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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

Apartment in Tuscany near Chianti Vineyards

Apartment in Tuscany near Chianti Vineyards

Tuscan Comfort Surrounded by Nature Unwind in this fresh and tastefully furnished apartment nestled in the peaceful hills of Chianti. With air conditioning, a well-equipped kitchen, and a spacious living area, it’s perfect for families or couples looking for a cozy retreat. Step outside to your private terrace, breathe in the Tuscan air, or cool off in the large fenced pool shared with other guests. Located in a quiet holiday park, the property offers the perfect balance of relaxation and recreation—ideal for a sun-soaked, stress-free escape. Pet-Friendly Trails & Wine Country Adventures Bring your four-legged companion along! The surrounding countryside offers scenic walking and biking paths where you and your pup can explore rolling hills, olive groves, and vineyards. The nearby village of Tavarnelle Val di Pesa (3 km) features open-air cafés and a pet-welcoming market square. Want to venture further? Visit the local dog-friendly wine estates where you can sample Chianti wines while your pet lounges nearby. The relaxed rural setting makes it easy to enjoy Tuscany—tail wagging all the way. Explore Tuscany’s Best—From Hilltops to Heritage In just a short drive, find yourself wandering the medieval streets of San Gimignano (20 km) or immersed in Renaissance wonders in Florence (30 km). For those who love dining out, the region is full of trattorias serving farm-fresh meals, local cheeses, and fine wines.
open kitchen(microwave, dishwasher, fridge-freezer), Living/diningroom(double sofa bed, TV(dutch television channels)), bedroom(double bed), bedroom(2x single bed), bathroom(shower, toilet, bidet), air conditioning, swimming pool(shared with other guests, fenced, 16 x 8 m., opened from 1/2 May upto and including 1/2 Oct)

3

1

2

Apartment

Price from €

197

per night

Price not yet available

Charming Chianti Retreat

Charming Chianti Retreat

Charming Tuscan Retreat in a Scenic Setting Welcome to your idyllic escape in the Chianti hills! This fresh and comfortably furnished apartment is nestled in a peaceful holiday park and comes complete with air conditioning, a fully equipped kitchen, and a private terrace to enjoy your morning cappuccino. Take a refreshing dip in the shared, fenced pool or relax on a sun lounger with a good book. With warm, welcoming interiors and all the essentials, it’s the perfect home base for a relaxed and pet-friendly stay. Pet-Friendly Adventures Among Vineyards and Trails Bring your furry friend along—this part of Tuscany is a paradise for pets! Enjoy scenic walks through olive groves and vineyards directly from the property, or take a short drive to dog-friendly parks and trails around Tavarnelle Val di Pesa (3 km). Many local wineries with outdoor tastings allow well-behaved pets, and you’ll find open-air markets and trattorias with pet-welcoming terraces where you can both soak in the charm of Tuscan life. Culture, Cuisine & Countryside Exploration Explore the best of Tuscany with day trips to San Gimignano (20 km), where medieval towers and gelato await, or immerse yourself in Renaissance magic in Florence (30 km). Savor authentic Tuscan meals at nearby restaurants or try your hand at cooking with fresh local ingredients. Whether you’re here to unwind, discover the region’s rich heritage, or explore countryside trails with your pup, this is a perfect slice of Italy for your next getaway.
open kitchen(microwave, dishwasher, fridge-freezer), Living/diningroom(double sofa bed, TV(dutch television channels)), bedroom(double bed), bathroom(shower, toilet), air conditioning, swimming pool(shared with other guests, fenced, 16 x 8 m., opened from 1/2 May upto and including 1/2 Oct)

2

1

1

Apartment

Price from €

135

per night

Price not yet available

Apartment in Chianti with Shared Pool

Apartment in Chianti with Shared Pool

Welcome to your peaceful escape in the heart of Tuscany! This fresh, neatly furnished apartment is a cozy retreat for couples or solo travelers—and yes, your furry friend is welcome too. With air conditioning, a well-equipped kitchen, and a private terrace perfect for morning espresso or evening wine, you’ll have everything you need to unwind. Dive into the shared, fenced pool just steps away, or kick back on a sun lounger with a good book under the Italian sky. Tucked in the rolling hills near Tavarnelle Val di Pesa, you're in the heart of the Chianti wine region. Stroll the quiet lanes of the nearby village (3 km), or explore dog-friendly trails through vineyards and olive groves. For active guests, horseback riding and tennis are nearby, and pets are welcome along walking and cycling paths that wind through the hills. There are also pet-friendly vineyards and open-air markets where you and your pup can soak in the local flavor. You’re perfectly positioned for unforgettable day trips: visit San Gimignano’s iconic towers (20 km) or soak in the art and history of Florence (30 km). Dine al fresco at one of the nearby trattorias offering Tuscan specialties with pet-friendly patios. Whether you’re here for wine, history, or peaceful walks in nature with your four-legged companion, this apartment offers the perfect base for a relaxing and adventure-filled stay in Tuscany.
open kitchen(microwave, dishwasher, fridge-freezer), Living/bed room(double bed, TV(dutch television channels)), bathroom(shower, washbasin, toilet, bidet), balcony or terrace, air conditioning, swimming pool(shared with other guests, fenced, 16 x 8 m., opened from 1/2 May upto and including 1/2 Oct)

