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luxury holidays rentals Tuscany, Italy

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House with pool 1
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

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

Villa with pool 14
30

Villa with pool Capalbio (Italy)

Villa Etruria - Wonderful villa in Capalbio with swimming pool and pool house. This beautiful villa has a large living room where you can spend time with family and friends, a large kitchen and both indoor and outdoor dining areas. The house offers 8 finely furnished bedrooms (including one for staff) and 8 bathrooms. On the outside there is a beautiful swimming pool with a pool house, with sunbathing area and views over the surrounding countryside and the sea. In addition, there are 500 sqm of open space under the patios, plus a beautiful garden. In the large garden you can relax or do some activities thanks to the presence of ping pong and the soccer field. You can enjoy a delicious dinner prepared in the external wood-burning pizza oven. Upon request, you can rent a 20-metre motorboat to take a dip in the beautiful Tuscan sea. Included in the price: Daily cleaning service and midweek linen change. Cook service Gardener Pool cleaning Utilities

Price on request
Sleeping:  on request
8bedrooms

By Italy Sotheby's International Realty

House with pool 15
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

House with pool 16
30

House with pool Pisa (Italy)

Villa Marigold was built in 1901 by the great grandfather of the current owner. The family, at the time very important Italian entrepreneurs, were also enthusiast racehorse breeders. The property's location was chosen due to the fact that the San Rossore nature reserve also contained Italy's major racehorse training center, located between Rome and Genova where the owner lived and had his business interests. The San Rossore Nature Reserve is a 9000 hectare area of natural wilderness that leads to beautiful natural beaches of the area, hosting multiple varieties of birds, deers, wild boars and others species. The 44 hectare estate is surrounded by maritime pines and holm oaks, large paddocks and stables. The Villa with its gardens and large swimming pool area is for guests' use only. There are 7 double bedrooms for a total of 14 people included in the price. There is also another double bedroom and a single available at an extra cost. The villa's staff live in a dependance located on the property. Since the Estate was built it has remained within the same family who still use it on weekends and for holidays. It is now available for short term rental for the first time ever, along with its wonderful staff who are used to hosting guests both for stays, dinners and popular luncheons by the pool. The estate is conveniently located close to Forte dei Marmi, Pietrasanta and Lucca, with their fabulous restaurants, famous beach destinations, art galleries and wineries. For culture, Pisa with its Piazza dei Miracoli is one of the jewels of Italy , and Florence is only a 1 hour drive away.

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 17
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 18
30

House with pool Gavorrano (Italy)

This luxurious and tastefully decorated estate is situated within a peaceful oasis with a spectacular panorama of rolling Tuscan hills in the heart of the Maremma. Podere Federico is located in Maremma, along the Southern coast of Italy. The area 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, the spectacular swimming pool and the surrounding grounds, including the pool house and a covered outdoor dining and living area. The estate also features a billiard and a television room with a home theatre system. Totally refurbished in 2009, the property is composed of two adjoining structures connected by an open gallery on the ground floor and an open terrace on the top floor. The villa features a spacious and charming living room and dining room and a modern, fully-equipped kitchen, with natural light throughout. The estate can accommodate up to 18 guests. It features nine very spacious and luxuriously decorated bedrooms, all with en-suite bathrooms with showers, bathtubs, and double sinks. The property also offers air-conditioning throughout and a fully experienced staff prepared to care for the needs of guests in the most professional manner. In this luxurious villa, guests will discover the Maremma coast, Tuscany's best kept secret, where seaside meets countryside, for a memorable retreat.

Price on request
Sleeping:  on request
9bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 19
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

House with pool 20
30

House with pool Barberino Tavarnelle (Italy)

The Watermill is located in Sambuca Val di Pesa, a small village between Siena and Florence. The property consists of a central building and two barns surrounded by lush and colorful vegetation, filled with fragrances, and sounds that make it a truly unique place to connect with nature. The rustling of leaves blends and the sound of the Pesa River are both soothing and refreshing. On the ground floor of the Villa, a spacious living room leads to a grand dining room with a fireplace and a bread oven followed by a modern kitchen restored and equipped with all the modern conveniences, a bathroom with laundry facilities, and finally the main suite with a large and luxurious private bathroom with travertine shower. On the first floor, a bright living room dominates the scene with its central truss and a fireplace that makes the atmosphere even more special. From here, you have access to two suites, both with private bathrooms and travertine showers. One of these suites features a freestanding bathtub with a panoramic view of the Villa's garden. Another suite, located on the garden floor with direct access to an exclusive patio, has been entirely carved out of the ancient mill's manger used as a horse rest stop and for grain storage, still visible in the suite's private bathroom. What makes this room even more special is its proximity to the mill room where the ancient millstones are still present. Located on the left side of the main building in one of the barns, another suite (the biggest annex) extends over two levels: on the ground floor there is a double bedroom with a bathroom and access to a front patio and a lateral loggia used as a dining area, while on the upper floor, there is a loft with two single beds overlooking the villa's pool. Formerly an ancient sawmill (the small barn annex), is located opposite the main body of the villa and overlooks the park directly through a paved patio. The dependance comprises a living room with a fireplace, a kitchen with a historical marble sink, and a double bedroom with an open shower. The pool is surrounded by lush vegetation, the scent of cypresses, the sound of the river nearby, and the Tuscan hills serve as a background, creating a magical and relaxing atmosphere. The verandas are located on the back part of the villa. These lodges are also accompanied by a round table around an ancient olive tree where a wood-fired oven and a relaxation area are situated. Finally, the riverside beach is a true oasis where you can reconcile with nature and let yourself be lulled by the sound of flowing water and the rustle of leaves that surround it. It can be accessed directly from the villa and features a relaxation area, dining table, and sun loungers.

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

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