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luxury holidays rentals Tuscany, Italy

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House with pool 1
29

House with pool Castel del Piano (Italy)

Casa Rossa is a luxorious modern 6 bedroom villa in the south of Tuscany, between the hamlets of Sarteano and Radicofani. This area is considered for its culture, beauty and traditions one of the most richest and beautiful in Italy. 2024 WEEKLY PRICES START FROM EURO 9.500 TO EURO 15.400

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

House with pool 2
20

House with pool Santa Luce (Italy)

Beautiful property, ideally located in Province of Pisa for family or friends holidays. Casale Selene can host up to 10 guests, thanks to its 5 bedrooms and 5 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€10,005 - €11,755 / week
Sleeping:  on request
5bedrooms

By Le Collectionist

House with pool 3
20

House with pool Montepulciano (Italy)

Beautiful property, ideally located in Province of Siena for family or friends holidays. Villa Benedetta can host up to 12 guests, thanks to its 6 bedrooms and 6 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€20,880 - €24,005 / week
Sleeping:  on request
6bedrooms

By Le Collectionist

House with pool 4
20

House with pool Volterra (Italy)

Beautiful property, ideally located in Province of Pisa for family or friends holidays. Villa Girolamo can host up to 12 guests, thanks to its 6 bedrooms and 6 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€18,255 - €21,755 / week
Sleeping:  on request
6bedrooms

By Le Collectionist

House with pool 5
20

House with pool Monteroni d'Arbia (Italy)

Beautiful property, ideally located in Province of Siena for family or friends holidays. Villa Cresta can host up to 10 guests, thanks to its 5 bedrooms and 5 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€18,815 - €37,380 / week
Sleeping:  on request
5bedrooms

By Le Collectionist

House with pool 6
20

House with pool San Piero a Sieve (Italy)

Beautiful property, ideally located in Florence for family or friends holidays. Villa Marzuola can host up to 12 guests, thanks to its 6 bedrooms and 6 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€12,850 - €17,050 / week
Sleeping:  on request
6bedrooms

By Le Collectionist

Villa with pool and garden 7
21

Villa with pool and garden Lucca (Italy)

TUSCANY, Lucca - This is one of the most authentic villas in the Lucca area, going back to the 17th century, and has preserved the refinement and elegance of that historical period. Antique furniture, paintings and 18th century objects along with luxurious materials and curtains. The grounds, which are completely enclosed, are shaped by paths bordered with flowerbeds, scented rose-gardens and tall trees, and in the upper part is a 6x14m swimming-pool, well-equipped with sunbeds, deckchairs, shower and gazebo.

€8,135 - €10,535 / week
Sleeping:  11people
5bedrooms

By Ville In Italia

Villa with pool and garden 8
15

Villa with pool and garden Siena (Italy)

From Villa Curiano it is possible to organize beautiful excursions around the towns of the Val d'Orcia, Montalcino 20 Km, Penza 35 Km, Buonconvento 9 Km. There are many excellent restaurants throughout the area. Following the recent renovation, the owners have managed to sensitively maximize the ancient architectural features, ensuring comfort and finishings that are suitable for modern requirements.

€7,150 - €11,550 / week
Sleeping:  13people
7bedrooms

By Ville In Italia

House with pool 9
20

House with pool Magliano in Toscana (Italy)

Beautiful property, ideally located in Province of Grosseto for family or friends holidays. Castello Romano can host up to 16 guests, thanks to its 7 bedrooms and 6 bathrooms. Housekeeping included. Our local team and a concierge will be at your disposal to help you organize your tailor made holiday. Please note that a security deposit will be requested for all our rentals. Le Collectionist

€88,780 - €141,750 / week
Sleeping:  on request
7bedrooms

By Le Collectionist

Seaside villa with pool 10
29

Seaside villa with pool Grosseto (Italy)

