English
95

luxury holidays rentals Tuscany, Italy

Sort by

Farmhouse with pool 1
30

Farmhouse with pool Gaiole in Chianti (Italy)

Enchanting villa surrounded by a marvelous garden with 360° views on the infinite Tuscan landscape. The property is located right on top of the San Marcellino vineyard which makes one of the TOP 100 wines in the world. A barbecue with a nice pergola close to the swimming pool is ideal for hosting family and friends, and a soccer table for the younger members. There is a small Romanic church right beside the villa and a wood oven for homemade pizza baking. Furnished with an original and contemporary/classic and fresh style the villa is composed as follows: The main house has a total of 3 double suites with ensuite bathrooms, one may also be made into a twin room upon request. Kitchen, living room and dining room. Tower with TV room. Guest House with its own private entrance, composed of 1 bedroom with ensuite bathroom, TV and a kitchen. Double suite (or twin beds) with bathroom and independent entrance with a small kitchenette. Wide banquet hall suited for gathering up to 50 people. Spacious garden with swimming pool, external shower, loungers and shades. At the guests request, the church may be used for small ceremonies and weddings. Every day 5 hr. cleaning service (except Sundays) On a daily basis the maid provides fresh bread, croissants and focaccia, lays the table and cleans the kitchen after breakfast. Coffee, milk and other food for breakfast are not provided. This service is not available on Sundays. Ping pong table, football table. An electric charging station. Upon request: Personal chef Yoga lessons Tennis lessons Wine tasting Mountain biking and trekking tours Quad tours Vespa rental Cooking classes in a local restaurant This house is for the Tuscan Style lover, for anyone who is seeking peace of mind in privacy but not in total isolation. A one-of-a-kind opportunity to sleep right on the winery's grounds and perceive and sense the true work of a wine reality.

Price on request
Sleeping:  on request
5bedrooms

By Italy Sotheby's International Realty

House with pool 2
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 3
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 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

House with pool 6
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

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

Villa with pool and garden 8
47

Villa with pool and garden Toscane (Italy)

The advertiser did not provide an english description for this listing.

€7,600 - €13,300 / week
Sleeping:  2 - 12people
6bedrooms

By Ono Living

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

Seaside villa with pool 10
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 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

House with pool 12
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 13
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 14
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 15
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 16
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 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
28

House with pool Monte Argentario (Italy)

Podere Le Cascate is a lovely estate in Argentario, only a short way from Cala Piccola, Porto Ercole and Ansedonia. The estate is located near the Golf Course Argentario. It is also close to the seaside with a beautiful view over of the lagoon of Orbetello. The podere has 5 ensuite bedrooms in the main villa. The dependance can host extra 4 guests with its 2 bedrooms, living area and well-equipment kitchen. The estate has a beautiful garden with olives and a gorgeous lavender field. Podere Le Cascate is a perfect retreat for those who want to enjoy full privacy during their holiday. The villa has an exclusive swimming pool, jacuzzi and fitness area for sports lovers who can also enjoy the newly built padel court. It features a private vegetable garden. You can also land by elicopter on the property.

Price on request
Sleeping:  on request
7bedrooms

By Italy Sotheby's International Realty

House with pool 19
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

Farmhouse with pool 20
30

Farmhouse with pool Lucca (Italy)

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

Price on request
Sleeping:  on request
14bedrooms

By Italy Sotheby's International Realty

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

Your criteria :

  • Vacation rentals
  • Tuscany, Italy