per night, from € 535
Chianti Siena
2 -17 x9 x20
  • Tuscany Luxury Villa Rentals Florence 35 km with Private Pool & Staff

    TUSCANY LUXURY VILLA RENTAL WITH STAFF Main Charateristics Persons: 17 Extra persons: 0 Bedrooms: 9 Size: 690 sqm Bathrooms: 10 Floor: Ground Large Tuscan Manor house on a lovely estate in the hills[....]

    per night, from € 1660
    Chianti Siena
    1 -13 x7 x6
  • (3)
  • Tuscany Luxury Villa Rentals Montepulciano 35 km private pool staff

    TUSCANY LUXURY VILLA RENTAL WITH STAFF This highly pleasant holiday residence is an old Tuscan farmhouse renovated with great care and taste. The very refined interiors give a feeling of elegance while maintaining[....]

    per night, from € 520
    Chianti Siena
    1 -14 x7 x7
  • (2)
  • Luxury Historic Villa Rentals Florence Chianti Private Pool & Staff

    TUSCANY LUXURY VILLA RENTAL WITH STAFF The Villa , originally a country villegiatura, has been in the family of the current owners for generations. With great care and attention they have restored the villa keeping[....]

    per night, from € 685
    Chianti Siena
    2 -8 x4 x4
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Wellnes Billard

    This splendid property is located in one of the most beautiful parts of the Chianti Classico area. The complex has recently been very carefully and tastefully renovated, and is perfectly furnished with traditional[....]

    per night, from € 1500
    Chianti Siena
    2 -16 x8 x7
  • (3)
  • Tuscany Luxury Villa Rental Pienza Siena 56km Private Pool Billard Wellness

    Recently restored to the highest standard, la Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany. This is a region of famous wines, medieval[....]

    per night, from € 315
    Chianti Siena
    2 -11 x8 x6
  • (2)
  • Tuscany Villa Rental Siena 24km Private Pool Staff

    The Villa is on two floors. Each floor has its own living room, kitchen, dining room and three bedrooms with private bathrooms. The first floor can be reached externally through the original stone stairs or a stone[....]

    per night, from € 795
    Chianti Siena
    2 -14 x7 x8
  • (2)
  • Tuscany Villa Rental Pienza 10km Private Pool Jacuzzi

    This beautiful independent Villa is located in the spectacular landscape well known as Val d’Orcia, within easy reach of the historic city of Pienza. When the owners bought the property it was just a ruin[....]

    per night, from € 845
    Chianti Siena
    2 -24 x20 x11
  • (2)
  • Tuscany Villa Rental Pienza 20km Private Pool Jacuzzi

    Originally constructed in the 17th century the ten-bedroom air conditioned Villa is part of on a delightfully picturesque estate south of Siena nestled in between the Val di Chiana and the Val d’ Asso in the[....]

    per night, from € 500
    Chianti Siena
    2 -22 x15 x6
  • (2)
  • Tuscany Villa Rental Siena 23km Private Pool Staff Cook

    A luxury main villa (tot. 700 sqm) located in the middle of cereal estate , in the heart of the superb Tuscan landscape about 20 Kms South of Siena. The imposing hilltop building is surrounded by a beautiful[....]

    per night, from € 735
    Chianti Siena
    2 -12 x7 x6
  • Tuscany Villa Rental Montepulciano Sienne 72km Private Pool Jacuzzi

    ITALY VILLA RENTAL TUSCANY SIENA POOL JACUZZI This enchanting villa is located on a terrace upon the Val d’Orcia , nestled between oak and olive trees. From its stunning position, you will enjoy incredible[....]

    per night, from € 2135
    Chianti Siena
    2 -28 x14 x14
  • (2)
  • Tuscany Villa Rental Siena 30km Private Pool Spa Staff

    The Villa already existed back in 1204, when it became part of the Republic of Siena. This particularly beautiful area to the south of the city of Siena is home to the most spectacular landscapes and biological[....]

    per night, from € 415
    Chianti Siena
    2 -10 x5 x5
  • (1)
  • Tuscany Villa Rental Siena 28km Private Pool Staff

    This newly restored independent Villa stands to the South of Siena in an isolated pastoral situation completely surrounded by 20 hectares of wooded hills, farm This secluded old stone former country estate dating[....]

    per night, from € 255
    Chianti Siena
    2 -10 x5 x5
  • (3)
  • Tuscany Villa Rental Siena 30km Private Pool Staff

