If you’ve ever dreamed of having your own villa, or even your own town, Tuscany is where those dreams can become reality. At least for a little while, when you stay at one of these exquisite luxury Tuscany hotels!
Tuscany is a landscape unlike any other. It has some of the world’s most beautiful and sought-after vistas, dotted with medieval stone towns and picturesque vistas. Rich in history, many towns and villages can trace their roots back to the Etruscans.
In the midst of all the beauty lie country villas and small villages that time has forgotten. People have moved on, and many villas and borgos (small medieval hamlets) have been left to fall victim to neglect and disrepair.
Until, that is, the luxury hotel industry started seeing the value of these secluded retreats.
Starting in the early 2000’s, entrepreneurs began purchasing some of these villas and borgos, turning them into inspiring, luxury countryside retreats. They’ve become places to escape everyday life, where you can immerse yourself in simple living, nature, and food and wine sourced from the land around you.
Whether you’re looking for a single room in a villa, or would prefer to rent an entire borgo for the ultimate in luxurious seclusion, there’s a luxury Tuscany hotel for you.
This post contains affiliate links, which means we may earn a small commission if you make a purchase or reservation, at no extra cost to you.
What defines these Luxury Tuscany Hotels?
When we talk about luxury Tuscany hotels, we’re not just referring to five-star amenities. Athough those are certainly part of the experience. These are places where history, landscape, and hospitality come together in unforgettable ways.
They’re places like restored villas and medieval hamlets turned into boutique retreats. Expect panoramic countryside views, world-class wine cellars, exceptional farm-to-table dining, and spa treatments infused with local botanicals.
Whether set among Chianti vineyards or perched in a hilltop village, luxury Tuscany hotels offer an immersive experience. Every detail, from the architecture to the olive oil on your plate, reflects the rich character of the region.
Il Borro
Imagine waking up in a 1,000-year-old village restored by the Ferragamo family. Cobblestone streets under your feet, stunning views out your window, and fresh-baked pastries waiting just steps away. That’s Il Borro, a living, breathing Tuscan estate.
Wander through the lovingly preserved medieval borgo, now home to 38 luxurious suites, artisan boutiques, and a peaceful church. For even more privacy, choose one of the estate’s private villas, like Villa Il Borro. It has its own garden, pool, wine cellar, and sweeping views. Or stay in one of the countryside farmhouses surrounded by olive groves and cypress trees.
You’ll find all the hallmarks of a classic Tuscan getaway. Wine tastings from the estate’s historic vineyard, farm-to-table cuisine, and a spa housed in the old wine cellar. Explore on horseback, book a cooking class, or take a long walk past vineyards that have been producing wine since the days of the Medici.
Il Borro combines timeless elegance with a Tuscan heart. It’s ideal for travelers who want to combine rustic charm with refined luxury. Whether you’re planning a romantic escape, a multigenerational gathering, or a solo retreat, this is Tuscany on a grand, unforgettable scale.
Borgo Pignano
Start your day with fresh honey, harvested by the resident beekeeper from the local hives, drizzled over your cornetto. Enjoy a massage, with fragrant oils distilled from botanicals grown on the 750-acre estate and picked by the resident herbalist.
Take a dip in the saltwater infinity pool overlooking the Tuscan countryside, or take a walk through the gardens and fields of the estate. Watch butterflies drinking from the lavender and wildflowers and listen to the birds singing in the woods.
That’s just the beginning of what life looks like at Borgo Pignano. There’s a reason the motto is “everything comes from the land.” Part luxury resort, part working organic farm, you’ll enjoy the ultimate in Tuscan hospitality. You can also expect views over the surrounding countryside and spectacular sunsets.
Book one of the 14 rooms in the 18th century villa. Each elegant room is decorated with antique furnishings, frescoes, and artworks from the owner’s personal collection. If you prefer even greater privacy, select one of the maisonettes or private villas. They’re surrounded by aromatic gardens, orchards and fields.
Day trips from the Borgo can include San Gimignano, with its 15 medieval towers, nearby Volterra, Siena and Florence. Or consider a visit to a local vineyard for an afternoon of wine tasting.
Borgo San Felice
If staying in a medieval Tuscan village sounds like your idea of heaven, Borgo San Felice delivers. Perched on a hilltop in the heart of the Chianti Classico region, this former hamlet has been beautifully restored as a boutique hotel. Original stone buildings now housing 50+ elegant rooms and suites. Think timbered ceilings, local textiles, and views over vineyards that stretch toward Siena on the horizon. All combined with the modern amenities you’d expect.
