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Tuscany Villa Rentals

A travellers dream. Tuscany has always been a favorite of those who seek a rich and varied itinerary. Ancient hillside towns complete with narrow winding streets open up to medieval piazzas with shops and cafes that tempt you with world famous wines, cheeses and classic Tuscan fare. Considered the birthplace of The Renaissance, art and culture abounds around every corner. Visit countless cathedrals and walk in the steps of Da Vinci and Michelangelo or simply relax on the beach along the superb coastline. Whatever your wish, a luxury villa in Tuscany will never disappoint.

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Tuscany For Kids

Hot Air Ballooning

Why not see the gorgeous Tuscan countryside from above in a hot air ballon? In Val D'Orcia you can float majestically over the green fields, rolling hills and endless vineyards. For the kid in all of us - a view not soon forgotten.

Hotsprings

The Romans frequented the hotsprings at Saturnia for their medicinal and heeling properties and not much has changed since. The springs area is a fabulous way to spend the day and afterwards you can frolic in the waterfall that cascades into the pools.

Castles and Towers

Tuscany is replete with fortresses and impressive castles be it in the countryside or in the heart of any city. Many castles can be found in small “borghi” (hamlets) scattered all through the countryside such as Fighine near San Casciano dei Bagni or Meleto Castle in Chianti. Kids can also have fun climbing to the top of famous towers such as Giotto’s Bell Tower in Florence – a mere 414 steps with an award-winning view. History and fun all at the same time!

Gelato Tasting

Gelato! Have fun tasting and deciding which gelato is your very favorite. Try a different flavour every day at a new gelateria in all the places you visit on your vacation – keep a photo journal and descriptive diary so you can tell all your friends. Remember each day of your “vacanza in Italia” with a gelato flavor! Evviva gelato!

Fairs and Festivals

If visiting in summer, don't miss the countless fairs and festivals that almost any of the small towns have throughout the season. Usually in the village center, many showcase local artisans, food and games. Of course, no fair would be complete without face-painting and your favourite gelato!

Featured Themes in Tuscany

Arts & Culture

Travel experiences touch us in many different ways, often finding the incredible while in pursuit of the amazing. World-famous works of art and local cultures sit in equality in their ability to inspire us to the WOW moment every journey should include.

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Food & Drink

Immerse yourself in everything your chosen destination has to offer; experiencing the gastronomic delights accompanied by a glass of the local specialty. Whether a Michelin-star restaurant in Spain, a wine tour in France, or a rum festival in Barbados, our Food & Drink experiences will create lasting memories for all our connoisseur guests.

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Health & Wellness

For many of us, the pace of modern day life can get in the way of the healthy lifestyle we aspire to and we often look at our vacations as an opportunity to hit the reset button and find some inner tranquility. There is much to be said for returning from a vacation with a healthy mind and body. From rustic yoga retreats to luxury private escapes we have a villa to create your personal sanctuary.

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Show up in Burgundy hungry and thirsty when staying in one of our luxury villas. This land of rolling hills, historic towns and gastronomic delights will leave you breathless and spoiled.

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Listings in Tuscany

Europe / Italy / TuscanyTuran

Per Night From US $489
Max Group Size

4

Bedrooms

2

Bathrooms

3

If you’re looking to experience the perfect balance of city and country combined into one property, you won’t want to overlook this property. The Oltrarno offers the soul and life that is often missed in the more intimate environments around Italy. Here is where you can find local shops, artisans, and fresh farm-to-table food that is some of the best in the world.

Europe / Italy / TuscanyOpera

Per Night From US $1,319
Max Group Size

6

Bedrooms

3

Bathrooms

3

This luxury apartment located in Florence embraces the more artsy side of what Italy has to offer. Over 500 years ago, the Italians created a new art form known as Opera. What’s left is a beautiful location for travelers and lovers of art to take in the sights and sounds of the Florentine Renaissance.

Europe / Italy / TuscanyCapital Residence

Per Night From US $819
Max Group Size

8

Bedrooms

4

Bathrooms

4

Here is your opportunity to experience Florence, unlike ever before. The city offers incredible shopping opportunities, dining experiences, and more than you could ever see in one trip. This deluxe apartment is located right in the city center, and you’ll have a front-row seat to the hustle and bustle of this Italian city center in Capital.