    The Villa was designed and built in 2005 for their own use by its Anglo-Italian architects/owners as a contemporary version of a classical Tuscan Villegiatura, using traditional materials in a more up-to-date approach[....]

    per night, from € 1050
    Chianti Siena
    2 -14 x7 x7
  • (2)
  • Aristocratic Villa Rental Chianti 14 pers. 7 BR Private Pool & Jacuzzi

    EXTERNAL DESCRIPTION The villa is set in a unique position, nestled in the enchanting Tuscan countryside. The estate is a true oasis of tranquillity : the lovely, private swimming pool, is surrounded by gardens,[....]

    per night, from € 1435
    Chianti Siena
    2 -16 x8 x8
  • (2)
  • Tuscany Villa Rental Chianti San Gimignano 21km Private Pool Jacuzzi

    The Villa, on the top of one of the most ideally situated Chianti hills, offers stunning views to the Tuscan countryside . EXTERNAL DESCRIPTION The swimming pool with its annexed jacuzzi, with sun loungers[....]

    per night, from € 1850
    Chianti Siena
    2 -20 x10 x11
  • (2)
  • Tuscany Villa Rental Chianti San Gimignano 20km Private Pool Gym Sauna Cook

    The Villa dates back to the 1700/1800s and is immersed in a partially natural garden, since part of it has been designed by the property owner, a landscape architect. The original construction has been maintained[....]

    per night, from € 375
    Chianti Siena
    2 -12 x6 x5
  • (2)
  • Tuscany Villa Rental Chianti Radda 23km Private Pool Billard

    EXTERNAL DESCRIPTION The Villa is a beautiful villegiatura with dependance, located in a village just outside the Chianti Classico area. Surrounded by a large private garden, the property boasts outdoor areas:[....]

    per night, from € 965
    Chianti Siena
    2 -10 x6 x6
  • (2)
  • Ancient Villa Rental 10 pers. High Standard Comfort Siena Chianti Park Private Pool Gym Spa Tennis[....]

    DESCRIPTION OF EXTERIORS The Villa is a superb 12th century property located in a large park in the Val d'Arbia, in the province of Siena. Inside the park there lovely private pool (secured for children) surrounded[....]

    per night, from € 2150
    Chianti Siena
    2 -14 x7 x7
  • (2)
  • Luxury Villa Rental Chianti 14 pers. 7 BR Beautiful Garden Private Pool Staff

    The Villa belongs to a notorious Florentine family, owner of a famous fashion house and dates back to the eighteenth century. It is located just 14 km from Siena and just over an hour's drive from Florence. Set[....]

    Chianti Siena
    2 -31 x16 x16
  • (2)
  • Villa Rental Chianti 31 pers. 16 BR Garden Private Pool Jacuzzi Tennis

    The Villa is located in the heart of the Chianti area, between Florence and Siena, in an ideal position for a relaxing stay immersed in nature. Surrounded by a remarkable garden, the Villa is on top of a hill with[....]

    per night, from € 465
    Chianti Siena
    2 -11 x5 x6
  • (2)
  • Luxury Villa Rental Tuscany Siena 11 pers. 5 BR Private Pool Spa Gym Staff

    locality Siena area zone countryside sleeps up to 12 +1 5 double ensuite bedrooms 1 single ensuite bedroom for service staff bathrooms 5+1 Description The Villa is a typical Sienese country villegiatura,[....]

    per night, from € 135
    Chianti Siena
    2 -12 x6 x4
  • (3)
  • Tuscany Villa Rental Montepulciano Private Pool Staff

    Large and bright Villa located in the Val d'Orcia and a few kilometers from Montepulciano, a small town famous for the production of DOCG Nobile di Montepulciano wine. The property offers large indoor and outdoor[....]

    per night, from € 175
    Chianti Siena
    2 -18 x9 x8
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Vinyard Personnel

    Beautiful restored farmhouse with swimming-pool situated in the heart of the Chianti Classico area, a few kilometers away from Castellina in Chianti. This property is quietly situated on a large 220-hectare farming[....]

    per night, from € 425
    Chianti Siena
    2 -10 x5 x5
  • (3)
  • Tuscany Villa Rental Montalcino Private Pool Staff

    Large and typical 15th century farmhouse built on the ruins of a former convent of the 13th century and characterized by a superb inner courtyard. The region of Montalcino and Val D'orcia concentrates all the natural,[....]

    per night, from € 1150
    Chianti Siena
    2 -20 x10 x10
  • (2)
  • Tuscany Villa Rental Montepulciano Private Pool Staff View Groups

