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luxury holidays rentals Tuscany, Italy

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22

Apartment Florence (Italy)

Pitti Act is a wonderful, spacious and lovely 4-bedroom apartment that offers its guests the perfect blend of old and new. Its contemporary design and style alongside the structure's original renaissance features blend to create a unique environment. The apartment is situated on the 3rd floor of an historical building dating back to the 17th Century and can accommodate 8 guests in 4 double suites (with an additional 4 guests on 4 single sofa-beds split between the master bedroom and living room). All bedrooms, apart from one, have en-suite bathrooms, with toilet and spacious walk-in shower. The apartment has one main living room that boasts magnificent frescoes on the ceiling and original columns which date back to the 17th Century when the building was first constructed as a theatre. The windows in this room, as well as the other 4 front facing windows of the flat, offer splendid views directly onto the impressive Palazzo Pitti, the home of the Medici family during Renaissance times. The living room is well equipped and offer two bars area: one for preparing hot drinks and the other for making cocktails as there is a small fridge and ice machine. There is a wonderful open plan kitchen and dining area which boasts a beautiful stainless-steel worktop and a handcrafted wooden table with seating to accommodate up to 12 people. This property also has an infra-red sauna room (for up to 2 guests at a time). The infra-red sauna is available free of charge to all guests and after a busy day exploring Florence you can relax here reading a book or listening to your favorite music. This apartment is just perfect for large groups of friends or a family wishing to share in totally privacy.

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Price on request
Sleeping:  on request
4bedrooms

By Italy Sotheby's International Realty

32

Seaside villa with pool Gambassi Terme (Italy)

Casale Rosa, a charming villa in Tuscany, offers private access to one of the most exclusive beaches in the region.Situated between the Aurelia road and the sea, it is part of a small group of farms.This slice of natural paradise has been carefully preserved by Mario Incisa della Rocchetta, the creator of the famous wine Sassicaia.Only residents of the farms have access, through a private gate, to this exclusive beach. The "Code Pinky", initiated by Baroness Mosterts de Banfield, ensures a calm and respectful atmosphere. No plastic, bright colors, or noise. This preserved beach offers a unique relaxation setting, away from the crowded tourist beaches of Tuscany.Casale Rosa is ideally located along the Etruscan coast. Surrounded by pines and Mediterranean vegetation, the villa immerses you in a peaceful atmosphere. Just a few steps away, a pine forest leads to the beach, accessible on foot or by bike. You can enjoy the exclusivity of this natural environment in complete tranquility.The villa features a private pool (10x6 m) surrounded by beautifully maintained gardens. This space is perfect for relaxing and enjoying the surrounding nature. The Mediterranean vegetation and pines provide shade and coolness.Casale Rosa offers 5 spacious and bright bedrooms, modern living spaces, and a fully equipped kitchen that opens onto a covered veranda.This description has been automatically translated from French.

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$12,300 - $16,400 / week
Sleeping:  2 - 9people
5bedrooms

By Ono Living

20

House with pool Rufina (Italy)

Beautiful property, ideally located in Florence for family or friends holidays. Villa Medicea can host up to 14 guests, thanks to its 7 bedrooms and 8 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

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$54,800 - $78,700 / week
Sleeping:  on request
7bedrooms

By Le Collectionist

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.

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$8,500 - $11,000 / week
Sleeping:  11people
5bedrooms

By Ville In Italia

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

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$13,400 - $20,100 / week
Sleeping:  on request
6bedrooms

By Le Collectionist

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

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$21,800 - $25,000 / week
Sleeping:  on request
6bedrooms

By Le Collectionist

20

House with pool Vinci (Italy)

Beautiful property, ideally located in Florence for family or friends holidays. Villa Vinci can host up to 16 guests, thanks to its 8 bedrooms and 9 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

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$14,900 - $21,100 / week
Sleeping:  on request
8bedrooms

By Le Collectionist

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.

