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Tuscany, Italy: Tuscany, Italy: 9ºC 9ºC
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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.
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
Sinalunga
5 Bedrooms5 Bathrooms11 People
Tuscany Chic Villa

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...

Price from €1,000/night
Chianti
2 Bedrooms2 Bathrooms4 People175
Siena Retreat Luxury Villa

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...

Price from €1,100/night
Pienza
14 Bedrooms13 Bathrooms28 People1000
Chic Siena Retreat

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hilltop, this property sits amidst ancient medieval villages, olives trees and vineyards. Once a monastery, the property has been fully refurbished to offer its guests an utmost vacation experience in Tuscany. The house consists of the main building and a cottage. There is a beautiful private...

Hilltop, this property sits amidst ancient medieval villages, olives trees and vineyards. Once a monastery, the property has been fully refurbished to offer its guests an utmost vacation experience in Tuscany. The house...

Price from €5,000/night
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
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
Chianti
4 Bedrooms4 Bathrooms8 People420
Siena Retreat Grande Villa

Terrace, Parking, Pool, Daily Cleaning, Concierge

Not too far from Siena and Chianti vineyards this traditional Tuscan house is a great place to spend your vacation with friends or family. Sitting on the hill, the guest will enjoy the fantastic views over the valley. This 420 m2 property can accommodate up to 8 guests in its 4 en suite...

Not too far from Siena and Chianti vineyards this traditional Tuscan house is a great place to spend your vacation with friends or family. Sitting on the hill, the guest will enjoy the fantastic views over the valley....

Price from €1,700/night
Chianti
6 Bedrooms5 Bathrooms12 People165
Chianti Luxe Home

Terrace, Tennis court(s), Pool, Fitness, Concierge

Price from €400/night
Pienza
7 Bedrooms8 Bathrooms15 People
Deluxe Siena House

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...

Price from €1,100/night
Chianti
4 Bedrooms4 Bathrooms8 People450
Siena Retreat Luxe Home

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...

Price from €1,700/night
Montalcino
2 Bedrooms2 Bathrooms4 People140
Montalcino Luxury Home

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hidden in Val d´Orcia valley in Tuscany, this cozy home for rent sits within a short drive from a small town with al the first-need facilities one might need for a vacation. Montalcino is around 20 minutes´ drive away, while Montepulciano can be reached in around 45 minutes. Some other...

Hidden in Val d´Orcia valley in Tuscany, this cozy home for rent sits within a short drive from a small town with al the first-need facilities one might need for a vacation. Montalcino is around 20 minutes´...

Price from €200/night
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
Arezzo
3 Bedrooms3 Bathrooms6 People130
Tuscany Cozy Home

Terrace, Parking, Pool, Concierge

Holiday Villas Italy: This luxury villa with a private pool and a garden is located within a big park housing another villa. The property sleeps up to six guests in three bedrooms. The ground floor houses the common areas. There is a living room with a TV area, a dining room, a sitting room...

Holiday Villas Italy: This luxury villa with a private pool and a garden is located within a big park housing another villa. The property sleeps up to six guests in three bedrooms. The ground floor houses the...

Price from €400/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
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
Asciano
9 Bedrooms11 Bathrooms20 People580
Chic Design Siena Home

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...

Price from €1,100/night
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
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
Chianti
4 Bedrooms4 Bathrooms8 People630
Siena Retreat Cozy House

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...

Price from €1,700/night

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>> See all Vacation Rentals in Tuscany