Top Boutique Hotels in Casetta (2026)

Best Boutique Hotels in Casetta

This guide to the best luxury, boutique, and design-forward hotels in Casetta is manually curated by our editorial team based on first-hand research, verified guest reviews, location analysis, and overall service quality. Each hotel is selected to meet high standards of comfort, authenticity, and guest experience.

Castello di Leonina Adults Only
Hotels

Castello di Leonina Adults Only was once a noble residence. This 13th-century castle is set in Asciano and has beautiful views of the hills. It features a wellness corner, a Finnish sauna and a swimming pool with hydromassage area. Guest rooms are spacious and elegantly decorated. They come with satellite TV and a minibar. This 4-star hotel also features meeting facilities and a fine restaurant with terrace. The small spa is located in one of the towers, and includes a Turkish bath, and shower with chromotherapy and aromatherapy. The wellness corner has also a relax area where guests can enjoy a different kinds of tisanes, and a massage room offering several types of treatments. Castello di Leonina Adults Only is located 18 km from Siena, while Asciano is reachable by car in 20 minutes.

Guest Reviews:

- "The location is stunning, the views are breathtaking. The pool was so refreshing and they had an option to message foe bar food and snacks which was helpful. We had our room upgraded which was a lovely surprise, the bed was comfortable and the bathroom was very clean and had everything we needed. The food/wine was outstanding along with good service. We drove and there was plenty of parking. Good location to go and explore the local areas"

Pieve Aldina Relais & Châteaux
Hotels
Traversa del chianti, 53017 Radda in Chianti, Italy

Located in Radda in Chianti, 13 miles from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Guests can use the spa and wellness center with a sauna, and hammam, as well as a bar. Guest rooms in the hotel are equipped with an electric tea pot. At Pieve Aldina Relais & Châteaux each room has bed linen and towels. The daily breakfast offers buffet, continental or vegetarian options. At the accommodation you'll find a restaurant serving Italian cuisine. Vegetarian and vegan options can also be requested. With staff speaking English, Spanish, French and Italian, around the clock guidance is available at the reception. Piazza del Campo is 23 miles from Pieve Aldina Relais & Châteaux, while The Mall Luxury Outlet is 25 miles away. The nearest airport is Florence Airport, 36 miles from the hotel.

Guest Reviews:

- "I recently stayed at Pieve Aldina Hotel in Tuscany, and it was an amazing experience. The hotel is beautifully situated in the Tuscan countryside, offering stunning views of the rolling hills and vineyards. The rooms are charming and well-equipped, providing both comfort and a touch of rustic elegance. The staff were exceptionally friendly and helpful, offering great recommendations for local attractions. Dining at the hotel's restaurant was a highlight, with delicious Tuscan dishes and an impressive selection of regional wines. The outdoor areas, including the pool and gardens, are perfect for relaxation. Pieve Aldina Hotel truly embodies the essence of Tuscany, making it a perfect getaway. Highly recommended!"

Albergo Posta Marcucci
Hotels
Via Ara Urcea 43, 53027 Bagno Vignoni, Italy

Offering a spa center and a thermal bath, Albergo Posta Marcucci is located in Bagno Vignoni in the Tuscany Region, 25 mi from Siena. Guests can enjoy the on-site restaurant. The rooms are fitted with a TV and a mini-bar. Certain units feature a seating area where you can relax. Rooms come with a private bathroom. For your comfort, you will find bathrobes and free toiletries. There is a shared lounge at the property. You can play tennis at the hotel. Saturnia is 25 mi from Albergo Posta Marcucci, while Chianciano Terme is 9.9 mi from the property. Perugia San Francesco d'Assisi Airport is 45 mi away.

Guest Reviews:

- "I particularly loved the staff, they were very helpful, breakfast was delicious, the atmosphere was relaxed and easy going, it was warm and comfortable, the flowers everywhere were amazing and the bath and facilities like paradise." - "The location is great, the view is amazing from every side of the hotel, the room is spacious, the whole hotel is quiet and relaxing. Generous, fresh breakfast. The thermal pool is real hot spring healing water. We will come back for sure"

Precise Tale Poggio Alla Sala
Hotels
Via Poggio alla Sala 10, 53045 Montepulciano, Italy

Located in Montepulciano, 5.7 miles from Montepulciano Terme, Precise Tale Poggio Alla Sala provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a garden. With a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Guests can use the spa and wellness center with an indoor pool, sauna, and hot tub, as well as a shared lounge. At the hotel, the rooms are equipped with a desk. Precise Tale Poggio Alla Sala has certain rooms that include a patio, and all rooms are equipped with a coffee machine. At the accommodation each room comes with bed linen and towels. Guests at Precise Tale Poggio Alla Sala can enjoy a buffet breakfast. At the hotel you'll find a restaurant serving Italian cuisine. Vegetarian, kosher and vegan options can also be requested. The area is popular for cycling, and bike rental and car rental are available at Precise Tale Poggio Alla Sala. Staff speak German, English, Spanish and French at the 24-hour front desk. Bagno Vignoni is 19 miles from the accommodation, while Bagni San Filippo is 19 miles away. The nearest airport is Perugia San Francesco d'Assisi, 48 miles from Precise Tale Poggio Alla Sala, and the property offers a paid airport shuttle service.