MAREMMA, Tuscany coast. Surrounded by Nature not far from the suggestive medieval cities In the heart of the Maremma Natural Parks with its renowned cellars not far from the suggestive medieval cities amidst the beautiful green hills and the amazing blue sea. The Villa, which is distributed over two floors, is accessed via a private gate, passing through the large well-tended gardens offering a view of the property from above. The private swimming pool (14 x 5 m) is located in the park of the Villa. The rooms are furnished with antique pieces and bookcases, modern elements and sculptures and features original wooden flooring and large windows with beautiful views. The villa has air conditioning and WIFI internet connection. It is situated in the countryside of Maremma, 10 Km from Grosseto and 8 Km from the characteristic village of Istia d'Ombrone which has stores, a restaurant and a chemist. It is possible to organize numerous day trips in the area: the Parco dell'Uccellina is 20 Km away, the beaches of Marina di Alberese and Castiglione della Pescaia are 30 Km away, the Saturnia spa resort and the natural Oasis of Orbetello are 40 Km away.

€3,500 - €7,000 / week
Sleeping:  8 - 10people
4bedrooms

By Ville In Italia

Villa with pool and garden 11
31

Villa with pool and garden Toscane (Italy)

The advertiser did not provide an english description for this listing.

€5,500 - €9,460 / week
Sleeping:  6 - 12people
6bedrooms

By Ono Living

Villa with pool and garden 12
32

Villa with pool and garden Toscane (Italy)

The advertiser did not provide an english description for this listing.

€5,550 - €9,890 / week
Sleeping:  2 - 10people
5bedrooms

By Ono Living

Villa with pool and garden 13
32

Villa with pool and garden Arezzo (Italy)

TUSCANY | AREZZO AREA Villa Emma is a classic example of a country residence of the tuscan nobility of the 18th century. The villa was created for the florentine aristocratic family called Ristori in the first half of the 1700s who wanted a summer retreat to recover their spirits in the peace and quiet of the countryside. It stands on a hill dominating the enchanting medieval village of Lucignano, and lies on its own, surrounded by the vegetation of the old grounds of 3 hectacres. It has recently undergone a careful renovation, which has wisely maintained the internal layout, which offers spaces full of light, with frescoes on the ceilings and large windows. Villa Emma - Guest: 18 - Bedrooms: 9 (6 double room, 3 twin room) - Bathrooms: 9 - Size: 900 mq GROUND FLOOR: entrance, kitchen with vaulted ceilings, and fireplace, cooking surface, oven, refridgerator, laundry with washing-machine, dining-room with access to the garden, 1 double bedroom, 1 twin bedroom with private bathroom with shower (accessible for the disabled), 2 bathrooms with shower. FIRST FLOOR: living-room with satellite-TV, 1 double bedroom with terrace and private bathroom with shower, 1 double bedroom, 2 twin bedrooms, 1 bathroom with bath-tub and shower, 1 bathroom with shower. SECOND FLOOR: King Suite with bathroom with shower, 1 Queen Suite with living-room and bathroom with Jacuzzi, 1 Junior Suite with modern furnishings with bathroom with shower and living-room. DISTANCES FROM MAIN TOWNS Lucignano - 2 km Arezzo - 30 km Siena - 50 km Firenze - 80 km DISTANCES FROM TRANSPORT Airport: Vespucci / Firenze - 80 km Railway Station: Arezzo - 30 km Railway Station: Chiusi - 30 km

€8,640 - €9,600 / week
Sleeping:  18people
9bedrooms

By Ville In Italia

House with pool 14
24

House with pool Sovicille (Italy)

