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Radda in Chianti villas
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663 Villa rentals in Radda in Chianti

Traveler-Approved Vacation Homes with a Pool in Radda in Chianti

A vacation home with a pool in Radda in Chianti is a brilliant base for a proper swim in the heart of the city.

Il Corno - Radda in Chianti
10 2 reviews
Radda in Chianti
06/27 – 07/04
$663/nighttotal: $4641 (7 )

Il Corno

5 2
house , Radda in Chianti
This 5-bedroom villa, Il Corno, is located in Radda in Chianti, 12 miles from Piazza Matteotti and 24 miles from Piazza del Campo, with Florence Airport 35 miles away.
This spacious 2050 square foot home offers a private swimming pool, a well-equipped kitchen with a dishwasher, microwave, and oven, free Wi-Fi, and parking, making it ideal for families and groups.
Villa 'La Petrosa' With Private Pool, Private Garden And Balcony - Radda in Chianti
10 1 review
Radda in Chianti
09/11 – 09/14
$616/nighttotal: $1848 (3 )

Villa 'La Petrosa' With Private Pool, Private Garden And Balcony

5 3
house , Radda in Chianti
This Radda in Chianti villa is conveniently located within six miles of Casa Vinicola Luigi Cecchi winery, Castellina in Chianti's City Hall and Fortress, and the Archaeological Museum of Chianti and Walls of Monteriggioni.
This 2150-square-foot, five-bedroom, three-bathroom home sleeps eleven guests and boasts a private pool, barbecue grill, fireplace, and balcony with Chianti views, plus a fully equipped kitchen including a dishwasher.
Agriturismo "Crocino In Chianti" - Radda in Chianti
9.1 223 reviews
Radda in Chianti
09/11 – 09/14
$178/nighttotal: $534 (3 )

Agriturismo "Crocino In Chianti"

1 3
farm , Gaiole in Chianti
Agriturismo "Crocino in Chianti" is located in Gaiole in Chianti, just 14 miles from the historic Piazza del Campo in Siena and 17 miles from the charming Piazza Matteotti in Gaiole, offering a peaceful escape in the heart of the Chianti countryside. The property has excellent ratings for location, cleanliness, and overall experience.
This farmhouse features a restaurant, fitness center, swimming pool, and jacuzzi, providing plenty of opportunities for relaxation and recreation. Guests can also enjoy the convenience of a full-day security system, bike rentals, and a terrace with stunning views.
Apartment In Radda With Garden - Radda in Chianti
9.0 257 reviews
Radda in Chianti
06/27 – 07/04
$809/nighttotal: $5663 (7 )

Apartment In Radda With Garden

6 2
apartment , Radda in Chianti
The Belvilla by OYO Uva apartment is located in Radda in Chianti, just 12 miles from the town center and 21 miles from Siena's Piazza del Campo. It is highly rated for its location, cleanliness, and overall experience by previous guests.
The apartment features two bedrooms, ideal for families or groups of friends. Guests can enjoy a private garden, a patio, a swimming pool, a tennis court, and a well-equipped kitchen, as well as satellite TV and outdoor play equipment for children.

Best family friendly Radda in Chianti villas and beach houses

Among the 663 accommodations in Radda in Chianti, here are the 4 best family friendly villas and beach houses

Agriturismo Borgo Il Bonagino - Radda in Chianti
9.3 60 reviews
Radda in Chianti
06/27 – 07/04
$259/nighttotal: $1813 (7 )

Agriturismo Borgo Il Bonagino

1 2
farm , Radda in Chianti
Agriturismo Borgo Il Bonagino is a family-friendly farm located in the serene countryside of Radda in Chianti, offering breathtaking mountain or pool views from every unit. With excellent user and location ratings, this farm provides a tranquil retreat just 12 miles from Piazza Matteotti and 21 miles from Piazza del Campo.
The spacious accommodations feature fully equipped kitchens, satellite TVs, washing machines, and private bathrooms, ensuring comfort for families or groups. Guests can relax in the lush garden, enjoy a picnic in the designated area, or let the kids play on the outdoor playground. The panoramic pool offers stunning Tuscan scenery, and barbecue facilities allow for al fresco dining.
200 M² Villa ∙ 5 Bedrooms ∙ 11 Guests - Radda in Chianti
8.8 4 reviews
Radda in Chianti
09/11 – 09/14
$531/nighttotal: $1593 (3 )

200 M² Villa ∙ 5 Bedrooms ∙ 11 Guests

5 3
house , Radda in Chianti
Villa La Petrosa, a 17th-century Tuscan farmhouse in Radda in Chianti, offers easy access to other Chianti Classico towns.
This 2150-square-foot, three-story home sleeps up to 11 guests, boasting 5 bedrooms, 3 bathrooms, a private pool, and a large outdoor area with a barbecue, garden, and parking; beach/pool towels and a high chair are provided.
Simplicity In Organic Farmhouse Azzurro - Radda in Chianti
9.7 241 reviews
Radda in Chianti
06/27 – 07/04
$114/nighttotal: $798 (7 )