Guest Reviews:

- "From the moment my husband and I arrived, we were charmed. We spent the first two nights of our mini-moon at Tales, and I am so pleased we picked this hotel. The facilities are spectacular, it is quite literally breathtaking. You were welcomed with a warm mug of mulled wine, and brought to our room when we were ready. The hotel had a bottle of Prosecco waiting in the room, to help us celebrate. They also had made us a reservation in their hotel restaurant (it is so good, you should make a point of having dinner there). The room itself is large, excellent products (ETRO) and just beautifully decorated. The attention to detail and comfort are evident in every decision made in the design of the room. The views from our window were spectacular. We stayed in November (so already a bit too chilly to enjoy the gorgeous pools) but you can tell that Tales keeps their grounds well manicured! I will certainly book in the warmer months to take advantage of their poolside. Breakfast is also really good! The sheer amount of cheese you can have for breakfast is enough to keep you full until midday!"

Argiano Dimore Wine Relais
Hotels
Loc. Argiano - Sant' Angelo in Colle Montalcino, 53024 Argiano, Italy

Surrounded by vineyards, Argiano Dimore Wine Relais is a working farmstay in Val D’Orcia, a 10-minute drive from Montalcino and 16 mi from San Quirico D'orcia. It features a restaurant, a bar, a seasonal outdoor pool and free Wi-Fi. The air conditioned rooms come with a wooden beamed ceiling and offer garden views and a private bathroom with a hairdryer and complimentary toiletries. À la carte breakfast is available daily. Guests of Argiano Dimore Wine Relais have access to a garden with barbecue facilities. An array of activities can be enjoyed on site or in the surroundings, including horse riding, cycling and hiking. Argiano Dimore Wine Relais offers free parking.

Guest Reviews:

- "Amazing location in a beautiful renovated 16th century villa with a lot of history behind. The cellar with library of Brunello di Montalcino from several wineries in the area was a very pleasant surprise. Do not hesitate to take one of the tours. Quiet and peaceful area with stunning view over Tuscany’s hills. Outstanding services (grazie mille Gaia and restaurant team) and a perfect location for our marriage anniversary." - "A very special place that exceeded our expectations!"

Agriturismo I Pini
Hotels
Loc. Santa Margherita 37, 53037 San Gimignano, Italy

This historic farmhouse is 0.9 mi from the center of San Gimignano. It features a large garden with swimming pool and panoramic views of the city walls. Parking is free. The renovated Agriturismo I Pini features rooms with attached bathroom. Breakfast and dinner are served on a sunny terrace. The property is reserved to adults only. Agriturismo I Pini produces its own wine and olive oil, which you can sample out in the garden. The property only prepares vegan meals.

Guest Reviews:

- "The food was excellent . Freshly cooked and imaginative. The staff could not do enough for you. The hotel and rooms were spotlessly clean. Freshwater /salt pool was amazing Loved the organic wines" - "We really liked the dinner, there was something new to try every night, the staff also kindly explained what was served." - "Breakfast was above & beyond The nuts on the oatmeal and nut butters were my favorite and all the imaginative dishes were very good"

Locanda in Tuscany
Hotels
Podere Moro Fiacchi 13, 53023 Castiglione dʼOrcia, Italy

Offering an outdoor pool and garde, the Locanda in Tuscany is 3.1 mi from Castiglione d'Orcia. Guests enjoy free WiFi and a restaurant. Rooms at the farm stay feature wood-beamed ceilings. Guests can choose between cotton, satin or linen bed sheets before arrival. Cooking classes are organized on site, while horse riding and mushroom picking are available nearby. Parking at the property is free. Montepulciano is 16 mi from Locanda in Tuscany.

Guest Reviews:

- "We had a great stay at Locanda. The team was very kind and helpful. Breakfast was delicious. We will definitely come back!" - "Nice view,on site restaurant." - "Lovely place, beautiful environment would definitely recommend for a peaceful getaway. The staffs were really friendly and helpful. Would definitely visit again." - "Perfect everything. Great location to explore Southern Tuscany. Around 30min to montepulciano. Property is incredible. Can recommend doing a cooking class with chef Tina! The guest experience is what made the stay. They were happy to book restaurants and wine tastings on our behalf as part of the experience. Their resto reccs were brilliant and the local restaurant on the site is delicious. They upgraded our room free of charge and let us check out later which was much appreciated. Such a peaceful stay!!!"

Agriturismo San Martino
Hotels

Surrounded by its large gardens and orchards, Fattoria San Martino is located 800 metres from Montepulciano. It offers panoramic views over the town and has free parking and free Wi-Fi. The rooms at the San Martino Farm Stay are decorated in a traditional style and have panoramic views of Montepulciano. They include private bathroom with bathrobe and toiletries. Set in the Tuscan countryside, the property has a natural swimming pool and produces organic fruits and vegetables. You can taste them during the breakfast, or at the restaurant which specialises in vegetarian dishes. The San Martino Fattoria is 6 km from the Montepulciano Thermal Baths and Lake Trasimeno is a 30-minute drive away.

Guest Reviews:

- "Everything is just amazing. Cozy design rooms, breathtaking views, fantastic garden with a swimming pool, tasty vegetarian restaurant and beautiful owner. Very attractive eco friendly approach" - "The owner of the Agriturismo and her staff were wonderful. So friendly! The on site restaurant was excellent. Organic vegetarian meals. Just a wonderful stay. I would go back again and recommend this beautiful stay." - "Staff were welcoming, fantastic breakfast, room clean, fresh, very artsy décor. Property grounds were absolutely fabulous, felt like a dream."

