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: 7ºC 7ºC
Features

51 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.
Grosseto
7 Bedrooms6 Bathrooms14 People500
Tuscany Seaside Villa

Terrace, Parking, Pool, Concierge, Seaside

Luxury Villas Tuscany : Perched on the hill close to Porto Santo Stefano on the Argentario peninsula this luxurious seafront condominium provides superb accommodation up to 12 people. The villa is a wonderful example of fine contemporary architecture combined with cutting-edge technologies and a...

Luxury Villas Tuscany : Perched on the hill close to Porto Santo Stefano on the Argentario peninsula this luxurious seafront condominium provides superb accommodation up to 12 people. The villa is a wonderful example of...

Price from €2,385/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
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
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
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
Lucca
6 Bedrooms7 Bathrooms12 People1
Luxury Villa Lucca

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...

Price from €1,744/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
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
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
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
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
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
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
Chianti
4 Bedrooms4 Bathrooms8 People470
Siena Retreat Farmhouse

Terrace, Parking, Pool, Daily Cleaning, Concierge

This is a cozy traditional Tuscan villa for 8 people. It benefits from a heated swimming pool, a stone fire-pit and a wood-burning oven. Featuring fine marble and ceramics finishings and Italian designer fabrics and antiques, the property offers its guests a 5-star-hotel comfort. The house has 4...

This is a cozy traditional Tuscan villa for 8 people. It benefits from a heated swimming pool, a stone fire-pit and a wood-burning oven. Featuring fine marble and ceramics finishings and Italian designer fabrics and...

Price from €1,700/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
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
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
Montalcino
9 Bedrooms8 Bathrooms18 People450
Montalcino Country House

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...

Price from €1,300/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

You may also like

Luxury Villas Tuscany - Italy
6 Bedrooms5 Bathrooms12 People
Luxury Villas Tuscany - Italy
8 Bedrooms8 Bathrooms18 People
Luxury Villas Tuscany - Italy
4 Bedrooms6 Bathrooms8 People

>> See all Vacation Rentals in Tuscany