We have created a list with cool, unusual and unique hotels in Italy. We have also included accommodation in farm stays, villas, "relais" (mansions), historic buildings, old "castellos", apartments, hamlets, manor houses, residences, wineries, ancient castles, monasteries, holiday homes, romantic hotels and "agriturismos". Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Ella Hofer & Maryna Kravets. Updated February 2024.
MONTEPULCIANO. Farm Stay.Beautiful. On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome. The hotel is made up of 12 charming and unique guest rooms, each of which have beautiful hand painted walls, original wooden beams, antique furnishings and paintings and restored fireplaces. All enjoy independent access and have private terraces or gardens as well as extraordinary views of the surrounding Tuscan landscape with its hills and medieval villages. These breathtaking views can also be appreciated from the hotel’s outdoor swimming pool which is set into the hillside. Original Tuscan recipes and exquisite wines from the surrounding Vino Nobile di Montepulciano vineyards will be served in the restaurant or on the patio during the summer months. The restaurant also uses olive oil produced by its own olive groves. The hotel can arrange for you to attend cooking classes or cheese tasting events and pride themselves on their hospitality and personal service. Close to important tourist destinations such as Florence, Siena and Arezzo yet immersed in the most tranquil of surroundings, Lupaia is the perfect place from which to discover the beauty of Tuscany.Show full description
Lupaia is a luxurious resort in the heart of Tuscany. It has a beautiful outdoor pool with stunning countryside views and well-maintained gardens. The on-site restaurant serves delicious meals with an open kitchen concept.
GUBBIO. Boutique hotel.Historic property. Gorgeous surroundings. Castello Di Petroia Dimora d'Epoca is a historic site made of several mediaeval buildings based around a 12th-century castle, set between Gubbio and Perugia. It offers unique rooms and free parking. The castle was the birthplace of Federico da Montefeltro, Duke of Urbino in the 15th century. The rooms feature antique furniture, exposed wood-beam ceilings and old prints or paintings from the 18th-century. The Petroia's 3 buildings, the Castellare Maggiore, Castellare Minore and Mastio preserve original architectural features. Some rooms also have a sofa-bed, a hydromassage bath, and sweeping views across the valley. Castello Di Petroia Dimora d'Epoca is also a large farm with typical white cattle. The gardens feature a sun terrace with swimming pool.Show full description
In my judgement this could be one of the most HISTORIC boutique hotels in Italy. It also has beautiful surroundings.
SASSO DʼOMBRONE. Farm Stay.Unique. Great views. Immersed in the green of southern Tuscany's Maremma hills, Castello di Vicarello is a former castle transformed into a luxurious Mediterranean retreat. This pet-friendly property features free WiFi, a spa and a swimming pool surrounded by lush gardens. All the elegant suites and rooms at the Castello di Vicarello feature the highest standard of furniture and objects gathered through years of travelling. Each unit has an en-suite bathroom with a bathtub. A restaurant with outdoor seating is available at the property. The gourmet menus are based on local recipes, using the own Castle’s production and wines from the local vineyards. Guests can enjoy summer dinners under the stars, whilst the winter season offers warm meals by the fireplace. Cooking lessons and wine tasting are available on request. A sweet and savoury breakfast is served daily. Roses, jasmine and countless native flowers mix themselves with ancient lemon and olive trees in the castle's garden. Less than one hour's drive from the hotel guests can also enjoy 2 golf course facilities. Hunting excursions are possible during the season. The village of Paganico is 11 km away, whilst Grosseto's town centre is 36 km away. The picturesque coastal town of Castiglione della Pescaia is 57 km from the property. Siena is less than 1 hour away by car.Show full description
MONTEROSSO AL MARE. Holiday Home.Lively. Great location. Popular among couples. Featuring air-conditioned accommodation with a balcony, La Casa Del Doganiere is set in Monterosso al Mare. Among the facilities of this property are a restaurant, an ATM and a minimarket, along with free WiFi throughout the property. The accommodation offers airport transfers, while a bicycle rental service is also available. The holiday home is fitted with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a terrace with sea views. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and fruits. The property has an outdoor dining area. There is a coffee shop and bar. Guests at the holiday home can enjoy cycling and hiking nearby, or make the most of the garden. Fegina Beach is 100 metres from La Casa Del Doganiere, while Monterosso Old Town Beach is 200 metres away. The nearest airport is Genoa Cristoforo Colombo Airport, 101 km from the accommodation.Show full description
La Casa Del Doganiere in Monterosso al Mare is a unique hotel with a beautiful garden and terrace. It has a beachfront location, providing stunning views of the sea. Guests can dine at the on-site restaurant and relax on the sundeck.
