59 Luxury Holiday Rentals Siena

Terrace, Parking, Pool, Daily Cleaning, Concierge

This is a cozy traditional Tuscan villa for 8 people. It benefits from a heated swimming pool, a stone fire-pit and a wood-burning oven. Featuring fine marble and ceramics finishings and Italian designer fabrics and antiques, the property offers its guests a 5-star-hotel comfort. The house has 4...

This is a cozy traditional Tuscan villa for 8 people. It benefits from a heated swimming pool, a stone fire-pit and a wood-burning oven. Featuring fine marble and ceramics finishings and Italian designer fabrics and...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Located in Tuscany countryside atop of a hill, surrounded by woods and fields, this luxury farmhouse is a perfect place for nature and serenity seekers. This large property can host up to 28 people in its 14 ensuite bedrooms. The house comprises of 3 units offering a perfect setting for a family...

Located in Tuscany countryside atop of a hill, surrounded by woods and fields, this luxury farmhouse is a perfect place for nature and serenity seekers. This large property can host up to 28 people in its 14 ensuite...

Terrace, Parking, Tennis court(s), Pool, Fitness, Daily Cleaning, Concierge

This wonderful historic property is a part of a bigger estate housing an organic farm. Benefiting from proximity to Siena, the house is perfect for Tuscany exploration and wine tourism. It features a wellness - spa area with a sauna, a gym, a private swimming pool and a tennis court. Ideal both for...

This wonderful historic property is a part of a bigger estate housing an organic farm. Benefiting from proximity to Siena, the house is perfect for Tuscany exploration and wine tourism. It features a wellness - spa area...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Sitting by the vineyards of the estate, the 650 m2 property is divided in three separated buildings that can accommodate up to 8 guests. Located not too far from Siena, it is a the perfect place to enjoy privacy and silence and spend a great vacation with friends and family.The Main HouseOn the...

Sitting by the vineyards of the estate, the 650 m2 property is divided in three separated buildings that can accommodate up to 8 guests. Located not too far from Siena, it is a the perfect place to enjoy privacy and...

Terrace, Parking, Pool, Fitness

This charming villa for rent by Siena sits around 4 km from a small village of Gaiole in Chianti. It houses several grocery shops, cafes, a pharmacy and some other facilities. Perfect for families, the villa is a great base for travelling around - to Florence, Siena, Arezzo and Montepulciano - and...

This charming villa for rent by Siena sits around 4 km from a small village of Gaiole in Chianti. It houses several grocery shops, cafes, a pharmacy and some other facilities. Perfect for families, the villa is a great...

Terrace, Parking, Pool, Concierge

This fine villa for rent sits in Siena area, by the town of Montepulciano. Boasting sleek interiors, a manicured garden and gorgeous views on the Tuscany countryside, this property is perfect for a laid-back vacation. The property enjoys about 1.000 m2 and a garden of 2.500 m2. There is a private...

This fine villa for rent sits in Siena area, by the town of Montepulciano. Boasting sleek interiors, a manicured garden and gorgeous views on the Tuscany countryside, this property is perfect for a laid-back vacation....

Terrace, Parking, Pool, Concierge

This cozy countryside home sits in the heart of Tuscany, in Montalcino area, Val d´ Orcia, a famous Unesco Heritage Site. Part of a bigger estate of organic farming, the house benefits from total privacy. Renewed in 2019, the property consists of two wings - the north and the south ones -...

This cozy countryside home sits in the heart of Tuscany, in Montalcino area, Val d´ Orcia, a famous Unesco Heritage Site. Part of a bigger estate of organic farming, the house benefits from total privacy. Renewed in...

Terrace, Parking, Pool, Daily Cleaning, Concierge

This beautiful property is located on the Chianti hills not too far from Siena Town. the house is divided in two floor and offers a capacity of 6 people, a perfect getaway for a family or friends. On the ground floor, we find a fully equipped kitchen, a dinning room, a wine cave, a big living room...

This beautiful property is located on the Chianti hills not too far from Siena Town. the house is divided in two floor and offers a capacity of 6 people, a perfect getaway for a family or friends. On the ground floor,...

Terrace, Parking, Jacuzzi, Golf, Pool, Concierge

Atop of a hill, with magnificent Val d´ Orcia views, this luxury Tuscany villa rental enjoys a 3 acres garden with a private swimming pool. Siena sits around 1 h drive away, while Florence can be reached in less than 2 hours. The house is distributed on 2 floors and features 8 bedrooms. The whole...

Atop of a hill, with magnificent Val d´ Orcia views, this luxury Tuscany villa rental enjoys a 3 acres garden with a private swimming pool. Siena sits around 1 h drive away, while Florence can be reached in less than 2...

Terrace, Parking, Tennis court(s), Sauna, Pool, Fitness, Daily Cleaning, Concierge

Luxury Rental House‏ Tuscany : This elegant villa located close to Siena enjoys quiet picturesque setting overlooking the hills. The decoration, the furniture and soft furnishing of the residence create atmosphere of home. It’s a wonderful house very well situated in a village called Ville...

