Luxury Resorts in Tuscany

Best Luxury Resorts in Tuscany (+ Castles & Villas)

A handpicked comprehensive selection of the best luxury resorts in Tuscany. From hotels and resorts, to castles and villas with private pool. (+ find out the most popular and my favourite hotels in the area)

Tuscany is located in central Italy and is one of the most beautiful regions in the country. It’s known for its stunning countryside, centuries-old cities, tasty food and its world-renowned wine. In Tuscany you can find everything from rolling hills and vineyards, to charming medieval towns, cities rich in art and culture and delicious food. Let’s also not forget about the gorgeous beaches along the Tuscan coast on the Mediterranean Sea. That’s why it’s one of my favorite places in the world for a holiday.

The most famous cities in Tuscany like Florence, Pisa or Siena are definitely worth a visit, but the real beauty of the region lies in its countryside. The endless hills covered in vineyards and olive trees, the small charming medieval towns and the castles are simply breathtaking. 

I can’t write about Italy without mentioning the food and wine. Italian cuisine is famous for its simplicity and quality ingredients. Tuscany is no exception and dishes like Pappardelle al cinghiale and Bistecca alla Fiorentina are not to be missed. If you’re a cheese lover like me, you have to try the pecorino cheese. It’s made from sheep milk that gives it an earthy, slightly tangy flavor. Of course, I can’t talk about Tuscany without mentioning its wine. Probably the most famous wine from the region is Chianti, but there are many other high-quality wines to try. Some of them are Brunello di Montalcino and Vino Nobile di Montepulciano DOCG.

The Tuscan countryside is also home to some of the most luxurious resorts in the world. This means that you have to book your accommodation well in advance, because the demand is high and it’s close to impossible to find a luxurious resort at the last minute. So find out which are the best luxury resorts in Tuscany, including hand-picked hotels and valuable tips.

Where I stayed in Tuscany

Tuscany is very beautiful and there are many great luxury hotels in it, so choosing among the luxury resorts in Tuscany to stay can be difficult. For my trips I usually prefer staying at luxury hotels in Tuscan countryside that are in (or close to) historic towns. In this way I get to stay in centuries-old buildings and enjoy breathtaking views. At the same time you are away from the hustle and bustle of the big cities like Florence. At the same time I’m near many small local restaurants and bakeries that serve authentic Tuscan cuisine. You also have the chance to explore the charming cobblestone streets and immerse yourself in the past without all the crowds of tourists.

One of my favorite small Tuscan towns with a luxury hotel in it is Cortona. It’s a charming hilltop town with picturesque narrow streets, medieval city center and stunning views. If you are looking for a medieval atmosphere and vibe, Cortona is one of the most beautiful towns in Tuscany for that.

Another great thing about Cortona is that it’s right in the heart of Tuscany. You’re less than an hour drive from Perugia (going past the beautiful Lago Trasimeno lake), Arezzo and Montepulciano. The last is famous for its vino nobile di Montepulciano wine. And Siena is just a stone throw further, exactly 1 hour away by car. If you fancy a visit to Florence, it’s about 1h 30min away – perfect for a day trip or next stop in your itinerary.

My favorite luxury resort in Tuscany: Monastero Di Cortona Hotel & Spa
Why: Housed in a beautifully restored 11th-century monastery, has spa, outdoor pool and indoor pool set in an ancient Roman cistern
What I liked: The stunning sunset views, the central location with lots of great restaurants nearby, the stunning restored frescoes

Most popular luxury hotel in Tuscany

Looking for an excellent luxury hotel in Tuscany, right at the outskirts of Florence? Then check Ville Sull’Arno – the most popular 5-star luxury hotel in Tuscany.

Ville Sull’Arno – most popular luxury hotel in Tuscany

Situated along the banks of the Arno River in the outskirts of Florence, the hotel provides guests with beautiful views and a peaceful atmosphere. Yet, it’s still easy to reach the main tourist attractions of Florence by foot, public transport or bike. It’s housed in a historic country residence of the Florentine high nobility that has been beautifully restored.

The hotel offers a great spa with a heated pool, bio-sauna, cherry-wood hot tub and more! The rooms are elegant and luxurious, with many featuring balconies overlooking the river. It also has an excellent restaurant that also offers Cooking Class. As part of it you will be able to prepare two appetizers and two first courses of fresh pasta!


