
<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

<h2>Historic Setting</h2> Castellare in Chianti is situated in Gaiole in Chianti, housed in a historic building. The property offers a garden and a seasonal outdoor swimming pool with stunning views. <h2>Modern Amenities</h2> Guests enjoy free WiFi in public areas, a fitness room, outdoor play area, and a children's playground. Additional facilities include a barbecue area, picnic spots, and free on-site private parking. <h2>Comfortable Accommodations</h2> The apartment features a private bathroom, kitchen with modern appliances, and a dining area. Guests can relax in the outdoor seating area or enjoy the pool views from the terrace. <h2>Nearby Attractions</h2> Located 73 km from Florence Airport, the property is close to Piazza del Campo (34 km), Piazza Matteotti (35 km), Piazza Grande (44 km), and The Mall Luxury Outlet (45 km). Hiking enthusiasts will appreciate the surrounding trails.
Exceptional
19 reviews

<h2>Elegant Accommodation</h2> Castello Di Meleto in Gaiole in Chianti offers a country house with a swimming pool, sun terrace, and lush garden. Guests enjoy free WiFi, an open-air bath, and a variety of outdoor seating areas. <h2>Comfortable Amenities</h2> The property features family rooms, a kitchenette, and a dining area. Additional amenities include air-conditioning, a terrace, and free on-site private parking. Free toiletries, a minibar, and a work desk enhance the stay. <h2>Delightful Breakfast</h2> A buffet breakfast is served daily, including cheese and fruits. Guests can also enjoy yoga and fitness classes, cycling, and relax in the outdoor dining area. <h2>Prime Location</h2> Located 76 km from Florence Airport, Castello Di Meleto is near attractions such as Piazza Matteotti (29 km) and Piazza del Campo (30 km). The Mall Luxury Outlet is 40 km away, providing ample shopping opportunities.
Exceptional
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.
Exceptional
130 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.
Exceptional
864 reviews

<h2>Elegant Accommodations</h2> Le Lappe in Cavriglia offers family rooms with private bathrooms, air-conditioning, and garden or pool views. Each room includes a work desk, minibar, and free WiFi. <h2>Exceptional Facilities</h2> Guests enjoy an infinity swimming pool, sun terrace, and lush garden. The property features a restaurant, coffee shop, and outdoor seating area. Additional amenities include a lounge, wellness packages, and free on-site parking. <h2>Delicious Dining</h2> The family-friendly restaurant serves Italian and local cuisines with vegetarian and vegan options. Breakfast includes warm dishes, fresh pastries, and a variety of beverages. <h2>Prime Location</h2> Located 66 km from Florence Airport, Le Lappe is near attractions such as The Mall Luxury Outlet (31 km) and Piazza del Campo (46 km). Guests appreciate the attentive staff and excellent service.
Exceptional
206 reviews

<h2>Historic Setting</h2> Podere Terreno alla via della volpaia in Radda in Chianti is housed in a historic building, offering a unique atmosphere. <h2>Exceptional Facilities</h2> Guests enjoy a sun terrace, garden, restaurant, massage services, and free WiFi. Additional amenities include a lounge, outdoor fireplace, beauty services, and wellness packages. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms, garden views, and modern amenities such as free toiletries and soundproofing. <h2>Dining Experience</h2> The traditional restaurant serves Italian cuisine with vegetarian and dairy-free options. Breakfast includes local specialities, fresh pastries, and a variety of beverages. <h2>Local Attractions</h2> Located 21 km from Piazza Matteotti and 58 km from Florence Airport, the property offers easy access to nearby attractions.
Exceptional
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.
Exceptional
1051 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.
Exceptional
953 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.
Exceptional
517 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

Welcome to Villa Sassolini Country Boutique Hotel, nestled in the charming town of Montevarchi. We invite you to enjoy our beautiful seasonal outdoor swimming pool and stay active at our fitness center. For those looking to unwind, our spa and wellness center offers a range of relaxing treatments. Take a stroll through our lovely garden, where you can connect with nature and find some peace. We strive to create a welcoming environment for everyone, ensuring your comfort and satisfaction during your stay.
Exceptional
60 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

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





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: