59 Luxury Holiday Rentals Siena

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, 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

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, Parking, Pool, Daily Cleaning, Concierge

Two steps away from Mensano village and not too far from Siena, this property can accommodate up tp 8 guest in its large 4 en suite bedrooms. Surrounded by a big garden it offer a perfect green getaway from the noisy city to host group of friends or family. This 350 m2 house is divided in 3 levels...

Two steps away from Mensano village and not too far from Siena, this property can accommodate up tp 8 guest in its large 4 en suite bedrooms. Surrounded by a big garden it offer a perfect green getaway from the noisy...

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, 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, 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, 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

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, 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...

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, Concierge

This is a charming rehabilitated Siena farmhouse featuring unbelievable views on Tuscany countryside. Ideal for a family or a group of friends, the house enjoys several comfortable outdoor areas, a private swimming pool with a sunbathing area and a manicured garden with local plants and...

This is a charming rehabilitated Siena farmhouse featuring unbelievable views on Tuscany countryside. Ideal for a family or a group of friends, the house enjoys several comfortable outdoor areas, a private swimming pool...

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

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, 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, 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

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, 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, 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, Pool, Concierge

Originally a farmhouse, this Siena villa rental has been renovated using the local natural materials. The villa sleeps up to 14 people. It features a garden with several outdoor chill-out areas and a private swimming pool. The property is distributed over 3 floors.Ground floorThis level enjoys 5...

Originally a farmhouse, this Siena villa rental has been renovated using the local natural materials. The villa sleeps up to 14 people. It features a garden with several outdoor chill-out areas and a private swimming...