Best luxury resorts in Tuscany

Best luxury hotels in Tuscany countryside

The beauty of the area is breathtaking and offers a peaceful escape from the big cities. The countryside is full with quaint villages and historic towns that are worth exploring. You can also taste the authentic local cuisine with locally sourced ingredients. And what’s Italian food without wine! There are many wineries and vineyards scattered throughout the province. There you can do wine tasting or learn about the process of wine making. You can also enjoy activities like cooking classes, biking or horseback riding. All of this while being away from the crowds of tourists and the noise. It’s just you, the locals and the beautiful surroundings.

Staying in a luxury hotel in Tuscany countryside can be a wonderful experience. They usually offer exceptional amenities like spa, fine dining, and personalized service. They also often offer guided tours and activities, allowing you to explore the area with ease.

Usually the luxury hotels have more spacious rooms with comfortable beds, high-end toiletries, and offer stunning views. Not to mention that some of them have vineyards and produce wine on site! They just provide a level of comfort and luxury that regular hotels don’t offer. Staying in a luxury hotel in Tuscany countryside is the perfect way to unwind, enjoy the beauty of Italy, and indulge in the finer things in life.

If you choose a hotel in Tuscany countryside, I would advise you to rent a car. This will give you the best flexibility and you’ll be able to explore the area on your own. If you don’t want to rent a car, another option is to rely on your hotel. Most luxury hotels offer pickup services and are able to organize guided tours or transportation to a place of interest. If you want to feel more like a local, using public transport is also an option. There are many buses and trains connecting the villages. Some downsides to this is that you can’t always reach your destination by public transport or even if you do – it’ll take a lot of time.

Experience the best of Tuscany with the Chianti Wineries Tour with Food and Wine Tasting. You’ll learn the secrets of Chianti wine and taste 7 wines with regional cheese, salumi & olive oil.

Why choose a luxury hotel in Tuscany countryside?

  • Relax in a peaceful environment in the stunning natural beauty of the Tuscan countryside.
  • Enjoy luxurious amenities and services like spa, fine dining, and personalized service.
  • Experience Italian culture through activities such as wine tasting, cooking classes, and guided tours of the area.
  • Exceptional service and attention to detail that can enhance your overall stay experience.

Agri Resort & SPA Le Colline del Paradiso

Agri Resort & SPA Le Colline del Paradiso is a small, family-run hotel located just 16km / 10mi away from Florence. It’s housed in a historic building called “La Fornace”. Francesco I de’ Medici commissioned the architect Buontalenti to create a Medici Villa and park with waterfalls, fountains and incredible water games near the current hotel. And to supply the villa and the park with enough water, the architect designed “La Fornace”.

The property is over 120 hectares of hilly Tuscan landscape. There’s an organic farm and over 1000 olive trees. The produce is used in the hotel’s restaurant which offers seasonal dishes. Guests can also enjoy an outdoor pool and a small spa with hot tub, sauna, Turkish and steam baths and more.


Hotel Villa Casanova

The hotel is very conveniently located just 13km / 8mi from Lucca, 19km / 12mi from Pisa and 25km / 15mi from the Tuscan seaside and the beach. It occupies an 18th-century Tuscan farmhouse that was fully renovated in 2009. There are only 14 suites, but each of them is at least 60m2 / 590ft2. And all of them occupy corners of the building for optimum views and sunlight.

The restaurant offers delicious and authentic Tuscan food made from high-quality ingredients. There’s also an outdoor infinity pool that provides stunning views over the Lucca valley. At guests’ disposal is a tennis court as well. And for those very special moments or weddings, the property has a 17th century chapel.


Badia di Pomaio

The hotel is located near many historic and cultural landmarks, including the city of Arezzo, which is just 7km / 4.3mi away. The main building used to be a monastery and dates back to the 17th century. In 2017 it went through a thorough restoration and the hotel opened in 2019. The rooms’ interior is a seamless combination of simplicity, elegance and modernity in a historic setting. The hotel’s restaurant serves delicious Tuscan cuisine with a modern twist using fresh, locally sourced ingredients from the bio garden on site.

