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Gaiole in Chianti, nestled in the picturesque Province of Siena in Tuscany, Italy, is a charming destination for travelers seeking a serene escape. Known for its idyllic landscapes, Gaiole offers a perfect blend of rustic charm and modern comforts. Visitors can explore the quaint neighborhoods, each offering unique experiences. The central area is ideal for those wanting to immerse themselves in local culture and cuisine.
Top attractions include the annual Strade Bianche bicycle race and the vintage cycling event, L'Eroica, which draws enthusiasts from around the world. These events highlight the region's scenic white gravel roads and vibrant community spirit. Additionally, the surrounding vineyards and historic castles provide a glimpse into the rich heritage of Chianti.
Whether you're a cycling aficionado or a lover of fine wine and history, Gaiole in Chianti promises an unforgettable stay.
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Apartment in Castelnuovo Berardenga, Vagliagli · 5.46 mi from centre
9.4
5 reviews
Providing a garden, Bella Vista features accommodations in Vagliagli. This property offers a private pool, free Wifi, and free private parking. Outdoor seating is also available at the apartment.
Featuring a terrace and mountain views, the spacious apartment includes 2 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are available in the apartment. There's also a seating area and a fireplace.
For those times when you'd rather not eat out, you can cook on the barbecue.
You can play table tennis at Bella Vista. The apartment has a picnic area where you can spend the day outdoors.
Piazza del Campo is 8.1 miles from the accommodation, while Piazza Matteotti is 21 miles from the property. Florence Airport is 39 miles away.

Holiday home in Chianti Region, Castelnuovo deʼ Sabbioni · 5.48 mi from centre
Featuring a garden, Casa Tregli features accommodations in Castelnuovo deʼ Sabbioni. This property offers access to a pool table, free private parking, and free Wifi. Ponte Vecchio is 28 miles away and Uffizi Gallery is 28 miles from the vacation home.
Featuring garden views, the spacious vacation home is composed of 3 bedrooms and 1 bathroom with a hair dryer and free toiletries. A flat-screen TV is offered. There's also a seating area and a fireplace.
During warmer months, you can make use of the barbecue facilities or cook in the kitchen.
You can play table tennis and darts at the vacation home.
The Mall Luxury Outlet is 16 miles from Casa Tregli, while Piazza Matteotti is 17 miles from the property. Florence Airport is 41 miles away.

Bed & breakfast in Castelnuovo Berardenga · 5.51 mi from centre
8.8
5 reviews
Breakfast available
Located in Castelnuovo Berardenga, Borgo Carpineto is a 3-minute drive from Borgo Scopeto e Caparzo Srl and 6 minutes from Chianti Sculpture Park. This bed & breakfast is 10.8 mi (17.3 km) from Piazza del Campo and 4 mi (6.5 km) from Mazzei Winery.

Hotel in Castelnuovo Berardenga · 5.54 mi from centre
9.6
66 reviews
Breakfast available
Located in Castelnuovo Berardenga, Borgo San Felice Resort is in a rural location, a 2-minute drive from San Felice Winery and 7 minutes from Castle of Brolio. This family-friendly hotel is 13.2 mi (21.3 km) from Piazza del Campo and 6 mi (9.6 km) from Vittorio Alfieri Theater.

Villa property in Radda in Chianti · 5.57 mi from centre
When you stay at Casale Al Sole Tra Le Vecchie Vigne 6 in Radda in Chianti, you'll be within a 10-minute drive of Il Molino di Grace Winery and Castello di Radda Winery. This villa is 4.5 mi (7.2 km) from Pieve di San Leolino and 5.3 mi (8.6 km) from Church of Santa Maria Assunta.

Villa property in Radda in Chianti · 5.57 mi from centre
Located in Radda in Chianti, Casale Al Sole Tra Le Vecchie Vigne 6 is within a 10-minute drive of Il Molino di Grace Winery and Castello di Radda Winery. This villa is 4.5 mi (7.2 km) from Pieve di San Leolino and 5.3 mi (8.6 km) from Church of Santa Maria Assunta.

Villa in Radda in Chianti, Pieve di Panzano · 5.57 mi from centre
7.5
2 reviews
Casale Al Sole enjoys a location in Pieve di Panzano, 8.9 miles from Piazza Matteotti and 19 miles from Piazza del Campo. There's a private entrance at the villa for the convenience of those who stay. The villa features rooms with air conditioning, free private parking, and free Wifi.
The villa provides guests with a balcony, mountain views, a seating area, satellite flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with bidet and a hair dryer. A toaster, a fridge, and stovetop are also available, as well as a coffee machine. At the villa complex, every unit comes with bed linen and towels.
Guests can relax in the garden at the property.
Uffizi Gallery is 25 miles from Casale Al Sole, while Piazza della Signoria is 25 miles from the property. Florence Airport is 31 miles away.