SORRENTO. Bed and Breakfast. Immersed in lemon and orange groves, minutes away from Sorrento city centre, Villa Oriana Relais offers panoramic views of the countryside surrounding Sorrento. During the day you can relax on the sun terrace with hot tub, and enjoy views of the gulf. All the rooms come with a terrace with a small table and chairs. Every morning the family owning Villa Oriana Relais serves a delicious buffet breakfast, made of traditional homemade products. When the weather is pleasant breakfast is served on the terrace. The rooms of Villa Oriana Relais are situated on 2 floors.Show full description
SAN GIMIGNANO. Farm Stay.Great value. Popular among women. This enchanting 15th century property, nestled in the rolling hills of Tuscany, offers an exceptional view of the surrounding countryside and San Gimignano. A free outdoor pool is available on site. The Tuscan-style rooms have handcrafted furniture and original features from the 16th century, such as wood-beamed ceilings and terracotta floors. Each includes a satellite flat-screen TV, air conditioning and a minibar. Each bathroom includes a spacious shower. A breakfast consisting of homemade cakes and local products is provided daily, served on the terrace during summer. The on site restaurant serves seasonal local dishes and homemade pasta, and should be reserved in advance. Light lunches are also available. Surrounded by lavender bushes and grape vines, the hotel’s location is not only picturesque, it is ideal for day-trips; San Gimignano is 3.5 km from Agriturismo Il Segreto di Pietrafitta, and Florence and Siena are accessible in 45 minutes. Chianti is a 20-minute drive away.Show full description
Il Segreto di Pietrafitta is a charming farmstay in San Gimignano. It provides comfortable rooms, a delightful restaurant, and a refreshing pool. What sets it apart is the breathtaking view of the town and countryside.
SORRENTO. Resort.Lively. Great views. Popular among women. Surrounded by olive and citrus groves and located a 25-minute walk from Sorrento centre, Relais Palazzo del Barone features accommodation with a seasonal outdoor swimming pool, a garden and a bar. The property is around 1.5 km from Corso Italia and around 1.6 km from Museo Correale. Marina Grande is a 10-minute walk from the guest house and Il Vallone dei Mulini is 900 metres away. At the guest house, the rooms have a safe and an electric kettle with complimentary herbal teas. Some rooms at Palazzo del Barone also feature a sea view. At the accommodation each room comes with a private bathroom and a flat-screen TV with Sky channels. Free toiletries are provided. A buffet breakfast is available each morning at Relais Palazzo del Barone. The property offers a free shuttle service from the property to the center of Sorrento. Viale degli Aranci is 1.1 km from the guest house, while Piazza Sant'Antonino is 1.1 km from the property. Naples International Airport is 57 km from Palazzo del Barone.Show full description
This might be one of the most LIVELY resorts in Italy.
PRAIANO. Boutique hotel.Rooftop restaurant. Popular among women. Hotel Pellegrino enjoys a scenic position in Praiano, on the Amalfi Coast. It offers air-conditioned rooms with sea views, and excellent local cooking. The restaurant on site serves Mediterranean cuisine in the dining room or on the panoramic terrace. The Pellegrino offers a free shuttle to/from the nearest beach. Pellegrino Hotel has a large garage. Local buses stop nearby and provide quick access to the major towns of the coast.Show full description
This charming hotel stands out for its breathtaking sea views and delectable local cuisine served in the restaurant. The accommodation is nestled on a hillside and provides rooms with picturesque settings, making it an ideal place to stay.