Villa I Barronci Resort & Spa
Hotels
Via Empolese, 50026 San Casciano in Val di Pesa, Italy

Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence. Rooms at I Barronci come with stonework and exposed wooden beams, and include air conditioning and a Plasma TV. The villa's panoramic outdoor pool has a hydromassage area and bar service. Featuring a panoramic sauna, the spa includes a Turkish bath, a sensory shower and a hot tub. Treatments and massages are available on request. The large sweet and savory buffet breakfast features a variety of fresh fruit, homemade cakes and pastries as well as freshly baked pies. The Panorama restaurant offers Tuscan dishes and a long wine list. In summer you can enjoy your meals outside, with views of the valley and pool. At Villa I Barronci it is possible to rent e.bikes from May to September, to explore the surrounding olive groves and vineyards. San Casciano in Val di Pesa, where you will find shops, restaurants and cafés, is just 1.2 mi away.

Guest Reviews:

- "Spectacular views. Very private. Simply lovely!" - "Sjajan smjestaj, osoblje ljubazno i veoma usluzno. Mir, tisina, savrseno za odmor i relaksaciju. Pogled neprocjenjiv 👌🏼" - "The view,,,ammmmazing" - "Good choice for relaxing 😎" - "A beautiful hotel with spectacular views. The rooms are fresh and well appointed. Friendly and helpful staff. The food was delicious and the breakfast generous." - "Comfortable stay with very friendly staff in a great location!"

La Saracina
Hotels
S.S. 146 km 29,700, 53026 Pienza, Italy

Surrounded by stunning Tuscan countryside in Pienza, La Saracina offers rooms and apartments decorated in traditional style. The property offers a swimming pool, free Wi-Fi and free parking. All rooms at La Saracina offer views of the garden and feature vaulted ceilings. They are painted in pastel colors, and some of them offer a hot tub. The property’s staff can arrange meals with traditional dishes upon request, and offer cooking lessons to those who are interested. This country house also has a sun terrace. Guided trekking is available on the paths that surround La Saracina. The city center is located 5 mi from the property, and Siena is a 1-hour drive away.

Guest Reviews:

- "We love the room and the property very much from the interior decoration to the big and comfortable bed. The breakfast area is so lovely like out of the magazine picture perfect with nice spread of homemade breakfast stuff (bread, eggs cooked to your likes, yogurt, jams). The view from the breakfast nook over Val d’orcia is very charming. we feel that the owners are thoughtful about all the details and it really delivers a perfect cozy staying experience for us, wish we could come back next time"

Drogheria e Locanda Franci
Hotels

Featuring free WiFi, a restaurant and terrace, Drogheria e Locanda Franci offers rooms and a private villa in Montalcino, in the heart of the Val d'Orcia. Air-conditioned rooms feature a flat-screen TV, kettle and a private bathroom complete with slippers and soft bathrobes. Guests staying in the villa can enjoy jacuzzi. A kitchen and dining area are also available. Guests can hire bikes in order to explore the surrounding areas. If you are travelling by car, Siena and Montepulciano are both a 50-minute drive away. Drogheria Franci offers 9 boutique rooms all differently decorated, a private Villa and an apartment in the heart of Montalcino.

Guest Reviews:

- "Location and everything insidenout" - "Amazing location by the fort and close to everything including parking. Electric car charging is right outside. All the staff were very friendly and helpful. The room was exceptionally clean and modern with a lovely bathroom. 4 bottles of free water every day. Food at the restaurant is delicious. We really enjoyed the tour of the Tassi winery just down the road." - "Lovely room, great location, excellent breakfast"

Hotel Palazzo di Valli
Hotels
Via E. S. Piccolomini 135, 53100 Siena, Italy

Situated only 440 yards from the historic center of Siena, Hotel Palazzo di Valli is a gorgeous 18th century villa beautifully decorated and smartly furnished in traditional Tuscan style. The hotel is situated on a hill, surrounded by an 18-acre garden with olive trees. The hotel is just a 10 minute walk from the center of town.

Villa del Sole Siena
Hotels

Overlooking the historic centre of Siena, Villa del Sole Siena is just 300 metres from Piazza del Campo square and the Tower of Mangia. Free WiFi is available in all areas. Each room here will provide you with satellite flat-screen TV and air conditioning. Featuring a shower, the private bathroom also comes with a hairdryer, slippers and towels. Villa del Sole Siena is 2.5 km from Siena Train Station and a 10-minute walk from the cathedral. Colle di Val d’Elsa is 25 km away.

Guest Reviews:

- "The property was excellent in every way…. location was ideal! Situated close to the action but with spectacular views over the Tuscan countryside. The staff were friendly and helpful and made every effort to make us welcome. They were very keen to share their love of the city." - "The breathtaking view and close proximity to the Piazza truly enhance the overall experience. The rooms are impeccably clean, and the staff exudes a warm and welcoming demeanor. Without a doubt, I highly recommend this establishment."

Castello di Casole, A Belmond Hotel, Tuscany
Hotels
Localita Querceto, 53031 Casole dʼElsa, Italy

Surrounded by the Tuscan countryside, Castello di Casole, A Belmond Hotel, Tuscany features an outdoor pool, spa and fitness center and 2 restaurants. This former castle provides elegant rooms and suites, and is 25 mi from Siena. Wi-Fi is free throughout. Rooms at Castello di Casole, A Belmond Hotel, Tuscany all feature a mini-bar, satellite TV and air conditioning. Featuring Italian design freestanding bathtubs, the large bathroom features Carrara marble or mosaic flooring and antique mirrors. Some rooms are in separate buildings, set between 50 and 656 feet from the main one. A sweet and savory continental breakfast is served daily. Guests can try traditional Tuscan food at one of the property’s 2 restaurants. A bar is also available. Guests can relax by the pool, work out in the gym, or enjoy a massage in the wellness center. The large garden and terrace are equipped with chairs and tables. The property is well placed for cycling activities in the local countryside, and bikes can be rented on site. Casole d’Elsa is 5.6 mi, while Florence can be reached by car in 1 hour.

