Luxury Villa Tuscany – Exclusive Holiday Homes with Pool

A luxury villa in Tuscany is more than just a holiday home – it is a lifestyle experience. Our hand-picked villas near Lucca, Florence, Siena, the Chianti hills, the Maremma coast and the Val d’Orcia combine traditional Tuscan architecture with modern comfort. From historic farmhouses surrounded by olive groves to elegant design villas with infinity pools and panoramic terraces, each property offers a unique atmosphere of elegance and relaxation.

Whether you want to stroll through Florence’s Renaissance streets, sip Chianti wines in historic vineyards, admire the medieval charm of Siena, or unwind by the Tuscan coast – a luxury villa rental in Tuscany is the perfect base for an unforgettable holiday.

The 5 Best Luxury Villas in Tuscany

Campassole – Luxury villa Chianti

Villa Campassole, Radda in Chianti-22

Villa Campassole is located in the heart of Chianti, surrounded by vineyards and olive groves. The elegant property combines Tuscan tradition with modern comforts: spacious living rooms, stylish bedrooms with en-suite bathrooms, a well-equipped kitchen, and spacious terraces with panoramic views. The private pool invites you to relax – whether after a wine tasting in Greve or a trip to the nearby cities of Florence and Siena.

 

Casa Pietrasanta – Luxury villa Versilia

casa pietrasanta pool

The exclusive Casa Pietrasanta is located on the Tuscan Versilia coast, just a few minutes from the beaches and the elegant seaside resort of Forte dei Marmi. The stylish interior creates a unique atmosphere. A spacious garden with a private pool and panoramic terraces invites you to relax. Thanks to its proximity to Pisa, Lucca, and Florence, this villa perfectly combines beach holidays and cultural discoveries.

 

La Sorgente – Luxury villa Lucca

la sorgente 044

The elegant Villa La Sorgente is nestled in the rolling hills near Lucca and captivates with its unique combination of historic architecture and modern design. The former farmhouse has been stylishly restored and offers spacious living rooms, bright bedrooms, and exclusive bathrooms. The spacious garden with private pool is an ideal retreat to enjoy the tranquility of Tuscany. Thanks to its proximity to Lucca, Pisa, and the beaches of Versilia, La Sorgente is perfect for a varied luxury vacation.

 

Lavacchio – Luxury Villa Montalcino

Grosses, elegantes Wohnzimmer in Lavacchio in der Toskana

The historic Villa Lavacchio is located in the heart of the famous wine region near Montalcino, surrounded by the vineyards of Brunello. The elegant property impresses with its stylishly restored architecture, spacious living and sleeping areas, a well-equipped kitchen, and charming details from Tuscan tradition. The large garden with a panoramic terrace and private pool offers a fantastic view over the vineyards – ideal for connoisseurs and wine lovers. Florence, Siena, and the picturesque villages of Val d'Orcia are within easy reach.

 

Chiodo – Luxury countryhouse Lucca

Stilvolles Esszimmer im Ferienhaus in Lucca Chiodo

The stylish Villa Chiodo is perched on a hill near Lucca and offers breathtaking views over the Tuscan countryside. The carefully restored stone house combines historic charm with modern comforts: bright living rooms, elegant bedrooms, and a fully equipped kitchen create a luxurious ambience. The spacious outdoor area with a large infinity pool and sun terraces invites you to relax. Thanks to its location near Pisa, Florence, and the beaches of Versilia, Chiodo is an ideal starting point for an exclusive Tuscan vacation.

 

The 6 Most Beautiful Regions in Tuscany

Lucca – Between Culture and Rolling Hills

The medieval town of Lucca is often called one of Tuscany’s hidden treasures. Surrounded by perfectly preserved Renaissance walls, it enchants with cobbled streets, elegant piazzas and Romanesque churches. The surrounding countryside is just as captivating: gentle hills dotted with olive groves, vineyards and cypress trees form a picture-book Tuscan landscape. Renting a luxury villa near Lucca means enjoying the best of both worlds – cultural flair within the city and serene landscapes right at your doorstep. Day trips to Pisa, the Versilia coast or Florence make Lucca an ideal base for discovery.

Chianti – Vineyards, Olive Groves and Tuscan Lifestyle

The Chianti region stretches between Florence and Siena and embodies everything people imagine when they dream of Tuscany. Endless vineyards, silvery olive groves and charming villages like Greve, Radda or Castellina invite you to slow down and indulge. Staying in a Chianti luxury villa means waking up to views over rolling hills, tasting world-famous wines in historic estates and enjoying traditional Tuscan cuisine in rustic trattorias. This is the heartland of Tuscan lifestyle, where tradition and modern comfort blend seamlessly.

Siena – Medieval Grandeur and Living Traditions

Siena is one of Tuscany’s jewels, a city where history comes alive. Its Gothic cathedral, the striking Piazza del Campo and the famous Palio horse race reflect centuries of cultural heritage. The landscapes around Siena are equally stunning – soft hills lined with cypresses, historic abbeys and villages like Monteriggioni or San Gimignano. Choosing a luxury villa near Siena allows you to immerse yourself in medieval charm while enjoying all the comforts of modern luxury.

Florence – Renaissance and Timeless Elegance

No region defines Tuscany more than Florence, the cradle of the Renaissance. Masterpieces by Michelangelo, Botticelli and Leonardo da Vinci can be admired in the Uffizi and beyond, while the city itself offers a blend of history, art and vibrant urban life. Beyond the city walls, the Tuscan countryside unfolds with villas, olive groves and charming wine estates. Renting a luxury villa near Florence allows you to combine world-class culture with the elegance and tranquility of Tuscan country living.

