The Best Hotels
with Pool in Chianti

Boutique hotel with outdoor pool. Comfortable beds. Villa I Barronci Resort & Spais a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence. The villa's panoramic outdoor pool has a hydromassage area and bar service. In summer you can enjoy your meals outside, with views of the valley and pool. Rooms at I Barronci come with stonework and exposed wooden beams, and include air conditioning and a Plasma TV. 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 savoury 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. 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 2 km away. Show full description

Boutique hotel with indoor and outdoor pools. Charming. Offering a panoramic outdoor pool, a restaurant and spa, Villa Lecchi Hotel Wellness is ideally located in the green heart of Tuscany. Free WiFi and private parking are offered on site. Villa Lecchi Hotel Wellness features a wellness centre with a heated hydromassage pool, Turkish bath and sensory shower. All units are air conditioned and include a seating area with a flat-screen TV. Guests also enjoy a terrace with panoramic views over the Chianti hills. Bike hire is available at the property and the area is popular for cycling and hiking. Just outside of Poggibonsi, this family-run property is 17 km from San Gimignano, a 30-minute drive from Siena and about 50 km from Florence. The nearest airport is Peretola Airport, 40 km from the property. Show full description

Boutique hotel with indoor and outdoor pools. Elegant. 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. 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. 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. 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. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. 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. Show full description

Resort with infinity pool. Villa Di Sotto is a 19th-century farmhouse offering a countryside setting in the middle of Tuscany, a 20-minute drive from Siena. Its garden is surrounded by vineyards and olive groves and features 2 outdoor panoramic pools and 3 wellness areas. Guests can relax in the two outdoor panoramic swimming pools area open in summer from 08:00 a.m. Moreover, upon reservation, guests can also relax in the Relax Area/SPA with a panoramic infinity pool, a Jacuzzi and a sun terrace or in the Wellness Island with an outdoor Jacuzzi near the olive grove or in the Cave (minimum entry age: 16) with Finnish sauna or biosauna, sensory shower and jacuzzi hot tub. Rooms and apartments at this Villa overlook the surrounding nature and come with TV, external wifi and antique wooden furniture. Apartments have a living/dining area with fully equipped kitchen. The property’s à la carte restaurant is the ideal place to enjoy local cuisine, Italian classics and wines from the Chianti area. Booking for lunch and/or dinner is not obligatory, but is strongly recommended as we also host guests from outside the Bed and Breakfast. There is a well furnished wine shop on site where you can compare a wide selection of local and not local wines, as well as tasting and buying them. to 08:00 p.m. (shared with other guests - included in the stay). (exclusive use of one of the three Wellness Areas for 1 hour per day, per accommodation - included in the stay). To book your relaxation time in the wellness areas you can email us two days before arrival or you can request it during your check-in. Access to the relaxation area and the wellness island requires one towel/bathrobe per person, which may be rented from us, or it can be the guest's property. Access to the cave requires two towels/one towel and one bathrobe per person, which may be rented from us or may be the guest's property. For your aperitif in the relaxation area, in the wellness area and in the cave, you can order it and we'll bring it to you by the pool (charges apply). This guest house is set in the small medieval town of Villa a Sesta. The A1 motorway is around 28 km away. Show full description

Boutique hotel with indoor and outdoor pools. Great value. In a tranquil location, Le Pozze di Lecchi offers an outdoor pool with panoramic views over the Tuscan hills. Rooms are air conditioned and have satellite TV. Rooms come with cotto floors and antique furniture. Some have a hydromassage shower, others overlook the surrounding hills. The restaurant Monna Ginevra serves traditional regional cuisine in the country-style dining room. In warm weather, meals are served out on the sunny terrace. Vegetarian and gluten-free menus are available upon request. Staff at the family-run Le Pozze di Lecchi Hotel can organise tours, cooking classes and wine tasting in the Chianti region. The historic Tuscan town of Siena is just a 30-minute drive away. Le Pozze is a converted 15th century mill, overlooking vineyards and olive groves. The relaxation and massage area is open to one couple at a time, and features a Turkish bath, hot tub and sensory shower. Show full description

