English
103

luxury holidays rentals Tuscany, Italy

Sort by

House with pool 1
30

House with pool Lucca (Italy)

This typical Tuscan country villa is situated in the heart of a poetic Italian landscape. The villa is surrounded by orchards and olive groves, Italian gardens and tranquil, rolling hills. Villa Timo is centrally located, only four miles from the walled city of Lucca, four miles from the historic city of Pisa with its majestic leaning tower, and 12 miles from the exclusive beach resorts at Forte Dei Marmi. Golf courses and tennis clubs are also conveniently nearby. Despite its convenient location, guests will still feel a sense of privacy and seclusion, surrounded by olive groves, vineyards, orchards, and gardens. In the front of the villa lies a vast lawn with a beautiful, private swimming pool and a luxurious jacuzzi where guests can relax in peace after a day of exploring the gorgeous surroundings of Tuscany. The estate offers the best of modern comforts in an elegant and rustic setting. Entirely restored to the highest level of standards, the property maintains its Tuscan charm with terracotta tiled floors, wood beamed ceilings, frescos and several charming patio-areas, shaded by rose-covered gazebos, where the indoor and outdoor living spaces seem to converge harmoniously. Villa Timo can accommodate up to 15 guests. On the first and second floors there are 8 splendid bedrooms with en-suite bathrooms, a safe and air conditioning. 6 bedrooms have king size beds, one has a french bed and one two twin size beds. All bathrooms have a shower. Some bedrooms can accomodate an extra bed and the villa can welcome up to 19 people. Every bedroom has a magnificent view over the surrounding area, orchards, olive groves and the pool. With an on-site gardener, daily maid and chef service, a concierge, and a pool attendant, this villa offers the highest quality of luxuries. This majestic estate is truly the very best blend of modern comforts and classic elegance, for an exclusive and sumptuous stay in the heart of Tuscany. 2024 WEEKLY PRICES START FROM EURO 15.000 TO EURO 20.000

Price on request
Sleeping:  on request
8bedrooms

By Italy Sotheby's International Realty

House with pool 2
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 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

Villa with pool and garden 4
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 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 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 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
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
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 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

Villa with pool and garden 13
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

House with pool 14
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

Farmhouse with pool 15
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 16
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

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

Villa with pool 18
30

Villa with pool Cinigiano (Italy)

In the lush heart of Tuscany's Maremma, just a few kilometers from the Val D'Orcia, sprawled across approximately 700 hectares, you'll find Amber Estate , which came to life in the early 1900s. Once a hunting reserve, it's now a magical place, a peaceful oasis where you can reconnect with nature for an immersive vacation amidst the slow rhythm of authentic Tuscany. At the top of the estate's highest hill stands Il Poderone , an ancient farmhouse beautifully renovated to accommodate up to 14 people in seven comfortable double rooms with private bathrooms. Spread across two floors with an interior space of 600 square meters, surrounded by a vast green park dotted with relaxation areas and boasting a 360° infinity pool overlooking the estate, Il Poderone is the perfect spot for your charming vacation. To top off your experience, a wide range of services awaits to make your stay unforgettable: each morning, you'll be treated to a rich breakfast freshly prepared with sweet and savory dishes from tradition, to be enjoyed in your favorite corner of the estate. You'll also have access to sports equipment for outdoor exercises and the opportunity to explore up to 15 kilometers of trails through woods and private lakes on the estate. Upon request, numerous extras can make your vacation even more special, such as massage services or yoga lessons, private chefs, guided tours of the ranch, meat and wine tastings, or guided bike tours of the estate. So, get ready for a truly unforgettable Tuscan getaway! Included in the rental: Pool (heated upon request) Chill-out areas set up in the green parks surrounding the estate Bocce court Free sports equipment Breakfast with freshly prepared dishes and buffet, served in the villa's kitchen from 8:30 am to 11:30 am Daily cleaning service and room tidying Bed linen change every 3/4 days Towel change every 2 days Pool towels Private parking Marked trekking trails for about 15-20 km AC in all areas of the house Fast Wi-Fi both inside the villa and by the pool and wellness area

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 19
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 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

Receive by email any new listing that may match your search criteria

Your criteria :

  • Vacation rentals
  • Tuscany, Italy