An Architectural Masterpiece is situated in the Ancaiano district near the historic city of Siena. Designed by the architect Carlo Fontana in the Roman Baroque style, the villa was built in 1680 for Pope Alexander VII. The grounds surrounding the villa are considered among the most exquisite gardens in Italy. The estate is ideally situated for sightseeing, shopping, eating out or just relaxing in the beautiful Tuscan landscape. It's just 14 kilometers from the cultural and artistic city of Siena, 15 kilometers from the famous hilltop town of Monteriggioni, 44 kilometers to breath-taking San Gimignano, while the Chianti region and Florence are an hour drive from the villa. Many fascinating local cultural excursions can be organised, such as local trekking, yoga courses, horse riding, mountain biking, wine tasting and town tours. Within the property, there is also ample entertainment, including a cinema room, exclusive use of the famous private garden, an outdoor, heated swimming pool, a tennis court, and a games room in the Limonaia, with table tennis and table football. The estate was a farmhouse built upon the ruins of a 9th century B.C. Etruscan settlement. This aristocratic property is decorated with elegance, in a traditional style honoring its heritage, but also with consideration to modern sensibilities. The villa features traditional Tuscan fireplaces, terracotta tiled floors, vaulted and beamed ceilings, beautifully frescoed walls, classical paintings, and renowned statues around the estate to greet its guests. The villa is developed over several floors. On the ground floor there is a loggia for dining, a bathroom, a fully-equipped kitchen, and a double bedroom with en-suite bathroom. On the first mezzanine floor we find a bathroom, a double bedroom with access to another double bedroom, and a shared bathroom. On the first and main floor we find one bathroom; three double bedrooms (the beds' dimensions are 185cm, 195cm large, and 145cm), two of which include en-suite bathrooms; a dining room; and a spacious and elegant living room with fireplace and direct access to the exterior kitchen. The second mezzanine floor provides one single bedroom, a bedroom for four children (the bed's dimensions are 80cm), and two bathrooms. On the second main floor we find two double bedrooms, with en-suite bathrooms, a double and a twin bedroom, which share a bathroom, and a twin bedroom, with a private bath. This historic and gorgeous estate, situated just five kilometers from the charming town of Sovicille, is the perfect space to host a large family, multiple families, or a large group of friends. It offers spacious and luxurious facilities in the heart of the gorgeous hills that surround Siena, allowing guests to enjoy privacy as well as each others' company. It is an exclusive paradise in Tuscany.

Price on request
Sleeping:  on request
11bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 15
28

Farmhouse with pool Monteroni d'Arbia (Italy)

This splendid and charming villa, situated in the heart of a 400-hectare organic farm on the rolling hills between Siena and Montalcino, brings together the charm of the countryside and the comfort of modern luxury for a thoroughly Tuscan experience. The estate is situated within a small, historic hamlet, which dates back approximately 1000 years, on an ancient Roman road between Monteroni D'Arbia and Buonconvento. It is a convenient drive to Buonconvento, a charming medieval town, the towns of Pienza and Siena, both named UNESCO World Heritage Sites, and Montalcino, renowned for its robust sangiovese wine. The villa is also a short distance to some of the best golf courses in the area: Castiglion del Bosco and La Bagnaia Resort. Within the villa, an elevator, air-conditioning in each bedroom, and Wi-Fi provide a superior level of comfort. A pool and gardens surround the principle building, which also includes a wooded area. The woods, which offer fresh air in the summer, are perfect for children where they can find a playhouse and swing-set. The property offers seven classically decorated bedrooms and six bathrooms, with an additional half-bath for guests and a restroom located along the pool; a grand entrance on the ground floor and an entrance on the first floor; and two large living rooms; all of this surrounded by the grand garden and pool. While taking a dip in the pool or enjoying an aperitif al fresco, guests will take in an extraordinary view of the Tuscan hillside that encircles the villa, submerging them in a refuge of blue and green colours.

Price on request
Sleeping:  on request
8bedrooms

By Italy Sotheby's International Realty

Villa with pool 16
30

Villa with pool Cinigiano (Italy)

