63 Luxury Holiday Rentals Siena

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, Pool, Daily Cleaning, Concierge

If you are looking for a place to unwind yet staying within an easy drive to Florence and Siena, this property is for you. There is a small village with a couple of cafes and restaurants and a shop within a short drive. Enjoying charming views over the Tuscan countryside, the property is thought...

If you are looking for a place to unwind yet staying within an easy drive to Florence and Siena, this property is for you. There is a small village with a couple of cafes and restaurants and a shop within a short drive....

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

Luxury Rentals Tuscany : Are you looking for quiet and tranquil vacation? You are in the right place. This wonderful villa will allow you to relax and enjoy the large garden and the forest. Projected as farmhouse it sleeps up to 13 people. On the ground floor there is a large living room, a games...

Luxury Rentals Tuscany : Are you looking for quiet and tranquil vacation? You are in the right place. This wonderful villa will allow you to relax and enjoy the large garden and the forest. Projected as farmhouse it...

Parking, Tennis court(s), Sauna, Pool, Concierge

Luxury Villas Tuscany : This incredible rental house located near beautiful village Radicofani sleeps 17 people. On the ground floor there is a hall, a meeting room with satellite TV, two computers with fax and printer and a large lounge with central fireplace and home theatre system....

Luxury Villas Tuscany : This incredible rental house located near beautiful village Radicofani sleeps 17 people. On the ground floor there is a hall, a meeting room with satellite TV, two computers with fax...

Terrace, Parking, Pool, Fitness, Concierge

This totally refurbished Tuscany villa rental enjoys sleek interiors and perfect modern amenities along with traditional architectural elements. Ideal both for families and friends, the house enjoys a private swimming pool with a sunbathing area, a gym, a steam room and a children playground. Just...

This totally refurbished Tuscany villa rental enjoys sleek interiors and perfect modern amenities along with traditional architectural elements. Ideal both for families and friends, the house enjoys a private swimming...

Terrace, Parking, Jacuzzi, Pool, Daily Cleaning, Concierge

Set a small village of the inimitable Tuscany, in Siena area, this charming historic house for rent sits within an easy access to many other beautiful villages. Built in the middle ages, this place has a lot of stories to tell. With its stunning frescoes, beamed and stucco ceilings, the property...

Set a small village of the inimitable Tuscany, in Siena area, this charming historic house for rent sits within an easy access to many other beautiful villages. Built in the middle ages, this place has a lot of stories...

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, Pool, Daily Cleaning, Concierge

Set amidst rolling vineyards, olive groves, and organic wheat fields, this luxury villa rental in Tuscany offers an authentic countryside experience in one of Italy’s most iconic landscapes. The property boasts enchanting views over the renowned Val d’Orcia and the hilltop town of Montalcino,...

Set amidst rolling vineyards, olive groves, and organic wheat fields, this luxury villa rental in Tuscany offers an authentic countryside experience in one of Italy’s most iconic landscapes. The property boasts...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hilltop, this property sits amidst ancient medieval villages, olives trees and vineyards. Once a monastery, the property has been fully refurbished to offer its guests an utmost vacation experience in Tuscany. The house consists of the main building and a cottage. There is a beautiful private...

Hilltop, this property sits amidst ancient medieval villages, olives trees and vineyards. Once a monastery, the property has been fully refurbished to offer its guests an utmost vacation experience in Tuscany. The house...

Terrace, Daily Cleaning, Concierge

Part of a bigger estate with organic vineyards, this Siena luxury villa rental is an ideal option for a small family or 2 couples. Located in the heart of Tuscany, this place benefits from total serenity and easy access to five-star hotels with a spa and a restaurant just steps away from the house....

Part of a bigger estate with organic vineyards, this Siena luxury villa rental is an ideal option for a small family or 2 couples. Located in the heart of Tuscany, this place benefits from total serenity and easy access...

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, Daily Cleaning, Concierge

Sitting on the hills in val d'Orcia, this 580 m2 refurbished farmhouse can accommodate up to 18-20 guests in 9 bedrooms. Two more single bedrooms can be arranged in the lounge areas. The estate comprises of 5 separate units all offering a self catering space. With sleek interiors and modern...

Sitting on the hills in val d'Orcia, this 580 m2 refurbished farmhouse can accommodate up to 18-20 guests in 9 bedrooms. Two more single bedrooms can be arranged in the lounge areas. The estate comprises of 5 separate...

Terrace, Parking, Pool, Concierge

This chic countryside villa sits in Siena province, within a short drive from a small town with a couple of shops and other first-need facilities. The place belongs to the Unesco heritage site of Val d´Orcia known for its stunning landscapes. Finished in a traditional yet sleek Tuscany style, the...

This chic countryside villa sits in Siena province, within a short drive from a small town with a couple of shops and other first-need facilities. The place belongs to the Unesco heritage site of Val d´Orcia known for...

Terrace, Parking, Jacuzzi, Pool, Daily Cleaning, Concierge

Located in the Chianti hills, this Tuscany luxury villa can host up to 16 people in its 8 en-suite bedrooms. The property comprises of 2 separate buildings connected with a glass corridor. They are the tower and the barn. Recently refurbished and benefiting form sleek interiors, it offers a perfect...

Located in the Chianti hills, this Tuscany luxury villa can host up to 16 people in its 8 en-suite bedrooms. The property comprises of 2 separate buildings connected with a glass corridor. They are the tower and the...

Terrace, Parking, Jacuzzi, Pool, Fitness, Concierge

This stylish Siena house rental sits in the heart of Val d´ Orcia within a short drive from two small villages offering first-need facilities to the travellers. Siena itself is a bit more than one hour drive away, while Florence can be reached in around two hours. Authentic yet refurbished, the...

This stylish Siena house rental sits in the heart of Val d´ Orcia within a short drive from two small villages offering first-need facilities to the travellers. Siena itself is a bit more than one hour drive away,...

Pool, Concierge

Luxury Villas Tuscany : A truly outstanding modernized Italian villa hidden away in the nature within a short drive from a small village with all the amenities that one might need. A perfect marriage of the canonical and modern elements, represented by the traditional vaulted ceilings and modern...

Luxury Villas Tuscany : A truly outstanding modernized Italian villa hidden away in the nature within a short drive from a small village with all the amenities that one might need. A perfect marriage of the canonical...

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, Jacuzzi, Pool, Fitness, Concierge

This beautifully renovated house sits in the area of Siena. It is close to several charming villages of the area including Radda in Chianti, Lecchi, San Sano and Gaiole in Chianti. The house boasts lovely countryside views and is framed by vineyards and olive groves. The property comprises of 3...

This beautifully renovated house sits in the area of Siena. It is close to several charming villages of the area including Radda in Chianti, Lecchi, San Sano and Gaiole in Chianti. The house boasts lovely countryside...

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...