Tuscany Vacation Rentals: Villas for a Unique Escape

Discover the epitome of luxury with our select Tuscany vacation villas, designed for those who value privacy and serenity. Immerse yourself in the tranquility of the Tuscan countryside, where each of our villas serves as a secluded haven amidst rolling vineyards and lush olive groves. Offering private pools and exclusive amenities, our properties present the perfect retreat for exploring the cultural and culinary treasures of Tuscany in Central Italy. Book your dream villa in this legendary Italian region now and indulge in an unparalleled blend of luxury, privacy, and the captivating allure of Tuscany.

 

 
Discover La Segreta, a stylish countryside retreat in Umbria. Enjoy breathtaking views, beautiful terraces, and modern comforts in a serene setting.
Region: Umbria
Locality: Collazzone
Next city: Perugia (33km)
Persons: 8
€ 7200 - € 7700 pro Woche
Discover La Pieve 1, an authentic Tuscan villa near Castelmuzio. This restored farmhouse offers panoramic views, modern amenities, and serene outdoor spaces. Perfect for a tranquil getaway.
Region: Tuscany
Locality: Castelmuzio
Next city: Pienza (9km)
Persons: 8
€ 6000 - € 9950 pro Woche
Discover the exclusive Villa La Melusina in Le Marche, Italy. Enjoy premium amenities, air conditioning, an outdoor kitchen with a pizza oven, and truffle hunting on the estate. Perfect for your summer escape!
Region: Marches
Locality: Comunanza
Next city: Ascoli Piceno (31km)
Persons: 10
€ 4450 - € 6500 pro Woche
Discover the exclusive Villa La Melusina in Le Marche, Italy. Enjoy luxury amenities, air conditioning, outdoor kitchen, and truffle hunting on the estate. Perfect for your summer getaway!
Region: Marches
Locality: Comunanza
Next city: Ascoli Piceno (31km)
Persons: 8
€ 3850 - € 5900 pro Woche
Book your stay at La Maccinaia, a stunning 17th-century villa in Chianti Classico with modern comforts, a heated pool, and beautiful views. Perfect for an unforgettable Tuscan getaway.
Region: Tuscany
Locality: Gaiole in Chianti
Next city: Siena - Chianti (34km)
Persons: 12
€ 6000 - € 10400 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
€ 7875 - € 13537.5 pro Woche
Book your stay at La Macchietta, a serene Tuscan villa nestled between Lucca and Camaiore, featuring a private pool with stunning valley views, ideal for a relaxing and culturally rich holiday in Italy.
Region: Tuscany
Locality: San Martino in Freddana
Next city: Lucca (15km)
Persons: 7
€ 1950 - € 3987.5 pro Woche
Discover La Loggia, a charming country house near Lucca, surrounded by olive groves and vineyards. Perfect for groups, it features a panoramic loggia, private pool, and elegant suites.
Region: Tuscany
Locality: Segromigno Monte
Next city: Lucca (12km)
Persons: 13
€ 3475 - € 6900 pro Woche
Book your stay at La Lepraia, a luxurious estate in Tuscany with breathtaking views, private gardens, and an infinity pool. Perfect for large groups seeking elegance and privacy near the Etruscan coast.
Region: Tuscany
Locality: Castellina Marittima
Next city: Cecina (12km)
Persons: 10
€ 6090 - € 9390 pro Woche
Discover La Lepraia, a luxury villa in Maremma set on 13 hectares with a pool, near renowned wineries and stunning beaches. Ideal for groups and wine enthusiasts seeking tranquility.
Region: Tuscany
Locality: Castellina Marittima
Next city: Cecina (12km)
Persons: 20
€ 8000 - € 13890 pro Woche
Book your stay at La Fonte and enjoy a peaceful Tuscan retreat with a beautiful garden, spacious pool, and comfortable outdoor dining areas, perfect for family vacations.
Region: Tuscany
Locality: Palaia
Next city: San Gimignano (32km)
Persons: 8
€ 2450 - € 3950 pro Woche
Stay at La Corte di Campalli, a historic Tuscan farmhouse with modern amenities, panoramic views, and private wine tours. Perfect for family vacations and wine enthusiasts.
Region: Tuscany
Locality: Castellina in Chianti
Next city: Siena - Chianti (18km)
Persons: 12
€ 4575 - € 7887.5 pro Woche
Book your stay at La Cecchella, an exquisite Tuscan villa perfect for families, located conveniently near Lucca and the Versilia coast, featuring a private pool, lush gardens, and modern amenities. Ideal for exploring the best of Tuscany.
Region: Tuscany
Locality: San Martino in Freddana
Next city: Lucca (10km)
Persons: 10
€ 2925 - € 3900 pro Woche
Discover La Castagnara, a charming farmhouse with a private 12x6 meter pool and stunning views near Lucca. Ideal for families seeking a tranquil Tuscan getaway.