Maremma – Tuscany’s Untamed Coast

The Maremma is Tuscany’s coastal soul – long sandy beaches, pine forests and wild nature reserves stretch along the Tyrrhenian Sea. Once considered remote, the Maremma is now a well-kept secret among those seeking authenticity, relaxation and wide-open spaces. A luxury villa in Maremma offers the best of both: unspoiled seaside beauty and the warm hospitality of Tuscany. Here you can enjoy mornings by the sea, afternoons exploring medieval hill towns and evenings savoring fresh seafood under the stars.

Val d’Orcia – A UNESCO World Heritage Landscape

The Val d’Orcia represents the quintessential image of Tuscany: golden fields, gently rolling hills, iconic cypress avenues and hilltop towns like Pienza, Montepulciano and Montalcino. Recognized as a UNESCO World Heritage Site, this landscape has inspired artists for centuries and continues to captivate travelers from around the world. A luxury villa in Val d’Orcia offers breathtaking panoramas, proximity to world-famous Brunello wines and the chance to experience Tuscany at its most authentic and serene.

 

Find your luxury villa in Tuscany with Casa in Italia – hand-picked, exclusive and with private pools.

Explore all our villas with pool in Tuscany

 

65 Results

Stay at Villa Lorian near Montalcino for a luxury Tuscan experience with a private pool, surrounded by vineyards, and close to historical villages.
Region: Tuscany
Locality: Argiano
Next city: Montalcino (12km)
Persons: 10
€ 5550 - € 9900 pro Woche
Experience the exclusive Villa Argentario in Porto Ercole. Walking distance to the beach and sea, private pool, large garden, and tasteful decor – perfect vacation on the Tuscan coast.
Region: Tuscany
Locality: Porto Ercole
Next city: Porto Ercole (0,1km)
Persons: 8
€ 5900 - € 9900 pro Woche
Park in der eleganten Villa bei Lucca in der Toskana
Experience luxury in Tuscany at Villa Igea, a restored 16th-century villa with modern amenities, nestled in Lucca's hills, perfect for exploring Tuscan sights.
Region: Tuscany
Locality: San Martino in Freddana
Next city: Lucca (15km)
Persons: 13
€ 6000 - € 10000 pro Woche
Ferienvilla inmitten der Weinberge von Montalcino
Discover Villa Lavacchio, a luxury Tuscan villa with private pool, set amidst Montalcino’s scenic vineyards, perfect for relaxation and wine tours.
Region: Tuscany
Locality: Montalcino
Next city: Siena (60km)
Persons: 12
€ 6000 - € 9775 pro Woche
Stay at Villa Bongi, an exclusive 17th-century villa near Lucca, with a private pool, tennis court, guest house, and close access to Tuscany’s famed cities and beaches.
Region: Tuscany
Next city: Lucca (7km)
Persons: 10
€ 6500 - € 12600 pro Woche
Book your stay at La Maccinaia in Chianti, a luxurious villa with a private heated pool, perfect for exploring the Tuscan wine region and enjoying the serene beauty of the countryside.
Region: Tuscany
Locality: Gaiole in Chianti
Next city: Siena - Chianti (34km)
Persons: 16
€ 6700 - € 13537.5 pro Woche
Fontanelle Villa bei Montalcino in der Toskana
Stay at Villa Fontanelle for a luxury Tuscan experience near Montalcino. Enjoy renowned wines, cultural tours, and our private swimming pool. Perfect for groups and wine enthusiasts.
Region: Tuscany
Locality: Montalcino
Next city: Siena (50km)
Persons: 10
€ 6700 - € 11000 pro Woche
Discover Villa Lantana near Talamone, Tuscany: a luxury villa with private pool, sea access, and lush gardens, perfect for a relaxing coastal retreat.
Region: Tuscany
Locality: Fonteblanda
Next city: Talamone (5km)
Persons: 10
€ 6870 - € 9535 pro Woche
Stay at Castelrile, a villa with a private pool in Maremma, Tuscany. Just 7 km from the beach, this villa offers stunning views, modern comforts, and an ideal countryside retreat.
Region: Tuscany
Locality: Castiglione della Pescaia
Next city: Punta Ala (20km)
Persons: 10
€ 7000 - € 12400 pro Woche
Fontanelle Villa bei Montalcino in der Toskana
Experience Villa Fontanelle near Montalcino, an elegant villa with panoramic vineyard views, luxurious interiors, and proximity to renowned wineries. Perfect for wine lovers and larger groups.
Region: Tuscany
Locality: Montalcino
Next city: Siena (50km)
Persons: 12
€ 7725 - € 12400 pro Woche
Explore Tuscany from Villa Clara, an 18th century manor with a pool, perfect for large groups, near Lucca and Tuscan attractions.
Region: Tuscany
Locality: San Concordio Di Moriano
Next city: Lucca (6km)
Persons: 20
€ 7800 - € 12700 pro Woche
Experience luxury at Castelrile, a villa with a private pool near Castiglione della Pescaia. Stunning nature, beaches nearby, and modern amenities. Perfect for a relaxing getaway.
Region: Tuscany
Locality: Castiglione della Pescaia
Next city: Punta Ala (20km)
Persons: 14
€ 8200 - € 14400 pro Woche