AREZZO. Boutique hotel.Delightful property. Superb interior design. The Badia di Pomaio is a restored 17th-century abbey with a hillside location, 5 km from Arezzo. An infinity pool is available here, as well as free WiFi. Air-conditioned rooms at the Badia di Pomaio feature wood-beamed ceilings and artisan furnishings made from iron, stone and wood. Traditional Tuscan cuisine is served at the Campo Badia restaurant with an outdoor dining area. Vegetables are produces on site. The property also has a wine cellar in a natural cave with a vaulted ceiling. Guests can relax out in the garden and enjoy the views over the Tuscan hills towards Arezzo.Show full description
Badia di Pomaio is a unique hotel nestled in the hills. Once an old abbey, it has been transformed into a modern boutique hotel. The beautifully designed rooms and well-maintained grounds provide a stunning view.
CONCA DEI MARINI. Boutique hotel.Highly elegant. Great bar. This luxurious adult-only hotel is perched on a cliff with panoramic views of the Gulf of Salerno. A former monastery, it maintains the original style, and offers a garden with swimming pool and a free spa. A free shuttle to Amalfi is available. Monastero Santa Rosa Hotel & Spa offers elegant, refined rooms with views of the sea. All accommodation comes with air conditioning, free Wi-Fi, and a flat-screen TV. The spa of Monastero Santa Rosa is complete with tepidarium, Turkish bath and whirlpool bath, all with free entry. Massages and beauty treatments, using Santa Maria Novella products, are also available. Breakfast includes traditional Neapolitan pastries such as Sfogliatelle Santa Rosa, and also savoury food. The gourmet restaurant serves local and national cuisine, and can cater to special dietary requirements.Show full description
This luxurious hotel is situated in a 17th-century monastery and has transformed it into a posh retreat. It has elegant dining options, an outdoor pool, and breathtaking sea views. Guests can indulge in Michelin Star cuisine, relax at the spa, and easily explore the stunning Amalfi Coast due to its convenient location between Amalfi and Positano.
MONTE BENICHI. Apartment hotel.Creative. Castelletto di Montebenichi is a 12th-century castle with frescoed walls and a garden. Located halfway between Siena and Arezzo, its swimming pool offers panoramic views across the Chianti hills and vineyards. All apartments include satellite TV, air conditioning, and a fully equipped kitchen. Each room has a unique design and lots of space. Set in Montebenichi, a pretty hamlet, Castelletto is surrounded by medieval villages and wineries for wine tasting tours. Parking and WiFi are free at the Castelletto. You will also find a gym. Surrounded by a large private park, there are plenty of places where you can relax both indoors and outdoors.Show full description
This unique castle hotel, dating back to the 12th century, stands out with its antique art collections and beautiful surroundings of vineyards and olive groves. The refined rooms, outdoor pool, and gym with a hot tub provide a one-of-a-kind experience, combining historical architecture with modern amenities.