Region: Tuscany
Locality: San Martino in Freddana
Next city: Lucca (13km)
Persons: 8
€ 2300 - € 3475 pro Woche
Experience La Casetta di Collazzone: Holiday home in a medieval village with a private pool and retro design interior. Perfect for a relaxing vacation in Umbria.
Region: Umbria
Locality: Collazzone
Next city: Todi (18km)
Persons: 4
€ 3100 - € 3850 pro Woche
Book your stay at La Capinera, a quaint Tuscan villa perfect for families, with a large private pool, modern amenities, and easy access to Pisa, Florence, and San Gimignano. Ideal for a tranquil and cultural holiday in Italy.
Region: Tuscany
Locality: Montopoli
Next city: Firenze (38km)
Persons: 5
€ 1500 - € 1987.5 pro Woche
Book your stay at La Capanna, a charming Tuscan villa in Montelopio with a private pool, nearby dining, and easy access to Tuscany’s famous cities. Ideal for families and golf lovers.
Region: Tuscany
Locality: Fabbrica
Next city: Pisa (35km)
Persons: 12
€ 2200 - € 3475 pro Woche
Experience the ultimate relaxation at La Campanina, a cozy holiday home near Saturnia with a private pool, modern amenities, and stunning natural surroundings. Ideal for peaceful retreats and cultural exploration in Tuscany.
Region: Tuscany
Locality: Poggio Capanne
Next city: Saturnia (6km)
Persons: 6
€ 2300 - € 3787.5 pro Woche
Atemberaubender Blick vom privatem Pool auf Lucca in der Toskana Privater Pool direkt neben dem Ferienhaus in Lucca Il Vignale Wohnliches, gemütliches Wohnzimmer im Ferienhaus in der Toskana
Book your stay at Il Vignale, a luxury villa in Lucca on a wine estate, featuring a private fenced pool, breathtaking views, and stylish interiors. Perfect for an exclusive Tuscan holiday.
Region: Tuscany
Locality: San Martino in Vignale
Next city: Lucca (6km)
Persons: 6
€ 3462.5 - € 5650 pro Woche
Überdachte Terrasse des Ferienhauses Il Grappolo
Stay at Il Grappolo, a charming and comfortable villa near Lucca, featuring a private pool, modern amenities, and convenient access to Tuscany’s top attractions, including Florence, Pisa, and the Versilia coast.
Region: Tuscany
Locality: Colle di Compito
Next city: Lucca (14km)
Persons: 9
€ 2600 - € 4350 pro Woche
Discover Gudiolo, a charming holiday home with breathtaking views, a covered terrace, and a private pool in San Giovanni del Pantano, Umbria. Perfect for Italy lovers.
Region: Umbria
Locality: San Giovanni del Pantano
Next city: Perugia (18km)
Persons: 10
€ 4420 - € 5900 pro Woche
Stay at Fuoriporta - Corte in Spello: Charming townhouse in the historic center, perfect for up to 4 guests, with terrace and views of the Umbrian hills.
Region: Umbria
Locality: Spello
Next city: Assisi (13km)
Persons: 3
€ 1800 - € 2100 pro Woche
Stay in an authentic 18th-century Tuscan villa, perfect for wine enthusiasts and those seeking a serene retreat near Lucca, complete with a private pool and historic gardens.
Region: Tuscany
Locality: Lappato
Next city: Lucca (12km)
Persons: 12
€ 2700 - € 3987.5 pro Woche
Fontanelle Villa bei Montalcino in der Toskana
Very stylish and beautiful villa in the heart of the famous Montalcino vine-yards in Tuscany. Featured in books and magazines.
Region: Tuscany
Locality: Montalcino
Next city: Siena (50km)
Persons: 16
€ 9450 - € 14500 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
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
Experience an unforgettable vacation in Portovenere with stunning sea views. Fiordaliso offers modern amenities, tranquility, and an ideal location.
Region: Liguria
Locality: Portovenere
Next city: Cinque Terre
Persons: 2
€ 1890 - € 2980 pro Woche
Discover the restored farmhouse "Farmhouse La Siesta" in the Marche. Enjoy historic ambiance, a swimming pool, olive groves, organic vegetables, and more.
Region: Marches
Locality: Treia
Next city: Macerata (23km)
Persons: 10
€ 3700 - € 4600 pro Woche
Discover Compignano Barn, a beautifully restored Tuscan escape near Lucca. Nestled in the hills with panoramic views, shared pool, and private garden, it’s perfect for a serene getaway.
Region: Tuscany
Locality: Massarosa
Next city: Viareggio (12km)
Persons: 4
€ 2000 - € 2500 pro Woche
Liegenschaft mit privatem Schwimmbad bei Lucca Das Landhaus Chiodo bei Lucca mit Pergola
Discover Chiodo, a tranquil finca in Tuscany with breathtaking views, a large swimming pool and elegant design. Perfect for a peaceful getaway near Lucca and Pisa.