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$7,500 - $12,000 / week
Sleeping:  13people
7bedrooms

By Ville In Italia

Exclusivity
38

Apartment with pool Monte Argentario (Italy)

Monte Argentario - we offer for seasonal rental an enchanting retreat offering privacy and breathtaking views of Giglio, Montecristo, Elba and Corsica. The property comprises a villa and a private annexe with two fully equipped kitchens, a separate dining room, a living room, five bedrooms and four bathrooms. The lush garden features several terraces, an outdoor dining area, a lounge area, a barbecue, a swimming pool and an outdoor shower, all with breathtaking views of the bay and the sea. Recently renovated, the villa combines modern comfort with preserved charm and is equipped with air conditioning. Parking is available on site. Monte Argentario is a picturesque peninsula in Tuscany, characterised by beautiful beaches, crystal-clear waters and charming towns. Porto Santo Stefano and Porto Ercole offer lively marinas, excellent seafood and a serene Italian resort ideal for excursions and visits. The villa can accommodate a maximum of 10 people and requires a minimum stay of 6 nights. Rates start at € 3700 per day.

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$27,000 / week
Sleeping:  on request
5bedrooms

By Barnes Rome

20

House with pool Vinci (Italy)

Beautiful property, ideally located in Florence for family or friends holidays. Villa Vinci can host up to 16 guests, thanks to its 8 bedrooms and 8 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

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$14,900 - $23,400 / week
Sleeping:  on request
8bedrooms

By Le Collectionist

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

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$9,000 - $10,000 / week
Sleeping:  18people
9bedrooms

By Ville In Italia

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.

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$3,600 - $7,300 / week
Sleeping:  8 - 10people
4bedrooms

By Ville In Italia

39

Seaside villa with pool Gambassi Terme (Italy)

Poggio Tamantino is an elegant villa with a private pool, located in the Maremma region of Tuscany.Nestled in the heart of over 15 hectares of lush landscapes, this property offers a peaceful escape just a few kilometers from the famous Alberese beach.This charming villa immerses you in an exceptional natural setting, with the Chianti and Val d'Orcia hills in the background. Villa FeaturesThe villa spans 220 m² and accommodates up to 10 people in a setting that combines elegance with Tuscan simplicity. It has 5 bedrooms and a large living space. The warm living room, with its fireplace, opens onto a shaded veranda perfect for outdoor meals.The villa also features a private pool (14x5 m), surrounded by lush gardens and a pergola.Poggio Tamantino is situated on a picturesque hill bordered by olive trees, offering exceptional panoramic views. Just 10 km away, the village of Istia d’Ombrone provides shops and restaurants.Whether you are coming with family, as a couple, or for a business stay, Poggio Tamantino offers comfort and tranquility. Enjoy a minimum stay of 7 nights to fully experience the Tuscan lifestyle, blending nature and elegance.Book today!This description has been automatically translated from French.

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$4,200 - $8,300 / week
Sleeping:  2 - 10people
5bedrooms

By Ono Living

30

Apartment Florence (Italy)

Luxury apartment in Cala Granu with garden that leads to the sea with direct access to the same. Included in the rent: - Water, gas and electricity - Bed linen and towels - Two private parking spots Description: Sea side: - 2 master suites with en suite bathrooms - Guest bathroom - Living room with large terrace facing the sea - Kitchen Rear side with independent access: - 1 suite with en suite bathroom - Living room with kitchenette and access to the terrace overlooking the garden

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Price on request
Sleeping:  on request
3bedrooms

By Italy Sotheby's International Realty

28

House Florence (Italy)

Chalet Selva is an exclusive chalet located in Val Gardena, an authentic gem set in the Dolimites. The chalet is located at an altitude of 1.500,00 meters, in a privileged position just a few meters from the slopes and in a quiet location that will allow you to enjoy your privacy. Chalet Selva offers breathtaking views that can be admired from any angle of the property through its wide glazed windows and its magnificent 700 sq m garden, where you can relax with the delightful sound of the romantic stream running through it. The chalet of 600 sq m is divided on 3 floors.The three bedrooms all have their own bathroom. The property offers a cinema area, a fitness room and a yoga corner.

