
Exceptional
634 reviews

Superb
670 reviews

Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking. Built in 1314, Hotel Certosa di Maggiano features an outdoor swimming pool and a tennis court, all free of charge. Rooms are former monastic cells with a minibar. Surrounded by olive groves and vineyards, the elegant indoor lounges with free internet point were designed by the famous architect Renzo Mongiardino. You can request a personal trainer and practise activities such as yoga, Pilates, Qi Gong and meditation. Breakfast is served in an historic kitchen and outdoors under the pergola.
Exceptional
922 reviews

Residenza d'Epoca Palazzo Borghesi is located in Siena, a few steps from Piazza del Duomo Square. It is on the second floor of one of the town's most historic buildings, once home to the noble Borghesi family. It offers free WiFi throughout, and a shared lounge with a fireplace and 55-inch TV. The rooms feature high ceilings with original fresceos from the 1800s, as well as original floors. All rooms come with air conditioning, a satellite flat-screen TV, minibar and private bathroom. For your comfort, you will find slippers and free L'Occitane toiletries. Guests can enjoy an Italian breakfast. Residenza d'Epoca Palazzo Borghesi is 7 km from Siena Train Station.
Superb
407 reviews

Situated only 400 metres from the historic centre 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 centre of town.
Superb
1145 reviews

Fabulous
1094 reviews

A historic hotel in the heart of Siena, Palazzo Ravizza offers elegant rooms with characteristic 1920s furnishings. This family-run property is just 700 metres from Piazza del Campo. The Ravizza has its own private garden overlooking the countryside. All rooms are different in size, and furnishings vary from frescoed walls or ceilings to terracotta floors. Some rooms have views of the garden or the hills surrounding Siena. Palazzo Ravizza has been welcoming guests to Siena since 1922. It is located between Palazzo Pubblico and Siena University.
Fabulous
1752 reviews

Set in a 17th-century building, Grand Hotel Continental Siena - Starhotels Collezione is a luxury 5-star hotel in the historical centre of Siena, 250 metres from Piazza Campo square. It offers elegant rooms with frescoed ceilings and period furnishings. Featuring valuable artwork, rooms and suites here feature porcelain and Travertine marble details, and original Tuscan terracotta floors. The elegant Sapordivino restaurant offers gourmet traditional cuisine, while at the Lounge Bar by Sapordivino, guests can enjoy an aperitif or cocktail. Siena Cathedral is a 5-minute walk from the property.
Superb
734 reviews

Villa Scacciapensieri Boutique Hotel is surrounded by a large park just outside Siena, and offers beautiful views of the Chianti Hills. This 4-star hotel offers a range of rooms, a swimming pool, and a tennis court. Villa Scacciapensieri Boutique Hotel's main building was built in the late 18th century and has rooms on the 2 upper floors. Other rooms are located in 2 annex buildings. On the ground level of the main villa you will find the 24-hour reception desk, a bar with lounge, a library, a private chapel, and a media room with internet access. The centre of Siena is just 4 km away. Public buses to the city centre stop in front of the Scacciapensieri, and run every 15 minutes during weekdays.
Very Good
462 reviews

Villa Elda enjoys a panoramic hilltop position just outside the centre of Siena. You can walk to Piazza del Campo in 10 minutes. There is free Wi-Fi. All rooms at Villa Elda are air-conditioned and come with a flat-screen TV. Some enjoy beautiful views of the valley and the city. The Villa is surrounded by a cool garden, where buffet breakfast is served during pleasant weather. The rooftop terrace offers the best views.
Very Good
535 reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel, is a 15-minute walk from Porta Camollia, the ancient city gate. It offers an outdoor pool and a buffet breakfast served on the terrace. Rooms at the 4-star Villa Ermellina Siena, a Tribute Portfolio Hotel, are located either in the main villa or in the annexes. They mostly feature facilities such as satellite TV, Wi-Fi, and a minibar. Serving meals on the terrace overlooking Siena, Tuscan cuisine is available, with an extensive list of local wines. Breakfast includes fresh croissants, pastries, eggs, bacon, and cheese. Gluten-free products are available upon request. The property is a 15-minute walk from Siena Train Station. Buses stop beside the hotel and link with Siena’s centre and San Gimignano.
Fabulous
231 reviews

Superb
483 reviews

Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs. The hotel's gastronomic restaurant serves Tuscan specialities and wines produced on the estate and in the surrounding area. You can also enjoy wine and olive oil tasting. Rooms and suites at the Borgo Scopeto are spacious and decorated in calming colours. They are equipped with satellite TV and a minibar. From this restored 13th-century hamlet, you can explore the Chianti region or take a wine tasting tour. The historic city of Siena is a 20-minute drive away. The Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge.
Superb
387 reviews