Region: Tuscany
Locality: Vorno
Next city: Lucca (9km)
Persons: 10
€ 5300 - € 8675 pro Woche
Ferienvilla Centolivi mit gepflegtem Rasen Schöne Küche mit Marmor in Centolivi in der Toskana
Experience serene Tuscan elegance at Villa Centolivi, set in the tranquil hills near Pisa. Enjoy a fenced estate with a pool, exquisite views, and stylish interiors—perfect for a dreamy getaway.
Region: Tuscany
Locality: Colleoli
Next city: Lucca (40km)
Persons: 14
€ 4700 - € 8450 pro Woche
Innenhof der Villa Centolivi in der Toskana Privater und eingezäunter Pool mit Blick
Explore Villa Centolivi, nestled in the serene Tuscan countryside near Pisa. Enjoy a fenced pool, loggia, and breathtaking views. Perfect for a tranquil and luxurious getaway.
Region: Tuscany
Locality: Colleoli
Next city: Lucca (40km)
Persons: 10
€ 3700 - € 6950 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
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
Experience the historic Castello dei Bonaparte in pristine nature. Enjoy modern comforts, a large pool, and proximity to Gubbio, Perugia, and Assisi.
Region: Umbria
Locality: Carbonesca
Next city: Gubbio (21km)
Persons: 30
€ 11900 - € 16540 pro Woche
Stay at Casetta del Lunario in Spello: Charming decor, private garden, stunning views. Perfect for a stay in one of Italy's most beautiful villages.
Region: Umbria
Locality: Spello
Persons: 3
€ 1950 - € 2250 pro Woche
Stay at Casavecchia di Volpaia, nestled in the Chianti region just 2 km from Castello di Volpaia winery. Enjoy a serene setting with vineyard views, Tuscan style interiors, and exclusive wine tours. Perfect for families.
Region: Tuscany
Locality: Radda in Chianti
Next city: Siena - Chianti (40km)
Persons: 8
€ 2650 - € 5300 pro Woche
Stay at a beautiful villa in Chianti, nestled among vineyards near Castello di Volpaia. Offers a private pool, Tuscan-style interiors, and exclusive wine experiences. Ideal for families seeking tranquility and luxury.
Region: Tuscany
Locality: Radda in Chianti
Next city: Siena - Chianti (40km)
Persons: 12
€ 3300 - € 6650 pro Woche
Discover Casale Upupa, a modern holiday home with a private pool in Latium. Enjoy tranquility, breathtaking views, and proximity to Rome. Perfect for couples seeking a serene escape.
Region: Lazio
Locality: Selci
Next city: Roma (60km)
Persons: 2
€ 1690 - € 2400 pro Woche
Experience luxury at Casale Tre Gelsi, a modern villa in the hills of Jesi, Le Marche. Enjoy a heated saltwater pool, stunning views, and comprehensive amenities.
Region: Marches
Locality: Cingoli
Next city: Jesi (14km)
Persons: 12
€ 5900 - € 8000 pro Woche
Discover Casale Rosa, a charming Tuscan villa near a secluded beach, featuring a private pool, garden, spacious bedrooms, and access to historic villages and vineyards along the Etruscan Coast.
Region: Tuscany
Locality: Marina Di Castagneto Carducci
Next city: Cecina (20km)
Persons: 9
€ 12100 - € 16000 pro Woche
Enjoy a relaxing holiday at Casale Mignola in Le Marche. Renovated farmhouse with infinity pool, stunning views, and modern amenities. Perfect for exploring Italy.
Region: Marches
Locality: Cingoli
Next city: Macerata (30km)
Persons: 10
€ 2800 - € 5250 pro Woche
Experience Casale del Colle: A lovingly renovated country house in Umbria with a pool, panoramic terrace, and ideal location near Perugia and Assisi. Perfect for family vacations.
Region: Umbria
Locality: Torgiano
Next city: Perugia (13km)
Persons: 14
€ 3185 - € 5920 pro Woche
Relax in Casale degli Olivi with its private saltwater pool, air conditioning and proximity to the golf course and historic Italian towns.
Region: Umbria
Locality: San Giovanni del Pantano
Next city: Perugia (18km)
Persons: 12
€ 4500 - € 7200 pro Woche
Blick auf die Apenninen von Casa Winther Herrlicher Blick bis zu den Apenninen Aussenessplatz mit Blick auf den privaten, eingezäunten Pool in der Casa Winther
Experience tranquility and modern comfort at Casa Winther, a vacation home in Umbria. Enjoy the large pool, sauna, and stunning views. Perfect for families.
Region: Umbria
Locality: Castel Ritaldi
Next city: Spoleto (15km)
Persons: 16
€ 5090 - € 7790 pro Woche
Blick auf die Apenninen von Casa Winther Herrlicher Blick bis zu den Apenninen Aussenessplatz mit Blick auf den privaten, eingezäunten Pool in der Casa Winther
Discover Casa Winther: A peaceful holiday home in Umbria with modern interiors, a large pool, sauna, and stunning 360° views. Perfect for families and relaxation.
