52 Luxury Holiday Rentals Tuscany

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, Pool, Daily Cleaning, Concierge

Sitting in the heart of an organic farm in the Tuscany countryside, this cozy rental villa sits between Siena and Montalcino. It combines the countryside serenity with the modern facilities one might need for a carefree vacation. The house features a lift, a swimming pool, AC in the bedrooms...

Sitting in the heart of an organic farm in the Tuscany countryside, this cozy rental villa sits between Siena and Montalcino. It combines the countryside serenity with the modern facilities one might need for a carefree...

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, Fitness, Daily Cleaning, Concierge

Sitting in the hills of Tuscany, in the province of Siena, this totally-refurbished house for rent enjoys sleek interiors and perfect modern amenities. Just 13 minutes´ drive form Radda in Chainti and other charming villages of the area, it is Ideal both for families and friends. The house is set...

Sitting in the hills of Tuscany, in the province of Siena, this totally-refurbished house for rent enjoys sleek interiors and perfect modern amenities. Just 13 minutes´ drive form Radda in Chainti and other charming...

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...

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, 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, Seaside

A classical Tuscany villa, this home for rent is perfect for those looking for a serene countryside vacation with five-star modern amenities. Strategically situated in Siena area, in Val d´ Orcia, a Unesco World Heritage site, this cozy villa sleeps 8. Perfect both for a family holiday...

A classical Tuscany villa, this home for rent is perfect for those looking for a serene countryside vacation with five-star modern amenities. Strategically situated in Siena area, in Val d´ Orcia, a Unesco...

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, Pool, Concierge

Sitting half-way from Florence to Siena, this countryside villa enjoys lovely Tuscany views. This house is only half-an-hour drive from Florence, the cradle of Renaissance and open-air museum. All the essential facilities are situated in San Casciano Val di Pensa, just 12 minutes´ drive away. The...

Sitting half-way from Florence to Siena, this countryside villa enjoys lovely Tuscany views. This house is only half-an-hour drive from Florence, the cradle of Renaissance and open-air museum. All the essential...

Terrace, Pool, Concierge

Luxury Villas Tuscany : It is a fantastic holiday house surrounded by a beautiful botanical garden with magnolias, irises and peonies created by a well-known Italian artist. Carefully restored and decorated, this truly outstanding modernized Italian villa offers accommodation for eight people. The...

Luxury Villas Tuscany : It is a fantastic holiday house surrounded by a beautiful botanical garden with magnolias, irises and peonies created by a well-known Italian artist. Carefully restored and decorated, this truly...

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, 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

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, 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, 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, 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, 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, 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...