Guest Reviews:

- "What's not to like? Beautiful hotel, fabulous facilities, friendly staff, great food.... one of the loveliest hotels in the world. I particularly loved the beautiful infinity pool. Great spa and gym too. Just go!" - "The view, the scenery and the story behind it. Amazing food & service." - "Absolutely stunning hotel .the landscape , food and drinks are all stunning .the staff are wonderful and very accommodating." - "Wow incredible views very luxurious"

L'Olmo
Hotels

Offering a heated outdoor pool, L'Olmo is located in Pienza, in the heart of Val d 'Orcia. Free WiFi access is available. The suites here offer air conditioning and parquet floors. The private bathroom features a bath or shower. You can enjoy pool views or garden views. A continental breakfast is served every morning. At L'Olmo you will also find a garden and a shared lounge. This B&B is 40 km from Lago Trasimeno. The property offers free parking.

Guest Reviews:

- "EVERYTHING" - "we've got a chance to see the stunning beautiful landscape of Pienza, this very hotel has a great team who provide detailed and kindly services with all your need come true" - "Very excellent, friendly staff." - "Simply beautiful property, quiet and within an hour radius of many medieval towns, villages and wineries." - "We had the most wonderful stay at L’Olmo. I couldn’t have dreamed of a more perfect place to stay in Tuscany. The location was incredible, with multiple towns 5-20 minutes away. Some of the best meals we had were just 5 minutes up the road, including a Michelin-star restaurant. The property is stunning, with a gorgeous heated infinity pool. The grounds are kept and there are multiple places to sit and enjoy a book or take in the views. The staff couldn’t have been nicer and helped plan our days and make dinner reservations. We had a gorgeous outdoor breakfast each morning and water waiting by our bedside each night. This is a one-of-a-kind place and we can’t wait to go back!"

TORRE GIARDINO SEGRETO B&B- Borgo Capitano Collection - Albergo diffuso
Hotels

Set in San Quirico dʼOrcia, the recently renovated TORRE GIARDINO SEGRETO B&B- Borgo Capitano Collection - Albergo diffuso features accommodation 40 km from Mount Amiata and 45 km from Piazza del Campo. Among the facilities of this property are a restaurant, free shuttle service and a concierge service, along with free WiFi. The accommodation offers airport transfers, while a bicycle rental service is also available. At the bed and breakfast, the units include a wardrobe. Complete with a private bathroom fitted with a bidet and a hair dryer, all units at the bed and breakfast have a flat-screen TV and air conditioning, and selected rooms also offer a terrace. At the bed and breakfast, units are equipped with bed linen and towels. A minimarket is available at the bed and breakfast. A variety of wellness packages are available for guests to get rejuvenated in-house. Guests at the bed and breakfast will be able to enjoy activities in and around San Quirico dʼOrcia, like cycling and walking tours. Bagno Vignoni is 5.1 km from TORRE GIARDINO SEGRETO B&B- Borgo Capitano Collection - Albergo diffuso, while Bagni San Filippo is 21 km from the property. Perugia San Francesco d'Assisi Airport is 98 km away.

Guest Reviews:

- "Great breakfast, location and friendly staff" - "Location, room ,food" - "The unique location, the friendly staff. Spacious and elegant room. Unbelievable breakfast. Great spa experience. Strategic location to visit the surroundings. Everything was just perfect." - "The breakfast was really good, you had three different breakfast options you could choose from plus fruits and yoghurt and the coffee was excellent. The restaurant we went to that belongs to the same hotel was so cute and very Italian and the food was amazing. All the staff were very friendly and helpful."

Lupaia
Hotels
Località Lupaia 74, 53049 Montepulciano, Italy

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.

Guest Reviews:

- "Beautiful property, with an amazing and attentive staff. They food was delicious." - "Absolutely amazing place. Great location. Beautiful grounds. Excellent service and food. Really helpful staff. Perfect Tuscan experience" - "Quality of service and the exclusiveness of the experience" - "Excellent service Beautiful rooms Great food" - "The location, the ground and the staff was absolutely exceptional. The attention to perfection was in every detail of the hotel, our room, pool, dinner and more. We are planning to return with our adult children for a longer stay."

Palazzo Nobile di San Donato - Historic Experience
Hotels

Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.3 km from Terme di Montepulciano. Among the facilities at this property are luggage storage space and a housekeeping service, along with free WiFi throughout the property. The guest house features family rooms. At the guest house, every unit includes a desk, a flat-screen TV, a private bathroom, bed linen and towels. All units include private entrance. Additional in-room amenities include wine or champagne and chocolates or cookies. Buffet and à la carte breakfast options with warm dishes, local specialities and fresh pastries are available daily at the guest house. Guests can enjoy a meal at the on-site modern restaurant, which serves Italian cuisine and also offers vegetarian, dairy-free and gluten-free options. A car rental service is available at Palazzo Nobile di San Donato - Historic Experience, while cycling can be enjoyed nearby. Bagno Vignoni is 20 km from the accommodation, while Bagni San Filippo is 28 km away. Perugia San Francesco d'Assisi Airport is 77 km from the property.

Guest Reviews:

- "It was a really dream place. Amazing historical building, fascinating furniture, great location, very nice supportive and friendly staff. Each detail of the room was gorgeous." - "The breakfast was wonderful. The staff, Natasha and Valentina in particular were wonderful. They were very friendly and warm people. I felt at home during my stay and it was very sad to leave. They were there for anything I needed." - "The staff! Valentina, Natasha, and Ludo were very welcoming and met every request for a perfect stay. Our room was clean and beautiful, beautiful view of the hillside. Breakfast was outstanding and Natasha was eager to make sure guests were full and happy. Also, the location was perfect!"