Badia di Pomaio is committed to sustainability and eco-friendliness, using renewable energy sources, recycling, and reducing waste. This makes it an ideal choice for environmentally conscious travellers. The hotel offers a range of outdoor activities, including hiking, cycling, horseback riding, truffle hunting or balloon rides. All of them provide guests with an opportunity to explore the beautiful Tuscan countryside and enjoy the fresh air. At the hotel grounds you can take part in wine tastings, cooking & cocktail classes, chill at the pool or take part in gardening & farming activities.


Villa La Massa

Villa La Massa is a luxurious hotel located in the heart of Tuscany, Italy, on the banks of the Arno River. It is only a short distance from Florence’s city center (8km / 5mi). This makes it an ideal base for exploring the city’s rich art, history, and culture. It was built in the 13th century as an enchanting country house for an aristocratic Florentine family. The hotel features luxury rooms, private residences and private villas. They evoke the Renaissance atmosphere, with canopy beds, elegant fabrics, boiseries, frescoed ceilings, tapestries and refined marble bathrooms.

The property features a beautiful heated outdoor pool, a spa, and several restaurants on site, making it a perfect place to relax. It offers a variety of activities, including cooking classes, wine tasting, car & vespa tours and tours of the surrounding area. The villa boasts an impressive wine cellar, stocked with a wide selection of local and international wines. It also organizes tours and wine tastings in the cellars and vineyards around the Chianti-Rufina region. All that makes it an ideal destination for wine enthusiasts.


Rosewood Castiglion del Bosco

The resort is located in a beautifully preserved 800-year-old estate, which spans over 5,000 acres. The property features vineyards, olive groves, and forests. It has 42 luxurious suites and 11 one-of-a-kind villas, each with a private pool. All of the hotel rooms are elegantly designed and feature high-end amenities. There are several dining options, including a Michelin-starred restaurant. Guests can participate in a variety of exclusive experiences. These include different wine tours & tastings, truffle hunting, cooking classes, biking tours, vineyard tour by helicopter and many more! The hotel also has a luxurious, full-service spa, gym, saline infinity pool kept at an ideal 28°C (82°F). The highlight is the winery on site which is one of the most historic producers of Brunello di Montalcino wine

Rosewood Castiglion del Bosco has won numerous awards & titles – Best hotel in the world and Best resort in Europe by Travel + Leisure, Five-Star Rating by Forbes Travel Guide, 6th Best Hotel in Italy by U.S. News & World Report and more. Staying here is a once in a lifetime experience.


Borgo Santo Pietro

This elegant boutique hotel is set in a restored 13th-century villa. The resort offers luxurious and comfortable accommodation, including rooms, suites, and villas. All of them are elegantly furnished and equipped with modern amenities. Borgo Santo Pietro is known for its exceptional dining experience. It has a Michelin-starred restaurant, offering delicious Italian cuisine using locally sourced ingredients.

Borgo Santo Pietro’s 300-acre organically cultivated estate grows a wide range of products. From market gardens, nut fields & herbs to extensive vineyards, pigs, sheep and more. They are then used in all restaurants in the resort. The sheep milk is then transformed into artisan cheese and yogurt at the on-site dairy. All the locally-grown products are also used in the hotel’s own natural skincare line of products called “Seed to Skin”. Their luxury wellness spa and signature Seed to Skin treatments offer the ultimate pampering for mind and body.

The range of activities offered on-site and beyond is more than extensive. On-site one can take part in the day-to-day work at the organic farm. There are farm tours, sheep cheese demonstration, farm-animal tour, organic egg collection and more. If cooking is your passion, then choose among the many cooking classes – from pizza and pasta to desserts and fermenting. Things like wine tastings, yoga, gym, tennis, pool, meditation, art classes and herb walks are also available. If you want to explore the area beyond the resort, there are activities like vespa excursions, hot air ballooning, Siena guided tours or even a day at the Tuscan coast and beach!


Luxury Resorts in Tuscany

Staying at a luxury resort in Tuscany can offer a more exclusive and indulgent experience than a standard hotel. Resorts often provide top-notch amenities, such as spas, gourmet restaurants, and wine tastings, as well as exceptional service and personalized attention from staff members.