2

1

0

Apartment

Price from €

121

per night

Price not yet available

Tuscan Cottage with 2 Pools

Tuscan Cottage with 2 Pools

Set in the tranquil countryside of Tavarnelle Val di Pesa, this charming Tuscan-style cottage is ideal for a relaxing family holiday. With two swimming pools, a furnished garden, and a terrace with barbecue, it offers the perfect blend of comfort and rustic charm. Pets are welcome for an additional fee, making it a great choice for the whole family. Just 4 km from the town center, the location is ideal for exploring Tuscany. Take a day trip to Florence (20 km) or enjoy wine tasting at Castello di Verrazzano, a Chianti gem. Other exciting day trips include Siena, Arezzo, Pisa, Lucca, and Perugia—all within reach for a cultural and culinary adventure. The cottage includes a washing machine (available for a small fee), and Firenze Airport is only 30 km away. Check-in is between 3–7 PM, and check-out is from 8–10 AM. A €200 cash deposit is required at check-in and refunded at departure if no damage occurs. Whether you're sipping coffee in the garden or enjoying a sunset swim, this cottage is your peaceful Tuscan retreat.
Ground floor: (open kitchen(oven, fridge-freezer), Living/diningroom(double sofa bed, TV), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nheating(central), garden(shared with other guests), garden furniture, BBQ, parking, swimming pool(shared with other guests, 12 x 6 m., opened from 1/2 May upto and including Sep)

4

1

1

Cottage

Price from €

160

per night

Price not yet available

Tuscany Bliss: Garden Retreat

Tuscany Bliss: Garden Retreat

Located at Via Treggiaia 90 in La Romola, this inviting two-story villa is perfect for a family or group of up to six. The ground floor features a spacious, fully equipped kitchen with oven, hob, microwave, dishwasher, and a boiling-water tap. The cozy living/dining room offers satellite TV and a fireplace, along with a full bathroom. Upstairs are three bedrooms, one with a double bed and two with twin beds, plus a second bathroom. A separate laundry room with a washing machine and iron adds convenience. Free Wi-Fi, parking, and pet-friendly access are included. Outdoors, enjoy the large private garden (800 m²) with furniture and a roofed terrace (15 m²) ideal for al fresco dining. Kids can enjoy the shared play area and party games, while adults relax by the shared pool (14×7 m, open May–Oct 1) or make use of the shared barbecue area. The setup is ideal for both play and relaxation. Just 10 km from Florence, and close to tennis in Cerbaia (2 km) and golf (7 km), the villa offers a perfect mix of peace and proximity. Explore San Casciano’s historic center, admire the Pieve of San Pancrazio, or discover Chianti vineyards nearby.
Ground floor: (Large kitchen(dining table, hob, electric kettle, boiling water tap, cooker, hood, coffee machine, oven, microwave, dishwasher, fridge-freezer), Living/diningroom(TV(satellite), fireplace), bathroom(dining table, shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (bedroom(double bed), bedroom(single bed, single bed, single bed), bedroom(single bed), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nwashing room(washbasin, washing machine, ironing board, iron), terrace(private, roofed, 15 m2), garden(private, 800 m2), garden furniture, BBQ(shared with other guests, charcoal), swimming pool(shared with other guests, outside, 14 x 7 m., opened from May upto and including 1/2 Oct), play equipment, party games

5

2

3

Holiday home

Price from €

179

per night

Price not yet available

Belvilla by OYO La Romola

Belvilla by OYO La Romola

This Holiday home is located in a beautiful panoramic position in San Casciano Val di Pesa (FI) surrounded by amazing views of the countryside. There is 1 bedroom where 5 people can comfortably stay. Ideal for a small family on a vacation, the home features a shared swimming pool and a private garden for relaxing. The proximity to the beautiful city of Florence allows you to comfortably reach the capital of Tuscany and let yourself be fascinated by its unique attractions, famous all over the world. You can relish the local delicacies and drinks from the restaurants 500 m away. Buy the daily essentials from the general supply store 2 km away. Here, you will also find a bakery shop. The house has been completely renovated with taste and in a comfortable way. Enjoy in the private outdoor space provided chit-chatting or having your morning coffee. Prepare tasty meals in the well-equipped kitchen. Florence Airport is 36 km away.
Ground floor: (Kitchen(hob, electric kettle, toaster, coffee machine, espresso machine, microwave, dishwasher, fridge, washing machine), Living/diningroom(double sofa bed, TV, dining table), bedroom(single bed, double bed), bathroom(shower, washbasin, toilet, bidet))\n\ngarden(shared with the owner ), garden(private), garden furniture, swimming pool(shared with the owner , 10 x 5 m., opened from May upto and including Sep)