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Price on request
Sleeping:  on request
3bedrooms

By Italy Sotheby's International Realty

22

Villa Florence (Italy)

Villa s'Incantu (enchantment in Sardinian) is an oasis of magical tranquility, 50 m from the beaches of the bay of Costa Corallina. In a privileged position in the first row, the villa consists of a living room overlooking the sea, a fully equipped kitchen, 2 bedrooms, 2 bathrooms and can accommodate up to 4 people. The property is surrounded by a well-kept garden and a wonderful private infinity pool. Included services: Wi-Fi connection, bed linen and towels, private carport.

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Price on request
Sleeping:  on request
2bedrooms

By Italy Sotheby's International Realty

39

Villa with pool Florence (Italy)

Lovely Villa in Cala di Volpe of about 400 square meters, 5 bedrooms (all with outside access) and 5 bathrooms in prime location - 4000 square meters of waterfront land with direct access to the beach and small beach house with bathroom - Private beach - Plot with maximum privacy and pine forest - Swimming pool with salt water - Various terraces - Outdoor kitchen - Possibility to arrive with a small rubber dinghy directly at the villa Availability: July, August, on request the last week of June and September (minimum 7 nights) Price includes: - Housekeeper 4 hours a day always in the morning - Cook and assistant cook, who helps to serve at the table, always available for breakfast and lunch or dinner (on request and at the customer's expense cook can stay all day) - Garden and swimming pool maintenance - Water and gas - Linen and towels (change twice per week) Excluded: - Electricity - Security deposit

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Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

50

House with pool Impruneta (Italy)

Villa I Cedri, only ten minutes from the enchanting city of Florence, is a Renaissance villa originally commissioned in the fifteenth century by the Marquess Niccolò Antinori. Its layout, centred around the paved courtyard, surrounded by formal gardens, and set in a productive agricultural landscape, is the typical design of aristocratic estates from this era. Nestled in the splendour of the Tuscan hills, this estate promises days of indulgence and romance in classical Renaissance style. The property, a dream villa, surrounded by luxury and hospitality, blends beautifully with its natural surroundings. The traditional cypress path leads up the hill to the villa and its spectacular gardens, with the charming pool and the outdoor seating area with a lovely gazebo. The delightfully fragrant roses, olive groves, cypresses, citrus trees, lavender, and a 200-year-old Lebanese cedar comprise this magnificent thirteen-acre traditional Tuscan park within which this phenomenal villa is immersed. While seemingly secluded, the villa is only 10 minutes from the marvellous city of Florence. Over the centuries, the villa has undergone numerous improvements and renovations that have transformed the villa into the extraordinary estate that it is today. The property features an elegant ballroom, a beautiful blue living room, a charming sitting room which faces the garden, a studio, and a formal and tastefully decorated dining room. The property can welcome up to twelve guests, featuring six elegant bedrooms with en-suite bathrooms. In addition, it offers a double bedroom for staff. All the rooms boast beautiful frescos. The subtle attention to details provides a sumptuous and luxurious atmosphere. This historic villa is a dream waiting to be realized: a Renaissance villa with all modern luxuries that overlooks the hills surrounding Florence. It is a luxurious Tuscan escape indeed. Available as of January 2026

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Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

29

House with pool Florence (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.