Start your morning with a peaceful walk through the village or along the wellness-focused Kneipp trail. Then indulge in a massage at the peaceful spa, set in the old olive press. Make sure to also sample the estate’s wines with a tasting in the atmospheric wine cellar. You can even join a cooking class and try your hand at classic Tuscan dishes.
Dining here is a true highlight. Il Poggio Rosso, the gastronomic restaurant, puts a refined spin on Tuscan flavors. Osteria del Grigio serves up relaxed Italian favorites in a more casual setting. In between meals, unwind by the heated pool, play a game of bocce, or sip a glass of Chianti while watching the light change over the vines.
With the charm of a village, the service of a five-star hotel, and the food and wine Tuscany is known for, Borgo San Felice is surrounded by natural beauty and world-class luxury.
Borgo Santo Pietro
Winding your way up the cypress-lined drive, you’ll think you’ve been transported into a Tuscan fairytale as you approach Borgo Santo Pietro, a member of Leading Hotels of the World.
Once a derelict ruin sitting in the midst of fallow, muddy fields, the 800 year old manor and farm was purchased by Claus and Jeanette Throttrup in 2001. They started the process of transforming the estate into a dreamy hideaway, with thirteen acres of beautifully landscaped gardens.
Walk winding paths through the grounds, along walkway lined with roses and wildflowers. Explore the kitchen gardes, which provide the farm-to-table produce you’ll enjoy in the Borgo’s restaurants. Or borrow a bike and explore the 100 acres of Tuscan forests and fields that lie just outside the gates.
Immerse yourself in the full “Borgo experience”, with cooking lessons in the state-of-the-art cooking school, artisan cheese demonstrations in the dairy, and honey tastings with the resident beekeeper.
You can even learn a new skill, like painting or flower arranging, when you take a class with the resident artist or florist.
With only eight rooms in the main villa, you’ll have plenty of space and privacy. Or, if you prefer a private garden, you can reserve one of their secluded garden suites.
For the ultimate in privacy and luxury, consider one of the pool suites. Each pool suite feels like its own private villa, a haven of luxury with a private terrace and saltwater pool. It’s the perfect combination of historic accommodations and modern comfort.
Castello di Casole, A Belmond Hotel
Play the part of a returning Italian aristocrat as you drive up the long, cypress-lined lane to Castello di Casole. Here you’ll find one of the best hotels in Tuscany. With just 39 serene rooms and light-filled suites, enjoy classic exposed brickwork, wooden beams, and open fireplaces.
Part restored 10th-century castle, part medieval village, the 4,200 acres of Castello di Casole invite you to slow down, reconnect with nature, and indulge in “la dolce far niente” (the sweetness of doing nothing).
Originally populated by the Etruscans, and later the Romans, this land has been inhabited for centuries.
Sprawling vineyards, olive groves, woodlands and meadows invite exploration. You may even see the native deer, rabbits, porcupines, pheasants and boar who call the Tuscan countryside home.
In the evening, enjoy a delightful al fresco cocktail at the Bar Visconti while taking in the sunset over the Tuscan hills. After the sun goes down, consider a walk to the garden amphitheater for an evening of stargazing with the assistance of a telescope and an expert astronomer. The retire to your luxurious room for a peaceful nights’ sleep.
You’ll think you’ve entered into a fairytale if you choose to enjoy the Castello’s Enchanted Table dining experience. Set in the middle of a beautiful glade, with a floating table and chandelier suspended from the trees above, enjoy canapés and aperitifs in a truly magical setting.
If you love Belmond hotels but want to be closer to Florence, you’ll also want to check out the Villa San Michele. It’s set in the hills above Florence, near Fiesole, with beautiful views and easy access to all that Florence offers.
Monteverdi Tuscany
The tiny, fortified village of Castiglioncello del Trinoro, on the edge of the UNESCO World Heritage site of Val d’Orcia, spent decades lying semi-abandoned. It seemed fated to a slow decline back into the natural state of the Tuscan countryside.
That changed two decades ago when Michael Cioffi, a Cincinnati lawyer, began buying up the ancient stone houses.
Today the hamlet, still home to a handful of permanent residents, is also the boutique luxury hotel of Monteverdi Tuscany. Guest accommodations are scattered throughout the scenic medieval village, which also features a spa, culinary academy, retreat center, art gallery, performing arts center, and multiple dining venues.
Each luxury accommodation is unique, ranging from king studios, scattered through the houses in the village, to the grand Monte Cetona suite, with enviable views over the surrounding valley.
