
Offering an outdoor pool with views of the Tuscan hills, Villa Bordoni is located in Greve in Chianti. The property features free Wi-Fi, and an on-site restaurant with cooking lessons. The 16th-century ornate villa is surrounded by vineyards and olive groves. Guests can enjoy bike rentals as well as a free fitness centre. There is also abundant outdoor space with furniture for relaxing. The spacious air-conditioned rooms are equipped with an iPod docking centre and Flat-screen TV with a DVD player. The rooms also have a minibar and private bathroom with bathrobes and free toiletries. The buffet breakfast includes an array of items, such as fresh pastries, fruit, and hot drinks. The restaurant serves regional cuisine, and is open for lunch and dinner. It features hand-painted walls and an original fireplace and wood oven. Santa Croce is a 10 minute drive away, while Peretola Airport in Florence is 40 km from Bordoni.
Exceptional
70 reviews

<h2>Historic Setting</h2> Borgo Argiano in Castelnuovo Berardenga offers a farm stay experience within a historic building. The property features a swimming pool with stunning views, a sun terrace, and a lush garden. <h2>Comfortable Accommodations</h2> Rooms include air-conditioning, private bathrooms, balconies, and modern amenities such as free WiFi, streaming services, and work desks. Guests can relax in the lounge or enjoy the outdoor seating area. <h2>Exceptional Services</h2> The farm stay provides private check-in and check-out, a concierge service, and daily housekeeping. Additional facilities include a coffee shop, laundry service, and bike hire. <h2>Local Attractions</h2> Located 16 km from Piazza del Campo and 86 km from Florence Airport, Borgo Argiano offers easy access to Siena’s main attractions. Guests can participate in yoga classes, walking tours, and cycling.
Exceptional
209 reviews

<h2>Elegant Accommodation</h2> La Pietra Del Cabreo in Greve in Chianti offers a hotel with an infinity swimming pool, sun terrace, and lush garden. Guests enjoy a family-friendly restaurant serving Italian cuisine, a bar, and a tennis court. <h2>Comfortable Amenities</h2> The property features a lift, concierge service, child-friendly buffet, outdoor seating area, family rooms, bicycle parking, breakfast in the room, room service, tour desk, and luggage storage. Free on-site private parking is available. <h2>Dining Experience</h2> Breakfast includes continental, buffet, vegetarian, and gluten-free options with juice, fresh pastries, cheese, and fruits. The restaurant offers a traditional, modern, and romantic ambience, catering to diverse preferences. <h2>Prime Location</h2> Located 2.2 km from Piazza Matteotti, 28 km from Piazzale Michelangelo and Ponte Vecchio, and 30 km from the Uffizi Gallery and Cathedral of Santa Maria del Fiore. Florence Airport is 37 km away. Highly rated for staff and service support, dinner, and breakfast.
Exceptional
345 reviews

<h2>Historic Charm</h2> Villa La Petraia in Panzano is housed in a historic building, offering a unique setting with a swimming pool, sun terrace, and lush garden. Guests enjoy free WiFi, a bar, and an outdoor seating area. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms, and modern amenities such as flat-screen TVs and minibars. Family rooms and private check-in services ensure a comfortable stay. <h2>Delicious Breakfast</h2> A variety of breakfast options are available, including American, buffet, and gluten-free. Guests can savour local specialities, fresh pastries, and a selection of warm dishes. <h2>Convenient Location</h2> Located 43 km from Florence Airport, Villa La Petraia is near attractions like Piazza Matteotti (8 km) and Pitti Palace (37 km). Guests appreciate the scenic views and the attentive host.
Exceptional
89 reviews

Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 1 km from the town centre of Greve in Chianti. The property takes its name from the wine that is produced in the surrounding vineyards. Every room is fitted with a flat-screen TV with satellite channels. Certain units include a seating area for your convenience. You will find a kettle in the room. Every room includes a private bathroom equipped with a bidet. For your comfort, you will find free toiletries and a hairdryer. There is a shared lounge at the property, as well as free WiFi and free parking. The nearest airport is Florence Airport, 25 km from Borgo Del Cabreo.
Exceptional
414 reviews

<h2>Historic Charm</h2> Corte Di Valle in Greve in Chianti offers a recently renovated farm stay housed in a historic building. Guests enjoy garden and mountain views, complemented by a swimming pool with a view and a sun terrace. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms with walk-in showers, and modern amenities such as free WiFi, flat-screen TVs, and soundproofing. Family rooms and ground-floor units cater to all needs. <h2>Dining Experience</h2> The traditional restaurant serves Italian cuisine with vegetarian options. Breakfast includes continental, buffet, Italian, and gluten-free selections, featuring fresh pastries, cheese, fruits, and juice. <h2>Convenient Location</h2> Located 31 km from Florence airport, Corte Di Valle is near attractions like Piazza Matteotti (5 km) and Ponte Vecchio (24 km). Free on-site private parking and bicycle parking enhance the stay.
Exceptional
887 reviews

