
Exceptional
170 reviews

Superb
19 reviews

Fabulous
674 reviews

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century. It offers 2 swimming pools, one of which is heated, a restaurant and spacious rooms with Sky TV. Rooms at the Castello Di Spaltenna have traditional Tuscan décor and panoramic views over the valley or the courtyard. They all include free Wi-Fi. The outdoor pool has a waterfall and a sun terrace for guests to sunbathe. In the winter months, there is the indoor pool with countryside views. Il Pievano restaurant is situated in the castle’s historic hall and offers a large wine list including many wines from the local Chianti region. Candlelit dinners are served out on the courtyard. A sauna, Turkish bath and gym, tennis court and billiard room are also available. Staff can advise on the many hiking and mountain biking trails in the area.
Superb
177 reviews

Located in Gaiole in Chianti, the ‘most idyllic place to live’ according to Forbes magazine, Ultimo Mulino lives up to this reputation. Set in an old mill, restored using original stonework, it provides scenic views over the Tuscan hills. Offering a casual yet elegant atmosphere, guests will enjoy the hotel’s panoramic pool or the outdoor patios. In winter you can drink local wines in the hotel’s lobby, fitted with exposed wooden beams and terracotta floors. Rooms at Ultimo Mulino combine the rustic feel with modern amenities. Those include a flat-screen TV with satellite channels, air conditioning and an en-suite bathroom with spa bath. Specialities from Tuscany’s culinary tradition are offered at the hotel’s restaurant, still prepared following old-time recipes. The friendly staff can suggest wine routes and walking itineraries within the Chianti Area. We have just opened a new area 800 metres from Reception called 'Borgo Le Noci'! New rooms, equipped with the most modern comforts. Both areas are served by an outdoor swimming pool with a view of the hills and a wine bar, guaranteeing maximum relaxation and service. Breakfast will be held in both areas from 8 a.m. to 10.30 a.m. where the light lunch will also be served for total relaxation. The Ultimo Mulino Restaurant will be available every evening in the Reception area, typical menu and a renowned wine list. We recommend making a reservation.
Very Good
880 reviews

Superb
170 reviews

Superb
147 reviews

Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings. It is set in the medieval centre of Radda, surrounded by the Chianti countryside. Free WiFi is available throughout. The large rooms of this ancient manor are uniquely decorated. The junior suites and the spacious suites come with original fireplaces and frescoes. Rooms are complete with a 32-inch LCD TV and free mineral water. At the wellness and fitness area you can enjoy massages, sauna, Turkish bath, sun terrace and a heated indoor swimming pool with hydromassage area. There are 2 outdoor hot tubs and a private spa area, bookable upon request. La Perla Del Palazzo, the hotel’s fine restaurant, provides tasty samples of Tuscan food, also served in the lush garden. Drinks are served on the beautiful terrace overlooking the Chianti hills. Property, upon reservation, offers cooking courses in the historic kitchen of the building and tastings in wine shop.
Fabulous
1056 reviews

Set in the picturesque town of Radda in Chianti, Palazzo San Niccolò is an elegant hotel offering free Wi-Fi, a large garden and interesting interiors with original frescoes and antique furniture. Rooms at San Niccolò are air conditioned and feature a satellite LCD TV and minibar. All rooms have either a hydromassage shower or bath. Your day at San Niccolò Palazzo begins with a large buffet breakfast featuring homemade pastries and a wide variety of food. Guests can relax out in the garden with tables and chairs and enjoy a drink from the bar. Staff can recommend the best local restaurants and provide useful tourist information. Rates include use of Palazzo Leopoldo's indoor heated pool and of L'Ultimo Mulino's outdoor pool. Set amongst green hills in the Tuscan countryside, the hotel is 40 minutes' drive from Siena.
Fabulous
977 reviews

Relais Vignale is a charming historic 18th-century villa located in the heart of the Chianti Classico area, with panoramic views across the Tuscan countryside and Chianti vineyards. The outdoor swimming pool is set in a floral garden, and the restaurant features a terrace. The centre of Radda is 2 minutes' walk away. The building was renovated according to the original architecture, and offers the standards of a 4-star hotel. Rooms are elegant, each is individually designed, and comes with air conditioning, heating and satellite TV. All rooms feature a minibar, while suites have a balcony or a terrace overlooking the surrounding hills. Some rooms are in the annex building. The Vignale includes a collection of antique furniture, frescoed ceilings, and grand fireplaces. There is also a TV room, lounge bar, and library. WiFi is available and there is a free internet point in the lobby. Breakfast is buffet style. The restaurant is open to the public and specialises in grilled meat and traditional Tuscan dishes, accompanied by fine local wines. A wellness centre with Turkish bath, hot tub and a relaxation area is at guests’ disposal with an extra cost. Massage treatments can also be arranged at an extra cost. The property offers free parking and is 1 hour's drive from both Florence and Siena. Volterra and Arezzo are both 58 km from the property.
Very Good
517 reviews

Superb
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.
Superb
290 reviews

None
Fabulous
60 reviews

Superb
147 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.
Fabulous
28 reviews





Note: The prices for each boutique hotels in Gaiole 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.
When you book a luxury or boutique stay in Gaiole in Chianti, Italy, you're perfectly situated to explore some of the region's most captivating attractions.
Castello di Brolio: This magnificent castle offers a glimpse into centuries of history, where you can stroll through its lush gardens and enjoy stunning views of the Chianti landscape.
Gaiole's Wine Tasting Tours: Immerse yourself in the rich flavors of the region by indulging in a wine tasting tour, where you can sample exquisite Chianti wines crafted by local vintners.
Pieve di San Sigismondo: Discover this charming ancient church, known for its beautiful Romanesque architecture and serene surroundings, perfect for a peaceful retreat after your adventures.
Chianti Sculpture Park: Located nearby, this open-air museum is a delightful experience, featuring contemporary sculptures amidst the stunning Tuscan countryside, making it a great spot for art lovers.
Castellina in Chianti: A short drive away, this quaint village boasts picturesque streets, local shops, and breathtaking views, inviting you to immerse yourself in traditional Chianti life.
Trekking and Biking Trails: Explore the natural beauty of the Chianti area with numerous trekking and biking trails that showcase rolling hills, vineyards, and olive groves.
Fattoria Montecchio: Visit this renowned winery to learn about the winemaking process and savor unique Chianti Classico blends while enjoying the rustic charm of the estate.
Local Culinary Experiences: Savor authentic Tuscan cuisine by indulging in cooking classes or dining at local trattorias, where you can relish homemade pasta and regional specialties during your stay.
Popular boutique hotels in Gaiole in Chianti that have a pool include:
Transportation/Shuttle service is available at the following boutique hotels in Gaiole in Chianti:
A spa is available to guests at the following boutique hotels in Gaiole in Chianti:
Families traveling in Gaiole in Chianti enjoyed their stay at the following boutique hotels:
Some of the best boutique hotels in Gaiole in Chianti are: