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Tuscany, Italy: Tuscany, Italy: 11ºC 11ºC
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53 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.
Montalcino
9 Bedrooms8 Bathrooms18 People450 m²
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
Valdelsa
4 Bedrooms4 Bathrooms8 People650 m²
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
Poggibonsi
7 Bedrooms6 Bathrooms14 People1000 m²
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
Asciano
9 Bedrooms11 Bathrooms20 People580 m²
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
Arezzo
1 Bedrooms1 Bathrooms2 People45 m²
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
Montalcino
4 Bedrooms4 Bathrooms8 People220 m²
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
Valdelsa
4 Bedrooms4 Bathrooms8 People435 m²
Siena Retreat Luxury House

Terrace, Parking, Pool, Daily Cleaning, Concierge

This authentic Tuscan farmhouse has been totally refurbished to offer its guest a truly luxurious place to spend a vacation with friends or family. This 435 m2 house is divided in two estates. It sits on the hill surrounded by a lush wood and can accommodate up to 8 guests in its 4 large en suite...

This authentic Tuscan farmhouse has been totally refurbished to offer its guest a truly luxurious place to spend a vacation with friends or family. This 435 m2 house is divided in two estates. It sits on the hill...

Price from €1,700/night
Pienza
12 Bedrooms12 Bathrooms24 People700 m²
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
Valdelsa
6 Bedrooms6 Bathrooms12 People730 m²
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
Valdelsa
3 Bedrooms3 Bathrooms6 People400 m²
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
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
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 m²
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
Monticiano
14 Bedrooms14 Bathrooms28 People800 m²
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 €3,500/night
Chianti
6 Bedrooms5 Bathrooms12 People165 m²
Chianti Luxe Home

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

Price from €400/night
Chianti
4 Bedrooms4 Bathrooms8 People450 m²
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
Arezzo
4 Bedrooms4 Bathrooms8 People175 m²
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
Arezzo
3 Bedrooms3 Bathrooms6 People130 m²
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
Lecchi
9 Bedrooms10 Bathrooms18 People770 m²
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
San Casciano dei Bagni
7 Bedrooms6 Bathrooms12 People350 m²
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

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