MONTALCINO. Luxury Hotel. Set on a hilltop 10 km from Montalcino overlooking its own vineyards, Castello Banfi - Il Borgo offers elegant rooms. This hotel boasts an outdoor pool, gym and its own winery and cellar. The restaurant serves Tuscan cuisine and local wines. Guests will have discounts on wine at the Cantine Banfi wine cellar. Offering views of the Ombrone valley and the vineyards, each room comes with free Wi-Fi, a flat-screen TV with Sky channels, and a walk-in rainfall shower. Some rooms have a bath. Rooms are furnished with wood-beamed ceilings and Tuscan-style interiors. With stone arches and antique chandeliers, the restaurant provides local specialities at lunch and dinner. Breakfast is provided as a buffet. Siena is a 1-hour drive away and Montepulciano is 50 km from the Castello Banfi hotel.Show full description
SIENA. Bed and Breakfast.Hip. Great views. Enjoy a majestic setting in the Tuscan countryside and relax within the walls of this ancient castle, just 2 km outside the historic walls of Siena. Castello delle Quattro Torra is a comfortable bed and breakfast. For more independence, book Quattro Torra’s charming apartment, located on the first floor. Start your day in the impressive breakfast room and enjoy the welcoming, family-run atmosphere and free breakfast. Admire the medieval courtyard. Furnishings include antique objects, exposed wood-beam ceilings, original stone walls and terracotta floors. Quattro Torra’s main living area is located on the third floor. Here you can choose to stay in the Tower Room, with its 360-degree view of the surrounding countryside, or the very spacious Blue Room, with a view of Siena. Here you will have a cosy kitchen, a comfortable living room, and a large double room. Friendly staff will assist you with booking tours and day trips to nearby sites. There are cosy lounges, relaxing gardens and children’s play areas. Enjoy free Wi-Fi. Take advantage of the large, free car park.Show full description
I rate this as one of the coolest and most CREATIVE bed and breakfasts in Italy.
BIBBONA. Bed and Breakfast.Nice surroundings. Popular among couples. Set just 15 minutes drive from the seaside, peaceful Relais Sant'Elena is surrounded by beautiful Tuscan countryside. Relax and enjoy lovely views from this historic residence. Wine tastings, cooking classes and visits to the farm are also available. Take a walk around Relais Sant'Elena's simple gardens or sit by the outdoor swimming pool and enjoy both the views and the silence surrounding you. Add to the magic by enjoying an aperitif by the poolside or a holistic treatment. Free mountain bikes are also available. The establishment is comprised of 2 different buildings, the Manor House and the Foresteria. Inside both you will find elegantly decorated rooms, furnished with antiques. Breakfast is served in the winter garden or under the pretty, covered veranda and features typical Tuscan products. Guests can enjoy traditional Tuscan dishes prepared with local products and fine wines at the on-site restaurant. Relais Sant'Elena's location makes it easy for you to go on unforgettable trips to important Tuscan cities or nearby villages. You can even enjoy wine tasting in the famous Bolgheri vineyards, located just 10 minutes' drive away.Show full description
Relais Sant'Elena is a beautiful hotel in a peaceful countryside setting. It provides a farm stay experience with lovely gardens and a refreshing pool. The restaurant serves delicious meals made with local ingredients, and guests have the opportunity to take cooking lessons.
CORTONA. Boutique hotel.Charming. Great value. Located in Cortona, 36 km from Piazza Grande, Borgo Solamore provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. The air-conditioned rooms provide a garden view and come with a wardrobe and free WiFi. At the hotel, each room comes with a patio. Each room has a coffee machine and a private bathroom with a bidet and free toiletries, while selected rooms come with a kitchen equipped with a fridge. Guest rooms in Borgo Solamore are fitted with a flat-screen TV and a hairdryer. Guests at the accommodation can enjoy an Italian breakfast. Terme di Montepulciano is 42 km from Borgo Solamore, while Perugia Train Station is 49 km away. The nearest airport is Perugia San Francesco d'Assisi Airport, 60 km from the hotel.Show full description
In my judgement this could be the most RELAXING boutique hotel in Italy.
AMALFI. Boutique hotel.Beautiful. Great bar. Borgo Santandrea offers accommodation on the Amalfi Coast. It offers free parking, and panoramic sea views from the swimming pool and the sun deck. Borgo Santandrea offers spacious accommodation with views of the sea, a satellite TV and a minibar. The property features a terrace bar and a beach bar, and the 3 restaurants serve Mediterranean cuisine with local specialties. During summer, guests can enjoy Borgo Santandrea's beach.Show full description
Borgo Santandrea is a stunning 5-star hotel in Amalfi. It stands out with its superb interior design and breathtaking views of the Amalfi Coast. The hotel has rooms and luxury suites, all offering magnificent vistas.