Castello di Velona Resort, Thermal SPA & Winery
Hotels
Località Velona - Castelnuovo dell'Abate, 53024 Montalcino, Italy

Set on a hill overlooking Val d’Orcia, Castello di Velona Resort, Thermal SPA & Winery features a restaurant and a spa center for an additional charge. The property is also reachable via helicopter and there is a helipad on site. The Velona’s rooms offers views of Tuscan vineyards. Each one is air conditioned and features a log fire, a marble bathroom, and satellite TV channels. The rooms located in the new wing of the castle include a patio and a spa bath in the bathroom. The Castello offers regional cuisine, accompanied by the property's own wines and olive oil. Both the Lounge Bar and the restaurant feature a terrace. Sant’Antimo Abbey is 1.2 mi from the property, and Siena is a 30-minute drive away. Parking is free at the Velona.

Guest Reviews:

- "The place is so beautiful! You gonna be surprised with the view!! All the employees are very kind and helpful! You can enjoy the hot pool and watch the sunset with a good live music! The restaurant and breakfast are amazing!" - "Location, location, location..." - "Amazing place to stay. Good location, good service." - "Our stay was amazing. Everything about this location was just perfect!" - "It’s absolutely beautiful and the view is breathtaking."

Castelletto di Montebenichi
Hotels

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.

Guest Reviews:

- "Exceptionally beautiful place. Welcome basket with everything needed on first days. Nice tour around the property. Wonderful host." - "If anyone is looking for a beautiful, unique, and comfortable experience, look no further. The facility is absolutely unique with breathtaking views, and exceptionally kind and generous hosts. We were greeted with a generous welcome basket, a perfectly cleaned unit, comfortable surroundings, and a view that you will remember for the rest of your life. The property itself is gorgeous. A beautiful pool with a view of the vineyards. An exceptional work out area, on-site laundry, and even a spot to lie in a hammock and gaze at the stars. I have already recommended it to two of my friends who are visiting Italy next year. It’s a must day!"

Wine Resort Dievole
Hotels
Località Dievole 6, 53019 Vagliagli, Italy

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex. Once home to Tuscan nobility, these 16th-century buildings overlook vineyards and olive groves, as do Wine Resort Dievole 2 lovely swimming pools. All rooms and suites have antique furnishings and some offer kitchen facilities as well as private gardens. Wine Resort Dievole is perfect for exploring Tuscany, whether by bike (itineraries, transfers, guides and maps can be provided) or car. Florence is just an hours drive away. In the evening relax back at home at Wine Resort Dievole. Of course, characteristic Tuscan cuisine is always available. Dishes are made with local, organic ingredients and some of the villas own produce is also served, including olive oil and wines.

Guest Reviews:

- "Nice endroit and good service" - "Everything was perfect, we ll come next year absolutely" - "Everything. Incredible. Coming from Dubai we have high standards!! And this place did not disappoint." - "Idyllic location. Very friendly and helpful staff" - "Well maintained villa. Surrounded by beautiful nature. Very friendly and helpful staff. Delicious dishes in the restaurant. All together it creates a peaceful atmosphere for relaxation." - "Just an amazing resort in the middle of vineyards"

B&B Palazzo Bruchi
Hotels

Located in Siena, 400 metres from Piazza del Campo and 400 metres from the centre, B&B Palazzo Bruchi provides air-conditioned accommodation with free WiFi, and a shared lounge. The property has garden and inner courtyard views, and is 44 km from Piazza Matteotti. The bed and breakfast features family rooms. At the bed and breakfast, each unit is equipped with a desk, a flat-screen TV, a private bathroom, bed linen and towels. Additional in-room amenities include fruits. The units are equipped with heating facilities. A bicycle rental service is available at the bed and breakfast. Popular points of interest near B&B Palazzo Bruchi include San Cristoforo Church, Palazzo Chigi-Saracini and National Museum of Etruscan Archaeology. The nearest airport is Florence Airport, 78 km from the accommodation.

Guest Reviews:

- "Excellent breakfast, very pleasant view from my room onto a garden, and super quiet so I was able to get a very good night's rest. Staff were very helpful in caling a taxi in the morning. My only regret is that I didn't stay longer." - "Super kocation to ecplore. Hosts very helpful great restaurant recommendations and getting us taxi." - "Great location and great room with a stunning view, well decorated and very clean. The bed is very comfortable! Ana and Leopoldo are amazing hosts, very helpful, easy to communicate with and friendly! Thank you for everything ❤️"

Villa Di Capovento
Hotels

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena. All rooms at Capovento feature classic-style décor and antique Tuscan furniture. They all have free WiFi and a flat-screen TV with satellite and cable channel. Some rooms have a balcony. Capovento's restaurant and wine bar uses its own olive oil and serves traditional Tuscan specialities, along with famous wines from the Chianti area. Guests can rent bikes in the village and ride around the countryside, or just relax in the large garden with sun loungers. The Villa is a 10-minute drive from the town of Castellina in Chianti and 20 minutes by car from the Siena-Florence motorway.

Guest Reviews:

- "Absolutely amazing stay! Lovely place with stunning views. And the food … out of this world!" - "We loved staying at this property! The unexpected nightly dinners were sensational! When we arrived we didn’t realize that we Wouldn’t want to leave. My husband and I decided to eat at the villa every night and the food and hospitality was over the top." - "Beautiful and relaxing. Like visiting your rich sister or brother in Italy." - "So amazing we immediately extended our stay by another night. Stella and Ettori were absolutely wonderful. Super helpful, friendly and ensured our experience was perfect. We had dinner at the restaurant each night which was a different menu each night and always delicious. The pool was amazing and views all around were wonderful. Lovely walking/hiking tracks around which they have provided maps for and QR codes for your phone maps too."