Additionally, the luxury resorts in Tuscany are often set in beautiful and secluded locations, providing a sense of privacy and exclusivity. If you are looking for a truly memorable and luxurious vacation in Tuscany, a stay at a luxury resort may be the perfect choice for you.

Toscana Resort Castelfalfi

Toscana Resort Castelfalfi is a luxurious resort situated in the heart of the Tuscan countryside. It’s 80km / 50mi away from Florence, and ~60km / 37mi from both – Siena and Pisa. This makes it the perfect spot for exploring the Tuscan countryside and the most famous cities in the area. The resort offers a variety of luxurious accommodations, including rooms, suites, apartments & villas. It features a variety of dining options, including several restaurants and bars. There’s a spa center offering a wide selection of treatments including massages, rituals and beauty services, suitable for all needs.

During the summer months you can enjoy the outdoor swimming pools. If you have kids, the resort has a Kids club and an adventure park. One of the highlights of the resort are the Golf courses. The “Mountain course” is a Championship Golf Course and is among the most difficult ones in Italy. The Lake Course is shorter and suitable for golfers of all levels. It was designed by the renowned architect, Rainer Preissmann.

Another feature of Toscana Resort Castelfalfi are the resort’s 25 hectares of vineyards from which it produces 6 organic wines. The hotel also grows olive trees that are used in the production of a 100% organic extra virgin olive oil. The range of activities and experiences is enormous – from wine tasting and truffle hunting, to cooking classes, fishing, tennis and city tours. There’s something for everyone.


Il Borro Relais & Châteaux

Il Borro is a historic estate & resort that features a 19th-century villa, several restored farmhouses, and a medieval castle. The resort offers a range of accommodation options. You can go back in time by staying at the medieval village. If you prefer to be close to nature and listen to the river, then book a room at the ancient water mill. For the ultimate luxurious experience for large groups, there’s a private villa with heated indoor pool, billiard room and other exclusive amenities.

The resort sits on 1100 hectares of organic land, where produce, vineyards and olive trees are grown. There are multiple restaurants, a bar and a cafe on site. The medieval hamlet hosts a variety of shops where guests can watch the artisans at work – shoemaker, goldsmith, decorator and an embroiderer. Guests can also enjoy a wide range of activities and amenities. This includes the spa, two tennis courts, golf course, football field, calisthenics, the Wine & Art Gallery and a century-old wine cellar.


Wine Resort Conti di San Bonifacio

Nestled in the heart of Tuscany, in the Maremma region, this resort boasts stunning views of vineyards and olive groves. The rooms and suites are beautifully decorated and offer all the modern amenities you could want, while still retaining a rustic charm. The resort’s on-site winery produces some of the finest wines in the region. So guests can enjoy a range of wine tastings, tours and workshops during their stay. With an outdoor pool, spa, and world-class restaurant, Wine Resort Conti di San Bonifacio is the perfect place to immerse yourself in the rich culture and history of Tuscany.


Luxury Castle Hotels in Tuscany

For a truly unique experience, why not stay in a luxury castle hotel in Tuscany? The combination of history, elegance, and luxury creates a one-of-a-kind atmosphere that transports you to a different time and place. Many castles in Tuscany have been carefully restored to preserve their original charm while providing modern amenities and comforts.

Castello Banfi – Il Borgo wine resort

Castello Banfi is a luxury hotel in Montalcino, near Siena. The complex dates back to the period between 9th and 13th centuries. The rooms and suites are elegantly decorated with a blend of antique and modern furnishings. There are a few restaurants on site, one of which has a Michelin star. The castle grounds have vast vineyards and an exquisite winery where few wine tours are held.

The glass museum with the largest private collection of ancient Roman glassware is not to be missed. There’s also a Balsameria, producing fine balsamic vinegar using traditional methods. Guests can also enjoy a modern outdoor gym and pool, bike rental and other activities. 


Castello di Casole

Castello di Casole is a stunning 10th century castle nestled in the heart of Tuscany, spreading over 4200 acres. Each room has been carefully restored using original materials found on the estate. Guests can indulge in world-class cuisine at one of the castle’s restaurants, featuring fresh, locally-sourced ingredients and traditional Tuscan dishes. The property also offers a wide range of activities like wine tastings, cooking classes, truffle hunting, herbs foraging, stargazing and more. On site there’s an infinity pool, a spa and more.

