Tuscany is one of the most diverse holiday regions in Italy, and choosing the right villa depends very much on what kind of holiday you are planning. Travellers often look for very specific combinations: a quiet countryside villa with a private pool, enough space for children, easy access to charming towns, or a reasonable distance to the sea.

Because Tuscany offers very different landscapes – from vineyard-covered hills and UNESCO-listed valleys to long coastlines and family-friendly beach areas – not every holiday home suits every travel style. Location, setting and surroundings play a key role in how a stay is experienced.

The following questions and answers provide a practical overview of Tuscany as a holiday region. They are designed to help you understand regional differences and to choose a holiday home that truly matches your expectations, whether you are travelling as a family, a group of friends or first-time visitors to Tuscany.

Frequently Asked Questions – Tuscany Holiday Homes

1. Where can I find beautiful holiday homes in Tuscany?

Beautiful holiday homes in Tuscany are mainly found in the classic countryside regions such as Chianti, Val d’Orcia, the Siena hills, Lucca and Arezzo, as well as in selected coastal areas like the Maremma and Versilia. These regions offer space, open landscapes and a peaceful setting that is ideal for private villas with gardens and pools.

On casainitalia.com, holiday homes are carefully selected in exactly these areas. Many villas are detached, privately located and surrounded by vineyards, olive groves or rolling hills, while others are close enough to the coast to combine countryside living with beach days.

2. Which are the most beautiful holiday homes in Tuscany?

What is considered one of the “most beautiful” holiday homes in Tuscany depends largely on personal preferences. Some guests value wide panoramic views over vineyards, others look for historic stone farmhouses, while families often focus on large gardens and child-friendly outdoor spaces.

Generally, the most appreciated villas are those that combine a quiet location, a private pool, generous outdoor areas and a setting that feels authentically Tuscan. Properties set slightly apart from towns, yet within easy reach of local restaurants and villages, are particularly sought after. Beauty in Tuscany is less about luxury in a formal sense and more about atmosphere, space and location.

3. Which areas of Tuscany are best for families with children?

Families often choose areas that offer a balance between space, safety and easy access to activities. The regions around Lucca, Chianti and the Maremma are especially suitable. Here, villas typically have large gardens, private pools and quiet surroundings, while beaches, towns and attractions are within manageable driving distance.

The Maremma is ideal for families who want to combine countryside living with sandy beaches. Chianti works well for families who enjoy nature, short drives and charming villages. Lucca offers a relaxed atmosphere, flat cycling paths and easy access to both countryside and coast.

4. How do I find a holiday home in Tuscany for two families travelling together?

When travelling as two families, space and layout are key. Look for villas with at least four bedrooms, multiple bathrooms, generous communal areas and a large outdoor space where children can play safely. A private pool and shaded terraces make a big difference for group holidays.

Many Tuscan villas are designed exactly for this type of stay, especially in rural areas where houses sit on large plots of land. Properties in Chianti, near Siena or in the inland Maremma often offer the right balance of privacy, comfort and space for larger groups.

5. Are there quiet villas in Tuscany that are not too far from the sea?

Yes, especially in southern Tuscany. The Maremma region is well known for villas that are peacefully located in the countryside while still being within 30 to 40 kilometres of the coast. This allows guests to enjoy quiet pool days and still reach the sea for day trips.

Also parts of the Etruscan Coast and areas south of Livorno offer similar combinations, though countryside villas with pools are generally found slightly inland rather than directly on the beach.

6. Is a car necessary when staying in a holiday home in Tuscany?

In most cases yes, a car is highly recommended when staying in Tuscany. The region is famous for its historic villages, vineyards and scenic roads, but these beautiful places are often spread out and not connected by frequent public transport.
A car allows you to reach supermarkets, local trattorias and cultural landmarks with ease and to explore the small medieval towns that make Tuscany so unique. Without a car, guests are often limited to the immediate surroundings of the villa. With a car, Tuscany becomes what es truly is: a region to discover at your own pace.

7. How far are the nearest airports to villas in Tuscany?

Tuscany is well connected by several airports.
Florence Airport (FLR) is ideal for villas in the northern and central part of the region, including Chianti, Florence Province and the area around Arezzo. Pisa Airport (PSA) serves both the coast and much of inland Tuscany, while Bologna Airport (BLQ) is an alternative gateway for the northern parts of the region.
Depending on your villa’s location, transfers usually range between 45 minutes and 2 hours. Many guests choose their airport based on flight availability, as all three airports offer convenient access to the major Tuscan landscapes.

8. What is the best time of year to rent a holiday home in Tuscany?

The most popular months are May, June, September and early October. During these periods, temperatures are pleasant, the landscape is at its most beautiful and there are fewer visitors than in high summer.

July and August are hotter and busier, especially inland, but are ideal for guests who plan to spend most of their time by the pool. Spring and autumn are perfect for sightseeing, wine tastings and enjoying outdoor life without extreme heat.

9 How far are major towns and cities from Tuscan villas?

Most countryside villas are between 30 minutes and 90 minutes from major cities such as Florence, Siena, Pisa or Lucca. This makes day trips easy while still allowing guests to return to a peaceful setting in the evening.

Distances vary depending on the exact location, but Tuscany’s road network makes regional travel straightforward, especially with a rental car.

10. Which regions of Tuscany offer the most beautiful landscapes?

Tuscany is known for its iconic landscapes, but each area has its own character.
The Val d’Orcia is famous for rolling hills, cypress-lined roads and UNESCO-listed vistas. Chianti offers a mix of vineyards, medieval hamlets and gentle slopes. The Maremma region in southern Tuscany impresses with wild nature, long sandy beaches and unspoilt countryside. Northern Tuscany around Lucca and Garfagnana is greener, more mountainous and ideal for guests who enjoy hiking.
Whichever region you choose, the scenery is a key part of the holiday experience.

Tuscany offers an exceptional variety of holiday settings, from vineyard-covered hills and historic villages to family-friendly coastal areas. Choosing the right holiday home depends on understanding these regional differences and matching them to your travel style.

Whether you are looking for a peaceful villa for two families, a countryside retreat with a pool, or a base close enough to the sea for day trips, Tuscany provides outstanding options – as long as location and expectations are well aligned.

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

Luxury Villa Tuscany: The Ultimate Expression of Elegance and Comfort

Luxury Villas in Tuscany with Private Pool

Our luxury villas in Tuscany with private pools offer unparalleled relaxation and privacy. Imagine leisurely days spent lounging by your 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:

• Breathtaking locations surrounded by vineyards and rolling hills.

• Elegantly designed interiors with high-end furnishings.

• Expansive outdoor areas perfect for relaxation and entertainment.

• Personalized services such as private chefs, wine tastings, and guided excursions.

Whether you seek a tranquil countryside escape or a lavish retreat near Florence, our selection of luxury villas in Tuscany with private pool guarantees a truly unforgettable experience. Book your dream villa today and embrace the timeless charm of Tuscany with Casa In Italia.

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 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.

Explore Our Top Tuscany Vacation Rentals

• La Corte di Campalli - In the Heart of Chianti Vineyards
• Villa Bongi - Historic Villa Near Lucca
• Villa Clara - Large Family Villa Close to Lucca
• Casa Rosa - Cosy Countryhouse for up to 12 Guests
• Fontanelle - Stylish Villa in the Vineyards of Montalcino

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.