Region: Umbria
Locality: Castel Ritaldi
Next city: Spoleto (15km)
Persons: 12
€ 3490 - € 6790 pro Woche
Discover Casa Tonio, a 17th-century farmhouse nestled in the hills of Tuscany near Lucca, perfect for relaxation and outdoor activities, with stunning views and local cultural excursions.
Region: Tuscany
Locality: Segromigno Monte
Next city: Lucca (12km)
Persons: 6
€ 2000 - € 4575 pro Woche
Experience unparalleled luxury at Casa Sant'Anastasio, a sustainable villa with a saltwater pool, designer interiors, and panoramic views over the Le Marche hills. Perfect for an exclusive Italian getaway.
Region: Marches
Persons: 8
€ 4500 - € 7500 pro Woche
Discover Casa Rossa at Lake Bolsena: charming finca with unique interior, large garden, private pool, and stunning lake views. Perfect for a relaxing holiday.
Region: Lazio
Locality: Gradoli
Next city: Lago di Bolsena (0,1km)
Persons: 10
€ 4700 - € 5200 pro Woche
Enjoy Casa Rosa, an inviting holiday home just 10 minutes from Lucca's historic center. Offers air-conditioned bedrooms, private terrace, and secluded pool for ultimate privacy.
Region: Tuscany
Locality: San Concordio Di Moriano
Next city: Lucca (6km)
Persons: 12
€ 3000 - € 4350 pro Woche
Discover Casa Piane Pettirossi: A modern villa with high-end interiors, heated pool, and stunning views in Le Marche. Enjoy peace and luxury. Book now!
Region: Marches
Locality: Petritoli
Next city: Fermo (16km)
Persons: 8
€ 4500 - € 7000 pro Woche
Casa Olivi mit privatem Pool in den Marken Casa Olivi in Le Marche von der Ferne Casa Olivi von Weitem in der grünen Umgebung der Region Le Marche Casa Olivi mit Gandia Blasco Sonnenliegen um den Pool Casa Olivi mit Gartenmöbeln von Gandia Blasco
Experience the tranquility and comfort of Casa Olivi, a stylishly restored villa in Le Marche. Heated infinity pool, modern amenities, and breathtaking views.
Region: Marches
Locality: Treia
Next city: Macerata - Italien (23km)
Persons: 11
€ 8000 - € 15000 pro Woche
Discover Casa Montefalco: A renovated country house for 9 in Umbria with a private pool, stunning valley views, and a spacious covered terrace.
Region: Umbria
Locality: Moriano
Next city: Spoleto (18km)
Persons: 9
€ 2400 - € 3500 pro Woche
Explore Casa Lula in Camaiore, a modern villa 9 km from the Tuscan coast, offering a serene location with easy access to village amenities. Enjoy a spacious loft, private baths, and a large pool.
Region: Tuscany
Locality: Camaiore
Next city: Forte dei Marmi (15km)
Persons: 8
€ 3300 - € 5362.5 pro Woche
Discover Casa Fontegenga: A charming holiday home in Le Marche with a private pool, air conditioning, and modern interior. Perfect for a peaceful getaway.
Region: Marches
Locality: Mombaroccio
Next city: Fano (20km)
Persons: 8
€ 2990 - € 5590 pro Woche
Discover Casa Design: A unique holiday home with modern interiors, heated indoor pool, and panoramic terrace views. Perfect for an unforgettable vacation.
Region: Umbria
Locality: Monteleone d'Orvieto
Next city: Orvierto (38km)
Persons: 6
€ 3400 - € 5800 pro Woche
Experience tranquility at Casa delle Marche, a modern villa with designer interiors, a private pool, and a 360-degree view of the lush hills of Le Marche. Perfect for a peaceful getaway.
Region: Marches
Locality: Barchi
Next city: Fano (23km)
Persons: 10
€ 3950 - € 4850 pro Woche
Discover Casa del Mastro in Spello: A lovingly renovated holiday home with a private pool, Mediterranean garden, and modern interiors. Perfect for a relaxing vacation.
Region: Umbria
Locality: Spello
Next city: Assisi (15km)
Persons: 6
€ 3800 - € 4450 pro Woche
Explore our holiday home in Velva, Liguria, offering a pool, designer decor, and stunning views. Near Sestri Levante, it's ideal for culture and nature lovers.
Region: Liguria
Locality: Velva
Next city: Sestri Levante (14km)
Persons: 8
€ 2890 - € 3990 pro Woche
Privater Pool und Sonnenschirmen am Ferienhaus Casa Campori Esstisch des Ferienhauses in Umbrien mit Blick auf den Trasimeno See Atemberaubender Blick von den Lago Trasimeno Small holiday home in Umbria with view over the Trasimeno Lake
Small and cosy holiday home with breathtaking views over the Trasimeno Lake in a very peaceful location; private and heated pool; air conditioning
Region: Umbria
Locality: Passignano sul Trasimeno
Next city: Perugia (25km)
Persons: 5
€ 1590 - € 2490 pro Woche