Luxury Rental House‏ Tuscany : This elegant villa located close to Siena enjoys quiet picturesque setting overlooking the hills. The decoration, the furniture and soft furnishing of the residence create...

Terrace, Parking, Pool

Luxury Rental House Siena : This secluded mansion located not far from the medieval village of Celle sul Rigo dates back to XVII century. Recently renovated and tastefully furnished now it's a perfect combination of the canonical and modern elements. This splendid farmhouse enjoys fantastic views...

Luxury Rental House Siena : This secluded mansion located not far from the medieval village of Celle sul Rigo dates back to XVII century. Recently renovated and tastefully furnished now it's a perfect combination of the...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Rental House Tuscany : This refined prestigious villa is located near San Casciano dei Bagni, a beautiful village known as a thermal land. It's an independent residence composed of a main building and an annex. The property sleeps 13 people. The principal building can accommodate 9...

Rental House Tuscany : This refined prestigious villa is located near San Casciano dei Bagni, a beautiful village known as a thermal land. It's an independent residence composed of a main building and an annex. The...

Terrace, Parking, Pool, Daily Cleaning, Concierge

This traditional Tuscany estate sits in a vast land plot lined by cypresses by Poggibonsi. The village enjoys several cafes, restaurants, shops and other first-need amenities that will make your vacation easy. The luxury house comes with a private swimming pool, AC in all the bedrooms, satellite...

This traditional Tuscany estate sits in a vast land plot lined by cypresses by Poggibonsi. The village enjoys several cafes, restaurants, shops and other first-need amenities that will make your vacation easy. The...

Parking, Pool, Concierge

This beautiful Siena holiday home sits among Chianti classico vineyards and olive groves, within a short drive from Gaiole in Chianti. Some other charming villages of the area including Lecchi, San Sano and Raddi in Chianti can also be reached within less than half an hour. The villa enjoys a...

This beautiful Siena holiday home sits among Chianti classico vineyards and olive groves, within a short drive from Gaiole in Chianti. Some other charming villages of the area including Lecchi, San Sano and Raddi in...

Terrace, Parking, Pool, Daily Cleaning, Concierge

This Refurbished Tuscan Farmhouse sits on the hill and is surrounded by forests and vineyards. This 450 m2 property is divided in 3 different buildings and can accommodate up to 8 guest in its 4 en suite bedrooms. This is a perfect place to experience the green Tuscany and enjoy gastronomy,...

This Refurbished Tuscan Farmhouse sits on the hill and is surrounded by forests and vineyards. This 450 m2 property is divided in 3 different buildings and can accommodate up to 8 guest in its 4 en suite bedrooms. This...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Located not too far from Siena, the property sits on the hill and is surrounded by vineyards and olive trees. The house with private infinity heated pool can accommodate up to 10 people. It is the perfect place to host big group or family whom want to spend vacation in the green Tuscany. The estate...

Located not too far from Siena, the property sits on the hill and is surrounded by vineyards and olive trees. The house with private infinity heated pool can accommodate up to 10 people. It is the perfect place to host...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Built in the XVII century, this country house sits in the unspoilt Val d´Orcia, Unesco Heritage site half-way from Florence to Rome. Benefiting from lovely views over Pienza town and Tuscany countryside, the villa for rent is a perfect marriage of the ancient decoration details and modern...

Built in the XVII century, this country house sits in the unspoilt Val d´Orcia, Unesco Heritage site half-way from Florence to Rome. Benefiting from lovely views over Pienza town and Tuscany countryside, the villa for...

Terrace, Pool, Concierge

Luxury Villas Tuscany : A truly outstanding modernized rental house hidden away in the nature within a short drive from Sarteano will be your perfect holiday letting. Enjoy the lovely Mediterranean sun and fantastic overviews in this fabulous property that sleeps up to ten people. There are five...

Luxury Villas Tuscany : A truly outstanding modernized rental house hidden away in the nature within a short drive from Sarteano will be your perfect holiday letting. Enjoy the lovely Mediterranean sun and fantastic...

Terrace, Parking, Pool, Daily Cleaning, Concierge

The estate enjoys a fantastic view of San Gimignano town and the valley surrounding. This large refurbished farmhouse is divided in two buildings and can accommodate up to 8 guests in 4 en suite bedrooms. A large garden and a heated infinity pool will offer the guest a perfect place to spend a...

The estate enjoys a fantastic view of San Gimignano town and the valley surrounding. This large refurbished farmhouse is divided in two buildings and can accommodate up to 8 guests in 4 en suite bedrooms. A large garden...

Parking, Sauna, Golf, Pool, Fitness, Concierge

Rental House Tuscany : Situated in the province of Siena, in a beautiful village called Cetona, this fantastic holiday house is the perfect place for you to have a great and relaxing time. Carefully decorated, this luxury place offers accommodation for nine people. There is a living and dining...

Rental House Tuscany : Situated in the province of Siena, in a beautiful village called Cetona, this fantastic holiday house is the perfect place for you to have a great and relaxing time. Carefully decorated, this...