Simplicity In Organic Farmhouse Azzurro

1 2
apartment , Greve in Chianti
This Greve in Chianti vacation rental is a wheelchair-accessible apartment located in the Chianti region, a 10-minute drive from Greve in Chianti and within walking distance of Panzano in Chianti via vineyard paths, near Villa Vignamaggio.
This 450-square-foot (approximately 42 square meters) unit features one bedroom, one bathroom, and sleeps four, offering a kitchen with a fridge and microwave, a private terrace, access to a communal wood-fired oven and grill, and a large, well-lit kitchen-living room with a fireplace.
Borgo Livernano - Radda in Chianti
9.2 566 reviews
Radda in Chianti
06/27 – 07/04
$306/nighttotal: $2142 (7 )

Borgo Livernano

1 2
farm , Radda in Chianti
Borgo Livernano - Farmhouse with pool is a historic farm surrounded by forests, vines, and olive groves, close to both Siena and Florence. It features excellent user, location and cleanliness ratings.
The farm offers a spacious swimming pool, a spa, a restaurant, a bar, a concierge, and parking. Guests can also enjoy the farm's produce, which includes fine wines, excellent olive oil, honey, vegetables, and fruits. The farm's two houses have been redesigned and furnished with local antiques to accommodate guests.

Frequently Asked Questions about villa rentals in Radda in Chianti

  • What is the best time to visit Radda in Chianti?

    Spring and autumn are the most pleasant times to visit Radda. The weather is mild, the vineyards are beautiful, and the crowds are smaller. If you're a wine lover, you'll want to come during harvest season in September and October.
  • What are the best villa rentals in Radda in Chianti?

    Among the villa rentals in Radda in Chianti, Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the most popular ones.

  • When is it easiest to book a villa rental in Radda in Chianti?

    You'll find the best deals on villa rentals in the shoulder seasons, like April-May and September-October. Summer is high season, so prices are higher and availability is limited.
  • What are the best villa rentals with a pool in Radda in Chianti?

    Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the best villa rentals with a pool in Radda in Chianti.

  • What are the top hiking trails near Radda in Chianti?

    The Sentiero degli Etruschi is a popular hiking trail that winds through the Chianti countryside. You can also hike to the top of the hill where the Sanctuary of Santa Maria in Le Vigne is located. And if you're looking for a shorter walk, try the trail that leads to the Castello di Volpaia.
  • What are the best villa rentals with a jacuzzi in Radda in Chianti?

  • What are the advantages of renting a house or a villa in Radda in Chianti

    Renting a villa gives you more space and privacy than a hotel. You can cook your own meals, relax by the pool, and enjoy the peace and quiet of the countryside. You'll also be able to experience the real Italy, away from the tourist crowds.
  • What are the best villa rentals for families and kids in Radda in Chianti?

    The best villa rentals for families and kids in Radda in Chianti are Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn.

  • Are there popular destinations near Radda in Chianti?

    Yes, there are many popular destinations near Radda. You can easily visit Siena, Florence, and San Gimignano. And if you're interested in wine, there are many wineries in the area that offer tours and tastings. The region is also known for its olive oil production.
  • What are the best pet friendly villa rentals in Radda in Chianti?

    The best pet friendly villa rentals in Radda in Chianti are Castello Di Volpaia, Relais Santa Cristina and Tuscany House "La Querce Sola".

  • What are the best villa rentals with parking in Radda in Chianti?

    Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the best villa rentals with parking in Radda in Chianti.

Destinations nearby

Best Radda in Chianti houses with parking

Al Poderuzzo - Radda in Chianti
9.0 76 reviews
Radda in Chianti
09/11 – 09/14
$284/nighttotal: $852 (3 )

Al Poderuzzo

1 3
house , Cavriglia
Al Poderuzzo Private Villa, situated in Castelnuovo dei Sabbioni near Cavriglia, offers easy access to Florence (approximately 40 kilometers) and Siena (47 kilometers).
This two-unit property features two private bathrooms per unit, a private garden with barbecue, a hot tub, free Wi-Fi, free parking, and is ideal for cyclists exploring the Tuscan countryside.
Villa Sofia & Spa - Radda in Chianti
9.0 245 reviews
Radda in Chianti
09/11 – 09/14
$248/nighttotal: $744 (3 )

