Skip to main content

The 10 Best Country Houses in Gaiole in Chianti, Italy

Check out our pick of great country houses in Gaiole in Chianti

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Located on a hillside and surrounded by vineyards and cypress trees, Capanelle Wine Resort is around 500mt from Gaiole in Chianti's town centre. It offers a panoramic outdoor swimming pool and free Wi-Fi throughout.

Wonderful experience, from the lunch and wine tasting to the accomodation, heated pool, jaccuzzi and very friendly staff ❤️!

Show more Show less
9.6
Exceptional
233 reviews
Price from
₱ 17,831
per night

Guests can rest and relax in the magnificent garden in Italian style garden or, during summer, around the large open-air swimming pool. At 650 metres above sea level, summers are temperate and the villa is naturally cool in the evenings.

It combines the beauty of nature and of historic places with the comfort of modern days. Definitely a place to rest and to appreciate nature. Our room was grand but at same time simple and comfortable. Homemade tasty food following old recipes. Staff are so genuine and so kind that you absolutely feel at home. Definitely a place to come back.

Show more Show less
9.2
Superb
333 reviews
Price from
₱ 11,215
per night

Featuring a DVD player, the spacious country house has a fully equipped kitchen with a dishwasher, an oven and a microwave, 2 living rooms with a seating area and a dining area, 4 bedrooms, and 4 bathrooms with a bidet and a bath. Towels and bed linen are provided in the country house. The property has an outdoor dining area.

The location is quiet and remote but also close to the town. The house and premisses are amazing. Traditional atmosphere, combined with all modern facilities. Bernadino is a wonderful and helpful host. Trully recommend!

Show more Show less
9
Superb
5 reviews
Price from
₱ 16,457
per night

Set on a hill overlooking the Massellone Valley, the historic and elegant Castello Di Meleto is 2 km from Gaiole in Chianti. It offers rooms and apartments with Tuscan-style furnishings.

The accommodation features exposed wood beams, terracotta floors and wooden furniture. The basic rooms include a private bathroom. The apartments also have a kitchenette.

Outstanding beautiful castle, exceptional breakfast, beautiful infinity pool

Show more Show less
8.6
Fabulous
790 reviews
Price from
₱ 13,341
per night

Located 500 metres from Gaiole In Chianti, La Loggetta - Chianti apartments offers an outdoor pool, garden and accommodation with a kitchen and garden views. Siena is a 30-minute drive away.

Apartments at the Loggetta all come with free Wi-Fi, a sofa and satellite flat-screen TV. The private bathroom includes a hairdryer, and bed linen and towels are also provided.

The property is a very nice villa with 3 apartments and a fantastic pool.

Show more Show less
8.7
Fabulous
91 reviews
Price from
₱ 7,276
per night

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

Views of the surrounding vineyards, olive groves and typical Tuscan hills can be seen from the hotel's panoramic terrace, swimming pool and from some of the rooms.

We loved everything! Francesco and his team were exceptional - always there and going out of their way to make things possible. We loved our apartment, which was perfect for a family stay, and the pool area. The premises are a beautiful insight into a typical Tuscan agriturismo, and perfectly located for trips to other worthwhile towns - we spent the day at the pool and set out sightseeing after the heat, which was a rewarding combination for the adults and the kids. We will definitely be back!!!

Show more Show less
6.6
Review score
616 reviews
Price from
₱ 7,137
per night

Set in Cavriglia, Podere le Muricce offers an outdoor pool and accommodation with tiled floors and a seating area.

Rooms come with a private entrance, a seating area and an en suite bathroom. Apartments and studios have views of the pool and a fully equipped kitchen.

Show more Show less
9.7
Exceptional
3 reviews
Price from
₱ 7,037
per night

The country house provides guests with a terrace, garden views, a seating area, cable flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with walk-in shower and a hair dryer. A toaster, a fridge and stovetop are also offered, as well as a coffee machine and a kettle. At the country house, units are equipped with bed linen and towels.

Fabulous little apartment in Radda overlooking the vines and olive trees. We had a comfortable five night stay here and loved everything. It’s very close to the little village of Radda where you can walk to in less than 15 minutes although it can be a busy road with no footpath. The apartment had everything we needed and the laundry facilities were a welcome bonus. Viola was very helpful with providing information on the local areas and a great list of restaurants and things to do. Radda was a great base for us as we travelled to a new village each day to explore. You definitely need a car to get around and explore outside of Radda.