Bed and breakfast in Castelnuovo Berardenga, Vagliagli · 5.63 mi from centre
9.2
7 reviews
Il Giardino di Cristina - A literary B&B in Chianti in Vagliagli provides accommodations with a garden and a shared lounge. Guests staying at this bed and breakfast have access to a balcony. The bed and breakfast features garden views, a terrace, and free Wifi is available throughout the property.
At the bed and breakfast, every unit is fitted with a desk, a flat-screen TV, a private bathroom, bed linen, and towels. An oven is also available, as well as a coffee machine and a kettle. Additional in-room amenities include wine or champagne, fruit, and chocolates or cookies.
Italian and vegetarian breakfast options with local specialities, fresh pastries, and fruit are available.
Piazza del Campo is 11 miles from the bed and breakfast, while Piazza Matteotti is 18 miles from the property. Florence Airport is 37 miles away.

Apartment in Castelnuovo Berardenga · 5.63 mi from centre
9.4
40 reviews
Offering inner courtyard views, Villa Orizzonte in Castelnuovo Berardenga offers accommodations, pool with a view, an open-air bath, a garden, and barbecue facilities. This property offers access to a patio, table tennis, free private parking, and free Wifi. Guests can make use of the sun terrace or the outdoor fireplace, or enjoy views of the pool and garden.
At the apartment complex, units are fitted with a desk, a flat-screen TV, a private bathroom, bed linen, and towels. A dishwasher, an oven, and microwave are also offered, as well as a coffee machine and a kettle. At the apartment complex, all units come with a seating area.
For guests with children, the apartment provides a baby safety gate. A bicycle rental service is available at Villa Orizzonte, while cycling can be enjoyed nearby.
Piazza del Campo is 12 miles from the accommodation, while Piazza Matteotti is 17 miles from the property. Florence Airport is 36 miles away.

Aparthotel in Gaiole in Chianti · 5.63 mi from centre
9.6
20 reviews
Located in Gaiole in Chianti, Borgo Argenina is in a rural location, within a 15-minute drive of Castle of Brolio and Church of San Sigismondo. This family-friendly aparthotel is 12.4 mi (19.9 km) from Piazza del Campo and 6.8 mi (11 km) from San Felice Winery.

Apartment in Chianti Region, Mercatale · 5.65 mi from centre
Pinkhouse offers accommodations in Mercatale, 20 miles from The Mall Luxury Outlet and 23 miles from Piazza Grande. This property offers access to a terrace, free private parking, and free Wifi.
The spacious apartment includes 1 bedroom, a fully equipped kitchen with a dishwasher and an oven, as well as a kettle. Towels and bed linen are available in the apartment. There's also a seating area and a fireplace.
Piazza Matteotti is 23 miles from the apartment, while Piazza del Campo is 26 miles from the property. Florence Airport is 36 miles away.

Villa in Castelnuovo Berardenga · 5.65 mi from centre
7.0
1 review
10 miles from Piazza del Campo in Castelnuovo Berardenga, Casa Maravilla 6, Emma Villas offers accommodations with access to a solarium. 18 miles from Piazza Matteotti and 30 miles from The Mall Luxury Outlet, the property provides a garden and barbecue facilities. There's an outdoor pool and guests can use free Wifi and free private parking.
Leading onto a balcony with garden views, the air-conditioned villa consists of 3 bedrooms. Offering a terrace with pool views, this villa also has a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bidet and a hair dryer. There's also a seating area and a fireplace.
Florence Airport is 36 miles away.

Apartment in Radda in Chianti, Lucolena in Chianti · 5.67 mi from centre
9.0
9 reviews
Casa al Ruscello offers accommodations in Lucolena in Chianti, 23 miles from Piazzale Michelangelo and 24 miles from Piazza della Signoria. The property is around 17 miles from The Mall Luxury Outlet, 23 miles from Ponte Vecchio, and 23 miles from Uffizi Gallery. Free Wifi is available throughout the property and Piazza Matteotti is 11 miles away.
Featuring a terrace and garden views, the spacious apartment includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bidet and a shower. Towels and bed linen are available in the apartment. There's also a seating area and a fireplace.
For those times when you'd rather not eat out, you can cook on the barbecue.
Cathedral of Santa Maria del Fiore is 24 miles from the apartment, while Pitti Palace is 25 miles from the property. Florence Airport is 29 miles away.

Apartment in Radda in Chianti · 5.67 mi from centre
9.6
80 reviews
Casa Badia enjoys a location in Radda in Chianti, 11 miles from Piazza Matteotti and 17 miles from The Mall Luxury Outlet. Both Wifi and private parking are accessible at the apartment free of charge. The apartment has private entrance.
Casa Badia provides guests with a patio, quiet street views, a seating area, a flat-screen TV, a fully equipped kitchen with an oven and a microwave, and a private bathroom with bidet and a hair dryer. A fridge, a stovetop, and kitchenware are also available, as well as a coffee machine and a kettle. At the apartment complex, every unit comes with bed linen and towels.
Ponte Vecchio is 23 miles from the accommodation, while Uffizi Gallery is 23 miles from the property. Florence Airport is 29 miles away.