Boutique hotel with outdoor pool. Unique. Opened June 2021. Located in Greve in Chianti, 2 km from Piazza Matteotti, La Pietra Del Cabreo provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant. 28 km from Piazzale Michelangelo and 29 km from Ponte Vecchio, the property features a bar and a tennis court. The accommodation offers room service, a concierge service and organising tours for guests. The hotel will provide guests with air-conditioned rooms offering a wardrobe, a coffee machine, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Every room comes with a kettle, while some have a terrace. At La Pietra Del Cabreo every room is equipped with bed linen and towels. A buffet, continental or vegetarian breakfast is available daily at the property. Uffizi Gallery is 29 km from the accommodation, while Palazzo Vecchio is 29 km away. The nearest airport is Florence Airport, 37 km from La Pietra Del Cabreo. Show full description

Luxury Hotel with indoor and outdoor pools. Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spais 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. 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. 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. 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. Show full description

Boutique hotel with outdoor pool. Hip. Borgo San Felice 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. In summer, guests can enjoy a drink or a snack by the heated outdoor pool. 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. Bikes are available to rent and you will find a tennis court, gymand 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 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. Show full description

Boutique hotel with outdoor pool. Delightful property. 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. Show full description

Boutique hotel with outdoor pool. Cosy rooms. Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town. Free Wi-Fi is available in all rooms. Rooms are all equipped with modern furniture, air conditioning and satellite TV. They feature parquet or terracotta floors, and private bathrooms with spabath or a shower. Some have views of the historic centre of Colle Val D'Elsa. The restaurant of Della Rovere Relais serves typical Tuscan cooking and fine national wines. During the summer you can dine on the patio and enjoy the romantic, candlelit atmosphere. Since 2021 the Relais is managed by Ross Hotels Group; rooms and common areas have been restored giving a new light to the ancient ambiences. Show full description

Boutique hotel with outdoor pool. Charming. 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. Show full description

Boutique hotel with indoor and outdoor pools. Luxurious. 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 Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 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. 2 tennis courts are available free of charge. Show full description

Boutique hotel with outdoor pool. Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi. Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. This 17th-century palace is just 2 km from the motorways and set on an unpaved road. You can participate in a variety of sports on this rich, resort-like, country estate. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area. Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings. Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony. Savour typical Tuscan cooking at La Limonaia, the chic on-site restaurant at Borgo San Luigi. La Limonaia is suitable for a variety of events, including large receptions, ceremonies, banquets and business dinners. Borgo San Luigi is the perfect location to enjoy a unique holiday, where you can participate in a cooking school or English-language school. Show full description

Outdoor pool. Great value. Nestled in the Tuscan hills and boasting sweeping views of the Chianti region, Hotel Borgo Di Cortefreda is steeped in history and offers an array of impressive facilities. You can sit by the hotel's outdoor pool and enjoy a beautiful panorama as well as a Turkish bath and Finnish sauna. Massages are bookable at reception. In the evenings, guests can enjoy a drink in the American bar and then dine in the restaurant, which serves local Tuscan specialities with a modern twist. Wine and oil tastings can be arranged as well as cooking lessons. Hotel Borgo Di Cortefreda is close to a host of Tuscan towns. The property is an excellent base to explore the natural and historical splendour of Volterra, San Gimignano, Siena and Florence. Show full description

Small hotel with outdoor pool. Park Hotel Chianti is set in the heart of the Chianti Classico area, 15 km from Florence and 40 km from Siena. This family-managed property offers free parking, an outdoor swimming pool, and modern rooms with free Wi-Fi. Most rooms have a balcony, and some overlook the inner garden or the pool. Each room comes air conditioning, satellite TV, and private bathroom with shower. The restaurant serves classic Italian cuisine and Tuscan specialities. Breakfast is a generous buffet. Chianti Park Hotel is just off the Tavarnelle exit of the Raccordo Autostradale Siena-Firenze motorway. Show full description

