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212 Luxury Vacation Rentals Italy

Magical vacation rentals in Italy for a wonderful holiday, this is what you need after a long hard-working year. Rent a holiday villa, a castle or a short-term apartment and get wrapped up in the enchantment of Italy. Visit Rome, the Eternal City, its Colosseum, Pantheon, Museo e Galleria Borghese, the Roman Forum, Palantino, the Vatican City... Do not forget to throw a coin to the Trevi Fountain to be sure you will be back one day. Then, comes the magnetic Venice with its marble palaces, romantic gondola rides, with its tiny streets, spellbind chapels and churches, with its fascinating carnival. And Florence, the cradle of the Renaissance, the home to Duomo, beautiful palaces, great galleries, museums? And do not forget about Palermo, Turin, Naples, Sorrento, Bologna, Milan. When it comes to food, "Italian" has become a quality label for all the tastes. There is no doubt that after your holidays in Italy, the smells of the fresh basil, oregano, thyme, rosemary, mozzarella, tomato, olive oil, Parmigiano, prosciutto, truffles will not be evoking the same memories as before.

Porto Cervo
6 Bedrooms6 Bathrooms12 People250
Cala Granu Luxury Villa

Terrace, Parking, Pool, Concierge, Seaside

This villa sits within a residential area of 9 villas. Situated in Cala Granu on a small hill, the house sits in a well-located yet quiet setting. It benefits from breath-taking views over Sardinia and the sea. The most sought-after place of the island, Porto Cervo, is less than 3 km away. The...

This villa sits within a residential area of 9 villas. Situated in Cala Granu on a small hill, the house sits in a well-located yet quiet setting. It benefits from breath-taking views over Sardinia and the sea. The most...

Price from €2,500/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
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
Montalcino
9 Bedrooms9 Bathrooms18 People900
Montalcino Luxury Dimora

Terrace, Parking, Pool, Daily Cleaning, Concierge

Set amidst rolling vineyards, olive groves, and organic wheat fields, this luxury villa rental in Tuscany offers an authentic countryside experience in one of Italy’s most iconic landscapes. The property boasts enchanting views over the renowned Val d’Orcia and the hilltop town of Montalcino,...

Set amidst rolling vineyards, olive groves, and organic wheat fields, this luxury villa rental in Tuscany offers an authentic countryside experience in one of Italy’s most iconic landscapes. The property boasts...

Price from €3,000/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
Perd'e Sali
5 Bedrooms3 Bathrooms10 People200
South Sardinia Beach Villa

Terrace, Parking, Pool, Concierge, Seaside

Holiday Villas Sardinia : Located just within 100 m from the beach on the south of Sardinia, next to the vibrant Pula town in the province of Cagliaria, this luxury holiday villa is perfect for those looking for serenity and relaxation. The villa on Sardinia sleeps 10. The lower floor houses a...

Holiday Villas Sardinia : Located just within 100 m from the beach on the south of Sardinia, next to the vibrant Pula town in the province of Cagliaria, this luxury holiday villa is perfect for those looking for...

Price from €800/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
Cortona
9 Bedrooms9 Bathrooms18 People1000
Cortona Luxury Villa

Terrace, Parking, Pool

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short distance form Cortona. It boasts wonderful frescoes and vaulted ceilings. In addition,...

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short...

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
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
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
Reggello
6 Bedrooms5 Bathrooms11 People430
Florence Luxury Cottage

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

This Florence luxury villa rental is situated only around 35 km from the city. It sits within an estate that features several houses, a tennis court, a spa area and an Agricultural museum telling the story of the Tuscan farming. The spa area offers a gym, a steam room, a hot tub, a sauna and a wide...

This Florence luxury villa rental is situated only around 35 km from the city. It sits within an estate that features several houses, a tennis court, a spa area and an Agricultural museum telling the story of the Tuscan...

Price from €2,500/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
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 €3,500/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
Cala Granu
4 Bedrooms4 Bathrooms8 People
Cala Granu Seaside Villa

Terrace, Parking, Pool, Concierge, Seaside

This cozy Sardinian villa sits not far from Cala Granu, a sandy and wind-protected cove north of Porto Cervo. This area is ideal for those looking for some quiet time yet within a short drive to the marina. The villa is set on a lawned plot of around 1500 m2.Bedrooms and bathroomsThe home sleeps 8...

This cozy Sardinian villa sits not far from Cala Granu, a sandy and wind-protected cove north of Porto Cervo. This area is ideal for those looking for some quiet time yet within a short drive to the marina. The villa is...

Price from €2,000/night
Chianti
4 Bedrooms4 Bathrooms8 People550
Siena Retreat Chic Home

Terrace, Parking, Pool, Daily Cleaning, Concierge

Two steps away from Mensano village and not too far from Siena, this property can accommodate up tp 8 guest in its large 4 en suite bedrooms. Surrounded by a big garden it offer a perfect green getaway from the noisy city to host group of friends or family. This 350 m2 house is divided in 3 levels...

Two steps away from Mensano village and not too far from Siena, this property can accommodate up tp 8 guest in its large 4 en suite bedrooms. Surrounded by a big garden it offer a perfect green getaway from the noisy...

Price from €1,700/night
Firenze
6 Bedrooms7 Bathrooms12 People275
Tuscany Pool Villa

Terrace, Parking, Jacuzzi, Pool, Concierge

Luxury Villas Florence : An elegant rental property close to Montaione, situated in one of the most astonishing areas of the region, will be your perfect holiday letting. This wonderful house welcomes you and 11 friends or family members to relax and have a great time in Tuscany. On the ground...

Luxury Villas Florence : An elegant rental property close to Montaione, situated in one of the most astonishing areas of the region, will be your perfect holiday letting. This wonderful house welcomes you and 11 friends...

Price from €573/night
Chianti
4 Bedrooms4 Bathrooms8 People435
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
Perugia
3 Bedrooms3 Bathrooms6 People220
Luxury Pool Perugia Tower

Terrace, Jacuzzi, Pool

Luxury Villas Tuscany : This fabulous rental house hidden away in the nature will be your perfect holiday letting. Enjoy the lovely Mediterranean sun and spectacular views in this fabulous property that sleeps six people. There are three beautiful bedrooms: two with king-size beds and one with two...

Luxury Villas Tuscany : This fabulous rental house hidden away in the nature will be your perfect holiday letting. Enjoy the lovely Mediterranean sun and spectacular views in this fabulous property that sleeps six...

Price from €338/night

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Luxury Villas Tuscany - Italy
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Luxury Villas Sardinia - Italy
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>> See all Vacation Rentals in Italy