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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

Villa with pool and garden 2
New
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

House with pool 3
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 4
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 5
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

Villa with pool and garden 6
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 7
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 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
22

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

Seaside villa with pool 12
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

House with pool 13
15

House with pool Castel del Piano (Italy)

Villa Celosia is situated within a medieval village 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 true escape from life's fast pace, enjoying modern luxury blended seamlessly with the allure of this beautiful and historical area. 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 is spaciously spread over three floors. A salon upstairs offers panoramic views over the Val d'Orcia. The villa has been meticulously decorated to incorporate today's luxuries and design with the historic characteristics that make Tuscan architecture so exceptional. This charming villa can welcome up to six guests. The villa contains three bedrooms, all with king-size beds and en-suite bathrooms. An extraordinary bathroom, both in size and finish, boasts a spectacular whirlpool bath, and steam room to replenish and refresh guests. The estate also includes a fully-equipped, modern kitchen, a comfortable but chic lounge with a fireplace, a lovely dining room, and a half-bathroom. A stay at this spacious and lovely villa is an unforgettable experience. This is a space to unwind and disconnect from a hectic schedule, where friends and family can reconnect with the peaceful yet energizing pace of a Tuscan village

Price on request
Sleeping:  on request
3bedrooms

By Italy Sotheby's International Realty

Farmhouse with pool 14
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 15
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

House with pool 16
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 17
23

House with pool Montalcino (Italy)

Villa Lupino is situated within the magnificent landscape of that surrounds Montalcino, renowned for its beauty and phenomenal wines. Restored by a prominent interior designer, this property honours its architectural history while providing modern luxury and charm. This charming estate is located just outside of Montalcino. The villa is situated in the heart of Tuscany's wine production, near, for instance, Montalcino, Montepulciano, Val d'Orcia, and Crete Senesi. It is also a short distance to the beautiful, historic cities of Florence, Siena, and Pisa. For those who prefer to repose within the estate, it offers a gorgeous pool, a lovely garden, and a fantastic panorama of the majestic Tuscan countryside. Authenticity, style and a distinct atmosphere characterize this beautiful property. The villa consists of a large, Tuscan stone-built farmhouse and a smaller guesthouse, which can be reserved to accommodate larger parties. The interiors blend elegance and tradition with perfectly harmonized colors, unique fabrics, and pieces of art, creating a warm and authentic feel of a home that is cared for and loved. This beautiful home can welcome up to 10 guests (with an optional dependance that can welcome an additional eight guests). The main house includes a large dining room with fireplace; a fully-equipped kitchen; and a spacious sitting room; all opening with French windows into a charming garden. The main house also contains one master-bedroom with en-suite bathroom; a double bedroom with en-suite bathroom; a double bedroom and a twin-bedroom with a shared bathroom. The guesthouse also includes 3 double bedrooms and a twin-bedroom each with en-suite bathroom. For smaller groups, this wonderful house, can be rented for 12 people as well as for 14 or 16 guests. This charming Tuscan villa, secluded and reached only by a one-kilometer dirt road, provides the perfect retreat. Here, guests can enjoy a phenomenal panorama of the Tuscan countryside while still enjoying access to all modern luxuries. 2023 WEEKLY PRICES (16 SLEEPS): Dec 17, 2022 - Jan 07, 2023 € 8640 Jan 07, 2023 - Apr 01, 2023 € 6990 Apr 01, 2023 - Apr 15, 2023 € 8640 Apr 15, 2023 - Jun 03, 2023 € 6990 Jun 03, 2023 - Jul 01, 2023 € 8640 Jul 01, 2023 - Sep 02, 2023 € 10960 Sep 02, 2023 - Sep 30, 2023 € 8640 Sep 30, 2023 - Dec 23, 2023 € 6990 Dec 23, 2023 - Jan 13, 2024 € 8640

Price on request
Sleeping:  on request
9bedrooms

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

House with pool 19
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 20
30

House with pool Castel del Piano (Italy)

Villa Lilla is a large farmhouse complex dating back to at least 1509. It sits on a small hill within a large 2500-acre private estate and has gorgeous and unobstructed 360-degree views of the surrounding medieval villages and countryside. It is optimally located within a twenty minute drive of the main Rome-Florence tollway as well as the beautiful villages of Pienza, Montepulciano, Radicofani, Montalcino, Sarteano, Cetona, San Quirico, Bagno Vignoni and many others. The present owners rebuilt the property using modern construction and finishing standards, while keeping the original perimeters, style and character of the buildings, which is mandatory in this valley registered on the UNESCO World Heritage Site List. The house is decorated in classical Italian style with Tuscan marbles, hardwoods, hand-baked terracottas, stone and lime-based paints and contains beautiful antique furniture. The house has eight bedrooms and seven bathrooms, divided evenly between the main house and a spacious annex with its own dining room and kitchenette and can sleep 15 adults in total. Its indoor living area covers well over 6,000 square feet and is surrounded by lovely terraces and grounds, offering multiple options for enjoying the views and entertaining family and friends. It has an infinity pool, a small exercise room, plentiful parking, central air conditioning, satellite and digital TV, centralized wireless stereo, fast broadband wi-fi throughout the property, a private elevator, home cinema, video security and alarm systems, multiple safes for guests' use and a climate-controlled wine cellar. It also comes with three full-time non-resident staff (two full-time staff in the lower seasons), providing 7-day per week daily room and bathroom cleaning, breakfast and regular linen changes. This marvelous property allows its guests to rest in luxury and at the same time have access to the best that Tuscany can offer.

Price on request
Sleeping:  on request
6bedrooms

By Italy Sotheby's International Realty

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