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Price on request
Sleeping:  on request
9bedrooms

By Italy Sotheby's International Realty

33

House with pool Florence (Italy)

The house, an ancient tower, stands on the slopes of the mountain overlooking the Conca dei Marini, a bay with high cliffs on the blue sea, surrounded by vegetable gardens and lemon plantations arranged in terraces. We are in the heart of the Amalfi Coast which, since 1997, has been declared a UNESCO World Heritage Site. Surrounded by 12,000 square meters of land, inside the tower you can breathe all the charm of the original residence, remained intact thanks to the careful and respectful renovation work that has been carried out. From an architectural point of view, the tower, combined with its arrangement on the rocky slopes, offers guests a truly extraordinary panoramic view, with windows that, like paintings, frame suggestive views and infuse bright and fresh atmospheres to the rooms. The main body of the home is on three levels, on a total area of 130 square meters, with the living area on the ground floor with entrance, living room and kitchen, the sleeping area with bedroom, wardrobe and bathroom on the first floor and a bedroom-study with bathroom downstairs. The interiors have a double soul: contemporary, design, and at the same time welcoming, warm and strongly linked to the identity of the Coast. In the rooms, a formal purism with neutral tones dominates. The essential and organic lines of the furnishings, with natural materials, create a visual continuity between inside and outside. The property offers absolute privacy thanks to the garden of over 12,000 square meters that extends over different levels with wonderful terraces and an exclusive view of the sea: silent lawns, the vegetable garden with the possibility of picking seasonal fruit and vegetables, countless corners where you can take time for yourself and finally the private beach, reserved for guests only, with direct access to the crystal clear sea of the bay of Capo Conca. A refuge open to the world, in one of the most fascinating places in Italy, to change the point of view, the rhythms of life and rediscover the power of Nature. Seven gardens create a path with perspectives that vary from step to step and that surprise, inebriate with their colors and scents those who cross them and immerse themselves in them. They are special gardens, designed as rooms of a house, a chain of environments immersed in lush nature, each with its own soul, which are reflected in the sea, the absolute protagonist. The private beach, one of the few facing west and sunny until sunset, is reserved exclusively for guests of the house. It can be reached by taking the ancient path of 130 steps immersed in the scents of the Mediterranean scrub. A unique work of naturalistic engineering that has allowed the recovery of the original descent with the exclusive use of local woods and beaten earth. If there's one thing you can't buy, it's the luxury of time to devote to yourself and your loved ones. Let the staff take care of all your needs, so you can focus on what's really important. Whether it's a boat trip, a relaxing massage, a special candlelit dinner, cultural programs and excursions to Ravello, Pompeii, Herculaneum, Naples and Capri or mountain excursions, private parties and cooking classes of the great and simple Italian tradition. Enjoy your holiday to the fullest. Relax.

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Price on request
Sleeping:  on request
2bedrooms

By Italy Sotheby's International Realty

22

House with pool Montaione (Italy)

This gorgeous and spacious country villa is fully immersed within a lush golf course. This cosy and traditional residence enchants with its elegance and beauty and the intoxicating perfume of rosemary and lavender, which surround the estate. The villa is perfectly situated in an area rich in culture, history, and gorgeous landscapes. This part of Tuscany offers endless possibilities: famous European vineyards, medieval towns perched on hilltops, cities famous for their artistic masterpieces and architecture, and an awe-inspiring panorama. The villa is also situated alongside the enchanting Borgo of Castelfalfi, with its charming boutiques and fine dining. This large farmhouse has been restored to its former glory, offering an amazing open plan living area with fireplace, and a large, fully-equipped kitchen. Meticulously restored by skilled craftsmen, it is a warm and spacious property of subtle and understated beauty. Next to the house is a small annex with a wood burning oven and laundry room, while a pool house is located adjacent to the swimming pool with a guest bathroom and a small gym. This charming villa can accommodate up to ten guests. The estate features five double bedrooms with en-suite bathrooms. Here, guests can enjoy both privacy, given the spaciousness of the property and bedrooms, as well as the company of others, perfect for gatherings with family or friends, all whilst situated in the heart of Tuscany. Enjoying an 'aperitivo' in the garden or dining al fresco alongside the beautiful pool, immersed in the Tuscan countryside, guests are certain to enjoy a luxurious and unforgettable retreat at this first-class estate.

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Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

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