Regardless of the accommodation you choose, you’ll enjoy the rustic, reclaimed wooden beams and cool Tuscan flagstones that are in keeping with the historic surroundings.
Monteverdi Tuscany is a place where life slows down. Take a walk through the lavender garden or lounge next to the infinity pool. Enjoy simple foods, like crostini and creamy burrata, paired perfectly with regional wines from the nearby vineyards.
Rosewood Castiglion del Bosco
One of the most beautiful luxury Tuscany hotels, surrounded by rolling hills, vineyards and ancient farmland, is the Rosewood Castiglion del Bosco. This luxury Tuscany hotel is located within the Val d’Orcia UNESCO World Heritage site.
At the center of the property, which was founded by Massimo and Chiara Ferragamo, lies the Borgo. Originally a small village founded over 800 years ago, the Borgo has been converted into 42 luxury suites. Each luxury accommodation is infused with authentic Tuscan countryside style.
Along with the suites you’ll find many other historic stone buildings, including the medieval church of San Michele Arcangelo.
The Borgo is truly the heart of the estate. Here you’ll also find three of the estate’s 11 villas, two restaurants, the spa, which offers treatments from renowned Florentine apothecary Officina Profumo Farmaceutica di Santa Maria Novella, and the cooking school.
The remaining eight villas are scattered across the Tuscan landscape. These private homes have been lovingly restored from 17th and 18th century farmhouses. The distance between each luxury accommodation allows them to be incredibly private. Each has an infinity pool, terrace or gardens of its own.
This luxury Tuscany hotel sits in the heart of the Brunello di Montalcino wine region. With an on-site winery of its own, the 5,000-acre estate is an oenophile’s dream.
The Bottom Line: Luxury Tuscany Hotels
You can turn your dreams of living in a grand Italian villa into reality, even if it’s just for a few nights.
Whether you choose to spend your time lounging next to an infinity pool, touring vineyards and tasting Chianti wines, visiting historic hilltop towns, or experiencing the culture of world-class cities like Florence and Siena, the hardest part will be leaving the slice of paradise that you find at one of these luxury Tuscany hotels.
Looking for more Tuscany travel inspiration? Discover the best times to visit Tuscany to help you start planning your next trip to Italy!
If you’ve ever dreamed of having your own villa, or even your own town, Tuscany is where those dreams can become reality. At least for a little while, when you stay at one of these exquisite luxury Tuscany hotels!
Tuscany is a landscape unlike any other. It has some of the world’s most beautiful and sought-after vistas, dotted with medieval stone towns and picturesque vistas. Rich in history, many towns and villages can trace their roots back to the Etruscans.
In the midst of all the beauty lie country villas and small villages that time has forgotten. People have moved on, and many villas and borgos (small medieval hamlets) have been left to fall victim to neglect and disrepair.
Until, that is, the luxury hotel industry started seeing the value of these secluded retreats.
Starting in the early 2000’s, entrepreneurs began purchasing some of these villas and borgos, turning them into inspiring, luxury countryside retreats. They’ve become places to escape everyday life, where you can immerse yourself in simple living, nature, and food and wine sourced from the land around you.
Whether you’re looking for a single room in a villa, or would prefer to rent an entire borgo for the ultimate in luxurious seclusion, there’s a luxury Tuscany hotel for you.
This post contains affiliate links, which means we may earn a small commission if you make a purchase or reservation, at no extra cost to you.
What defines these Luxury Tuscany Hotels?
When we talk about luxury Tuscany hotels, we’re not just referring to five-star amenities. Athough those are certainly part of the experience. These are places where history, landscape, and hospitality come together in unforgettable ways.
They’re places like restored villas and medieval hamlets turned into boutique retreats. Expect panoramic countryside views, world-class wine cellars, exceptional farm-to-table dining, and spa treatments infused with local botanicals.
Whether set among Chianti vineyards or perched in a hilltop village, luxury Tuscany hotels offer an immersive experience. Every detail, from the architecture to the olive oil on your plate, reflects the rich character of the region.
Il Borro
Imagine waking up in a 1,000-year-old village restored by the Ferragamo family. Cobblestone streets under your feet, stunning views out your window, and fresh-baked pastries waiting just steps away. That’s Il Borro, a living, breathing Tuscan estate.
Wander through the lovingly preserved medieval borgo, now home to 38 luxurious suites, artisan boutiques, and a peaceful church. For even more privacy, choose one of the estate’s private villas, like Villa Il Borro. It has its own garden, pool, wine cellar, and sweeping views. Or stay in one of the countryside farmhouses surrounded by olive groves and cypress trees.
