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Vacation rentals in Tuscany/Elba

Find your perfect holiday home in Tuscany/Elba with HelloApartment

Tuscany/Elba

Italy

Explore vibrant neighborhoods, savor local cuisine, and immerse yourself in the culture of Europe’s most beloved destinations.

Pets allowed
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471.4
942.8
1414.2
1885.6
2357
2828.4
3299.8
3771.2
4242.6
4714
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1245

properties found

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

Guests

5

Bathrooms

2

Bedrooms

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)

Guests

5

Bathrooms

1

Bedrooms

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))

Guests

3

Bathrooms

1

Bedrooms

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

Guests

4

Bathrooms

1

Bedrooms

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

Guests

9

Bathrooms

3

Bedrooms

3

Holiday home

Price from €

185

per night

Price not yet available

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

Guests

5

Bathrooms

1

Bedrooms

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

Guests

3

Bathrooms

1

Bedrooms

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))

Guests

3

Bathrooms

1

Bedrooms

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)

Guests

4

Bathrooms

1

Bedrooms

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)

Guests

2

Bathrooms

1

Bedrooms

1

Holiday home

Price from €

0

per night

Price not yet available

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