Europe / Italy / TuscanyScudo Residence

Per Night From US $819
Max Group Size

8

Bedrooms

4

Bathrooms

4

This apartment on the third floor of a Florentine palazzo is sure to impress those who like modern chic design with a view that pulls you back to reality. The traditional architecture of the apartment dates back to 1600, but the minimalistic and clean design of the apartment makes it feel more urban and sophisticated.

Europe / Italy / TuscanyGiorgina

Per Night From US $589
Max Group Size

6

Bedrooms

3

Bathrooms

3

This apartment is located directly in the Florence city center. It’s a renovated duplex that will quickly fill your senses with joy and wonder. As you walk into this penthouse apartment, you’ll take in the modern chic design with traditional elements. Restored furniture and exposed beams give the apartment that authentic Tuscan appearance.

Europe / Italy / TuscanyIppolita

Per Night From US $589
Max Group Size

5

Bedrooms

3

Bathrooms

3

Here we have a unique apartment located on a landmarked Florentine palazzo. You’ll find yourself smack dab in the middle of the action here right in the historical city center. Incredible shops, restaurants, and activities await you when you stay at the beautiful Ippolita.

Europe / Italy / TuscanyMedea

Max Group Size

10

Bedrooms

5

Bathrooms

5

This incredible five-bedroom apartment offers a spacious terrace and is located directly in the heart of Florence. You are a few minutes away from everything you could want. World-class shops, restaurants, cafes, and museums all await you when you stay at Medea.

Europe / Italy / TuscanyVilla Allegra

Per Night From US $1,129
Max Group Size

8

Bedrooms

4

Bathrooms

4

This villa is located a short 20-minute drive from Siena. At Villa Allegra, guests experience the intimate Italian tranquility where you can hear nothing but the sounds of the birds chirping and your glasses clanging. Host up to eight guests in this smaller villa that provides a more exclusive experience for those who prefer a more private and quiet getaway to Tuscany.

Europe / Italy / TuscanyVilla Araldica

Per Night From US $2,959
Max Group Size

16

Bedrooms

8

Bathrooms

8

Here we have a magnificent villa near Montepulciano in the southern area of Tuscany. This villa offers 60 acres of lush greenery, including gardens and a beautiful swimming pool. The property has three different levels, with each decorated with high-quality finishings and only the best furniture. You’re sure to find everything you seek and more at Villa Araldica.

Europe / Italy / TuscanyVilla Armonia

Per Night From US $1,639
Max Group Size

10

Bedrooms

5

Bathrooms

4

If you seek intimate and exclusive accommodations, but you still want an opportunity to enjoy everything the beach has to offer, you’ll want to check out Villa Armonia. This villa is only 15 minutes away from the shore, with the Maremma coast, a short drive from your property. The estate boasts privacy from its lush gardens with plenty of open views so you can take in everything that the Tuscan countryside has to offer.

Europe / Italy / TuscanyVilla Carista

Per Night From US $2,959
Max Group Size

16

Bedrooms

8

Bathrooms

7

Villa Carista sure leaves a lasting impression on the guests who stay here. They remember things like the tiered courtyards kissed with beautiful landscape. Some remember the olive groves, cypresses, and private vegetable garden that litter this property with scents and sights that cannot be found anywhere else on the planet.

Europe / Italy / TuscanyVilla Isimora

Per Night From US $2,739
Max Group Size

12

Bedrooms

6

Bathrooms

6

If your ideal vacation consists of you doing as little as possible in the best setting possible, this is the place for you. Villa Isimora offers an unmatched atmosphere equipped with an attentive villa staff who are sure to make you feel like the King or Queen of the castle. The villa is a short 25-minute drive from Florence, and it’s one of Tuscany's most prestigious destinations.

Europe / Italy / TuscanyVilla Leila

Per Night From US $2,399
Max Group Size

16

Bedrooms

8

Bathrooms

9

If privacy and luxury are your game, then this villa is calling your name. This luxury property boasts traditional Tuscan design, and it’s positioned beautifully atop a large hill overlooking the incredible Tuscan countryside. The interior offers the perfect combination of old school charm with a new school style and amenities.

