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luxury holidays rentals Tuscany, Italy

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House with pool 1
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

Villa with pool and garden 2
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 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 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 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 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 7
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 8
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 9
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 10
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

Villa with pool and garden 11
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

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

Seaside villa with pool 13
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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

Farmhouse with pool 14
30

Farmhouse with pool Lucca (Italy)

In the enchanting little town called Vicopelago, close to the historic centre of Lucca, Villa Roses rises out of the heart of the Tuscan countryside surrounded by gentle hills dotted with olive groves, vineyards and acacia Woods. On this 10,000 square meter Estate which is surrounded by the original stone walls, we find three structures: the main Villa, the Barn and the Farmhouse, all dating back to the 16th century and recently restored. The main villa is made up of 6 bedrooms and five bathrooms and its renovation has maintained the original structure and characteristics of this renaissance building. The farmhouse is characterized by its vivid color, and shaded by a vigorous wisteria pergola, it offers the ideal space for families with children who need comfort and a casual and relaxing environment. It is made up of four apartments and is also ideal for friends wanting to share their holiday as a group - providing both convenience and a space to relax. There is a traditional wood-burning oven, a barbecue, lawn and safe play area for children. The jewel of the property is the Barn, now a charming apartment with every comfort. Built of stone and situated near the swimming pool, it has its own shaded terrace, where you can relax while enjoying the view of the large garden. From here, the view takes in the panorama of the nearby hills as well as the flowers and foliage of the garden itself. It has two bedrooms and two bathrooms. In addition, an excellent wine cellar with a wide selection of wines is available for winetasting experiences. The romantic courtyard, bordered by low walls of dry stone, is embellished with green hedges and white roses, offering an air of great charm and total relax at this idyllic estate.

Price on request
Sleeping:  on request
14bedrooms

By Italy Sotheby's International Realty

House with pool 15
28

House with pool Chiusi (Italy)

Magnificent 18th Century Villa is situated in the rolling ills outside of Siena, dates back to the later part of the 18th century, where it served over the centuries as an exclusive meeting place for important personalities from Rome and Florence. This classic Tuscan villa is situated near Tuscany's nearby well-preserved treasures of nature, the arts, and Tuscany's rich and noble traditions. The estate is a convenient drive to the towns of Montepulciano, a charming medieval town, and Pienza, named UNESCO World Heritage Site. It is also a day excursion to the beautiful towns of Perugia and Assisi in Umbria and the historical Siena, another UNESCO World Heritage Site. Throughout the area, guests will discover fine dining and excellent wines, exhilarating entertainment, and relaxation and peace. The property is well positioned to enjoy activities in the area, but it also offers many luxuries at home, such as a wellness area that includes a sauna, steam room, fitness area, a massage room, and a magnificent, heated swimming pool. The villa is a neo-gothic building structured over three levels. The inimitable style of the villa's interior design and personal touch are felt throughout the estate, transforming the villa into a space of authenticity with a truly poetic soul. The classic Tuscan style is tastefully combined with a new contemporary concept, offering the best of luxury from every generation. The estate can accommodate up to sixteen guests, featuring eight bedrooms, all equipped with modern facilities. The estate also offers a butler and chef, who will be at the villa daily, available as needed. The chef will prepare a continental breakfast for guests as well as one additional meal. If guests wish all three meals, they need only make such request. This estate is the ideal home-away-from-home. An intimate setting, hidden in the lush countryside between Tuscany and Umbria, is the ideal base to explore and fall in love with the enchanting surroundings.

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

House with pool 16
29

House with pool Castel del Piano (Italy)

This idyllic estate is perched upon the hills of the beautiful Tuscan countryside overlooking the picturesque landscape of Val d'Orcia. The villa is situated upon a 300-hectare organic farm where guests can enjoy a refreshing dip in the beautiful swimming pool, strolling the grounds of the estate, preparing a barbecue or a pizza in the wood fire stove, enjoying an aperitivo or dining al-fresco, all while taking in a marvelous view of the surrounding valley. Indoors, guests can enjoy billiards or ping- pong. The villa also offers a wide range of luxurious facilities, such as a spa area, a jetted-tub, and a sauna. Tearing themselves away from all these comforts, guests can enjoy the villa's convenient location, only two miles away from the lively town of Buonconvento, where restaurants, shops, a church, and a train station can be found; only 17 miles from the historic city of Siena; and only 19 miles from La Bagnaia, where guests can enjoy a few rounds of golf, a lovely spa, and fine dining. This recently renovated villa represents a combination of rustic architecture and formal furnishings, creating a spacious and welcoming space. The remodelled fireplace with the brick ceilings, the stone floors with sofas pulled around the large farm-house style fireplace, and the crystal chandeliers create a comfortable and charming atmosphere where guests feel immediately at home. The spacious estate can welcome up to 18 guests. The estate consists of the main villa, which provides eight bedrooms with en-suite bathrooms, and the guest house, which provides an additional bedroom with en-suite bathroom. Guests can rest comfortably as all the bedrooms include air-conditioning and ceiling fans. This hilltop estate provides the perfect escape from life's frantic pace. From wine tasting to horseback riding, trekking the surrounding hills to lounging poolside, guests are sure to enjoy a true retreat and an authentic Tuscan experience. 2023 WEEKLY PRICES: 01/01 - 09/04 EURO 11.000 09/04 - 30/04 EURO 11.500 30/04 - 28/05 EURO 13.000 28/05 - 24/09 EURO 15.000 24/09 - 29/10 EURO 13.000 29/10 - 17/12 EURO 11.000 17/12 - 07/01 EURO 12.000