Villa Sofia & Spa

1 3
house , Gaiole in Chianti
Villa Sofia & Spa is a fully-equipped 13th-century villa with a private entrance located in the heart of Gaiole in Chianti, 14 miles from Piazza del Campo and 17 miles from Piazza Matteotti. This highly-rated accommodation (excellent user rating, excellent location rating, and excellent cleanliness rating) has a total floor area of 1940 square feet and offers a wide range of amenities, activities, and features including a hot tub, spa center, steam room, sauna, fully equipped kitchen, fireplace, seating area, mini-market, bike and car rental services, paid airport shuttle service, tennis court, parking, and more.
Podere Terreno Alla Via Della Volpaia - Radda in Chianti
9.6 321 reviews
Radda in Chianti
06/27 – 07/04
$238/nighttotal: $1666 (7 )

Podere Terreno Alla Via Della Volpaia

1 2
farm , Radda in Chianti
Podere Terreno alla via della volpaia is a farm stay located in Radda in Chianti, just a short drive from Siena and Florence, offering a peaceful escape in the Tuscan countryside. This accommodation consistently receives excellent ratings for location, cleanliness, and overall user experience.
The farm features a variety of rooms with private bathrooms and free toiletries. Guests can enjoy a delicious breakfast with buffet, Italian, and gluten-free options, relax in the shared lounge, or take advantage of the on-site spa, fitness center, and restaurant.
Crognole 6, Emma Villas - Radda in Chianti
10 2 reviews
Radda in Chianti
09/11 – 09/14
$1444/nighttotal: $4332 (3 )

Crognole 6, Emma Villas

3 3
house , Radda in Chianti
This Emma Villas property, located in Crognole, is 15 miles from Radda in Chianti's Piazza Matteotti and offers easy access to The Mall Luxury Outlet and Piazza del Campo.
The 1370-square-foot villa boasts three bedrooms, three bathrooms, a private pool with Tuscan countryside views, a fully equipped kitchen, and outdoor amenities including a patio with a barbecue and an open-air bath; it comfortably sleeps six.

Best Radda in Chianti houses with a garden

Holiday Home Il Canto Dei Merli By Interhome - Radda in Chianti
Radda in Chianti
09/11 – 09/14
$295/nighttotal: $885 (3 )

Holiday Home Il Canto Dei Merli By Interhome

1 3
house , Greve in Chianti
This holiday home in Greve in Chianti is located 4.4 miles from Corti's Piazza Matteotti, 21 miles from Florence's Uffizi Gallery and Piazza della Signoria, and allows pets and offers free WiFi.
This 860 sq ft villa accommodates up to 7 guests with 2 bathrooms, a fully equipped kitchen, air conditioning, a private terrace, a garden, an outdoor swimming pool, a hot tub, and complimentary private parking.
Stone Farmhouse In Chianti Hill Between Florence, Siena Private Veranda And Lake - Radda in Chianti
9.9 95 reviews
Radda in Chianti
06/27 – 07/04
$225/nighttotal: $1575 (7 )

Stone Farmhouse In Chianti Hill Between Florence, Siena Private Veranda And Lake

2 2
farm , Radda in Chianti
This family-friendly farmhouse rental near Radda in Chianti, Italy is conveniently located 3 miles from Castello di Radda Winery and within 6 miles of Pieve di San Leolino and the Church of Santa Maria Assunta.
This 1120-square-foot vacation home boasts two bedrooms, two bathrooms, a private pool, jacuzzi, fitness center, and a fully equipped kitchen including a dishwasher, all within a beautifully maintained garden with barbecue grills and on-site water park.
Le Scope 5* - Radda in Chianti
9.6 16 reviews
Radda in Chianti
06/27 – 07/04
$260/nighttotal: $1820 (7 )

Le Scope 5*

3 2
house , Radda in Chianti
Le Scope 5* is a villa in the Tuscan countryside near Radda in Chianti, 13 miles from Piazza Matteotti and 20 miles from Piazza del Campo. It has excellent user and location ratings.
The villa has 3 bedrooms, 3 bathrooms, 2 living rooms, a private balcony and patio, a well-equipped kitchen, shared lounge area, fireplace, barbecue facilities, free private parking, and Wi-Fi. It is suitable for 8 guests and has a floor area of 2690 square feet.
Collelungo - Radda in Chianti
9.0 485 reviews
Radda in Chianti
09/11 – 09/14
$228/nighttotal: $684 (3 )

Collelungo

1 3
house , Castellina in Chianti
This gîte is a haven of tranquility in the heart of the Chianti countryside, just outside the historic town of Castellina in Chianti. With very good ratings for location, cleanliness, and user experience, it offers a peaceful retreat surrounded by vineyards and olive groves, within easy reach of local landmarks.
The gîte features a well-equipped kitchen, a comfortable living area, and a private terrace or balcony. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax in the Jacuzzi, or unwind in the cozy bar/lounge. Other amenities include a fitness center, parking, and laundry facilities. The on-site winery offers wine tastings and tours, providing a unique and immersive experience for guests.
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