Castello La Leccia
Hotels
Loc. La Leccia, 53011 Castellina in Chianti, Italy

Castello La Leccia is a restored medieval 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. Castellina in Chianti is 1.2 mi away. Accommodations at La Leccia comes with a unique design and handmade furniture. 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 savory items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organizes 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.

Guest Reviews:

- "Everything!! All the staff especially were lovely and very helpful." - "My husband and I were absolutely blown away by Castello La Leccia. The location is breathtkaing, the grounds are gorgeous, the staff are incredible and the food was amazing! When we first arrived, we looked at each other in awe that this place is real! They have activities on and off the property. My husband and I used the complimentary sauna and steam room twice, we went on their trekking hike, and did the wine/oil tasting. We wanted to do the lunch picnic as well, but it was raining the day we scheduled it! They also have so much information and recommendations to give for surrounding areas i.e. Florence, Siena etc. We ate at their restaurant twice during our four night stay: one night was pizza night and one night was their menu. Delicious! They are extremely generous with the included breakfast: pasteries, cakes, cold cuts, fresh fruit, juices, cereal, bread and more - plus, you can get eggs and speciality coffees made to order. We loved seeing their two residence cats, Testona and Testina too! We couldn't have wanted anything more than Castello La Leccia. If you are looking for a Tuscan getaway, you HAVE to stay here."

Salcheto WineHouse
Hotels

Surrounded by a vineyard and set in its own garden, Salcheto Winehouse offers stylish rooms with free WiFi, a wine cellar, and a heated external hot tub. Free private parking is available on site. All air conditioned, rooms here are spacious and include a flat-screen TV. Some units feature a seating area where you can relax. The private bathroom has slippers and a hairdryer. A sweet buffet breakfast is available daily. Guests can enjoy on request wine tasting along with traditional products in the property’s cellar. Montepulciano is 6 km from the property, while Siena can be reached by car in 1 hour. Perugia San Francesco d'Assisi Airport is 80 km away.

Guest Reviews:

- "Everything is perfect!" - "The apartment we had was stunning. It was the Nobile suite on the upper floor with a living area, a bedroom and a bathroom crack room overlooked the beautiful valley. The photos don't do this place justice. The hot tubs are a very nice touch as well, the small one gets really warm so we stuck with the larger one." - "This place exceeded expectations. Imagine yourself tasting wine and you have a Tuscan painting in front of you. Our room was one we would happily spend more than one night in. Very welcoming staff, great breakfast. We spent the evening in the hot tub with a view of Montepulciano. We will definitely come back here. Thanks for the great experience!"

Casetta Boutique Hotels with Parking

boutique hotels in Casetta
8.1
493 reviews
From $367

Experience seamless arrival at Castello di Leonina Relais - Adults Only, where efficient parking facilities ensure a hassle-free transit. This picturesque castle offers secure parking options so you can focus on enjoying your getaway in Asciano. With easy access to nearby attractions, you can explore the enchanting Tuscan landscape without stress. Rest assured, your vehicle is safe while you indulge in the luxurious amenities and serene surroundings of this remarkable destination.

boutique hotels in Casetta
9.2
141 reviews
From $902

Enjoy seamless arrivals and departures at Pieve Aldina Relais & Châteaux with efficient parking services tailored for hassle-free transit. Secure private parking ensures peace of mind while you explore the enchanting landscapes of Radda in Chianti. With convenient access to main attractions, guests can focus on creating lasting memories without the worry of parking issues, allowing you to fully immerse yourself in the beauty of Tuscany.

boutique hotels in Casetta
9.1
570 reviews
From $475

Arrive with ease at this convenient hotel, offering secure and hassle-free parking options for all guests. With dedicated spaces, you can confidently explore the stunning surroundings of Montepulciano without the stress of finding a place to park. The efficient 24-hour front desk is ready to assist you with any transportation needs, ensuring seamless arrivals and departures throughout your stay. Enjoy the luxury of convenience as you embark on unforgettable adventures.

boutique hotels in Casetta
9.3
99 reviews
From $230

Upon arrival at Argiano Dimore Wine Relais, enjoy hassle-free parking that ensures your vehicle is secure during your stay. This convenient service allows you to focus on what really matters—exploring the beautiful surroundings of Val D’Orcia. With seamless transit options and easy access to stunning attractions nearby, you can take full advantage of your time enjoying everything this charming region has to offer.

Casetta Boutique Hotels with Entertainment

boutique hotels in Casetta
8.1
493 reviews
From $367

Immerse yourself in the vibrant atmosphere of Castello di Leonina Relais - Adults Only, where entertainment and excitement come alive! Nestled in scenic Asciano, this stunning 13th-century castle offers an array of activities that cater to social butterflies. Enjoy evenings filled with lively conversations on the terrace, sip exquisite wines from the fine restaurant, or dive into the refreshing pool for a late-night swim under the stars. With a backdrop of breathtaking hill views, your nights are destined to be unforgettable.

boutique hotels in Casetta
9.2
141 reviews
From $902

Dive into the vibrant nightlife and exhilarating activities at Pieve Aldina Relais & Châteaux, where every evening transforms into a celebration of Italian culture. Sip expertly crafted cocktails at the bar while enjoying live music or socialize with fellow travelers in the lively shared lounge. With a seasonal outdoor swimming pool as your backdrop, indulge in thrilling evenings filled with laughter, dancing, and unforgettable experiences that capture the essence of Radda in Chianti’s dynamic atmosphere.