    Beautiful house dating from the 18th century and composed of a farmhouse style "Leopoldian" and 3 barns, all restructured with care. The furniture is neat and equipped with every comfort. The property is on top[....]

    per night, from € 1850
    Chianti Siena
    2 -25 x14 x16
  • (3)
  • Tuscany Villa Rental Siena Private Pool Parc Billard

    The existence of this villa has been documented since the XVIII century, but the current layout is the result of a transformation process that took place between 1870 and 1885, when the property belonged to a Sienese[....]

    per night, from € 495
    Chianti Siena
    2 -12 x6 x6
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Parc

    The Villa is 1 km from San Donato in Poggio in a panoramic position and offers beautiful views of the Chianti countryside. The property comprises a main house and three independent outbuildings around the typical[....]

    per night, from € 295
    Chianti Siena
    -8 x4 x5
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Jacuzzi Gym

    The Villa is located in a charming medieval village 40 km from Siena and 3 km from Gaiole in Chianti, in an area with many beautiful castles and beautiful vineyards where was born the wine Chianti Classico. The[....]

    per night, from € 535
    Chianti Siena
    2 -16 x8 x8
  • (3)
  • Tuscany Villa Rental Chianti Siena Private Pool Jacuzzi Staff

    La Villa is a typical nineteenth-century style building with all four walls in stone. It lies at the edge of Chianti in the village of Bucine, at the start of the road that goes all the way down the valley of Val[....]

    per night, from € 145
    Chianti Siena
    2 -16 x7 x7
  • (3)
  • Tuscany Villa Rental Umbria Private Pool View Groups

    Villa with private pool in the province of Siena, few kilometers from the Val D’Orcia. The Villa is part of a large estate of about 800 hectares, dominated by an historical abbey built in the 12th century,[....]

    per night, from € 275
    Chianti Siena
    2 -18 x7 x4
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Staff Cook

    This 7-bedroom villa in peaceful Poggibonsi countryside offers comfortable accommodation for groups of 17-18 people and relaxation areas. Inside, free Wi-Fi in a traditional family environment. On the ground[....]

    per night, from € 1255
    Chianti Siena
    2 -16 x8 x8
  • (3)
  • Tuscany Villa Rental Siena Montalcino Private Pool Staff Families Groups

    The Villa is without a doubt one of the most prestigious properties in Tuscany. Located in a landscape of rare beauty, west of Montalcino, this magnificent property, surrounded by vineyards, olive groves and cypresses,[....]

    per night, from € 695
    Chianti Siena
    2 -10 x5 x5
  • (3)
  • Tuscany Villa Rental Siena Montalcino Private Pool Staff Families Groups

    The Villa is an elegant and very comfortable Italian holiday resort with a private pool in the heart of the Tuscan countryside, just 11 km from the beautiful town of Montalcino, famous for producing one of the most[....]

    per night, from € 985
    Chianti Siena
    2 -14 x7 x7
  • (3)
  • Tuscany Villa Rental Chianti Private Pool Staff Families Groups

    The Villa is a beautiful property located in a very quiet position, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main building dates from the 17th century, and has been fully[....]

    per week, from € 490
    Chianti Siena
    1 -4 x2 x2
  • (1)
  • Tuscany Apartment 2 Tuscany Siena Chianti Chianti Siena

    Holiday apartment in a beautiful stone country house divided into 4 apartments (the house owners live in one of them) with shared pool immersed in the Tuscan countryside a few steps from the center of Castellina[....]

    per week, from € 2530
    Chianti Siena
    1 -22 x10 x9
  • (1)
  • Tuscany Holiday home 2 Tuscany Siena Chianti Chianti Siena

    Holiday complex (consisting of 6 units of different typologies) with outdoor pool, Jacuzzi, sauna, gym and a large equipped veranda. Located at the foot of Mount Amiata, just 6 km from the ancient village of Piancastagnaio,[....]

    per night, from € 350
    Chianti Siena
    2 -10 x5 x6
  • (2)
  • Location Villa Luxe Toscane 10. pers. Chianti Piscine Privée Chef

    The Villa is an old oratory of the 15th century; first converted into a farmhouse in 1876, the property has been beautifully restored, and has returned to its original structure to become a beautiful country residence.[....]

    per night, from € 355
    Chianti Siena
    2 -2 x2 x2
  • Tuscany Villa Rental 4 pers. near Siena Large Private Pool 20m