Boutique hotel with outdoor pool. Charming. Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence. This enchanting retreat offers: a wine room dated 1061 a.C., a heated outdoor swimming pool with stunning panoramic vistas, two distinctive bars and restaurants and a complimentary parking. Today, Borgo Vescine stands as a luxurious Relais, meticulously preserving the original charm of a medieval village and is surrounded by vineyards and olive trees. Guests have the opportunity to partake in a variety of authentic experiences, including exclusive wine tastings, hands-on cooking classes, exhilarating truffle hunts, scenic Vespa tours, and delightful al fresco dinners. Dinners are hosted among the olive trees or in the central square with the purpose of recreating the ancient time at the Borgo. Enjoy refined dishes on the open-air Terrace restaurant overlooking the Tuscan hills or experience nature firsthand at the Eco-Nature Bistrot. You will have the opportunity to sip drinks and cocktails in both the Borgo Vescine’s bars. The 28 rooms are all luxurious and decorated in classic tuscan dècor, some accommodations include a private balcony with views of the rolling hills, the forests, or the Borgo itself. Additionally, they are equipped with flat-screen TVs, free WiFi, and cozy bathrooms. Surrounded by lush gardens and verdant vegetation, Borgo Vescine also boasts its own vegetable garden, saffron fields, and lavender cultivation, adding to the allure of this idyllic retreat. Show full description

Boutique hotel with outdoor pool. Lovely property. Just outside the town of Radda, Villa Campomaggio Resort & SPAis surrounded by vineyards in the heart of the Chianti wine area. Dating back to 1776, the villa's grounds include a swimming pool and spa. This historic villa offers elegant rooms and apartments, all decorated with the same care and attention to detail. They feature wooden or terracotta floors and wood-beamed or arched ceilings. All include an LCD TV and minibar. Guests are served a buffet breakfast in the courtyard, where they can enjoy the tranquility of the garden. The wellness area includes a hot tub, Turkish bath, sauna and relaxation area. You can treat yourself to a massage or beauty treatment. Free parking is provided and the centre of Radda in Chianti is 5 minutes away by car. Show full description

Boutique hotel with outdoor pool. Trendy. Set amongst the timeless landscape of Chianti, Villa Le Barone is an historic manor house property of the famous Della Robbia family since the 16th century. Thoroughly renovated, the hotel is now an inviting and intimate establishment yet maintaining the character of a private house. The swimming pool, tennis court and terraces are set amongst enchanting rose gardens, with views on the surrounding countryside, featuring olive groves and Chianti Classico vineyards. The hotel boasts a romantic atmosphere in all its common areas and a unique character in each of the individually decorated rooms. The restaurant is set in the old winery and it serves typical Tuscan food made with fresh, local and natural products. Show full description

Boutique hotel with outdoor pool. Stylish. Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking. All rooms at the Sabolini have satellite TV, minibar and private bathroom. Wi-Fi internet access is also available. The Sabolini Villa has a 24-hour reception and includes a bar and restaurant serving traditional Tuscan cuisine. There is also a garden with terrace and meeting room facilities. The hotel is 25 km from Siena and one hour’s drive from Florence Airport. Show full description

Boutique hotel with outdoor pool. Highly elegant. A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside. The Locanda's extensive gardens feature an outdoor pool set in an olive grove. On site parking is free. The simple, individually decorated rooms come with air conditioning, and a flat-screen TV. The minibars are stocked with free mineral water, and the en suite bathrooms are complete with a hairdryer. The Tavola by Guido Haverkock restaurant offers a variation of traditional Tuscan cuisine, using organic local ingredients. A generous breakfast is served daily. Show full description