Explore the Splendor with Villas in Tuscany, Italy

Our villas in Tuscany, Italy, offer more than just a place to stay. They are gateways to the rich history and breathtaking landscapes of the region. Nestled among rolling vineyards and historic towns, each Italian Tuscany villa combines traditional architecture with luxurious modern amenities, providing a perfect blend of past and present. These villas of Tuscany not only stand as testaments to Italian elegance but also offer a tranquil escape from the everyday.

Tuscany Villas for Rent: Your Perfect Italian Getaway

Choose from our diverse array of Tuscany villas for rent and find your perfect retreat. Whether you're looking for a secluded hideaway or a vibrant seaside property, our Italian villas for rent in Tuscany cater to every desire. Enjoy the independence and flexibility that our holiday rentals Tuscany offer, enabling you to live like a local in one of Italy's most beautiful regions.

Unforgettable Holidays with Tuscany Vacation Rentals Villas

Our Tuscany vacation rentals villas offer more than just accommodation—they provide unique experiences. Picture waking up to the sun-drenched landscape, spending your days exploring ancient vineyards or historic sites, and your evenings relaxing in a villa in Tuscany with a pool. From the moment you step into one of our Tuscany Italy villas to rent, you'll feel an instant connection to the Tuscan way of life.

Luxury Villas in Tuscany: The Ultimate Expression of Elegance and Comfort

Our luxury villas in Tuscany with private pools offer unparalleled relaxation and privacy. Imagine leisurely days spent lounging by your Tuscany villa swimming pool, surrounded by scenic beauty, and serene evenings dining al fresco under the stars. These exclusive properties combine the serene Tuscan landscape with the luxury and comfort of a private oasis.