Show more Show less
9.2
Superb
37 reviews
Price from
₱ 11,742
per night

Surrounded by olive groves and vineyards in the heart of the Chianti region, Castello di Volpaia offers rustic rooms and a apartment with a kitchen and free Wi-Fi. Located in the medieval hamlet Volpaia, it features an outdoor pool.

Castello di Volpaia is a place that breathes craftmanship. The tour by Laila was amazing, but also the other staff are wonderfull. We needed some help due to some circumstances and everyone gave their best!! Thank you Volpaia for the help and beautifull stay!

Show more Show less
9.1
Superb
562 reviews
Price from
₱ 12,891
per night

Located in Radda in Chianti, 21 km from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. Featuring a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Guests can use the spa and wellness centre with a sauna, and hammam, as well as a bar.

Piazza del Campo is 37 km from Pieve Aldina Relais & Châteaux, while The Mall Luxury Outlet is 41 km away. The nearest airport is Florence Airport, 58 km from the hotel.

Absolute perfection: the location, the facilities, the room and quality of it, the food (best breakfast we had in a while at a hotel), the dinner, the staff - it was a bliss. We love hidden from crowds boutique hotels and this was one of our best stays ever. Thank you!!

Show more Show less
9.4
Superb
48 reviews
Price from
₱ 29,167
per night

Most booked hotels in Gaiole in Chianti in the past month

Country houses that guests love in Gaiole in Chianti

  • From ₱ 8,244.31 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 854 reviews
    Amazing quiet location, very clean and super nice stuff.
    Daria
    Germany
  • From ₱ 8,681.51 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 877 reviews
    Breakfast was good - lots of options. Pool was amazing for my husband. Area was very quiet and peaceful. Staff was always smiling and helpful.
    Tracy
    Canada
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 221 reviews
    It is so quiet and peaceful, we had the 2 bedroom apartment for a family of 4 and with 2 bedrooms,dining room anc living room,2 bathrooms..we all had our spaces.The pool's location is magnificent
    Beata
    United Kingdom
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 139 reviews
    Unforgettable experience. Amazing view from the window and from the garden. Beautiful nature, flowers. We saw a fox, a hedgehog, two fawns. Extremely quiet and peaceful. Great pillows, decor, atmosphere. Cool, secluded location. Simone and Alessio are great hosts.
    Ievgenii
    Switzerland
  • From ₱ 8,681.51 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 877 reviews
    Everything was perfect. We did a vineyard tour and wine tasting which we can highly recommend. The atmosphere was very relaxing and surroundings were quiet and peaceful. Wished that we would have stayed here for longer.
    Ugnė Mumgaudienė
    Lithuania
  • From ₱ 25,351.26 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 275 reviews
    Wonderful location right in the middle of the Chianti heartland. The castle setting made it a special place but being in the middle of the countryside surrounded by forests and vinyards was a quiet bliss. Our room was fab, very comfy bed and the staff were really helpful. We were there in October so didn't make use of the sun loungers, it would be an idyllic summer retreat with the pool.
    Helen
    United Kingdom
  • From ₱ 9,063.75 per night
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 99 reviews
    The location was quiet & peaceful, the breakfast was freshly prepared & delicious. Monica was a great host.
    R
    ROB
    United Kingdom
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 211 reviews
    Beautiful location, friendly and helpful staff, cleanliness, comfy bed, lovely pool with a spectacular view, fantastic breakfasts, foc car parking behind a locked gate, quiet and peaceful.
    Sharon
    United Kingdom
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 42 reviews
    Real rural life under the Tuscan sun living in this charming countryside villa. Quiet and authentic. Spacious!! Spotlessly clean. No detail is spared and it’s the perfect spot to recharge while admiring vineyards and olive trees. The host is wonderful. Always available to ensure everything is in order and provides advice on outings, restaurants, etc. Ideally located for varied activities including vineyards, dining and historic Chianti towns. Siena is close - 7 miles away. Would absolutely stay here again! It was so wonderful!
    Hennes M
    Germany
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 163 reviews
    We had a great holiday with my friends. the place is beautiful and splendid, the view is breathtaking. The house is high up so the air is clean and fresh. great base for nearby attractions. the hosts are very nice and welcoming. I highly recommend it for a quiet and peaceful holiday
    Magdalena
    Poland