Price on request
Sleeping:  on request
9bedrooms

By Italy Sotheby's International Realty

House with pool 17
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

Apartment 18
28

Apartment Florence (Italy)

Great character and uniqueness, this is the motto that distinguishes the eclectic Sporti Apartment. Located in the beating heart of Florence, in a historic building from the 1500s designed by the illustrious Michelangelo Buonarroti, the apartment is just a four-minute walk from the famous Piazza Duomo, whose dome is partially visible from the large windows of the living room. The very bright apartment, recently renovated with taste and design furnishings, with a clever mix of ancient and modern style, occupies the entire second floor of the building (without lift), completely free on three sides. With a surface area of 200 sqm, the Sporti Apartment is the ideal location for families and small groups of friends who want to immerse themselves in everyday Florentine life. The property boasts four spacious bedrooms, a large and bright living room with a romantic mezzanine with relaxation corner, an ancient kitchen restored and fully equipped, three bathrooms - two of which are en-suite - and a relaxing infrared sauna room to be used to recharge your body and mind during more intense days (sauna room available from 1 November to 31 March). Two of the bedrooms have a bathtub inside to enjoy moments of pure tranquillity. If you wish to immerse yourself in history and Renaissance art this is the ideal location, with the touch of worldliness of the refined shops that are located a few steps from the apartment.

Price on request
Sleeping:  on request
4bedrooms

By Italy Sotheby's International Realty

House with pool 19
30

House with pool Lucca (Italy)

This gorgeous villa, Villa Silene, situated in the hillside outside of Lucca, is a gem of a Tuscan farmhouse set upon a stunning estate of hill-terraced olive groves, overlooking a small lake with its own little tree-shaded island reached by a wooden bridge. Villa Silene holds a wealth of history, tradition and culture within its walls: in the 19th century, it was the home of Felice Matteucci, the man who in 1854 invented the first stroke engine (prototype to the modern-day motor car) in his on-site workshop. Within the estate, guests can enjoy the jasmine covered gazebo, surrounded by a lush green lawn and manicured gardens, setting the perfect backdrop to the flood-lit swimming pool. The estate is located in the Tuscan countryside in proximity of the city of Lucca, only four miles away, and a very short drive to the city of Pisa, with its famous tower, and the glamorous beaches of Forte dei Marmi. The villa is a treasure, offering both comfort and elegance, a timeless blend of historic elegance and modern luxury. The villa features a spacious and sunny salon with comfortable sofas, a guest study, a grand domed dining room, and a fully-equipped, traditional Tuscan kitchen. The estate can welcome up to twelve guests and includes six luxuriously appointed guestrooms, each with a magnificent en-suite bathroom. This gorgeous estate, boasting magnificent and beautifully manicured gardens, a private, idyllic lake, and a simply blissful atmosphere, is a delightful retreat where guests can discover the magical beauty and pleasures of 'La Dolce Vita.' 2024 WEEKLY PRICES START FROM EURO 12.000 TO 16.000

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

House with pool 20
22

House with pool Castel del Piano (Italy)

Villa Cloe is situated upon a hilltop in a medieval village in Val d'Orcia, the valley in Tuscany renowned for its breath-taking views, rolling hills, phenomenal olive oil and wine, and world-class dining. Here, guests can enjoy a true Tuscan retreat in a historic villa, situated in a charming village with all the luxuries the heart could desire. 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. This fantastic villa has been meticulously restored and designed using the finest local marble and wood. The aesthetic marries ancient stone construction with contemporary design. In restoring the original details of this classic Tuscan dwelling, modern luxuries such as a fully equipped, modern kitchen with the latest European appliances, decadent marble clad bathrooms, and modern sound systems were also installed. The modern luxury is balanced with timeless comforts, such as an eclectic and riveting library, large wood-burning fireplaces, and spacious outdoor terraces with stunning views of the Val d'Orcia. This beautiful villa can welcome up to twelve guests. This includes six beautifully decorated bedrooms all with king-size beds and en-suite bathrooms. In addition, there is a spacious living room, a beautiful library, a half-bathroom, a professional grade kitchen, and fabulous terraces. The restoration of this stunning estate is a testament to how exquisite, contemporary style and comfort through design bring the past vividly to life. In this glorious location, guests can truly enjoy the beauty of this historical location, wed perfectly with modern style and comfort - the recipe for a perfect retreat.

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

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