CASTELLINA IN CHIANTI. Farm Stay.Great location. Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Accommodation at La Leccia comes with a unique design and handmade furniture. Castellina in Chianti is 2 km away. Some rooms boast original stuccoes and four-poster beds. The restaurant serves traditional dishes of Tuscany, along with great local wines. The breakfast buffet features both sweet and savoury items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organises tastings of its own wine and olive oil. Castello La Leccia is at the end of an unpaved road off the SP51 road. Parking is free.Show full description
CHIANCIANO TERME. Farm Stay.Cool. Lovely surroundings. Popular among couples. Agriturismo Humile has air-conditioned guest accommodation in Chianciano Terme, 46 km from Mount Amiata, 5.3 km from Terme di Montepulciano and 26 km from Bagno Vignoni. This farm stay features a pool with a view, a garden and free private parking. The farm stay provides garden views and a sun terrace. At the farm stay, units are equipped with a desk. All units come with a private bathroom, a safety deposit box and free WiFi, while selected rooms are fitted with a patio and some have pool views. At the farm stay, units include bed linen and towels. Buffet and continental breakfast options with warm dishes, local specialities and fresh pastries are available daily at the farm stay. Bagni San Filippo is 27 km from Agriturismo Humile. The nearest airport is Perugia San Francesco d'Assisi Airport, 81 km from the accommodation.Show full description
This farm stay is popular among couples travelling to Italy.
MONTECATINI TERME. Bed and Breakfast.Lovely property. Great interior design. Villa la Moresca Relais de Charme B&B Adults only B&B Adults only - B&B is located at the southern end of the fortified village of Montecatini Alto between Florence and Pisa, in a dominant position over much of Tuscany. The Borgo boasts some enchanting corners such as the Medieval Fortress, the ancient Clock Tower, the Museum of Santa Barbara and ‘La Piazzetta’ (the Montecatini living room) with some of the most renowned restaurants and cafes in the area. The Rooms and Suites of Villa la Moresca Relais de Charme B&B Adults only B&B Adults only - B&B, are all finely decorated and furnished with original antiques from the structure or from the most sophisticated Italian and French antiques markets. The Moresca Breakfast (included in the price) is an important moment, not only to start the day well, with energy and well-being, but also to be pampered by the delights of our cuisine and some products of our Region. They have the names of Italian composers: Verdi, Bellini, Puccini, Rossini and each has its own soul and taste that differentiates it from the others for style, originality and refinement. All rooms have a bathroom (the Verdi with an exclusive whirlpool tub) and air conditioning. Depending on the season in which you are as our guest, it can be served in the frescoed dining room overlooking the valley, or in the garden between the cool and the scent of flowers and the singing of birds.Show full description
Villa La Moresca Relais de Charme B&B Adults Only is a unique and exclusive accommodation. It has a lovely interior design and is located in a fortified village. The hosts, Luca and Andrea, prepare delicious Italian meals.
MONTALCINO. Bed and Breakfast.Very cosy. Lovely interior design. Offering a terrace and inner courtyard view, Dimora delle Muse is situated in Montalcino, 40 km from Mount Amiata and 28 km from Bagno Vignoni. Among the facilities at this property are a concierge service and a housekeeping service, along with free WiFi throughout the property. The bed and breakfast will provide guests with air-conditioned units with a desk, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Guests can have wine or champagne delivered to their room. At the bed and breakfast, every unit comes with bed linen and towels. Bagni San Filippo is 34 km from the bed and breakfast, while Terme di Montepulciano is 48 km from the property.Show full description
We do our best to keep this list as up-to-date as possible. We last updated it in February 2024. If you know of a unique hotel that should be on the list, let us know. Click here to contact us. Thanks!