A luxury villa in Tuscany is more than just a place to stay – it represents the pinnacle of comfort, exclusivity, and style, blending historic charm with modern amenities. The essence of luxury in Tuscany’s villas can be seen in several key aspects:

Stunning Architecture and History

Many of Tuscany’s luxury villas are centuries-old estates that have been meticulously restored, preserving their Renaissance or medieval architecture while incorporating modern luxuries. Features like exposed wooden beams, terracotta floors, and stone facades embody the region’s traditional craftsmanship. These villas often stand as elegant symbols of Tuscany’s rich history.

Sophisticated Interiors

Inside, luxury villas offer designer furnishings that combine traditional Italian elegance with contemporary comfort. Interiors are spacious, featuring marble bathrooms, antique furniture, and custom artworks. Common areas often include grand living spaces, gourmet kitchens, and private wine cellars, making these homes perfect for family gatherings or hosting elegant dinner parties.

Exclusive Outdoor Spaces

The outdoor spaces in these villas are a true reflection of Tuscan luxury. Private infinity pools with breathtaking views of the rolling hills, meticulously landscaped gardens, and sun-soaked terraces provide the ideal settings for relaxation. Many villas also feature alfresco dining areas with built-in barbecues, perfect for savoring local delicacies while enjoying the scenic surroundings.

Personalized Services

One of the hallmarks of a luxury Tuscan villa is the level of personalized service available. Guests can enjoy the convenience of a private chef, concierge services, and daily housekeeping. From organizing private wine tours to arranging in-villa spa treatments, these services ensure a seamless and indulgent vacation experience.

Privacy and Tranquility

Set on large, private estates, luxury villas in Tuscany offer complete privacy and seclusion, surrounded by olive groves, vineyards, and cypress trees. This peaceful atmosphere provides a retreat from the bustle of everyday life, allowing guests to fully immerse themselves in the beauty and serenity of the Tuscan countryside.

Modern Comforts

Despite their historic charm, these villas are equipped with every modern convenience. From air conditioning and Wi-Fi to heated floors and home entertainment systems, every detail is designed to provide maximum comfort. Some villas even feature wellness facilities such as saunas, hot tubs, and fitness rooms, making them ideal for relaxation.

A luxury villa in Tuscany is defined by its unique blend of historic character, elegant design, and state-of-the-art amenities. Offering privacy, personalized service, and breathtaking surroundings, these villas provide the ultimate setting for a memorable vacation in one of Italy’s most iconic regions. Here, guests can experience the best of Tuscany’s cultural heritage, natural beauty, and refined living in a truly luxurious environment.

The Best Regions for Holiday Homes and Villas in Tuscany

Tuscany, renowned for its rolling hills, historic cities, and Mediterranean beaches, offers some of Italy’s most beautiful vacation destinations. From charming country homes to luxurious villas, the region is ideal for travelers seeking an authentic, relaxing stay in the heart of the Tuscan landscape. Here are the best regions for holiday homes and villas in Tuscany:

1. Chianti – The Heart of Tuscan Wine

The Chianti region, located between Florence and Siena, is world-famous for its picturesque vineyards and medieval villages. This area offers some of the most exclusive holiday villas, often surrounded by olive groves and vineyards. Staying in a traditional Tuscan country house in Chianti provides the perfect setting for wine tastings, gourmet experiences, and hikes through the stunning countryside.

  • Wine tastings at historic wineries
  • Close to Florence and Siena
  • Charming villages like Greve, Castellina, and Radda in Chianti

2. Val d’Orcia – UNESCO World Heritage Site

The rolling hills and cypress-lined roads of Val d’Orcia form one of Tuscany’s most iconic landscapes. Known for its beauty and historic towns like Pienza, Montalcino, and Montepulciano, this region offers villas and country houses with breathtaking views, making it ideal for relaxation and cultural exploration.

  • Panoramic views of Tuscany's famous landscapes
  • Renaissance architecture in historic towns
  • Renowned wines such as Brunello di Montalcino and Vino Nobile di Montepulciano

3. Lucca – Historic Elegance and Rural Charm

The area around Lucca offers a tranquil and relaxed atmosphere, perfect for those wanting to escape between the mountains and the coast. Lucca itself is known for its well-preserved city walls and charming streets. Villas in the Lucca region often feature expansive gardens and luxurious settings.