In the lush heart of Tuscany's Maremma, just a few kilometers from the Val D'Orcia, sprawled across approximately 700 hectares, you'll find Amber Estate , which came to life in the early 1900s. Once a hunting reserve, it's now a magical place, a peaceful oasis where you can reconnect with nature for an immersive vacation amidst the slow rhythm of authentic Tuscany. At the top of the estate's highest hill stands Il Poderone , an ancient farmhouse beautifully renovated to accommodate up to 14 people in seven comfortable double rooms with private bathrooms. Spread across two floors with an interior space of 600 square meters, surrounded by a vast green park dotted with relaxation areas and boasting a 360° infinity pool overlooking the estate, Il Poderone is the perfect spot for your charming vacation. To top off your experience, a wide range of services awaits to make your stay unforgettable: each morning, you'll be treated to a rich breakfast freshly prepared with sweet and savory dishes from tradition, to be enjoyed in your favorite corner of the estate. You'll also have access to sports equipment for outdoor exercises and the opportunity to explore up to 15 kilometers of trails through woods and private lakes on the estate. Upon request, numerous extras can make your vacation even more special, such as massage services or yoga lessons, private chefs, guided tours of the ranch, meat and wine tastings, or guided bike tours of the estate. So, get ready for a truly unforgettable Tuscan getaway! Included in the rental: Pool (heated upon request) Chill-out areas set up in the green parks surrounding the estate Bocce court Free sports equipment Breakfast with freshly prepared dishes and buffet, served in the villa's kitchen from 8:30 am to 11:30 am Daily cleaning service and room tidying Bed linen change every 3/4 days Towel change every 2 days Pool towels Private parking Marked trekking trails for about 15-20 km AC in all areas of the house Fast Wi-Fi both inside the villa and by the pool and wellness area

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 17
30

House with pool Lucca (Italy)

Villa Elaterio, an aristocratic 17th century villa, stands majestically submerged within a beautiful parkland along the rolling hills that surround the walled city of Lucca. Built in 1624, the villa is set in a verdant valley in the southern hills of Lucca and once was the summer residence of Count Cosimo Bernardini. The Bernardini family owned several palazzo's in the city centre as well as many villas in the hills that surround the city. The villa is conveniently located just four miles from the gorgeous city of Lucca and 12 miles to Pisa and Forte dei Marmi. In spite of its convenient location, the villa offers a sense of seclusion and privacy, nestled upon a large estate of tranquil Italian gardens; a fresh water stream flows through the gardens and into the two small private lakes on the estate. Grand cypress trees, a fragrant lemon tree, and a traditional herb garden create the perfect backdrop to the beautiful, private swimming pool. The elegance of past times is combined with modern conveniences to create a luxuriously welcoming and comfortable environment. The antique furnishings that fill the large and spacious frescoed rooms offer an air of elegance throughout the whole villa while modern conveniences beautifully blend the rich heritage of this ancient family home. Charm and character are all around the reception rooms which include a magnificent drawing room, a cosy television lounge, a card room, a fully-equipped, traditional Tuscan kitchen, a breakfast room and a refined dining room. The property can accommodate up to 14 guests. It features seven luxuriously and individually decorated bedrooms. This beautiful and historic property offers guests a taste of authentic Tuscan living at its finest. It is a luxurious retreat, indeed.

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 18
17

House with pool Castel del Piano (Italy)

Casa del Commendatore sets within a Renaissance estate once owned by the Medici family, provides far-reaching views over the surrounding countryside and the hills that surround Siena. The property is surrounded by the region's most picturesque villages, such as Siena, Pienza, Montepulciano, San Casciano dei Bagni, Città di Pieve, and the unforgettable Orvieto. The property also offers a beautiful, private swimming pool, accompanied by a long expanse of lawn, a vine-covered pergola, and an abundance of rosemary, agapanthus, lavender and roses. In addition, there is a delightful terrace for outdoor dining with a table that can seat 12. There is also a small, private gym adjacent to the house. In addition, there is a one-Michelin star restaurant on the historic grounds that surround the villa where guests can enjoy a fine meal or a cooking class. The villa, with its beamed ceilings, stone flagged floors covered with kelims, terracotta tiles and colour washed walls in authentic colours, is full of beautiful antiques. It has a large cozy sitting room with working fireplace, a delightful semi- circular study, which is part of the tower, a dining room for 12, and a beautifully equipped kitchen. There is also a small wine cellar, perfect for keeping wine cool. This charming Tuscan home can host up to six guests, with its three bedrooms. There is a master bedroom suite with dressing room. The en-suite bathroom has a large Victorian bath, huge walk in shower and marble topped double basins. In addition, there is a double bedroom and a twin bedroom, both with luxuriously appointed en-suite bathrooms with a separate shower and bath. The villa is situated within a medieval borgo, which can be rented in exclusivity for larger parties. At this beautiful and unique property, guests can enjoy the luxuries of a bygone age alongside life's modern comforts. 2023 WEEKLY PRICE: START FROM EURO 5.587 TO EURO 7.240