Holiday home in Radda in Chianti, Lucolena in Chianti · 5.71 mi from centre
8.3
14 reviews
Offering a garden, L'Abbazia features accommodations in Lucolena in Chianti. This property offers access to a balcony, free private parking, and free Wifi. The pool views are a highlight at the vacation home's pool.
Featuring a terrace and mountain views, the vacation home includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchenette, and 2 bathrooms with a bidet and a shower. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace.
There is an on-site coffee shop, and during warmer months you can make use of the barbecue facilities.
Piazza Matteotti is 11 miles from the vacation home, while The Mall Luxury Outlet is 17 miles from the property. Florence Airport is 29 miles away.

Villa in Radda in Chianti · 5.72 mi from centre
Il Cipresso offers accommodations in Radda in Chianti, 13 miles from Piazza Matteotti and 18 miles from Piazza del Campo. Both free Wifi and parking on-site are available at the villa free of charge. Outdoor seating is also available at Il Cipresso.
The accommodation includes 2 bedrooms, 1 bathroom with an a bath or shower, a seating area, and a fully equipped kitchen with a dishwasher. Towels and bed linen are provided in the villa. The accommodation has a fireplace.
The Mall Luxury Outlet is 27 miles from Il Cipresso, while Ponte Vecchio is 30 miles away. Florence Airport is 34 miles from the property.

Holiday home in Castelnuovo Berardenga, Vagliagli · 5.75 mi from centre
La Perla di Borgo Cignano is a recently renovated vacation home in Vagliagli where guests can make the most of the garden and barbecue facilities. This vacation home features free private parking, private check-in and check-out, and free Wifi. The Mall Luxury Outlet is 31 miles from the vacation home.
This vacation home includes 2 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 1 bathroom with a hot tub and a washing machine. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area.
Piazza del Campo is 10 miles from the vacation home, while Piazza Matteotti is 18 miles from the property. Florence Airport is 36 miles away.

Apartment in Castelnuovo Berardenga, Vagliagli · 5.77 mi from centre
9.3
51 reviews
Providing garden views, Agriturismo Le Macie in Vagliagli provides accommodations, an open-air bath, a garden, a terrace, and barbecue facilities. This property offers a pool with a view, free Wifi, and free private parking. Guests can access the apartment via private entrance.
The units come with tiled floors and feature a fully equipped kitchen with a dishwasher, a dining area, a flat-screen TV, and a private bathroom with bidet and free toiletries. For an alternative to the restaurant facilities, why not take advantage of an outdoor dining area, available for all units at the apartment complex. At the apartment complex, all units come with bed linen and towels.
Piazza del Campo is 9.3 miles from the apartment, while Piazza Matteotti is 19 miles away. Florence Airport is 38 miles from the property.

Country house in Radda in Chianti · 5.84 mi from centre
8.3
331 reviews
If you are looking for a relaxing break in a peaceful location where the only sound is the birds singing, Villa Sant’Uberto is perfect.
Set in the heart of Chianti on a panoramic hill, this beautiful villa features a swimming pool, large gardens and terraces from which you can enjoy the views. Surrounded by a large park filled with wild animals, go for walks and explore the unspoiled nature.
The Sant’Uberto Country Inn offers comfortable rooms and large, sophisticated and bright apartments. All accommodations features a traditional Tuscan décor combined with modern comforts. All the apartments and most of the rooms offer beautiful views of the Chianti Hills.
The professional team of friendly staff will be delighted to welcome you to the Villa Sant’Uberto Country Inn.
Start your day with a rich buffet breakfast by the fireplace or, in warmer weather, on the sunny terrace. You can enjoy wines, cocktails, and hot and cold snacks at the bar. There are restaurants just 1312 feet from the villa.

Apartment in Castelnuovo Berardenga, Rosennano · 5.86 mi from centre
9.0
12 reviews
29 miles from Piazza Grande in Rosennano, Casale Rosennano - Tinaia offers accommodations with access to a sauna. Guests staying at this apartment have access to a terrace. Free Wifi is available throughout the property and Piazza del Campo is 19 miles away.
The apartment has 2 bedrooms and 1 bathroom with a hair dryer and free toiletries. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance.
Guests can make the most of the warm weather with the property's barbecue facilities.
Guests can relax in the garden at the property.
Piazza Matteotti is 30 miles from the apartment, while The Mall Luxury Outlet is 31 miles away. Florence Airport is 48 miles from the property.