  • Quiet villas with spacious gardens
  • Close to the Tuscan coast and the beaches of Versilia
  • Day trips to Pisa or Florence

4. Florentine Hills – Art and Culture Nearby

Just a short drive from Florence, the Florentine Hills offer a mix of Tuscan countryside and cultural proximity. This region is perfect for guests who want the tranquility of nature while staying close to the art and culture of Florence. Villas here often boast panoramic views of the city and surrounding vineyards.

  • Immediate access to Florence, the cradle of the Renaissance
  • Beautiful Tuscan country houses with modern luxury
  • Panoramic views of Florence and the surrounding landscape

5. Maremma – Untouched Nature and Coastal Charm

In southern Tuscany, the Maremma region offers wild, natural beauty. The area stretches from the inland hills to the pristine beaches of the Tuscan coast. Luxury villas in Maremma are often secluded, with vast land and proximity to nature reserves.

  • Unspoiled beaches and nature parks
  • Authentic Tuscan villages and cuisine
  • Nature and adventure activities, such as horseback riding and hiking

6. Cortona – History and Idyllic Charm

The charming hilltop town of Cortona, famous from the film Under the Tuscan Sun, offers magnificent views over the Val di Chiana. In this region, you’ll find villas with rustic charm, surrounded by olive groves and vineyards. Cortona is ideal for those seeking peace and culture.

  • Historic villas and charming country houses
  • Close to Lake Trasimeno and the Umbria region
  • Cultural treasures such as Etruscan ruins and medieval architecture

7. San Gimignano and the Elsa Valley Region

The region around San Gimignano, renowned for its medieval towers, lies at the heart of Tuscany. You’ll find numerous villas and country houses here that provide the perfect base for exploring the region. The charming town and the Elsa Valley are rich in history, art, and wine.

  • Impressive medieval architecture
  • Central location for trips to Siena and Florence
  • Tuscan farmhouses with rustic charm

What is the best month to go to Tuscany Italy?

Tuscany blossoms in the spring and autumn months, with mild temperatures and fewer crowds, making it the ideal time to explore. These periods allow you to enjoy the beauty of nature to the fullest and discover the cultural sights without rushing. Although the summer months are warmer and busier, they offer lively festivals and long days that are ideal for beach lovers.

What is the most beautiful coast in Tuscany?

Tuscany offers a variety of beautiful beaches and stretches of coastline that cater for all tastes:

  • Cala Violina: Famous for its turquoise-coloured water and fine golden sand. This secluded natural beach is ideal for relaxing and snorkelling.
  • Forte dei Marmi: A luxury seaside resort known for its well-equipped beaches and the celebrities that can be seen here. Here you will find parasols, showers and pools.
  • Castiglioncello: Offers narrow sandy beaches and lots of rocks, making it ideal for water sports such as snorkelling and surfing.
  • Follonica: A modern town with a long sandy beach, ideal for families and relaxing .
  • Golfo di Baratti: Popular for its crystal-clear water and child-friendly shallow access to the sea .
  • Monte Argentario: A peninsula with rocky beaches, ideal for snorkelling and diving. There are also sandy stretches such as Feniglia beach.
  • Elba Island: The largest island in the Tuscan archipelago offers a variety of beaches, from sandy to rocky, ideal for all activities from relaxing to water sports.
  • Other beautiful beaches in Tuscany that are family-friendly and known for their natural beauty are Marina di Grosseto, Le Rocchette, Lido di Camaiore, Castiglione della Pescaia and Fetovaia . These beaches are known for their fine sandy beaches and clear waters, some of which have been awarded the Blue Flag for their high water quality.

From the unspoilt coastline of Maremma to the family-friendly beaches of Versilia, Tuscany is home to some of the most beautiful beaches in Italy. Our seaside holiday homes not only offer you the chance to enjoy the sun and clear waters, but also to sample the rich seaside cuisine and immerse yourself in the local culture. Every beach in Tuscany has its own character and charm waiting to be discovered.

What are the most important sights in Tuscany?

