In order to make your experience more pleasant, this website uses cookies. Please refer to our privacy policy for more information.

Tuscany, Italy: Tuscany, Italy: 10ºC 10ºC
Features

52 Luxury Holiday Rentals Tuscany

You might wish to come for a holiday in a luxury home in Tuscany for different reasons. You might be searching for divine landscapes and nature, the mountains and the sea, for calmness. You might be looking for simple, but astonishing cuisine with its refined olive oils and truffles, and fantastic wines. You might be a history-and-art amateur trying to see all the greatest masterpieces in the world, interested in the Etruscans and Romans that were living in Tuscany in their times, interested in paintings and sculptures, in Botticelli´s Birth of Venus, that you can see in the Uffizzi palace in Florence. It is right Tuscany where you can find naturalistic works of Brunelleschi, Donatello, Michelangelo, Fra Angelico; mystical pieces of Duccio, Simone Martini; and monumental Lucchese school works. Seven spots of this Italian region have been declared UNESCO World Heritage Sites: Florence, Siena, Cathedral of Pisa Square, San Gimignano, Pienza, Val d´Orcia, Medici Villas and Gardens. You might be a music-lover coming to Tuscany, as Puccini and Mascagni were from there. You might be a great reader, desiring to see the soil of Dante Alighieri and Petrarch. Whatever your reason for a travel is, Tuscany is definetely the right place for you.
Poggibonsi
7 Bedrooms6 Bathrooms14 People1000
Luxury Palace Siena

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...

Price from €1,100/night
Chianti
4 Bedrooms4 Bathrooms8 People650
Siena Retreat Cozy Home

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...

Price from €1,700/night
San Casciano dei Bagni
7 Bedrooms6 Bathrooms12 People350
Orcia Luxury House

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...

Price from €1,800/night
Buenconvento
7 Bedrooms6 Bathrooms14 People500
Luxury Mansion Siena

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...

Price from €900/night
Sarteano
9 Bedrooms9 Bathrooms18 People650
Luxury Rural Siena

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,...

Price from €1,500/night
San Casciano
5 Bedrooms4 Bathrooms10 People318
Siena Luxe House

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...

Price from €450/night
Arezzo
8 Bedrooms5 Bathrooms16 People525
Arezzo Luxury Dimora

Terrace, Parking, Pool, Concierge

This elegant home is surrounded by lush Mediterranean nature and has lovely views over the hills. Totally renovated yet with respect to traditional Tuscan style and featuring modern amenities, it enjoys everything one might need for a great vacation. The home sits in the heart of Arezzo province,...

This elegant home is surrounded by lush Mediterranean nature and has lovely views over the hills. Totally renovated yet with respect to traditional Tuscan style and featuring modern amenities, it enjoys everything one...

Price from €1,793/night
Buonconvento
8 Bedrooms8 Bathrooms16 People2000
Montalcino Luxury Castle

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

This wonderful historic property is a part of a bigger estate housing an organic farm. Benefiting from proximity to Siena, the house is perfect for Tuscany exploration and wine tourism. It features a wellness - spa area with a sauna, a gym, a private swimming pool and a tennis court. Ideal both for...

This wonderful historic property is a part of a bigger estate housing an organic farm. Benefiting from proximity to Siena, the house is perfect for Tuscany exploration and wine tourism. It features a wellness - spa area...

Price from €4,500/night
Poggibonsi
12 Bedrooms12 Bathrooms24 People810
Siena Luxury Farmhouse

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...

Price from €1,000/night
Siena
13 Bedrooms13 Bathrooms26 People
Siena Luxury Palazzo

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...

Price from €6,000/night
Viterbo
4 Bedrooms4 Bathrooms8 People360
Artist Workshop Tuscany Hill

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...

Price from €349/night
Grosseto
6 Bedrooms6 Bathrooms12 People300
Seaside Retreat Tuscany

Terrace, Parking, Pool, Daily Cleaning, Concierge

Tuscany Luxury Holiday Lets : Set on a cape few kilometers south of Talamone this exclusive villa enjoys amazing location overlooking the seaside and offers a private access to the coast. A small sandy beach, to be shared with the guests of a nearby property, is just 500m away. The villa is an...

Tuscany Luxury Holiday Lets : Set on a cape few kilometers south of Talamone this exclusive villa enjoys amazing location overlooking the seaside and offers a private access to the coast. A small sandy beach, to be...

Price from €1,387/night
Chianti
3 Bedrooms3 Bathrooms6 People400
Siena Retreat Chic House

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,...

Price from €1,500/night
Radda in Chianti
7 Bedrooms7 Bathrooms14 People
Design Siena Farmhouse

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...

Price from €2,000/night
Siena
8 Bedrooms8 Bathrooms18 People650
Tuscany Hill Luxury Mansion

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...

Price from €2,000/night
Arezzo
1 Bedrooms1 Bathrooms2 People45
Tuscany Cozy House

Terrace, Parking, Pool, Concierge

Tuscany Holiday Rentals: This luxury villa in Tuscany is though for a romantic vacation in Italy. Located just within 15 km from Cortona, the house has an easy access to all the first-need amenities. Recently renovated, the place sleeps two guests and benefits from AC. There is one bedroom...

Tuscany Holiday Rentals: This luxury villa in Tuscany is though for a romantic vacation in Italy. Located just within 15 km from Cortona, the house has an easy access to all the first-need amenities. Recently renovated,...

Price from €250/night
Chianti
5 Bedrooms5 Bathrooms10 People590
Siena Retreat Cozy Villa

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...

Price from €2,000/night
Chianti
4 Bedrooms4 Bathrooms8 People560
Siena Retreat Luxe Villa

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...

Price from €1,700/night
Montalcino
4 Bedrooms4 Bathrooms8 People220
Luxury House Siena

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...

Price from €400/night
Siena
8 Bedrooms9 Bathrooms16 People400
Siena Exclusive Mansion

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...

Price from €2,143/night

You may also like

Luxury Villas Tuscany - Italy
7 Bedrooms6 Bathrooms12 People
Luxury Villas Tuscany - Italy
8 Bedrooms5 Bathrooms16 People
Luxury Villas Tuscany - Italy
4 Bedrooms4 Bathrooms8 People

>> See all Vacation Rentals in Tuscany