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luxury holidays rentals Tuscany, Italy

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House with pool 1
25

House with pool Castellina in Chianti (Italy)

A truly luxury retreat among the world famous Tuscan hills. Villa Caccia Chianti is located only a short drive from Florence and Siena, surrounded by its own private vineyards and olive groves. The estate has a long historical background and it has been owned by the same noble family since 1920. The interior was designed by Princess Ma rianita Ruspoli, a combination of modern elegance and authentic Tuscan style. The villa consists of 9 ensuite bedrooms with private bathrooms fully equipped with BVLGARI bath products. The kitchen has everything one needs to create superb cuisine, using the organic vegetables and fruit from the estate's own garden. There is even a surprise for gelato lovers to have their own home-made ice-cream experience. Go for a walk, sit by the pool with a book or discover the woodland and wildflower meadows near the estate. The perfect place for a group of friends or family to enjoy the wonderful Chianti Region and explore the breathtaking Tuscan hill tops, and close enough to all the major tourist destinations, such as San Gimignano, Cortona and Volterra.

Price on request
Sleeping:  on request
9bedrooms

By Italy Sotheby's International Realty

House with pool 2
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

Villa with pool and garden 3
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

House with pool 4
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 5
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

House with pool 6
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

Villa with pool and garden 7
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 8
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 9
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 10
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

Seaside villa with pool 11
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 12
37

Villa with pool and garden Toscane (Italy)

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

€6,770 - €9,470 / week
Sleeping:  2 - 10people
6bedrooms

By Ono Living

Villa with pool and garden 13
31

Villa with pool and garden Toscane (Italy)

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

€5,520 - €9,460 / week
Sleeping:  6 - 12people
6bedrooms

By Ono Living

House with pool 14
27

House with pool Castagneto Carducci (Italy)

Bolgheri Manor dates back to 1911 and is located in the heart of the Maremma Livornese, on the wonderful and well-known Viale dei Cipressi in Bolgheri. Its position makes it unique; entering the property we find ourselves immersed in the greenery, between the garden, that extends for 6000sqm, the olive trees and the vineyards that surround it as far as the eye can see; to the west one sees the sea (20 min) and to the east, the scenic village of Bolgheri, with its Castle (10 min walk). This property accommodates up to 14 people, between the main farmhouse and the delightful annex which consists of an ancient oven, and has been completely renovated and well furnished with all the amenities. The main farmhouse on the upper floor, has 4 bedrooms each with private bathroom, another bedroom with external bathroom and a bedroom with private bathroom on the lower floor. Each room is furnished with extreme care and passion, with the skillful use of color and the combination of antiques and pieces of contemporary art that give the entire farmhouse a great and unique personality. The floors are made with the ancient terracotta typical of the area and the external walls with the typical exposed bricks of the late 19th century farmhouses. The whole structure is equipped with underfloor heating and air conditioning. The annex, is composed of a bedroom that overlooks the garden, a bathroom and a kitchenette built around an old oven, expertly restored. It is, as well, equipped with both heating and air conditioning. The common areas of the home, such as the large dining room and the living room with the main fireplace, are wide open and have large windows overlooking the garden; the kitchen is equipped with all comforts and next to it, the old 'Carraia' has been transformed into a living room with a cozy fireplace. From there, you can access the outside where there is a dining table and a wonderful stone barbecue, completely independent and an outdoor area that allows you to enjoy the garden even on rainy days! Also, next to the kitchen, a study / leisure room has been created with access to a splendid small Hammam with steam bath. The thing that strikes the most are the large spaces, the windows that make you feel immersed in nature and every room offers breathtaking glimpses and views of the surroundings. The garden was created respecting the natural movements of the land, and the centuries-old trees emanate great peace. The swimming pool, made of stone, integrates wonderfully in these gentle movements of the land without being visible from the house. It is an enchanted and perfect place to welcome friends and share moments of relaxation with the family. A true refuge for the soul.

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 15
16

House with pool Castel del Piano (Italy)

Villa Zinnia is situated upon a hilltop in Val d'Orcia, renowned for its breath-taking views, rolling hills, world-class dining, and renowned wine and olive oil. Here, guests can enjoy a luxurious retreat from life's fast pace, in a charming medieval Tuscan village where modern luxury blends perfectly with the historical surroundings. The estate is situated in a community that includes a well-appointed hotel, a deluxe spa, a renowned restaurant, and a fantastic cocktail lounge. Guests can enjoy the convenience of the hotel, where the multi-lingual concierge can organize private tours of the area or cooking lessons, make reservations; or schedule spa treatments or private yoga lessons. In addition, guests can enjoy a continental breakfast at the hotel, use of the gorgeous infinity swimming pool, and use of the well-equipped, Techno-gym. The estate is situated near the famous hilltop towns of Pienza, Montepulciano, and Montalcino for guests interested in an easy daytrip; while Florence and Rome are just a two-hour drive from the estate. The villa can welcome up to four guests. The inviting living room is furnished with comforts that replenish mind and body, including two comfortable sofas and handcrafted bookshelves filled with classic literature. A modern kitchen with state-of-the-art appliances allows guests to master all the local cuisine. The master suite on the first floor is a true haven for the senses where guests can lounge in lavish, hand-sewn leather recliners or unwind on a bed made of hand-dyed linens. One additional bedroom and bath provide a welcome sanctuary for friends and family, who will feel equally at home as they bask in the same comforts. Once guests step into this elegant two-bedroom home, they will never want to leave. A world-class retreat in Tuscany.