Europe / Italy / TuscanyVilla Magistra

Per Night From US $989
Max Group Size

20

Bedrooms

10

Bathrooms

10

This 19th-century villa sits on a private estate near a medieval village. The villa offers all the amenities you could ever want scattered across its five different floors. Every room through the building screams luxury and authenticity. This large estate sleeps up to 20 guests and has ten en-suite bathrooms. Every inch of social space inside this home is designed with guests in mind.

Europe / Italy / TuscanyVilla Palazzo

Per Night From US $1,539
Max Group Size

12

Bedrooms

6

Bathrooms

6

Villa Palazzo offers a great combination of two major selling points of any villa; access to sights and sounds you can’t get anywhere else in the world and intimate privacy and luxury that only a villa can offer. You’re less than an hour from Florence, Pisa, and Siena. Here you get all the personal touches you need to make your Italian vacation, one to remember.

Europe / Italy / TuscanyVilla Cardinale

Per Night From US $4,519
Max Group Size

22

Bedrooms

11

Bathrooms

10

Drive 40 minutes south of the medieval town of Siena, and you’ll find this incredible historic grand mansion set on one of the most beautiful properties in all of Italy. This property boasts endless wine and olive oil producing trees and vines, lush greenery, and fields upon fields of grapes.

Europe / Italy / TuscanyVilla Feronia

Per Night From US $8,499
Max Group Size

38

Bedrooms

19

Bathrooms

19

Ancient mythology says that Feronia stands for wildlife, fertility, and abundance. You’ll experience no shortage of that on this property. The incredibly large and spacious villa offers a beautiful pond with oak and cypress trees scattered about the meticulously perfect landscaping. Olive groves, vineyards, and otherworldly views of the Renaissance city fill your heart and mind with the joys of a simpler time.

Europe / Italy / TuscanyVilla Gaia

Per Night From US $9,199
Max Group Size

31

Bedrooms

16

Bathrooms

16

Find everything you want and more at Villa Gaia. This property is 20 minutes from Siena, and it boasts spectacular gardens and breathtaking views of the Italian countryside. An Italian aristocratic family once owned this property, and they’ve managed to keep a lot of the original charm and architecture intact.

Europe / Italy / TuscanyVilla Hortus

Per Night From US $1,639
Max Group Size

10

Bedrooms

5

Bathrooms

5

Travel to the outskirts of Siena, and you’ll find yourself immersed in lush gardens and beautiful greenspace. When you reach this point, you’ll know you’ve hit Villa Hortus. This villa is a three-story property with incredibly manicured gardens. Time seems to stand still the second you step foot on this estate.

Europe / Italy / TuscanyVilla Leopolda

Per Night From US $1,889
Max Group Size

14

Bedrooms

7

Bathrooms

7

This villa is a one of a kind experience. Here is your chance to experience the Tuscan countryside and everything it has to offer. This seven bedroom and seven-bathroom property is fully restored with furnishings and antiques that offer the perfect blend of old and new.

Europe / Italy / TuscanyVilla Macchiavelli

Per Night From US $8,349
Max Group Size

20

Bedrooms

10

Bathrooms

10

Wow is all you’ll say when you drive up the gravel driveway to your temporary home. You’ll never want to leave. This one of a kind villa sits right in the middle of the Chianti Classico region outside of Florence. The property also boasts a rich heritage as the home of both the Machiavelli family and the Mazzei family.

Europe / Italy / TuscanyVilla Malin

Per Night From US $2,099
Max Group Size

10

Bedrooms

5

Bathrooms

5

If you’re looking for a trip that is full of bright sunshine and open-air environments, you’ll love this expansive villa. Drive 30 minutes from Florence, and you’ll find this property boasting five en-suite bedrooms all facing towards the incredible countryside.

Europe / Italy / TuscanyVilla Marchesa

Per Night From US $1,499
Max Group Size

18

Bedrooms

9

Bathrooms

9

The perfect place for family gatherings and parties is right here. Villa Marchesa offers an immersive experience as you drive up the driveway into the private woods. While you might only be a few miles from town, you’ll feel like you’ve stepped into a completely different world. With close access to the beach and local shops, you’ll experience everything that Italy has to offer in one place.