Price on request
Sleeping:  on request
3bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 19
30

Farmhouse with pool Lucca (Italy)

Villa Gladiolo is located in an exceptionally panoramic position among olive groves, in the hills between Lucca and the Versilia coast. The villa was meticulously restored from what were formerly an olive mill and a barn, now connected by a large entrance hall and terrace, in an impressive stone-built building. This elegant estate is situated near the seaside, with the Apuane and Apennine mountains to the north. It is a short drive to beaches and to magnificent cites like the walled city of Lucca, Pisa with its famous Tower, and the Renaissance Florence. The estate itself offers a wonderful reprieve with its beautiful grounds and pool. The very well groomed garden and terraces offer guests many lovely areas to sit outside and enjoy the views of the countryside. The impressive swimming pool has a salt water filter system that avoids the use of chlorine. Particular care was placed in the construction of this estate, using only traditional materials for this type of structure. The interiors have been tastefully furnished in a country yet elegant style. The house is equipped with all modern amenities, for instance central heating, Wi-Fi, and satellite television. The location of the house, its efficient insulation, and the presence of ceiling fans in every bedroom ensure that the temperature remains comfortable even during the hottest summer nights. This beautiful home can welcome up to 10 guests. The house contains a master bedroom, one double-bed room, and three twin-bedrooms, all with en suite bathrooms. In addition, it includes a fully-equipped kitchen and dining room, which open on to a terrace with pergola allowing one to enjoy al fresco dining, and two sitting rooms with fireplaces. At this stupendous villa, guests can enjoy a truly Tuscan holiday, enjoying the charming countryside and the cultured urban centers, the fresh fragrance of the seaside and the crisp scent of the mountain air.

Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

House with pool 20
15

House with pool Castel del Piano (Italy)

Podere Ginestra is located in one of Tuscany's most inspiring locations. The property is in the Val d'Orcia, an enchanting valley in the heart of southeastern Tuscany. The property offers superb views over this gentle and unique countryside landscape. The villa, while providing privacy within the Val d'Orcia, is conveniently located near many celebrated attractions in Tuscany. Guests can visit grocery stores, restaurants, farm shops with local products, at only five minutes from the villa. The celebrated Tuscan hilltop towns of Montalcino, S.Quirico, Pienza, Montepulciano, Perugia, Siena, and Assisi are all from fifteen minutes to an hour drive away. The nearest tennis court is only 15 minutes away, and the nearest golf courses are between 30 minutes and an hour. What's more, the renowned spas boasting hot pools with stunning views, such as 'Bagno Vignoni,' 'San Casciano dei Bagni,' and 'Bagni San Filippo,' are from a 15 to 40 minute drive away. The villa, a 300-year-old farmhouse, offers modern comforts as well as privacy, while maintaining the integrity of the structure's past. The villa can accommodate up to ten guests. It features five bedrooms with en-suite bathrooms. It also features a large dining room that leads to a stone-paved and straw sheltered al fresco dining area, which faces the valley. The property also offers a solar swimming pool and a solar hot tub from which magical sunsets on the valley can be viewed. This phenomenal property is sure to provide a relaxing and lovely holiday to guests. During the hot summer months, the villa remains cool thanks to the fresh countryside breeze, while its proximity to the seaside and mountains protects the valley from excessive cold. The property boasts spectacular views in a seemingly remote location, while still situated in the centre of Tuscany's gorgeous rich history.

Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

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