Price on request
Sleeping:  on request
2bedrooms

By Italy Sotheby's International Realty

House with pool 16
30

House with pool Capalbio (Italy)

A stay at Villa Serenità offers its guests a re- markable experience. The estate and the area have so much to offer - from the wonderful views, to the peacefulness of the area, to the nearby beaches, to eating organic food grown on the property, and being enchanted by the magical artistry of the Tarot sculptures. This wonderful home has 5 bedrooms with ensuite bathrooms (master bedroom, 2 double bedrooms, childrens' bedroom with single beds and an underground service bedroom) all with air conditioning, 1 guest bathroom, a fully-equipped kitchen, dining room, drawing room, cinema room, gym, relaxation room and sauna as well as a laundry room. Outside there is a covered dining area, a covered lounge area, infinity swimming pool, garden, and parking. A Cook and 3 Maids are included as well as laundry service (excluding dry cleaning). Personal trainer, tennis coach, yoga instructor, masseuse, babysitter and overnight staff can be organized upon request.

Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 17
30

Farmhouse with pool Lucca (Italy)

Villa Pulicara is a beautifully restored 18th century farmhouse situated within the undulating Tuscan Hills outside the beautiful walled city of Lucca. This bright property, with its finely detailed decor, is perfectly located. While only a 10-minute from Lucca, it provides utmost privacy. The grounds, with the walled gardens and the swimming pool, create a magnificent environment to relax in and enjoy the holiday. However, culture and adventure are short distances away, with mountains to the north, the Mediterranean Sea to the west, and Renaissance and medieval cities in nearly every direction. Indeed, on clear days one can see the leaning Tower of Pisa in the distance. This lovely villa is filled with light and open-spaces. The interiors were designed by the finest craftsmen with respect for both the Tuscan traditions and the highest standards of modern amenities. All of the fireplaces are antique and the main one in the living room dates back to the 16th century. The first floor opens on to the outdoor terrace and the pergolas that provide a perfect place for dining al-fresco or to simply enjoy the peace of the property. The estate has five en-suite bedrooms; four large bedrooms, two on each floor plus a smaller one on the ground floor. All the rooms are decorated with pastel tones with antique pieces of furniture, wooden beams and terracotta tiles, and all the bedrooms are air-conditioned. The property also features a lovely artists' studio full of charm and enchantment. In addition to the beautiful architecture and luxurious amenities, the villa is proud to provide an extraordinary, authentic Tuscan cook who is the embodiment of the soul of the villa. With a culinary experience that is authentically Tuscan, in the heart of the province of Lucca (near the sea, the mountains, and the cities), guests are certain to enjoy a thorough Tuscan experience. 2023 WEEKLY PRICES: Jan 1 - April 1 Euro 13.300 April 1 - May 6 Euro 16.000 May 6 - Sept 30 Euro 18.650 Sept 30 - Nov 25 Euro 16.650 Nov 25 - Dec 30 Euro 13.300

Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

House with pool 18
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

House with pool 19
30

House with pool San Casciano in Val di Pesa (Italy)

Nestled in the heart of the winemaking region of Chianti Classico, this fantastic property is a magnificent 15th Century villa built by the Machiavelli family, bearing the unmistakable touch of the Renaissance master, Michelangelo. Located just 12kms south of Florence, this villa is situated upon 600 acres of flourishing vineyards and olive groves. The private estate produces three award winning wines and a distinctive olive oil which guests can enjoy during their stay. The classic beauty of this villa combined with its history, art, and idyllic countryside setting create the perfect backdrop for an escape to Tuscany. Luxurious facilities complement the private villa, including an outdoor swimming pool, an indoor swimming pool, a spa with a full collection of spa services available, unique sculpture gardens, beautiful grounds to explore, and breathtaking views of the Duomo in Florence. A stay here also allows for easy exploration to Florence, San Gimignano, or the magnificent city of Siena. In the heart of Tuscany, this magnificent villa can host up to 22 guests and offers 10 individually designed bedrooms and suites. In addition, the villa offers ample living and lounge rooms and a beautiful loggia with views of Florence and the surrounding countryside. This world-class, historic villa allows guests to experience the modern-day luxuries seamlessly combined with the splendour of the Renaissance....

Price on request
Sleeping:  on request
10bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 20
30

Farmhouse with pool Gavorrano (Italy)

This charming country house is situated in the heart of Maremma, the Tuscan cradle of the Tyrrhenian civilization. The estate is located in Maremma, along the southern coast of Italy. The area surrounding the estate is replete with gorgeous beaches, thermal baths, hilltop towns, world-class vineyards, and a pure and lush landscape. The estate also provides a wide range of entertainment within its grounds, for instance a gorgeous swimming pool and luxurious pool house, which boasts the ultimate in wellbeing and relaxation, an authentic Mediterranean Hammam, and a charming garden. The villa is decorated with charm and elegance, creating a warm and welcoming space. The generous living area is spacious and has a very welcoming atmosphere, and the billiards room provides a stately charm. The estate can accommodate up to 14 guests. It features seven bedrooms, with air conditioning and en-suite bathrooms including bathtubs and showers. The estate includes a dependance with a bedroom, bathroom with shower, and a sitting room with a kitchenette. Furthermore, it features a friendly yet unobtrusive maid and cook; responsible for daily cleaning and preparing succulent Italian meals (extra cost) in line with the special needs and preferences of guests. In this magnificent countryside villa, situated in the heart of Maremma, guests can enjoy a luxurious retreat where modern luxury meets rural seaside.

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

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