Tuscany is known for its picturesque landscapes, historic towns and rich culture. Some of the most important sights in Tuscany include:

  • Siena: Famous for the Piazza del Campo and the Gothic Cathedral of Siena, both of which are UNESCO World Heritage Sites. The city is also famous for its traditional horse race, the Palio di Siena.
  • San Gimignano: A medieval town known for its well-preserved towers and medieval architecture. The historic centre and towers offer an authentic insight into medieval Italy.
  • The Leaning Tower of Pisa: A world-famous landmark, known for its unusual tilt. It is possible to climb the tower and explore the surrounding piazza.
  • Val d'Orcia: A region known for its breathtaking landscapes and as an inspiration for many artists. Visit the idyllic village of Pienza and enjoy the Tuscan countryside.
  • Florence: The capital of Tuscany, known as the cradle of the Renaissance. Highlights include the Cathedral of Santa Maria del Fiore, the Uffizi Gallery and the Ponte Vecchio.
  • Pisa: In addition to the famous Leaning Tower, Pisa offers an enchanting historic centre and impressive squares.
  • Lucca: A charming little town, famous for its intact city walls, which today serve as a public promenade.
  • Monte Forato and the Garfagnana Mountains: offer breathtaking natural landscapes, ideal for hiking and exploring nature.
  • White Beach near Rosignano: A beach with unusually white sand and crystal-clear water, although its origin is disputed.

These places represent only a part of what Tuscany has to offer. Each place has its own unique charm and offers visitors a variety of experiences, from cultural explorations to relaxing days on the beach

Exploring Tuscan Flavors: A Journey Through Cuisine and Wine

Tuscan cuisine is a true feast for the senses, characterized by simplicity, regionality, and a deep connection to nature. Nestled among the rolling hills, cypress-lined roads, and historic villages of Tuscany, the food here reflects the beauty and richness of the landscape. Combined with the region’s world-renowned wines, it creates a unique culinary experience that delights food and wine lovers alike.

Authentic Tuscan Flavors

At the heart of Tuscan cuisine are fresh, local ingredients. Olio d'Oliva, high-quality extra virgin olive oil, is a central element in almost every dish. It adds its distinctive flavor to the typical Ribollita, a hearty vegetable soup with beans and kale, or the simple Fettunta (toasted bread with olive oil).

Another highlight is the Chianina beef, one of the oldest cattle breeds in the world, used to prepare the famous Bistecca alla Fiorentina. This juicy, perfectly grilled T-bone steak is a must for meat lovers. Dishes like Pappardelle al Cinghiale, wide ribbons of pasta with wild boar ragù, also reflect the region’s hunting traditions.

Tuscan Wines – A World of Their Own

Tuscany is not only famous for its cuisine but also for its exceptional wines. Chianti, perhaps the most well-known wine of the region, hails from the picturesque vineyards between Florence and Siena. With its vibrant acidity and fruity notes, Chianti pairs perfectly with Tuscany’s rich meat dishes.

Another star is Brunello di Montalcino, a robust and elegant red wine considered one of Italy’s finest. Its complex flavors mature over the years and pair wonderfully with aged cheeses and meats. The Vino Nobile di Montepulciano is another classic, prized for its velvety structure and spicy undertones, beloved by gourmets around the globe.

In addition to the reds, the Vernaccia di San Gimignano deserves a mention. This fresh white wine, produced in the hills around the medieval town of San Gimignano, is the perfect companion to light dishes, fish, and antipasti.

Tradition Meets Modernity

Tuscan cuisine and wine culture are deeply rooted in rural traditions but are also open to modern influences. The region’s Agriturismo farms offer travelers the chance to experience authentic Tuscan life. Here, you can enjoy fresh vegetables from the garden, homemade pasta, and of course, wine produced on-site – straight from the source.

The Sagra festivals, local celebrations mostly held in late summer and autumn, are a wonderful way to discover Tuscany’s culinary treasures. These festivals highlight seasonal delicacies such as truffles, mushrooms, chestnuts, and, of course, wine.

A Journey for Gourmets

A visit to Tuscany is not only a journey through stunning landscapes and historic towns but also through one of Italy’s richest culinary regions. The harmonious blend of honest, traditional cuisine and outstanding wines makes Tuscany a paradise for food lovers.

Whether you’re strolling through the vineyards of Chianti Classico, sipping Brunello at sunset, or shopping for fresh produce in a Florentine market, Tuscany invites you to take your time, savor the flavors, and appreciate the simple beauty of life.