two bedrooms, one with a double or twin beds and another with a single and double or twin beds, are complemented by two bathrooms, one with a bathtub and shower, the other with a walk-in shower. Additional amenities include air conditioning, heating, a washing machine, and private parking. Nearby, explore the Museo del Vino to discover Chianti's rich winemaking heritage, or stroll through Montefioralle, one of Italy's most beautiful medieval villages. Wine lovers will enjoy tastings at Podere Campriano Winery, while art enthusiasts can visit La Macina di San Cresci. For dining, savor Tuscan flavors at Greve Cooking School By Gallo Nero, enjoy rustic charm at Mangiando Mangiando, or indulge in pastries at Pasticceria Chianti. This Greve getaway blends comfort, culture, and cuisine in the heart of Tuscany.
Ground floor: (Living room(double sofa bed, TV(satellite), fireplace), Large kitchen(cooker(4 ring stoves), oven, microwave, dishwasher, fridge-freezer), bedroom(single bed, double bed or 2 single beds), bathroom(bath tub, shower, washbasin, toilet, bidet), storage(washing machine), heating, air conditioning)\n\nOn the 1st floor: (bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet))\n\npatio, garden, garden(private), garden furniture, parking

4

2

2

Holiday home

Price from €

173

per night

Price not yet available

Popular regions in Italy

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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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