Europe / Italy / TuscanyVilla Maremmana

Per Night From US $1,299
Max Group Size

14

Bedrooms

7

Bathrooms

7

This villa is the definition of luxury in Tuscany. Here you’ll find natural beauty in the sights you see, the smells you smell, and the sounds you hear. Every step of the way through this property, you’ll realize you’re experiencing everything that Italy has to offer all in one place. The villa is beautifully decorated with a combination of old and new world design.

Europe / Italy / TuscanyVilla Orfea

Per Night From US $2,359
Max Group Size

24

Bedrooms

12

Bathrooms

13

Here you’ll find no shortage of opportunities to take in some rays, lounge by the pool, or take a stroll along the beach. You’re only a short 30-minute drive from the coastal strip of Versilia, where many classical and rock music festivals are held all year long. Find the ideal vacation spot for families and friends at Villa Orfea.

Europe / Italy / TuscanyVilla Stapelia

Per Night From US $1,799
Max Group Size

8

Bedrooms

4

Bathrooms

4

Here we have a perfectly positioned pristine two-floor Tuscan farmhouse amongst the gorgeous vineyards of this estate. Every corner of the building was restored to preserve some of the original components of the home while bringing in some new features that travelers enjoy.

Europe / Italy / TuscanyVilla Poderosa

Per Night From US $3,289
Max Group Size

14

Bedrooms

9

Bathrooms

6

Villa Poderosa offers a unique and stunning experience. The villa sits on top of a hip surrounded by dramatic panoramic views of the Tuscan hills. Every footstep you take on this property has been kissed by the Tuscan sun. Guests enjoy custom-made furniture and finishings that came from the original design of the estate.

Europe / Italy / TuscanyVilla Bell’Estate

Max Group Size

16

Bedrooms

8

Bathrooms

7

When you’re more interested in getting away from it all you want a villa that provides you with the type of seclusion that makes you feel like you’ve stepped into a different world. You’ll experience that and more at Villa Bell’Estate. This villa has 750 square meters of are across three floors with a basement.

Europe / Italy / TuscanyVilla al Boschiglia

Per Night From US $2,879
Max Group Size

12

Bedrooms

6

Bathrooms

6

This villa is located in one of the most beautiful areas in all of Tuscany. You’ll find Villa al Boschiglia near the medieval town of Lucca. As you step foot on the property, you’ll feel like you’ve stepped back into the 17th century.

Europe / Italy / TuscanyCasale Mareli

Per Night From US $499
Max Group Size

8

Bedrooms

4

Bathrooms

4

Here you’ll find Casale Mareli located in a small, ancient village on top of a hill. This villa offers some of the best views of the Tyrrhenian Sea and nearby islands of the Tuscan Archipelago. The property houses a renovated farmhouse from the 1800s with 350 square meters accommodating up to 10 people.

Europe / Italy / TuscanyPodere la Quiete

Per Night From US $519
Max Group Size

8

Bedrooms

4

Bathrooms

3

This quiet and quaint estate boasts an idyllic spot inside an olive estate. The entire property was renovated to the highest standards and guests enjoy great panoramic views of the countryside. You also get incredible privacy because this estate is only accessible through a small gravel road that leads from a neighboring village.

Europe / Italy / TuscanyCasale la Macina

Per Night From US $1,379
Max Group Size

12

Bedrooms

6

Bathrooms

6

If you’re into history and you enjoy staying in places that were once thriving with life, you’ll love Casale la Macina. This old olive mill was the main employer of people in the area for 160 years. The building was abandoned during the 70s but in the 90s, it was restored to a thriving olive mill once again.

Europe / Italy / TuscanyVilla Daniela

Per Night From US $1,769
Max Group Size

22

Bedrooms

11

Bathrooms

15

Villa Daniela is situated perfectly to provide some of the greatest seaside views available on the planet. You’ll feel like you’ve stepped into a different world. Walking into the ground floor guests enjoy a spacious and bright interior with plenty of authentic Italian furnishings paired with modern amenities like a computer, printer, and modern kitchen.

Europe / Italy / TuscanyVilla Santa Maria al Lago

Per Night From US $2,159
Max Group Size

14

Bedrooms

7

Bathrooms

7

This villa is located in Lucca, which is one of the most beautiful towns in all of Tuscany. The Villa Santa Maria underwent recent renovations that help it provide you with modern technology you need while still maintaining the original charm and authenticity that Italy has to offer.