Superb
290 reviews

Exceptional
201 reviews

Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location. Hotel Le Fontanelle's pretty main building dates back to the 13th century, part of an old country estate. All rooms have beamed ceilings and terracotta floors. They overlook the surrounding vineyards, woods, and valley. Modern facilities such as LCD satellite television and internet access are also provided. Enjoy a refreshing swim and stunning views in Hotel Le Fontanelle's outdoor pool or borrow one of the hotel's bikes free of charge, and go exploring the countryside. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. Indoors you can work out in the gym, go for a swim in the indoor pool with hydromassage area or really pamper yourself and go to the wellness area. Relax in the sauna or the Turkish bath, or request one of a range of beauty treatments or massages. Hotel Le Fontanelle's La Colonna restaurant has a panoramic terrace and serves traditional Italian cuisine with a creative twist. Florence is 80 km from Hotel Le Fontanelle, while Siena is 20 km from the property. The nearest airport is Florence, 90 km from the hotel, and the property offers an airport shuttle service on request with extra charge.
Superb
157 reviews

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area. Set in a historic country house from the 1400s, this property offers rooms decorated in a typical Tuscan style. The Belvedere features private gardens with free parking and a spacious outdoor swimming pool. The beautiful panoramic views include the vineyards, olive groves, the Elsa Valley, San Gimignano and Siena. Each room comes with terracotta flooring, high oak-beamed ceilings, antique furniture and wrought-iron beds. Il Cortile restaurant serves buffet breakfast, and Tuscan cuisine for dinner. In the evening, aperitif and drinks are served in the bar with lounge. During summer, dinner is serve in the garden. Guests can enjoy free wine tasting at a nearby shop. Florence is 45 km from Hotel Belvedere Di San Leonino, while Siena is a 20-minute drive away.
Superb
440 reviews

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, typical 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.
Superb
601 reviews

Located in the countryside, just a 10-minute drive from the center of Monteriggioni, Relais La Costa Historical Residence is an 11th-century property. It boasts an exclusive wellness area, a traditional restaurant, and an outdoor pool with views of Siena. Featuring free Wi-Fi, the rustic-style accommodations at La Costa include one or two bedrooms and a living/dining area with a flat-screen satellite TV. Some units also feature a fireplace. Every morning, a buffet breakfast awaits you, offering sweet and savory dishes such as homemade cakes, cold cuts, and eggs, accompanied by cereals and fruit. The restaurant is open daily and serves traditional Tuscan dishes. The wellness area includes a hot tub, Turkish bath, sauna, and massage services, which can be booked directly at the property. In the garden, you will find a gazebo equipped with chairs and tables. Bicycle rental is also available. Siena is 10 km away, while Florence can be reached in about a 45-minute drive. Free parking is available on site.
Very Good
222 reviews

Set in the hills of the Chianti wine district, Borgo Argenina is in a medieval village surrounded by vineyards. It offers an outdoor swimming pool and hot tub in a traditional Tuscan wooden Loggia. La Pieve is a traditional Tuscan house as well ith rooms available, 10 km outside the town of Gaiole In Chianti. Its swimming pool offers beautiful views of Brolio Castle and green olive groves. Breakfast is available at the property. La Pieve also offer cooking courses. All apartments have a rustic design with original stone walls and wood-beamed ceilings. Each one has its own furnished garden and a cosy living room with fireplace. You will find the hot tub with relaxing music and essential oils, which is open all year. The swimming pool is open from April to October and has sun loungers and a gazebo.
Superb
290 reviews

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit. The rooms are set in separate buildings located around the grounds. Each one features a private bathroom and elegant décor. You are invited for a guided tour of the wine cellar where you can buy wines from the shop. Breakfast at Castello di Fonterutoli Wine Resort is a buffet of pastries, hot dishes and cold cuts. The restaurant is open to the public and serves traditional Tuscan cuisine. Siena is a 20-minute drive away. Buses for Siena stop in Fonterutoli village centre, 200 metres away.
Fabulous
980 reviews

Note: The prices for each boutique hotels in Siena do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.
If you’re planning a luxury or boutique stay in Siena, Italy, you won’t want to miss the city’s rich array of historical sites and cultural experiences.
Piazza del Campo: This iconic medieval square, renowned for its unique shell shape, is perfect for people-watching while enjoying a coffee at one of its charming cafes.
Siena Cathedral: Marvel at the stunning Gothic architecture of the Duomo di Siena, which boasts intricate artwork and a striking façade that will leave you breathless.
Torre del Mangia: Climb to the top of this towering clock tower for panoramic views of Siena’s picturesque rooftops and the beautiful Tuscan countryside beyond.
Basilica di San Domenico: Visit this magnificent basilica known for its beautiful artwork and serene atmosphere, showcasing the history of St. Catherine of Siena.
Palazzo Pubblico: Explore this historic palace, home to the civic museum and famous frescoes that depict Siena’s rich narratives and cultural heritage.
Pinacoteca Nazionale: Discover an impressive collection of Sienese paintings from the 13th to 17th century in this national gallery, a must-see for art enthusiasts.
Orto Botanico: Stroll through the tranquil botanical gardens offering a relaxing escape with beautiful flora, ideal for unwinding after a day of adventure.
Palio di Siena: Experience the excitement of this traditional horse race held twice a year in Piazza del Campo, where neighborhoods compete for glory in a vibrant display of culture.
Popular boutique hotels in Siena that have a pool include:
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