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The 10 Best Boutique Hotels in Tuscany, Italy [2023]

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Amar Hussain
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Amar Hussain

Senior Content Contributor

828 Published Articles

Countries Visited: 63U.S. States Visited: 9

Amar is an avid traveler and tester of products. He has spent the last 13 years traveling all 7 continents and has put the products to the test on each of them. He has contributed to publications incl...
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Keri Stooksbury

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With years of experience in corporate marketing and as the executive director of the American Chamber of Commerce in Qatar, Keri is now editor-in-chief at UP, overseeing daily content operations and r...
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Tuscany is a picturesque region in central Italy. Florence’s capital has been an artistic and cultural hub for centuries. Tuscany is known for its diverse landscape featuring olive groves, the Apennine Mountains, the island of Elba, and Chianti vineyards.

There are many treasures to discover in this area, and guests can enjoy them in style at a boutique hotel.

The Best Boutique Hotels in Tuscany

Badia di Pomaio

Badia di Pomaio
Image Credit: Badia di Pomaio

Price: From $1,015

Badia di Pomaio can be found in the Arezzo region, housed in a former monastery dating back to the 17th century. The seamless blend of tradition and modernity provides a luxurious boutique experience.

Design for the boutique hotel took inspiration from the monastery and shaped the location into a peaceful setting full of charm and harmonious style. Simple elegance and modernity are the focus here while still preserving the monastic energy that infuses every aspect.

The on-site restaurant treats guests to delicious Tuscan cuisine with locally-sourced products, as well as ingredients from the garden. From the infinity pool, guests can luxuriate in the sight of the incredible surrounding countryside.

Each room at the Badia di Pomaio features an individual design with unique décor details. Every room has a king-size bed with an ultra-comfortable orthopedic mattress. Each bathroom has a handcrafted stone sink and stone shower with a rainfall head.

Hot Tip: Learn about the best ways to fly to Italy with points and miles in our step-by-step guide!

Borgo Pignano

Borgo Pignano
Image Credit: Borgo Pignano

Price: From $485

In the heart of Tuscany, visitors can find the Borgo Pignano restored. Converted from a country estate into a luxurious boutique hotel, this option offers a heavenly escape to those seeking a unique and opulent lodging experience.

The main building at Borgo Pignano dates back to the 18th century when it used to be a privately-owned villa with manicured English gardens. The Borgo Pignano has exclusive views over vineyards, fields, and olive groves thanks to its hilltop location.

Some of the rooms feature original frescoes on the walls, adding even more of an authentic feeling to the stay.

Every bathroom in the hotel is hugely elegant, made from a refined combination of travertine and marble. Free Wi-Fi is available across the property, and an elevator can assist guests when they don’t feel like carrying luggage up the grand staircase.

Hot Tip: Check out our guide to the best times to visit Italy before planning your trip.

Borgo Santo Pietro

Borgo Santo Pietro
Image Credit: Borgo Santo Pietro

Price: From $1,170

The 5-star boutique hotel and estate at Borgo Santo Pietro can be found in the charming Palazzetto, near Siena. This ultra-luxurious hideaway includes a holistic spa, several restaurants boasting Michelin stars, a working farm, and even a bespoke yacht.

The location is over 800 years old and includes charming details like vintage leather armchairs, bouquets of flowers brought in from the garden, handmade frescoes, and custom beds.

There is a wine cellar made from brick that shows its age, and hand-picked antique pieces adorn the spaces in the hotel. The Borgo Santo Pietro feels as comfortable as home and as luxurious as expected from such a top-tier boutique location.

The on-site restaurants focus on farm-to-table meals that depict the best of Tuscan tradition and follow a sustainable approach. Accommodation options include private villas with pool access, garden suites, and guest rooms and suites in the main villa. The whole estate can be rented out for those seeking full privacy.

Castel Monastero

Castel Monastero
Image Credit: Castel Monastero

Price: From $517

Castel Monastero is a luxury boutique option found in the heart of the Chianti region, near Siena. Castel Monastero can trace its origins back to a monastery in the 11th century and then became the castle seat of the noble Chigi family. The property and the medieval village surrounding it have since been lovingly restored to celebrate their rich history.

This boutique hotel allows visitors to step back in time and feel the atmosphere of how Tuscany used to be. Castel Monastero treats guests to the royal experience, with opulent details in every space. It is surrounded by a picturesque garden, a forest, and the incredible Tuscan countryside.

Guests have access to outdoor pools that are open seasonally, as well as a gym and a solarium. The spa offers excellent wellness treatments for an additional charge and includes a hammam, a sauna, and a Jacuzzi. There is a working church on location, as well as a tennis court. The beautifully-appointed rooms and suites have air conditioning and stunning views over the surroundings.

Castello di Vicarello

Castello di Vicarello
Image Credit: Castello di Vicarello

Price: From $1,500

Deep in the Maremma hills, near Grosseto, discerning travelers will find Castello di Vicarello, dating back to the 19th century. This unique boutique experience is an insider secret in Tuscany and offers a location where guests can fully unwind, surrounded by history and the typical green Tuscan hills.

The property is surrounded by almost 100 acres of farmland and organic vineyards. This authentic way of experiencing Tuscany in style is an unmissable opportunity. Guests can treat the Castello like their private secluded oasis, far removed from noise and routines.