boutique hotels in Casetta
9.3
570 reviews
From $408

Immerse yourself in the vibrant atmosphere of La Posta Hotel & Thermal Spa, where the nightlife is as electrifying as the Tuscan landscape. Engage in thrilling tennis matches or unwind at the on-site restaurant after an exciting day exploring Bagno Vignoni. With a dynamic social scene and activities that ensure every moment is filled with fun, this hotel is perfect for the energetic traveler seeking both relaxation and adventure under the Tuscan sun.

boutique hotels in Casetta
9.1
570 reviews
From $475

Experience the vibrant heartbeat of Montepulciano at this sensational hotel, where nightlife comes alive! With a variety of engaging activities, guests can immerse themselves in the energetic atmosphere while enjoying the seasonal outdoor swimming pool and on-site dining options. Whether you're dancing the night away or relaxing with friends, every moment is filled with excitement and connection. Explore the surrounding area by bike or unwind in the shared lounge, making it a perfect spot for social butterflies seeking a lively getaway.

boutique hotels in Casetta
9.3
99 reviews
From $230

Experience the vibrant atmosphere at Argiano Dimore Wine Relais, where fun meets relaxation in the stunning Val D’Orcia. This working farmstay invites you to indulge in local wine and culinary delights at its on-site restaurant and bar. With a seasonal outdoor pool perfect for sun-soaked afternoons, plus exciting activities like horse riding and cycling nearby, your getaway will be packed with adventure and unforgettable memories.

Casetta Family Friendly Boutique Hotels

boutique hotels in Casetta
9.2
141 reviews
From $902

Families will find stress-free bonding opportunities at Pieve Aldina Relais & Châteaux, where children can enjoy safe play areas and engaging activities while parents unwind. The spacious accommodations provide comfort for everyone, ensuring that your family has all the essentials needed for a memorable trip. The serene gardens and inviting pools create perfect settings for family connections, making it an excellent choice for creating joyful memories together in beautiful Tuscany.

boutique hotels in Casetta
9.3
570 reviews
From $408

- "Simply amazing property" - "The outside pool and the natural hot water in it. The room are comfortable and big" - "Beatiful hotel, very good service, amazing view, everthing is perfect" - "Amazing hot spring hotel. Great view from the hot spring. Luxury hotel." - "Swiming poll, jacuzzi, breakfast, staff attitude" - "Wonderful old world hotel. Fantastic breakfast, great spa with thermal pools. Great bar with record player and extensive record collection available to guests. Lovely friendly staff. Exceptional location in the heart of Val d'Orcia. Lovely bedroom with spectacular views."

boutique hotels in Casetta
9.1
570 reviews
From $475

Families will feel right at home in this welcoming hotel, where there's something for everyone! Enjoy spacious accommodations that ensure comfort and safety for all ages. Kids can partake in engaging activities while parents relax, knowing that their loved ones are well taken care of. The lush garden and seasonal swimming pool provide plenty of space for quality family bonding time, creating cherished memories together amidst the charming backdrop of Montepulciano.

boutique hotels in Casetta
9.3
99 reviews
From $230

Argiano Dimore Wine Relais is a comforting haven for families seeking quality bonding time amidst nature. With spacious accommodations featuring garden views, parents can relax knowing their kids are safe while exploring the grounds. Enjoy stress-free family meals with an à la carte breakfast or gather around the barbecue facilities. Engaging activities like hiking ensure that every member of the family enjoys their time together, making it the perfect family retreat.

boutique hotels in Casetta
9.4
27 reviews
From $243

Agriturismo I Pini is a haven for families seeking a safe and enjoyable getaway. Kids will love the spacious accommodations, while parents can relax knowing their little ones are in a secure environment. Engage in family-friendly activities like hiking and cycling around scenic San Gimignano, ensuring quality bonding time. With thoughtful amenities designed for families, this retreat allows for a stress-free vacation where all generations can create lasting memories together.

Casetta Eco Friendly Boutique Hotels

boutique hotels in Casetta
8.1
493 reviews
From $367

At Castello di Leonina Relais - Adults Only, sustainability meets elegance in a harmonious blend. This eco-friendly retreat is committed to earth-friendly practices that respect the natural beauty of Asciano. Surrounded by luscious landscapes, guests can immerse themselves in a tranquil environment where conservation is prioritized. With thoughtfully designed amenities and initiatives aimed at minimizing environmental impact, enjoy a luxurious stay that leaves a positive footprint on the planet.

boutique hotels in Casetta
9.2
141 reviews
From $902

Pieve Aldina Relais & Châteaux embraces eco-consciousness with sustainable practices that harmonize with nature. Guests can enjoy luxury accommodations while knowing their stay supports environmentally friendly initiatives. From organic dining options to energy-efficient facilities, this property prioritizes the planet without compromising comfort. Experience the beauty of Tuscany responsibly, allowing you to connect with the stunning landscape while leaving a minimal footprint during your travels.

boutique hotels in Casetta
9.1
570 reviews
From $475

Immerse yourself in sustainable luxury at this eco-friendly hotel, where conscious practices harmonize with nature. Delight in accommodations that prioritize environmental responsibility without sacrificing comfort or style. Enjoy locally sourced meals and embrace the lush gardens that enhance your stay while reducing your carbon footprint. This commitment to sustainability makes it a refreshing choice for environmentally aware travelers seeking a serene retreat in the enchanting landscape of Montepulciano.

boutique hotels in Casetta
9.3
99 reviews
From $230

Immerse yourself in sustainable luxury at Argiano Dimore Wine Relais, where eco-friendly practices blend seamlessly with the stunning natural landscape of Val D’Orcia. This working farmstay embraces harmony with nature, offering guests the chance to enjoy organic dining experiences sourced from local produce. Breathe in the fresh air as you explore the beautiful vineyard surroundings, knowing your stay contributes to environmentally conscious tourism and a healthier planet.