Europe / Italy / TuscanyTenuta Al Poeta

Per Night From US $819
Max Group Size

8

Bedrooms

4

Bathrooms

4

Here is an estate located on the hills south of Lucca in a beautiful valley overlooking the local village. You’ll have a hard time finding such a beautiful combination of luxury accomodations paired with the authentic Tuscan experience. The villa is a fully air-conditioned farmhouse accommodating up to eight people who seek privacy and exclusion from their busy lives.

Europe / Italy / TuscanyVilla Dell’ Olivo

Per Night From US $1,949
Max Group Size

10

Bedrooms

5

Bathrooms

5.5

If you travel ten minutes west of Lucca you’ll find this incredible restored farmhouse set up on a hill with a private gate. The views are endless in nearly every direction and if you look close enough on a clear day, you can see the Leaning Tower of Pisa from your outdoor patio.

Europe / Italy / TuscanyVilla Lenka

Per Night From US $2,469
Max Group Size

14

Bedrooms

7

Bathrooms

7

This incredible villa is nestled perfectly amid tranquil Italian gardens flowing through freshwater brooks leading to two small lakes. Sit beneath the shade of weeping willow trees or enjoy the fragrant smell of lemon and herb gardens. All of this provides a breathtaking backdrop while you sit in your private villa swimming pool.

Europe / Italy / TuscanyVilla Controni

Per Night From US $3,619
Max Group Size

22

Bedrooms

11

Bathrooms

11

Villa Controni offers otherworldly amenities and incredible features that are sure to calm your soul and relax your mind. The 19th-century aristocratic villa is set among terraced hills and olive groves. The property has a private chapel and beautiful views of the estate towards the town of Lucca.

Europe / Italy / TuscanyCasa del Fattore

Per Night From US $2,469
Max Group Size

16

Bedrooms

8

Bathrooms

8

This home is situated at the heart of this beautiful 18th-century estate. The villa offers lush greenery surrounded by orchards and olive groves. The house boasts old world charm while still providing the updated amenities guests travel from around the world to enjoy. Stand in awe at the traditional terracotta tiled floors, exposed beams, and frescoed walls.

Europe / Italy / TuscanyCasa Matteucci

Per Night From US $3,809
Max Group Size

12

Bedrooms

6

Bathrooms

6

This villa puts a lot on the table and provides a truly unique experience that no guest is soon to forget. Casa Felice Matteucci is located near Lucca in the Villa of Vorno. The villa sits on a stunning estate overlooking a small lake containing it’s very own island that guests can reach from a wooden bridge.

Europe / Italy / TuscanyCasale il Melograno

Per Night From US $409
Max Group Size

10

Bedrooms

5

Bathrooms

5

Il Melograno means “the pomegranate.” This property features an antique farmhouse located in a small village in the seaside area of Versilia. The restored farmhouse offers the perfect combination of traditional Tuscan design paired with new generation features and components that leave you feeling comfortable and relaxed.

Europe / Italy / TuscanyVilla Adorna

Per Night From US $2,449
Max Group Size

14

Bedrooms

7

Bathrooms

7

If luxury is what you’re after, you’ll want to look no further than Villa Adorna. This villa offers a double master bedroom with an en-suite bathroom. There are also three other bedrooms, each with their own en-suite as well. The spacious interior boasts features like exposed beams and plenty of windows to offer incredible countryside views of the sweeping mountains.

Europe / Italy / TuscanyVilla Aiola

Per Night From US $1,529
Max Group Size

12

Bedrooms

6

Bathrooms

6

The first thing that will hit you when you step foot on Villa Aiola is the strikingly beautiful greenery and landscaping of the property. Every inch is nothing short of amazing, and it’s due to the perfectly placed location of this 1700-acre estate. The villa offers bedrooms to accommodate 12 guests and five en-suite bathrooms. Each room also has its own air conditioning units.

Europe / Italy / TuscanyVilla Augusta

Per Night From US $4,339
Max Group Size

12

Bedrooms

6

Bathrooms

6

This property sits high on a hill overlooking all the sights and smells you could ever want to experience in Tuscany. The incredible 16th-century patrician mansion offers world-class amenities and a true feeling of luxury from the second you walk through the door. The villa offers 1200 square meters of living space, and it’s located amongst some of the greatest towns to explore in all of Italy.