Guests are treated to world-class cuisine during their stay and to accommodation that has received numerous accolades. Massage therapists are on hand to pamper guests with personalized wellness treatments either in the peaceful gardens or in the rooms. Accommodation at the Castello di Vicarello offers all suites with breathtaking views, original walls, and modern furnishings.

Casa Iris

Casa Iris
Image Credit: Casa Iris

Price: From $267

Located on the shores of the Tyrrhenian Sea in the charming town of Orbetello, Casa Iris can be found in the Palazzo Raveggi, dating back to the 16th century. This impressive boutique experience features high ceilings, sophisticated design, and multi-layered frescoes.

The romantic, luxurious atmosphere is full of beauty in every detail. Casa Iris offers 3 rooms of different sizes. The largest one has an ultra-comfortable king bed and a separate sitting area and an opulent bathroom with a large bathtub, separate washroom, and separate shower.

The other options also feature king-size beds and offer views over the Corso, the lovely pedestrian shopping area right outside Casa Iris. Every room has a different pastel color palette, as well as period accents dating back to the 18th and 19th centuries.

Locanda Rossa

Locanda Rossa
Image Credit: Locanda Rossa

Price: From $195

Located in the Maremma hills near Capalbio, Locanda Rossa is a luxurious and serene boutique experience in a farmhouse. The simple and elegant design celebrates the amazing nature surrounding the property. Every space in the hotel is created with maximum comfort.

Locanda Rossa partners up with Tesla to provide charging stations for electric vehicles in Europe, which makes it even more practical for guests. Accommodation options include beautifully appointed guest rooms and spacious, sophisticated suites. Private villas are also available.

Rooms include complimentary Wi-Fi, air conditioning, a laptop-size safe, an LCD TV with premium Sky channels, and a kettle. Spa services are available at an extra charge. Parking is complimentary for guests. Guests also have free access to the tennis court and padel court, as well as the swimming pools and the fitness room.

Monteverdi

Monteverdi
Image Credit: Monteverdi

Price: From $920

Monteverdi is a unique boutique hotel experience located in Castiglioncello del Trinoro, a fortified village dating back to the 12th century. Monteverdi was restored into a luxurious lodging option with a rustic yet modern aesthetic.

Its hilltop location allows guests to enjoy the views over the incredible Tuscan countryside that is so famous around the world. In addition, the timeless charm of the location is immediately visible: there are no paved roads or sidewalks in the village.

Accommodation options at Monteverdi include elegant guest rooms, sophisticated suites, and private villas in the village for those seeking more intimacy. Rooms include a king-size canopy bed or twin beds with hand-dyed linens provided by C&C Milano. A rainfall shower and travertine sink are in every bathroom, while antique or custom-made furnishings are used as accents in every space.

Ottantotto Firenze

Ottantotto Firenze
Image Credit: Ottantotto Firenze

Price: From $194

Located in a palazzetto that was once a Renaissance bakery, Ottantotto can be found in the heart of Florence, on the south side of the Arno River. Despite its central location, this boutique hotel offers plenty of peace to guests.

The architect owner of Ottantotto has lovingly restored it to become a luxurious boutique experience. Antique fabrics and modern furnishings blend in every space, with the fascinating redesign able to convey the rich history of the place.

There is a hidden gem of a shaded garden where guests can enjoy the Florentine atmosphere and relax after a long day exploring the city. Guests can also unwind in the ground floor library that also functions as a check-in desk. The luxurious rooms are spread over 4 floors. The top suite includes a kitchenette and a private terrace.

Hot Tip: If you’ll be visiting Milan during your trip to Italy, be sure to check out the boutique hotel options there.

Villa Fontelunga

Villa Fontelunga
Image Credit: Villa Fontelunga

Price: From $267

Providing the ultimate boutique experience above Val di Chiana, Villa Fontelunga offers exclusive contemporary comfort in a classic Tuscan design. Surrounded by 200 olive trees,  the property features a terrace with amazing views over the valley and a gazebo with a fireplace.

On arrival, guests are welcomed with a drink during the check-in process. Daily breakfast at Villa Fontelunga is included, while lunch and dinner can also be offered if requested. Twice a week, the hotel hosts a 3-course dinner service to entertain visitors with an authentic taste of Tuscany.

There is an on-site tennis court, and mountain bikes are available for those seeking to explore the surroundings on wheels. In addition, private picnics in the olive grove can be arranged if guests wish to have lunch alfresco to better enjoy the amazing weather.

Each room includes a custom design with individual color accents and includes modern conveniences, such as luxurious en-suite bathrooms and air conditioning, as well as bath amenities from Molton Brown.

Final Thoughts

Tuscany has an impressive history and is considered the birthplace of the Italian Renaissance. A visit here is full of landmarks and delectable experiences, and from exploring the many wonders of Florence to Pisa and Siena, travelers will want to take their time here. The towns are impressive, but the photogenic countryside should not be missed.

Amar Hussain's image

About Amar Hussain

Amar is an avid traveler and tester of products. He has spent the last 13 years traveling all 7 continents and has put the products to the test on each of them. He has contributed to publications including Forbes, the Huffington Post, and more.

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