59 Luxury Holiday Rentals Siena

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

This cozy traditional Tuscany house rental sits in the Val d´ Orcia. It is a part of a 300 ha organic farm that promises you will have a serene vacation though within a short drive to restaurants, cafes and shops. The property enjoys a billiard and table tennis, a petanque court, a wooden...

This cozy traditional Tuscany house rental sits in the Val d´ Orcia. It is a part of a 300 ha organic farm that promises you will have a serene vacation though within a short drive to restaurants, cafes and...

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

Sitting on the hill and surrounded by a lush vegetation and woods, this house is a very intimate place ideal for guests that want to spend a green and quite stay. Located few kilometers away from Siena, it is a perfect place to spend vacation with your family.On the ground floor, you will find a...

Sitting on the hill and surrounded by a lush vegetation and woods, this house is a very intimate place ideal for guests that want to spend a green and quite stay. Located few kilometers away from Siena, it is a perfect...

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, Jacuzzi, Pool, Daily Cleaning, Concierge

With fantastic views over the Tuscany countryside, this charming house rental sits in Siena area, within a short drive from Montefollonico village. The villa benefits from exceptional interior design entwined with traditional Tuscan architecture elements. There are several outdoor chill-out areas...

With fantastic views over the Tuscany countryside, this charming house rental sits in Siena area, within a short drive from Montefollonico village. The villa benefits from exceptional interior design entwined with...

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, Jacuzzi, Pool, Daily Cleaning, Concierge

This refurbished farmhouse offers breath taking view of the countryside. The estate is surrounded by olive trees and peaceful nature. This 560 m2 property is divided in two separated houses that will accommodate up to 8 guests in its 4 en suite bedrooms and numerous common areas.The Main HouseOn...

This refurbished farmhouse offers breath taking view of the countryside. The estate is surrounded by olive trees and peaceful nature. This 560 m2 property is divided in two separated houses that will accommodate up to 8...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hidden in Val d´Orcia valley in Tuscany, this cozy home for rent sits within a short drive from a small town with al the first-need facilities one might need for a vacation. Montalcino is around 20 minutes´ drive away, while Montepulciano can be reached in around 45 minutes. Some other...

Hidden in Val d´Orcia valley in Tuscany, this cozy home for rent sits within a short drive from a small town with al the first-need facilities one might need for a vacation. Montalcino is around 20 minutes´...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Not too far from Siena and Chianti vineyards this traditional Tuscan house is a great place to spend your vacation with friends or family. Sitting on the hill, the guest will enjoy the fantastic views over the valley. This 420 m2 property can accommodate up to 8 guests in its 4 en suite...

Not too far from Siena and Chianti vineyards this traditional Tuscan house is a great place to spend your vacation with friends or family. Sitting on the hill, the guest will enjoy the fantastic views over the valley....

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

This impeccable Siena villa rental was built in the XVII century in Roman Baroque style. With superb manicured gardens, the house is perfect for a big family or several couples. Within a short drive from Siena and Florence, the place is an ideal base for the Tuscany exploration.The house enjoy 13...

This impeccable Siena villa rental was built in the XVII century in Roman Baroque style. With superb manicured gardens, the house is perfect for a big family or several couples. Within a short drive from Siena 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...

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 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

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, Jacuzzi, Pool, Daily Cleaning, Concierge

This Traditional Tuscan Property is surrounded by 26 acres of Vineyards and 7 acres of Olives trees. Divided in two different estates, this large property can accommodate big groups of friends or family.The main HouseOn the ground floor, you will find a fully equipped kitchen, a dinning room, two...

This Traditional Tuscan Property is surrounded by 26 acres of Vineyards and 7 acres of Olives trees. Divided in two different estates, this large property can accommodate big groups of friends or family.The main HouseOn...

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, 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,...

Terrace, Parking, Pool, Daily Cleaning, Concierge

This authentic Tuscan farmhouse has been totally refurbished to offer its guest a truly luxurious place to spend a vacation with friends or family. This 435 m2 house is divided in two estates. It sits on the hill surrounded by a lush wood and can accommodate up to 8 guests in its 4 large en suite...

This authentic Tuscan farmhouse has been totally refurbished to offer its guest a truly luxurious place to spend a vacation with friends or family. This 435 m2 house is divided in two estates. It sits on the hill...

Terrace, Parking, Pool, Concierge

This Tuscany two-storey stone villa was built in 1900 and carefully restored to offer all the modern amenities to its guests. With incomparable views on Val d´Orcia, Unesco Heritage Site, it sits next to several small traditional Tuscan villages. You will find some cafes and small grocery shops...

This Tuscany two-storey stone villa was built in 1900 and carefully restored to offer all the modern amenities to its guests. With incomparable views on Val d´Orcia, Unesco Heritage Site, it sits next to several small...

Terrace, Tennis court(s), Pool, Fitness, Concierge

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...