The spa is housed in what was once the wine cellar. Today it is a serene setting within one of the most dramatic spaces on the property. It offers a range of procedures using castle’s homemade, organic beauty products.


Castello Di Vicarello

The castle was built by the Republic of Siena over 900 years ago! It’s located in the south-western part of Tuscany, an hour drive from Siena and 45min away from Grosseto. Guests can choose from rooms in the castle, suites in the restored barn, or a private villa. The castle is surrounded by 40 hectares of organic vineyards, olive groves, and farmland.

The several restaurants follow the farm to table philosophy and serve organic breakfast and dishes using high quality produce from the castle grounds. The castle offers a range of wellness & spa services using organic oils. Guests can also enjoy cooking lessons, wine tasting, several infinity pools, truffle hunting, leather workshops, seasonal olive & grape harvests and more.


Luxury Villas in Tuscany with a private pool

If you’re looking for a more secluded and exclusive option, then a luxury villa in Tuscany with a private pool might be just what you need. The private pool adds an extra layer of luxury, allowing you to cool off during hot summer days while enjoying the beautiful Tuscan landscape. Many villas also feature panoramic views, outdoor dining areas, and well-maintained gardens. With so many amenities at your fingertips, you’ll never want to leave the villa.


The hotel features an exclusive 300m2/3200ft2 private villa with a pool, garden and a shaded porch, offering superb views over Tuscany. The villa has comfortable furnishing and preserved original features from the 18th century. There are in total 4 double bedrooms. Each one has a private bathroom and walk-in closet, sitting room and a large living room with kitchen. Private chef, waiters and butler are available on request. L’Andana also features a world-class spa, several restaurants – one of which has a Michelin star, and a range of activities. The seaside with golden sand beaches is less than 15min away by car.


Borgo Santo Pietro

Borgo Santo Pietro is an elegant boutique resort that also offers luxurious and comfortable villas with a private saltwater pool. Some of the villas’ interior pays homage to the Knights Templar. All villas are equipped with king-size+ beds, indoor and outdoor fireplaces, luxurious bathroom with walk-in shower and freestanding Italian bathtub. The luxury villas with a private pool have ~80sqm / 860sqft indoor space with one bedroom. This makes them the perfect spot for a romantic retreat.

The resort itself has multiple dining options, one of which is a Michelin-starred restaurant. There’s also a luxury wellness spa, organic farm and even their own line of natural skincare products. A wide range of activities is available to the guests, among which wine tasting, cooking classes, hot air ballooning, guided tours of Siena and others.


Rosewood Castiglion del Bosco

This hotel has 42 luxurious suites and 11 unique villas. Each villa is created from a restored 17th and 18th-century Tuscan farmhouse. They provide luxurious lodging and feature a heated infinity pool, terraces, pergolas and gardens. The villas can accommodate from 6 to 12 people and the size varies between 360-720m2 / 3900-7800ft2. The kitchens have state of the art equipment and you can even book a private chef at your disposal. Many of the villas have several living spaces, a fireplace, big bathrooms with a walk-in shower, a freestanding bathtub, a walk-in closet and more. Breakfast is delivered to your villa every morning.

At the resort’s main building there are multiple restaurants (one of which has a Michelin star), luxurious spa, winery & gym. There are many activities available to the guests like wine tasting, helicopter tours, cooking school and many more. Rosewood Castiglion del Bosco offers some of the most luxurious villas in Tuscany with a private pool and everything else that you may need.


Best places to stay on Tuscany coast

Tuscany’s coastline stretches for over 400 kilometers and is known for its stunning beaches, beautiful coastal towns, and luxurious accommodations. The coastline provides guests with breathtaking views of the sea. Many luxury hotels offer access to private beaches and beach clubs. There guests can enjoy a day lounging on the beach and indulging in delicious Italian cuisine and cocktails.

The Tuscany coast is also an ideal location for water sports. So most luxury resorts offer activities such as surfing, snorkeling, and sailing. Whether you’re looking for a romantic getaway or a family vacation, the Tuscany coast is the perfect destination for those looking for a luxurious seaside experience.