You’ll find all the hallmarks of a classic Tuscan getaway. Wine tastings from the estate’s historic vineyard, farm-to-table cuisine, and a spa housed in the old wine cellar. Explore on horseback, book a cooking class, or take a long walk past vineyards that have been producing wine since the days of the Medici.
Il Borro combines timeless elegance with a Tuscan heart. It’s ideal for travelers who want to combine rustic charm with refined luxury. Whether you’re planning a romantic escape, a multigenerational gathering, or a solo retreat, this is Tuscany on a grand, unforgettable scale.
Borgo Pignano
Start your day with fresh honey, harvested by the resident beekeeper from the local hives, drizzled over your cornetto. Enjoy a massage, with fragrant oils distilled from botanicals grown on the 750-acre estate and picked by the resident herbalist.
Take a dip in the saltwater infinity pool overlooking the Tuscan countryside, or take a walk through the gardens and fields of the estate. Watch butterflies drinking from the lavender and wildflowers and listen to the birds singing in the woods.
That’s just the beginning of what life looks like at Borgo Pignano. There’s a reason the motto is “everything comes from the land.” Part luxury resort, part working organic farm, you’ll enjoy the ultimate in Tuscan hospitality. You can also expect views over the surrounding countryside and spectacular sunsets.
Book one of the 14 rooms in the 18th century villa. Each elegant room is decorated with antique furnishings, frescoes, and artworks from the owner’s personal collection. If you prefer even greater privacy, select one of the maisonettes or private villas. They’re surrounded by aromatic gardens, orchards and fields.
Day trips from the Borgo can include San Gimignano, with its 15 medieval towers, nearby Volterra, Siena and Florence. Or consider a visit to a local vineyard for an afternoon of wine tasting.
Borgo San Felice
If staying in a medieval Tuscan village sounds like your idea of heaven, Borgo San Felice delivers. Perched on a hilltop in the heart of the Chianti Classico region, this former hamlet has been beautifully restored as a boutique hotel. Original stone buildings now housing 50+ elegant rooms and suites. Think timbered ceilings, local textiles, and views over vineyards that stretch toward Siena on the horizon. All combined with the modern amenities you’d expect.
Start your morning with a peaceful walk through the village or along the wellness-focused Kneipp trail. Then indulge in a massage at the peaceful spa, set in the old olive press. Make sure to also sample the estate’s wines with a tasting in the atmospheric wine cellar. You can even join a cooking class and try your hand at classic Tuscan dishes.
Dining here is a true highlight. Il Poggio Rosso, the gastronomic restaurant, puts a refined spin on Tuscan flavors. Osteria del Grigio serves up relaxed Italian favorites in a more casual setting. In between meals, unwind by the heated pool, play a game of bocce, or sip a glass of Chianti while watching the light change over the vines.
With the charm of a village, the service of a five-star hotel, and the food and wine Tuscany is known for, Borgo San Felice is surrounded by natural beauty and world-class luxury.
Borgo Santo Pietro
Winding your way up the cypress-lined drive, you’ll think you’ve been transported into a Tuscan fairytale as you approach Borgo Santo Pietro, a member of Leading Hotels of the World.
Once a derelict ruin sitting in the midst of fallow, muddy fields, the 800 year old manor and farm was purchased by Claus and Jeanette Throttrup in 2001. They started the process of transforming the estate into a dreamy hideaway, with thirteen acres of beautifully landscaped gardens.
Walk winding paths through the grounds, along walkway lined with roses and wildflowers. Explore the kitchen gardes, which provide the farm-to-table produce you’ll enjoy in the Borgo’s restaurants. Or borrow a bike and explore the 100 acres of Tuscan forests and fields that lie just outside the gates.
Immerse yourself in the full “Borgo experience”, with cooking lessons in the state-of-the-art cooking school, artisan cheese demonstrations in the dairy, and honey tastings with the resident beekeeper.
You can even learn a new skill, like painting or flower arranging, when you take a class with the resident artist or florist.
With only eight rooms in the main villa, you’ll have plenty of space and privacy. Or, if you prefer a private garden, you can reserve one of their secluded garden suites.
For the ultimate in privacy and luxury, consider one of the pool suites. Each pool suite feels like its own private villa, a haven of luxury with a private terrace and saltwater pool. It’s the perfect combination of historic accommodations and modern comfort.
