59 Luxury Holiday Rentals Siena

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...

Terrace, Parking, Pool, Concierge

This Tuscany villa rental sits close to Siena. It enjoys total serenity and easy access to all the first-need amenities one might need including shops, cafes and restaurants. The house sleeps up to 14 people and has 2 levels. It benefits from several living areas, a private swimming pool and a...

This Tuscany villa rental sits close to Siena. It enjoys total serenity and easy access to all the first-need amenities one might need including shops, cafes and restaurants. The house sleeps up to 14 people and has 2...

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...

Terrace, Parking, Pool, Daily Cleaning, Concierge

Not too far from Siena, this Tuscan palace was originally built in the 15th century. Once an hospital, it was transformed into a private majestic home hosting a famous family of Siena in 1924. The estate is surrounded by 450 hectares of land, gardens and woods. Sitting close to the famous vineyard...

Not too far from Siena, this Tuscan palace was originally built in the 15th century. Once an hospital, it was transformed into a private majestic home hosting a famous family of Siena in 1924. The estate is surrounded...

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, Daily Cleaning, Concierge

Hidden in the countryside of Tuscany, within the province of Siena, yet close to Umbria, the luxury rental home is an ideal base for the area exploration. Perfect both for family vacation and a getaway with friends, the property enjoys sophisticated design, manicured gardens and wonderful chill-out...

Hidden in the countryside of Tuscany, within the province of Siena, yet close to Umbria, the luxury rental home is an ideal base for the area exploration. Perfect both for family vacation and a getaway with friends, 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...

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, Daily Cleaning, Concierge

Terrace, Parking, Pool, Concierge

Luxury Villas Tuscany : This secluded self-catering holiday home is set in the heart of Italy, Tuscany. It offers accommodation for 10 people and benefits from fantastic views of the region. Surrounded by astonishing nature (30 acres of the forest) and meticulously landscaped gardens, this luxury...

Luxury Villas Tuscany : This secluded self-catering holiday home is set in the heart of Italy, Tuscany. It offers accommodation for 10 people and benefits from fantastic views of the region. Surrounded by astonishing...

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, 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

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, 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, Pool, Daily Cleaning, Concierge

This elegant villa rental sits in Montepulciano area, just 8 minutes´ drive form the town. Once a watchtower, now it benefits form sleek interior and five-star amenities - all for a perfect vacation in Tuscany. Home to some of the finest Italian wines, the area also offers gorgeous landscapes and...

This elegant villa rental sits in Montepulciano area, just 8 minutes´ drive form the town. Once a watchtower, now it benefits form sleek interior and five-star amenities - all for a perfect vacation in Tuscany. Home to...

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, 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

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

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

This cozy Tuscan villa sits in Siena province. It is within 6 minutes' drive from a small village housing several cafes and restaurants, a couple of shops and some other essential amenities. The famous town with hot springs of Bagno Vignoni are about 17 minutes away as well as some other charming...

This cozy Tuscan villa sits in Siena province. It is within 6 minutes' drive from a small village housing several cafes and restaurants, a couple of shops and some other essential amenities. The famous town with hot...