Europe / Italy / TuscanyVilla Alfieri

Per Night From US $2,289
Max Group Size

10

Bedrooms

5

Bathrooms

5

Now is your chance to experience Tuscany in its purest form. Villa Alfieri offers some of the most magnificent vineyard and countryside views this world has to offer. Inside the medieval walled city of Siena, you’ll find this beautiful country house positioned atop Siena, and we’re sure you’ll want to make this trip again once you experience it once.

Europe / Italy / TuscanyVilla Visconti

Per Night From US $879
Max Group Size

6

Bedrooms

3

Bathrooms

3

Perched high above the magnificent Val di Chiana, Villa Visconti is the principal home in a group of 5 houses in Borgo San Michele. Impeccable and tasteful decor, cozy living spaces, comfortable bedrooms and stunning gardens create a convivial atmosphere for families.

Europe / Italy / TuscanyVilla Boschetto

Per Night From US $1,029
Max Group Size

14

Bedrooms

7

Bathrooms

9

Villa Boschetto is surrounded by woods, vineyards and olive groves. You'll be easily lost in the breathtaking, panoramic views of the San Gimignano skyline. This villa is equipped with everything you need for an unforgettable family getaway.

Europe / Italy / TuscanyVilla Etrusca

Per Night From US $969
Max Group Size

16

Bedrooms

8

Bathrooms

7

Set on a sixty-acre estate surrounded by private vineyards and olive groves sits this fully restored, 17th-century stone farmhouse. Tastefully decorated interiors are highlighted by antique furnishings, providing a simple but refined atmosphere that is perfect for a large group of friends or family.

Europe / Italy / TuscanyVilla Serravalle

Per Night From US $2,569
Max Group Size

19

Bedrooms

10

Bathrooms

10

Previously used as a "watchtower" in the 14th century, Villa Serravalle is a historic villa that boasts remarkable vistas across the Chianti countryside. While the villa’s character and fine décor will charm, you’ll also appreciate the many hotel-quality details, large pool and extensive living spaces.

Europe / Italy / TuscanyVilla Nel Bosco

Per Night From US $1,199
Max Group Size

14

Bedrooms

7

Bathrooms

7

This magnificent 17th century farmhouse near Siena sits in the heart of a large private estate. Recently restored, with modern amenities including air-conditioning, the house retains many of its original features both inside and out, ensuring a pleasant and relaxing Tuscan getaway for the whole family.

Europe / Italy / TuscanyCampo Dell’Amato

Per Night From US $1,229
Max Group Size

13

Bedrooms

7

Bathrooms

7

A mere stroll from the luxurious thermal baths of Fonteverde, Campo Dell'Amato is a classic Tuscan villa, recently restored with sophisticated simplicity. The heart of the house is the kitchen with ample space for everyone to contribute to the culinary experience. Take your meals al fresco while the sun sets across the hills.

Europe / Italy / TuscanyPodere due Preti

Per Night From US $959
Max Group Size

10

Bedrooms

5

Bathrooms

4

Podere due Preti combines the charm of a 300 year old stone farmhouse with the best of Italian modern interior design to create a unique blend of old and new. Space and comfort define this villa, indoors and out, accentuated by the gorgeous views of the medieval town of Trevinano across the valley.

Europe / Italy / TuscanyCasa dell’Ambra

Per Night From US $919
Max Group Size

10

Bedrooms

5

Bathrooms

4

This welcoming country villa began life over 500 years ago as a working farmhouse, complete with livestock on the lower floors and family living quarters upstairs. Today, there are still some reminders of a long and fruitful past but recent refinements have brought this property back to life.

Europe / Italy / TuscanyVilla Fragrante

Per Night From US $1,649
Max Group Size

12

Bedrooms

6

Bathrooms

5

Set in the heart of a large 50 acre estate of woods, fields and olive groves, panoramic views on all sides stretch over the Tuscan hillscape to the horizon beyond. The spacious sun-filled rooms and colorful vintage style decor set the tone for a relaxed and carefree vacation in this Tuscan farmhouse.