<h2>Elegant Accommodation</h2> Pieve Aldina - Relais & Châteaux in Radda in Chianti offers a 5-star hotel experience with a spa and wellness centre, infinity swimming pool, sauna, sun terrace, and lush garden. Free WiFi is available throughout the property. <h2>Comfortable Amenities</h2> Guests enjoy air-conditioning, private bathrooms with free toiletries, minibars, and soundproofed rooms. Additional facilities include a lounge, public bath, beauty services, and yoga classes. <h2>Dining Options</h2> The restaurant serves Italian cuisine with vegetarian and vegan options, offering lunch, dinner, and cocktails. Breakfast includes continental, buffet, and vegetarian selections. <h2>Prime Location</h2> Located 58 km from Florence Airport, the hotel is near attractions such as Piazza Matteotti (21 km) and Uffizi Gallery (49 km). Free on-site private parking is available.
Exceptional
147 reviews

<h2>Historic Setting</h2> Rietine24 in Gaiole in Chianti offers a farm stay experience within a historic building. Guests enjoy a saltwater swimming pool, sun terrace, and lush garden. <h2>Comfortable Accommodations</h2> Rooms feature private bathrooms, air-conditioning, and garden views. Additional amenities include free WiFi, soundproofing, and parquet floors. <h2>Dining and Activities</h2> A continental and à la carte breakfast is provided. The property offers yoga, fitness, and cycling classes. Outdoor seating and a picnic area enhance the stay. <h2>Local Attractions</h2> Piazza Matteotti is 30 km away, Piazza del Campo 31 km, The Mall Luxury Outlet 41 km, and Piazza Grande 48 km. Florence Airport is 78 km from the property.
Exceptional
159 reviews

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. Castellina in Chianti is 2 km away. Accommodation 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 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.
Exceptional
335 reviews

<h2>Elegant Accommodations</h2> Agriturismo Borgo Il Bonagino in Radda in Chianti offers family rooms with private bathrooms, balconies, and garden or mountain views. Each room includes air-conditioning, a kitchenette, and a terrace. <h2>Exceptional Facilities</h2> Guests enjoy a swimming pool with a view, sun terrace, and lush garden. Free WiFi is available throughout the property. Additional amenities include an indoor and outdoor play area, coffee shop, and barbecue facilities. <h2>Convenient Location</h2> Located 56 km from Florence Airport, the farm stay is near attractions such as Piazza Matteotti (19 km) and the Uffizi Gallery (47 km). Free on-site private parking and bicycle parking enhance the stay. <h2>Guest Satisfaction</h2> Highly rated for its attentive staff and excellent service support, the property is praised for its swimming pool and convenient location.
Exceptional
61 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.
Exceptional
290 reviews

Surrounded by the Tuscan countryside, Castello di Casole, A Belmond Hotel, Tuscany features an outdoor pool, spa and fitness centre and 2 restaurants. This former castle provides elegant rooms and suites, and is 41 km from Siena. Wi-Fi is free throughout. Rooms at Castello di Casole, A Belmond Hotel, Tuscany all feature a minibar, satellite TV and air conditioning. Featuring Italian design freestanding bathtubs, the large bathroom boasts Carrara marble or mosaic flooring and antique mirrors. Some rooms are in separate buildings, set between 50 and 200 metres from the main one. A sweet and savoury 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 centre. 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 9 km, while Florence can be reached by car in 1 hour.
Exceptional
91 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.
Exceptional
601 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.
Exceptional
157 reviews

Borgo San Felice Resort is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious rooms with antique furnishings, a swimming pool, and panoramic views. The hotel boasts 2 restaurants. Il Poggio Rosso restaurant offers gourmet cuisine and has a selection of over 500 fine wines. The more informal Osteria del Grigio offers modern Tuscan cuisine and is open for lunch and dinner. There is also a bar on site. In summer, guests can enjoy a drink or a snack by the heated outdoor pool. Bikes are available to rent and you will find a tennis court, gym and bowls court on site. The health centre offers a number of beauty treatments and specialises in wine therapy, massages and other beauty treatments. Rooms here come with air conditioning and satellite TV. Parking is free and free Wi-Fi throughout are available. Borgo San Felice Resort is set on a hill amongst olive groves and vineyards. The local area is full of interesting churches and abbeys, and the town of Siena is just a 30-minute drive away.
Exceptional
28 reviews

<h2>Comfortable Accommodations</h2> Albergo Villa San Michele in Greve in Chianti offers family rooms with private bathrooms, garden views, and modern amenities. Each room includes a work desk, free toiletries, and a wardrobe. <h2>Dining and Leisure</h2> Guests can enjoy a romantic restaurant serving Italian cuisine, a bar, and a sun terrace. The hotel provides free WiFi, a lounge, and outdoor seating areas. Additional facilities include yoga classes, cycling, and an outdoor play area. <h2>Local Attractions</h2> Located 11 km from Piazza Matteotti and 46 km from Florence Airport, the hotel is near attractions such as The Mall Luxury Outlet (28 km) and Ponte Vecchio (39 km). Guests appreciate the host and the peaceful nature-centric trip.
Exceptional
535 reviews