    A very comfortable industrial style loft is nestled in the magnificent Tuscan countryside. A truly special place with an enchanting view of the medieval ruins of a castle Built in the late sixties and then transformed[....]

    per night, from € 1475
    Chianti Siena
    x11 x11
  • Tuscany Villa Rental 22 pers. Crete Senese Private Pool View Groups

    The farm is located 30 km south-east of Siena, in the heart of Tuscany. this magnificent holiday villa was a farm. Recently it has been renovated. The style of its exterior is the classic of the great properties[....]

    per week, from € 2130
    Florence Siena Country
    1 -10 x5 x3
  • Tuscany Villa Rentals Florence Siena 50 mn with Private Pool

    Villa is splendid and independent with swimming pool and garden, immersed in the Sienese hills between Siena and San Gimignano. Its breathtaking panoramic position is perfect to admire the valleys and the rolling[....]

    per week, from € 2219
    Florence Siena Country
    1 -12 x6 x6
  • (1)
  • Tuscany Luxury Villa Rentals Siena 25 km with private pool

    Just a short drive away from the medieval town of San Gimignano, is this semi-detached house, surrounded by a 500 square metre fully fenced garden with tall trees, playground equipment and bio-pool. From the house[....]

    per week, from € 1110
    Florence Siena Country
    1 -8 x3 x4
  • (1)
  • Tuscany Villa Rentals Siena Beach 80 km with private pool

    This lovely holiday home belongs to a comfortable country house (the other half is uninhabited), it is located in the heights of Monte Amiata, quiet, and is surrounded by vineyards and olive groves. The village[....]

    per week, from € 950
    Florence Siena Country
    1 -8 x4 x3
  • (1)
  • Tuscany Luxury Villa Rentals Chianti Siena 30 km with private pool

    Beautiful farmhouse located in the typical countryside of Chianti just 10 km from Siena. The house is immersed in the countryside, surrounded by vineyards and olive trees, set in a very peaceful position and has[....]

    per week, from € 1363
    Florence Siena Country
    1 -11 x5 x3
  • (1)
  • Tuscany Luxury Villa Rentals Chianti Siena 25 km with private pool

    Detached holiday farmhouse made of stone in the heart of Chianti Classico, 5km from Castellina in Chianti. The house is located inside a renowned Tuscan estate, which produces extra virgin olive oil and an excellent[....]

    per week, from € 1470
    Florence Siena Country
    1 -8 x5 x4
  • (1)
  • Tuscany Luxury Villa Rentals Siena 20 km with private pool

    Characteristic restored farmhouse in the hills of the Val d’Orcia, in south Tuscany, at a short distance from Umbria and Lazio. The position is ideal for excursions to the main touristic places in Tuscany and[....]

    per week, from € 1299
    Florence Siena Country
    1 -17 x6 x4
  • (1)
  • Tuscany Luxury Villa Rentals Siena 25 km with private pool

    This holiday house, composed by the main house and 3 annexes, is situated in the old hamlet of Ensoli, once a farming estate with several stone-built farmhouses of the 17. century where you will still find antique[....]

    per week, from € 999
    Florence Siena Country
    1 -8 x4 x2
  • (1)
  • Tuscany Luxury Villa Rentals Siena 45 km with private pool

    Completely independent part (160 m2) of a beautiful restored farmhouse with totally 2 apartments in the green Tuscan hills at 22 km from Volterra. The house is situated on a small biological farming estate and has[....]

    per week, from € 2289
    Florence Siena Country
    1 -11 x5 x5
  • (1)
  • Tuscany Luxury Villa Rentals Siena 54 km with private pool

    Typical country house in the beautiful Chianti area

    per week, from € 2160
    Florence Siena Country
    1 -10 x4 x4
  • (1)
  • Tuscany Luxury Villa Rentals Siena 40 km with private pool

    This beautiful property in the heart of Chianti, about 4 km from Castellina in Chianti, was built in the 15th century as an ancient oratory and converted to a farmhouse after 1876, has nowadays regained its original[....]

    per week, from € 874
    Florence Siena Country
    1 -7 x4 x3
  • (1)
  • Tuscany Luxury Villa Rentals Chianti Siena 20 km with private pool

    Detached holiday farmhouse made of stone in the heart of Chianti Classico, 5km from Castellina in Chianti. The house is located inside a renowned Tuscan estate, which produces extra virgin olive oil and an excellent[....]

    Top Vacation Rental Destinations