Grand Hotel Principe Di Piemonte

The Grand Hotel Principe Di Piemonte is a luxurious hotel located in Viareggio, on the Tuscan coast. It has a prime location – just steps away from the beach and promenade. The hotel has a large rooftop terrace with a swimming pool and panoramic views of the sea. At the rooftop bar guests can enjoy a cocktail while watching the sunset. There’s also a spa and wellness center that offers a range of treatments and massages. In addition, there are a Finnish spa, Turkish bath, Salidarium with lounge chairs and sensation showers.

The hotel’s restaurants offer delicious Tuscan cuisine and a variety of international dishes, making it suitable for everyone. The luxurious and spacious rooms are designed with comfort and elegance in mind, with some offering beautiful sea views.


Principe Forte Dei Marmi

Hotel Principe Forte Dei Marmi is a luxurious 5-star hotel situated in the beautiful town of Forte dei Marmi in Tuscany. It has a convenient location near the beach and town center, allowing easy access to shopping, restaurants, and other attractions. The hotel boasts elegant and spacious rooms and suites, each designed with modern amenities and furnishings. The hotel’s Michelin-starred restaurant, Lux Lucis, serves delicious Tuscan cuisine.

In addition to that, the hotel offers a few more restaurants, a rooftop bar, an outdoor pool, a spa, gym and more. The hotel has its own beach club and a 24-meter yacht that has an outdoor space for up to 12 people. It can be rented on a daily and weekly basis with the possibility to reach extraordinary destinations such as the Cinque Terre and Portofino.


Il Pellicano

Il Pellicano is a luxurious hotel located in Porto Ercole, on Monte Argentario peninsula, not far from Grosseto. It has a breathtaking location on a hillside overlooking the sea, surrounded by lush gardens and terraces. The hotel has a private beach with crystal clear water, where guests can enjoy water sports or just relax under the Tuscan sun.

The hotel’s Michelin-starred restaurant serves exquisite Mediterranean cuisine, using fresh ingredients from the hotel’s organic garden and the fishermen’s daily catch. There’s also a laid-back restaurant and 2 bars. The hotel’s pool overlooks the sea, providing a stunning view of the Mediterranean. The luxurious rooms and suites are decorated in an elegant, traditional style, with most featuring a private balcony or terrace with sea views


FAQs about luxury resorts in Tuscany

What are the best luxury hotels in Tuscany?

One of the best and most luxurious hotels in Tuscany is Rosewood Castiglion del Bosco. It has both – suites and villas with private pools. The resort features a winery, wide range of services and activities, a Michelin-starred restaurant and more. Among the best places to stay on the Tuscany coast is Grand Hotel Principe Di Piemonte. It’s very close to golden beaches and the city center, the rooms are classy and chic and the views are spectacular.

What is the best time of year to visit Tuscany?

The best time to visit Tuscany is in the spring (April to June) or fall (September to early November). Then the weather is mild and there are fewer crowds. However, if you’re looking to enjoy the beaches and outdoor activities, then the summer months (July to August) are also a good option.

Which luxury hotels in Tuscany are romantic?

Many of the luxury hotels in Tuscany are romantic, but some of the best are Castello di Casole and Il Borro Relais & Châteaux. You stay in an old castle (chateaux), with stone walls and timbered ceilings, and you feel like a king or queen. The hotels have a winery on site, great spa and restaurants, infinity pools and offer a wide range of activities.

Do any luxury hotels in Tuscany have a pool?

Most luxury hotels in Tuscany have at least one pool. Some of them have both – indoor and outdoor pools and quite often the outdoor one is heated. All the hotels listed in my article have a pool. I’ve also listed several hotels & villas with a private pool just for yourself.

Which luxury hotels in Tuscany are good for families?

Toscana Resort Castelfalfi is one of the best options – the resort has a Kids club, an adventure park, pool, and many activities suitable for children, teens and adults. Borgo Santo Pietro, Rosewood Castiglion del Bosco and Castello di Casole also have kids clubs, animal farms and lots of experiences suitable for the whole family.

Best luxury resorts in Tuscany, Italy

Castello di Casole9.6
Badia di Pomaio9.7
Borgo Santo Pietro9.1
Rosewood Castiglion del Bosco9.4
Grand Hotel Principe Di Piemonte9.2

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Luxury resorts in Tuscany
Luxury hotels in Tuscany countryside


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