<h2>Elegant Accommodation</h2> Pensieri di Cavatina in Castelnuovo Berardenga offers a recently renovated farm stay with a sun terrace, garden, open-air bath, and restaurant. Free WiFi is available throughout the property. <h2>Comfortable Amenities</h2> Guests enjoy private check-in and check-out, a public bath, hot tub, concierge service, and electric vehicle charging station. Additional facilities include family rooms, bicycle parking, and bike hire. <h2>Dining Experience</h2> The romantic restaurant serves Italian cuisine with vegetarian options. Breakfast includes continental, buffet, Italian, vegetarian, and gluten-free selections featuring warm dishes, juice, fresh pastries, cheese, and fruits. <h2>Prime Location</h2> Located 15 km from Piazza del Campo and 85 km from Florence Airport, the property offers garden views and a convenient location. Yoga classes and cycling activities are available.
Exceptional
301 reviews

Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the Chianti region. Olive oil and wine are produced on site. Free private parking is available. Each room at this hotel is air conditioned and comes with a flat-screen TV with satellite channels. Some rooms include a seating area to relax in after a busy day. All rooms include a private bathroom with a bidet and shower, with bathrobes and slippers provided. For your comfort, you will find free toiletries and a hairdryer. Villa Le Calvane features free WiFi throughout the property. Guests can enjoy the on-site bar and restaurant offering Tuscan cuisine. Florence is 21 km from Villa Le Calvane, while Montecatini Terme is 35 km from the property. The nearest airport is Florence Airport, 17 km from Villa Le Calvane.
Exceptional
131 reviews

A historic castle dating back to the 14th century, the Castello Di Gabbiano is set amongst 100 hectares of olive groves and vineyards. The rooms come in a Tuscan Renaissance style. Florence is 22 km away. The property is a working farm, with trekking paths amongst the vineyards. The large garden is complete with outdoor swimming pool. The rooms are charming and elegant, and feature rustic terracotta floors and wooden furniture. Air conditioning is available in the summer. Breakfast at the Castello includes Tuscan specialities, and is served in one of the drawing rooms or out in the garden. From April until November, lunch and dinner are available from Tuesday evening to Sunday evening at the restaurant 70 metres away. Wine tastings are organised daily.
Exceptional
281 reviews

<h2>Historic Setting</h2> Palazzo Pacini in Colle Val D'Elsa is housed in a historic building, offering a unique atmosphere. The property features a sun terrace and a beautiful garden, complemented by free WiFi throughout. <h2>Comfortable Accommodations</h2> Rooms include air-conditioning, private bathrooms, and soundproofing. Additional amenities include balconies with garden or mountain views, parquet floors, and work desks. Family rooms and ground-floor units cater to all guests. <h2>Exceptional Services</h2> Guests benefit from private check-in and check-out, a lounge, and a concierge service. The hotel provides a buffet breakfast, daily housekeeping, and a tour desk. Highly rated for its breakfast, attentive staff, and terrace. <h2>Local Attractions</h2> Located 28 km from Piazza del Campo and 56 km from Florence Airport, the hotel is near attractions such as Piazza Matteotti and Pitti Palace. Walking tours, hiking, and cycling are available for exploring the area.
Exceptional
1082 reviews


Note: The prices for each boutique hotels in Chianti 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.
Luxury Vineyards: When you indulge in a luxury or boutique stay in Chianti, Italy, you'll be perfectly situated to explore the region's enchanting vineyards that offer tastings of some of the finest wines in the world.
Castello di Brolio: This historic castle, surrounded by stunning gardens and scenic views, allows you to delve into the rich heritage of Chianti while learning about its celebrated wine production.
Greve in Chianti: Known as the gateway to Chianti, Greve is a charming town where you can wander through its picturesque squares, vibrant markets, and enjoy delectable local cuisine and wines.
San Polo in Chianti: Nestled in the heart of the countryside, this quaint village invites you to experience authentic Tuscan life with its rustic charm and breathtaking landscapes ideal for leisurely strolls.
Chianti Sculpture Park: An artistic oasis in the countryside, this unique park showcases contemporary sculptures amidst nature, making it a perfect spot for art lovers seeking inspiration.
Badia a Passignano: Visit this beautiful abbey dating back to the 11th century, where you can marvel at its architecture and enjoy peaceful walks in the surrounding vineyards and olive groves.
Wine Tours: Embark on a guided wine tour that offers insider access to exclusive vineyards, where you can learn about winemaking processes and taste exquisite vintages right from the source.
Cooking Classes: Engage in delightful cooking classes where you’ll learn to prepare traditional Tuscan dishes using fresh, local ingredients, a perfect complement to your luxury or boutique stay in Chianti, Italy.
Popular boutique hotels in Chianti that have a pool include:
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A spa is available to guests at the following boutique hotels in Chianti:
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These 3 star hotels received great reviews from other travelers:
Some of the best boutique hotels in Chianti are: