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Tuscany, Italy: Tuscany, Italy: 8ºC 8ºC
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59 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.
Luxury Holiday Rentals Tuscany - Italy - South of Siena
14 Bedrooms14 Bathrooms24 People1000

Luxury Monastery Siena

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...

Price from €2,000/night
Luxury Holiday Rentals Tuscany - Italy - Chianti
6 Bedrooms6 Bathrooms12 People730

Siena Retreat Large House

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...

Price from €2,400/night
Luxury Holiday Rentals Tuscany - Italy - San Casciano dei Bagni
7 Bedrooms6 Bathrooms14 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 €1,000/night
Luxury Holiday Rentals Tuscany - Italy - Chianti
6 Bedrooms9 Bathrooms12 People350

Chianti Luxury Villa

Terrace, Parking, Pool, Concierge

This traditional Tuscan house has been totally refurbished to offer the perfect space to spend luxury stay in the Chianti hill. Enjoy the fantastic views over San Gimignano and the Chianti vineyards. The villa can host up to 12 people in 6 en suite bedrooms.Ground FloorIt is composed of a huge...

This traditional Tuscan house has been totally refurbished to offer the perfect space to spend luxury stay in the Chianti hill. Enjoy the fantastic views over San Gimignano and the Chianti vineyards. The villa can host...

Price from €800/night
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - Monticiano
14 Bedrooms14 Bathrooms28 People800

Luxury Farmhouse Siena

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...

Price from €3,000/night
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - Arezzo
4 Bedrooms4 Bathrooms8 People175

Tuscany Cozy Villa

Terrace, Parking, Pool, Concierge

Holiday Villas Italy: Located within a short drive from Cortona, Tuscany, this totally renovated vacation home with a pool enjoys all the modern facilities a comfortable house shall have. There are four bedrooms, three of which are located in the main building. The last one is situated in an annex....

Holiday Villas Italy: Located within a short drive from Cortona, Tuscany, this totally renovated vacation home with a pool enjoys all the modern facilities a comfortable house shall have. There are four bedrooms, three...

Price from €650/night
Luxury Holiday Rentals Tuscany - Italy - Pienza
12 Bedrooms12 Bathrooms24 People700

Exclusive Palace Siena

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...

Price from €4,000/night
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - Radda in Chianti
5 Bedrooms8 Bathrooms6 People1

Design Siena House

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...

Price from €1,908/night
Luxury Holiday Rentals Tuscany - Italy - Chianti
8 Bedrooms9 Bathrooms16 People400

Chianti Luxury House

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...

Price from €1,500/night
Luxury Holiday Rentals Tuscany - Italy - Buonconvento
13 Bedrooms11 Bathrooms22 People2800

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
Luxury Holiday Rentals Tuscany - Italy - 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
Luxury Holiday Rentals Tuscany - Italy - Lucca
12 Bedrooms14 Bathrooms22 People1

Hillside Lucca Delux

Parking, Jacuzzi, Pool, Concierge

Luxury Villas Tuscany :  This splendid villa in Capannori is a classic Italian property situated in fabulous estate of the XVIII century. This house located near a wonderful park full of lemon trees, fruit and olive groves. This welcoming residence sleeps up to 22 persons and consuists of two...

Luxury Villas Tuscany :  This splendid villa in Capannori is a classic Italian property situated in fabulous estate of the XVIII century. This house located near a wonderful park full of lemon trees, fruit and...

Price from €2,376/night
Luxury Holiday Rentals Tuscany - Italy - Lecchi
9 Bedrooms10 Bathrooms18 People770

Siena Luxury Borgo

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...

Price from €1,500/night
Luxury Holiday Rentals Tuscany - Italy - Montepulciano
6 Bedrooms6 Bathrooms12 People

Montepulciano Design Villa

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...

Price from €3,143/night
Luxury Holiday Rentals Tuscany - Italy - Gaiole in Chianti
5 Bedrooms6 Bathrooms10 People600

Siena Chic House

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...

Price from €2,357/night

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