Europe / Italy / TuscanyCasa Civetta

Per Night From US $1,319
Max Group Size

10

Bedrooms

5

Bathrooms

5

Casa Civetta is named after a small owl, one of several kinds familiar in the Italian countryside. This villa is surrounded by superb rolling hills dotted with cypress and olive trees. Traditional materials of stone and brick, massive timbers and gleaming tiles are matched with typical Senese hues.

Europe / Italy / TuscanyBorgo San Michele

Per Night From US $3,419
Max Group Size

30

Bedrooms

15

Bathrooms

15

Perched high above the magnificent Val di Chiana, Borgo San Michele is a collection of five houses, all lovingly restored. A gathering hall, church and several other buildings form part of a picturesque hamlet within the shadow of an impressive 11th Century castle.

Europe / Italy / TuscanyVilla dei Cortili

Per Night From US $1,029
Max Group Size

13

Bedrooms

7

Bathrooms

7

Villa dei Cortili is one of three houses making up a small hamlet at the heart of an olive oil and wine producing estate. A recent restoration honors authentic Tuscan style with choice antiques, contemporary design and colorful art. Set splendidly in the verdant landscape of richly endowed Chianti.

Europe / Italy / TuscanyVilla delle Rose

Per Night From US $1,489
Max Group Size

16

Bedrooms

8

Bathrooms

8

This villa is superbly located in Chianti, halfway between Florence and Siena, close to delightful towns and abundant vineyards, so typical of this part of Tuscany. Contemporary and minimalist decor, spacious rooms and excellent amenities characterize this idyllic countryside property.

Europe / Italy / TuscanyCasa Passerini

Per Night From US $1,399
Max Group Size

12

Bedrooms

6

Bathrooms

6

From its superb position on the crest of a hill, this classic 18th century villa has commanding views over the Val di Chiana. Lovingly restored to create a colorful and comfortable home, Casa Passerini welcomes you with spacious living areas opening onto the gardens and two elegant pools.

Europe / Italy / TuscanyLa Scuola

Per Night From US $1,239
Max Group Size

12

Bedrooms

6

Bathrooms

6

Anyone who ever attended a small village schoolhouse will appreciate this clever 1960s designer conversion to a contemporary private home. Glimpses of its former life are easily imagined however, its focal point is a lovely courtyard, swimming pool and terrace loggia.

Europe / Italy / TuscanyCerretone

Per Night From US $1,179
Max Group Size

10

Bedrooms

5

Bathrooms

5

This stunning Tuscan villa offers breathtaking wraparound views, best appreciated as you dine al fresco on the terrace or linger by the infinity pool with a refreshing aperitivo. Lovingly restored, Cerretone features magnificent beamed ceilings, gleaming terracotta floors and imposing fireplaces.

Europe / Italy / TuscanyVilla Vico

Per Night From US $1,139
Max Group Size

10

Bedrooms

5

Bathrooms

4

This classic 16th century Tuscan farmstead features original beamed ceilings, terra cotta floors and Italian textiles. The bedrooms are spacious and the grounds just perfect for playing or relaxing in the sun. In 15 minutes you can be in the center of Siena or alternatively take a scenic country drive to explore Chianti.

Chic Boutique

Europe / Italy / TuscanyLa Farfalla

Per Night From US $1,439
Max Group Size

12

Bedrooms

6

Bathrooms

5

Designed on three levels with an adjacent guest house, La Farfalla can host up to 12 people in a natural, yet modern setting overlooking nearby Lucca. The first house ever to feature a hydraulic roof that allows natural air flow and star gazing in a contemporary setting full of design pieces and stylish living.

Europe / Italy / TuscanyVilla delle Colline

Per Night From US $1,129
Max Group Size

8

Bedrooms

4

Bathrooms

5

With its superb rural location and proximity to Florence, Villa delle Colline provides the perfect base for four couples or a family to explore both city and country life in Tuscany. The interior decoration combines antiques with contemporary pieces and the housekeeper is an excellent cook!

Europe / Italy / TuscanyIl Vallone

Per Night From US $639
Max Group Size

7/11

Bedrooms

4/6

Bathrooms

4/6

Il Vallone has been lovingly restored to combine the charms of Tuscan country living with a contemporary touch. Historically a watchtower, today modern comforts abound in the main house and annex. Surrounded by fragrant gardens and woods, il Vallone is the perfect family getaway.

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