Casetta Pet Friendly Boutique Hotels

boutique hotels in Casetta
8.1
493 reviews
From $367

Bring your furry friend along to Castello di Leonina Relais - Adults Only, where no family member is left behind! This pet-friendly gem nestled in Asciano welcomes companions of all shapes and sizes, ensuring comfort with thoughtful pet amenities. Explore picturesque walks in the surrounding hills together, or enjoy cozy evenings in your elegantly decorated room. Here, every aspect of your stay is designed to accommodate you and your beloved pet, making memories that last a lifetime.

boutique hotels in Casetta
9.2
141 reviews
From $902

At Pieve Aldina Relais & Châteaux, no family member is left behind! This pet-friendly retreat welcomes furry companions with open arms, offering thoughtful amenities for your pets. Explore nearby walks through the breathtaking Tuscan countryside, ensuring both you and your four-legged friends enjoy the natural beauty together. With comfortable accommodations and a warm atmosphere, this hotel makes traveling with pets a delightful experience for everyone.

boutique hotels in Casetta
9.1
570 reviews
From $475

Bring your furry friend along for a delightful getaway at this pet-friendly hotel, where no family member is left behind! Enjoy spacious accommodations equipped with pet amenities that make traveling with pets easy and enjoyable. Explore nearby walking paths and scenic areas together, creating special memories on your vacation. With a warm and welcoming atmosphere, both you and your pet will feel right at home in the beautiful surroundings of Montepulciano.

boutique hotels in Casetta
9.3
99 reviews
From $230

No family member is left behind at Argiano Dimore Wine Relais, where furry friends are welcomed with open arms. This pet-friendly retreat provides ample space for your pets to roam and play amidst the scenic vineyards. With nearby walking trails, your canine companions will love exploring the picturesque surroundings. Enjoy memorable vacation moments together, as every family member experiences the charm and tranquility of this enchanting destination.

Casetta Boutique Hotels with Spa

boutique hotels in Casetta
8.1
493 reviews
From $367

Indulge in a rejuvenating escape at the spa of Castello di Leonina Relais - Adults Only, where wellness meets luxury. The serene ambiance of this enchanting 13th-century castle invites you to unwind in the Finnish sauna or experience the soothing Turkish bath. Signature treatments, including chromotherapy and aromatherapy showers, elevate relaxation to new heights. Enjoy herbal tisanes in the tranquil relax area as you embark on a restorative journey that revitalizes both body and spirit.

boutique hotels in Casetta
9.2
141 reviews
From $902

Experience ultimate wellness at Pieve Aldina Relais & Châteaux's spa, where rejuvenation takes center stage. Indulge in signature treatments designed to refresh your mind and body, complemented by serene surroundings that promote relaxation. Unwind in the soothing sauna or hammam, letting the tranquil ambiance melt away your stresses. This 5-star retreat invites you to embrace self-care and sensory rejuvenation, ensuring a restorative escape from everyday life amidst the picturesque Chianti region.

boutique hotels in Casetta
9.1
570 reviews
From $475

Transform your stay into a wellness journey at this tranquil hotel, featuring a rejuvenating spa experience designed for restorative bliss. Indulge in signature treatments that awaken the senses and promote relaxation, ensuring you leave feeling rejuvenated. Find your zen by unwinding in the sauna or enjoying a soothing dip in the indoor pool. Embrace the art of self-care and savor every moment of serenity amidst the picturesque beauty of Montepulciano.

Casetta Boutique Hotels with Private Pool

boutique hotels in Casetta
9.1
570 reviews
From $475

Indulge in an exclusive escape where seclusion meets luxury in the heart of Montepulciano. This stunning property offers private pool options, allowing couples to enjoy romantic dips at their leisure. Experience unparalleled relaxation in beautifully appointed rooms complete with upscale amenities. Surrounded by breathtaking views and serene landscapes, it's the ultimate retreat for those seeking intimate moments and luxurious tranquility away from the hustle and bustle.

boutique hotels in Casetta
8.3
198 reviews
From $977

Indulge in exclusive luxury at Castello di Velona Resort, where private pools offer a serene escape for romantic getaways. Revel in the seclusion of your own oasis, complete with breathtaking views of the rolling Tuscan vineyards. Sip fine wine as you unwind in your pool or take a leisurely dip whenever desire strikes. This intimate setting ensures that every moment spent here feels special, making it the ultimate retreat for couples seeking romance and relaxation.

boutique hotels in Casetta
9.5
184 reviews
From $2645

Indulge in the luxury of seclusion at Hotel Le Fontanel, where exclusive private pools await your romantic escapade. Picture serene moments shared with your partner, lounging by your own inviting oasis amid breathtaking vineyard views. The convenience of a dip anytime enhances your intimate experience, making every moment feel special. Escape the ordinary and immerse yourselves in elegance and tranquility, creating cherished memories in the enchanting backdrop of Tuscany.

boutique hotels in Casetta
8.7
170 reviews
From $1090

Escape to a romantic sanctuary at Castel Monastero, where luxury meets seclusion. Imagine dipping into your private pool surrounded by stunning Tuscan views, creating memorable moments with your loved one at any hour. This exclusive hotel offers only the finest accommodations, ensuring each moment spent here feels intimate. Indulge in serene privacy while enjoying top-notch amenities that elevate your getaway to pure extravagance and relaxation, making it an unforgettable experience.

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