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Villas in Radda in Chianti

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August 2026

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The best villas in Radda in Chianti

Check out our selection of great villas in Radda in Chianti

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La finestra sul Chianti

Radda in Chianti

13 miles from Piazza Matteotti in Radda in Chianti, La finestra sul Chianti offers accommodations with access to a hot tub.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 8 reviews
Price from
$136.43
1 night, 2 adults

Casa Vacanze Chianti Summer

Gaiole in Chianti (Near Radda in Chianti)

Casa Vacanze Chianti Summer is located in Gaiole in Chianti, just 16 miles from Piazza Matteotti and 17 miles from Piazza del Campo.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 15 reviews
Price from
$1,220
1 night, 2 adults

Podere Erbolino

Gaiole in Chianti (Near Radda in Chianti)

17 miles from Piazza Matteotti in Gaiole in Chianti, Podere Erbolino features accommodations with access to a hot tub. This villa offers accommodations with a balcony.

C
Crainiceanu
From
United States
This was the quintessential Tuscan experience, the house has exceptional views of the countryside, surrounded by olive trees and vineyards. The trip to get there was an experience in itself, with spectacular views at every turn of the road. The house is Tuscan style (hence the "Podere" name) and it is exquisitely partitioned and appointed, giving it an authentic feeling. There is nothing like waking up in the morning, puling the window shades and watching the most beautiful Tuscan countryside. We rented this place and then did day trips to Florence and Sienna and particularly appreciated the cooler, quieter countryside when we got back. If you like biking or hiking, this is one of the best places in Tuscany; hike for 500 meters (easy hike) and you get to an olive oil and/or local authentic winery farm. The owner was extraordinarily helpful and made our stay so much better with his recommendations. We could not recommend the property and the owner more! Grazzie mille!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 22 reviews
Price from
$1,553.26
1 night, 2 adults

La Corte del Frate

Panzano (Near Radda in Chianti)

La Corte del Frate is located in Panzano, just 5.4 miles from Piazza Matteotti and 21 miles from Piazzale Michelangelo.

J
Jeanette
From
Canada
Very cute . Quite small but normal for these types of accommodations. David was very nice and helpful.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 152 reviews
Price from
$77.93
1 night, 2 adults

Casalta Di Pesa

Siena (Near Radda in Chianti)

Offering garden views, Casalta Di Pesa in Siena offers accommodations, a garden, and barbecue facilities. This property offers a private pool, free Wifi, and free private parking.

A
Annie
From
United States
Beautiful accomodation and value for money.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 218 reviews
Price from
$472.27
1 night, 2 adults

Villa Sofia & Spa

Gaiole in Chianti (Near Radda in Chianti)

16 miles from Piazza del Campo in Gaiole in Chianti, Villa Sofia & Spa features accommodations with access to a hot tub and spa center.

I
Ivan
From
Canada
The Spa was fantastic and it was off the beaten path. Not as busy with people.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 67 reviews
Price from
$313.17
1 night, 2 adults

Casa Vacanze Vertine

Gaiole in Chianti (Near Radda in Chianti)

16 miles from Piazza Matteotti in Gaiole in Chianti, Casa Vacanze Vertine offers accommodations with access to a spa center, solarium, and open-air bath.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 53 reviews
Price from
$120.69
1 night, 2 adults

Agriturismo Fattoria Celle

Figline Valdarno (Near Radda in Chianti)

Agriturismo Fattoria Celle offers accommodations in Figline Valdarno, 10 miles from Piazza Matteotti and 12 miles from The Mall Luxury Outlet.

D
Dana
From
Slovakia
We absolutely loved our two week stay and will return next year. We loved the house, the terrace of the house with stunning views, we absolutely loved the location, the vast olive orchards, the forrest around , the peace and quiet, the pool, the lake with the geese and ducks and a heron. The host was kind, helpful a d very responsive. The farm's olive and wine were amazing too. There is a restaurant nearby that the host recommended that had great food. We stayed with our pets, the whole environment is very pet friendly which we hugely appreciate. We made a couple of day trips to San Gimignano and Voltera. Both beautiful places. Overall, we absolutely loved our stay and will return again.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 124 reviews
Price from
$264.37
1 night, 2 adults

Suite Bobo relax nel chianti classico gallo nero

Strada (Near Radda in Chianti)

Providing a garden, Suite Bobo relax nel chianti classico gallo nero offers accommodations in Strada. This property offers access to a terrace, free private parking, and free Wifi.

O
Omid
From
Canada
Nice place , Calm and cozy location
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 129 reviews
Price from
$138.53
1 night, 2 adults

Cipressi Rossi

Greve in Chianti (Near Radda in Chianti)

Cipressi Rossi is a recently renovated vacation home in Greve in Chianti where guests can make the most of the garden and shared lounge.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 11 reviews
Price from
$157.42
1 night, 2 adults
All villas in Radda in Chianti

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Radda in Chianti and surrounding area in the past month

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Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 8 reviews

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 38 reviews

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 39 reviews

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 9 reviews

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 4 reviews

Popular with guests booking villas in Radda in Chianti

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 3 reviews

Popular with guests booking villas in Radda in Chianti

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 8 reviews

Popular with guests booking villas in Radda in Chianti

Villas with swimming pools in Radda in Chianti and nearby

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Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 38 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 4 reviews
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 9 reviews
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 3 reviews
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 5 reviews
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Great access to the city center. Check these villas in Radda in Chianti and nearby

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Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 39 reviews

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 8 reviews
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Limoni

unit Limoni
Central location
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews

Traveling by car? These villas in Radda in Chianti and nearby offer free parking

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Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 8 reviews
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 66 reviews

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

FAQ about villas in Radda in Chianti

On average, a villa in Radda in Chianti costs $399 per night (based on Booking.com prices).
Many families visiting Radda in Chianti enjoyed staying at Holiday Home Villa del Poggio by Interhome, Casa Marina, and Holiday Home Le Bonatte-3 by Interhome.
Holiday Home Villa del Poggio by Interhome, Holiday Home Le Bonatte-3 by Interhome, and Casa Marina are some of our most popular villas in Radda in Chianti.
These villas in Radda in Chianti are highly rated by couples: Podere Pruneto, Casa Marina, and Villa Rosa di Chianti.
Villa Rosa di Chianti, Casa Colle Petroso, and Podere Pruneto have received great reviews from guests in Radda in Chianti about the views from these villas.

Villas That Guests Love in Radda in Chianti

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
The villa and grounds are outstanding. Fantastic surroundings and the hosts are incredible people. We had a brilliant 3 week stay. The town of radda is beautiful with lots of bars and restaurants. The local bar and osteria down the hill from the villa are great. Perfect location to visit many towns.
Guest review byDavid
Solo traveler