51 Luxury Holiday Rentals Tuscany

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

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, 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 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 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, 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, 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, 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, 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

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, 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...

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, Concierge

Luxury Villas Tuscany : This wonderful holiday home situated in Capannori in the province of Lucca benefits from enviable panoramic position and overview of the hills. Hidden away in the nature this independent farmhouse can accommodate up to 12 people. On the ground floor there is a kitchen, a...

Luxury Villas Tuscany : This wonderful holiday home situated in Capannori in the province of Lucca benefits from enviable panoramic position and overview of the hills. Hidden away in the nature this independent...

Terrace, Parking, Pool

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short distance form Cortona. It boasts wonderful frescoes and vaulted ceilings. In addition,...

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short...

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, 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, 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...

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 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...