5

1

1

Holiday home

Price from €

0

per night

Price not yet available

Holiday Home in Tuscany with Vineyards

Holiday Home in Tuscany with Vineyards

A Tranquil Stay Among Tuscan Vineyards In the serene hills of San Casciano in Val di Pesa, this charming holiday home is your gateway to the heart of Tuscany. Located on a picturesque wine estate, guests are welcomed with a bottle of house wine and the promise of an authentic experience. The shared swimming pool invites you to unwind, while the surrounding gardens, terrace, and play area offer spaces for both relaxation and family fun. Kids can enjoy the outdoor play equipment, and little touches like a high chair make it family-friendly. A guided walk through the vineyards and the historic San Lorenzo Chapel on site enrich your stay with a touch of history and culture. In the Heart of Tuscany’s Treasures This location is ideal for exploring Tuscany’s iconic towns. Florence, the Renaissance jewel, is just over 25 km away; Siena and San Gimignano offer medieval charm and striking architecture within an hour’s drive. Closer by, Pieve di San Pancrazio and Borgo Luccardo invite peaceful country walks and glimpses into Romanesque and rural Tuscan life. For families, Castelvecchio's adventure park, only 2 km away, adds excitement with its survival activities for kids. The surrounding countryside is perfect for walking, cycling, or simply soaking in vineyard views. Savor Tuscany’s Culinary Soul Just 1 km from the home, a vineyard-side restaurant serves delightful local fare nightly—often with special offers tied to the estate. In San Casciano and nearby towns, you’ll find a variety of restaurants offering traditional Tuscan dishes at reasonable prices, handpicked in a curated list available in your apartment.
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, 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 €

105

per night

Price not yet available

Cottage in Tuscany with Pool & BBQ

Cottage in Tuscany with Pool & BBQ

This two bedroom holiday home, very comfortable for a small family or for a group of 4 people, is located in the Tuscan mountains in San Casciano in Val di Pesa. It includes a shared swimming pool with sun loungers where you can relax in the summer after returning from walks or excursions. This holiday home presents us with a very beautiful view of nature. There are many restaurants serving local food. The city center also contains many grocery stores which are only 5 km away. Firenze to 24 km, San Gimignano to 37 km, Siena to 59 km, and Montecatini Terme to 68 km must be visited at least once. This cottage has a very comfortable living/dining room to gather everyone for a pleasant gathering. In the open kitchen you can cook a delicious meal and enjoy it on the furnished terrace. In the evening you can have a barbecue party with wine in the garden. There is enough space for children to run around and play. Parking spots are available. Florence Airport is 37 km away and public transport is 5 km away.
Ground floor: (open kitchen(cooker(4 ring stoves, gas), microwave, fridge-freezer), Living/diningroom(dining table, high chair), bedroom(double bed, children\'s bed), bedroom(bunk bed), bathroom(shower, washbasin, toilet, bidet), terrace(private))\n\ngarden(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

4

1

2

Holiday home

Price from €

133

per night

Price not yet available

Wine Tastings, Hills and Tuscan home

Wine Tastings, Hills and Tuscan home

Near San Casciano in Val di Pesa, this holiday home offers an authentic countryside experience infused with rustic elegance. Surrounded by vineyards and olive groves, this property invites you to unwind in nature’s embrace while staying just moments from cultural treasures and culinary delights. Guests enjoy a large shared swimming pool, perfect for refreshing dips on warm summer days, as well as a relaxing veranda and shared garden space, ideal for lounging under the sun. For families, the presence of play equipment and a high chair ensures a comfortable stay for little ones. Parking is available onsite, enhancing convenience. Local life unfolds at a leisurely pace, with a restaurant just short walk away nestled among the vineyards offering authentic cuisine, often paired with special farm-to-table promotions. Wine lovers can savor tastings and tours of the historic cellars accompanied by walks through the lush vineyards. Nearby, the ancient San Lorenzo Chapel stands as a testament to the region’s rich medieval heritage. This location is a fantastic base for exploring some of Tuscany’s most celebrated towns: the medieval towers of San Gimignano, the Renaissance splendor of Florence, the historic streets of Siena, and the thermal springs of Montecatini Terme. The nearby Pieve di San Pancrazio and the village of Borgo Luccardo offer peaceful countryside strolls steeped in history. For families seeking adventure, an exciting survival adventure park lies just 2 km away at Castelvecchio, adding variety. Cooking enthusiasts can also partake in exclusive classes to master the art of Italian cuisine and decode local menus — a delicious way to deepen your connection with this vibrant region. Florence Airport is conveniently located 37 km from the property, while Pisa Airport is within 80 km, making access straightforward for your Tuscan getaway.
Ground floor: (Living room(single sofa bed, high chair), open kitchen(dining table, cooker(4 ring stoves), oven(mini), microwave, fridge-freezer), bedroom(double bed, children\'s bed), bathroom(shower, washbasin, toilet, bidet), veranda, heating(central, gas), terrace(private))\n\nOn the 1st floor: (Living room(single sofa bed, high chair), Living room(single sofa bed, high chair), open kitchen(cooker(2 ring stoves)), open kitchen(cooker(2 ring stoves)), bedroom(double bed, 2x children\'s bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), heating)\n\ngarden(private), 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, playpen

9

3

3

Holiday home

Price from €

185

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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