Castello di Casole, A Belmond Hotel
Play the part of a returning Italian aristocrat as you drive up the long, cypress-lined lane to Castello di Casole. Here you’ll find one of the best hotels in Tuscany. With just 39 serene rooms and light-filled suites, enjoy classic exposed brickwork, wooden beams, and open fireplaces.
Part restored 10th-century castle, part medieval village, the 4,200 acres of Castello di Casole invite you to slow down, reconnect with nature, and indulge in “la dolce far niente” (the sweetness of doing nothing).
Originally populated by the Etruscans, and later the Romans, this land has been inhabited for centuries.
Sprawling vineyards, olive groves, woodlands and meadows invite exploration. You may even see the native deer, rabbits, porcupines, pheasants and boar who call the Tuscan countryside home.
In the evening, enjoy a delightful al fresco cocktail at the Bar Visconti while taking in the sunset over the Tuscan hills. After the sun goes down, consider a walk to the garden amphitheater for an evening of stargazing with the assistance of a telescope and an expert astronomer. The retire to your luxurious room for a peaceful nights’ sleep.
You’ll think you’ve entered into a fairytale if you choose to enjoy the Castello’s Enchanted Table dining experience. Set in the middle of a beautiful glade, with a floating table and chandelier suspended from the trees above, enjoy canapés and aperitifs in a truly magical setting.
If you love Belmond hotels but want to be closer to Florence, you’ll also want to check out the Villa San Michele. It’s set in the hills above Florence, near Fiesole, with beautiful views and easy access to all that Florence offers.
Monteverdi Tuscany
The tiny, fortified village of Castiglioncello del Trinoro, on the edge of the UNESCO World Heritage site of Val d’Orcia, spent decades lying semi-abandoned. It seemed fated to a slow decline back into the natural state of the Tuscan countryside.
That changed two decades ago when Michael Cioffi, a Cincinnati lawyer, began buying up the ancient stone houses.
Today the hamlet, still home to a handful of permanent residents, is also the boutique luxury hotel of Monteverdi Tuscany. Guest accommodations are scattered throughout the scenic medieval village, which also features a spa, culinary academy, retreat center, art gallery, performing arts center, and multiple dining venues.
Each luxury accommodation is unique, ranging from king studios, scattered through the houses in the village, to the grand Monte Cetona suite, with enviable views over the surrounding valley.
Regardless of the accommodation you choose, you’ll enjoy the rustic, reclaimed wooden beams and cool Tuscan flagstones that are in keeping with the historic surroundings.
Monteverdi Tuscany is a place where life slows down. Take a walk through the lavender garden or lounge next to the infinity pool. Enjoy simple foods, like crostini and creamy burrata, paired perfectly with regional wines from the nearby vineyards.
Rosewood Castiglion del Bosco
One of the most beautiful luxury Tuscany hotels, surrounded by rolling hills, vineyards and ancient farmland, is the Rosewood Castiglion del Bosco. This luxury Tuscany hotel is located within the Val d’Orcia UNESCO World Heritage site.
At the center of the property, which was founded by Massimo and Chiara Ferragamo, lies the Borgo. Originally a small village founded over 800 years ago, the Borgo has been converted into 42 luxury suites. Each luxury accommodation is infused with authentic Tuscan countryside style.
Along with the suites you’ll find many other historic stone buildings, including the medieval church of San Michele Arcangelo.
The Borgo is truly the heart of the estate. Here you’ll also find three of the estate’s 11 villas, two restaurants, the spa, which offers treatments from renowned Florentine apothecary Officina Profumo Farmaceutica di Santa Maria Novella, and the cooking school.
The remaining eight villas are scattered across the Tuscan landscape. These private homes have been lovingly restored from 17th and 18th century farmhouses. The distance between each luxury accommodation allows them to be incredibly private. Each has an infinity pool, terrace or gardens of its own.
This luxury Tuscany hotel sits in the heart of the Brunello di Montalcino wine region. With an on-site winery of its own, the 5,000-acre estate is an oenophile’s dream.
The Bottom Line: Luxury Tuscany Hotels
You can turn your dreams of living in a grand Italian villa into reality, even if it’s just for a few nights.
Whether you choose to spend your time lounging next to an infinity pool, touring vineyards and tasting Chianti wines, visiting historic hilltop towns, or experiencing the culture of world-class cities like Florence and Siena, the hardest part will be leaving the slice of paradise that you find at one of these luxury Tuscany hotels.
Looking for more Tuscany travel inspiration? Discover the best times to visit Tuscany to help you start planning your next trip to Italy!
