A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.

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Our top choices for Radda in Chianti villas

1. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is CA $1,554
CA $2,328 total
includes taxes & fees
Sep 1 - Sep 2
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

2. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is CA $6,859
CA $6,863 total
includes taxes & fees
Aug 21 - Aug 22
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

3. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Oltrarno
The price is CA $1,369
CA $1,388 total
includes taxes & fees
Aug 23 - Aug 24
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

4. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is CA $2,422
CA $2,460 total
includes taxes & fees
Sep 11 - Sep 12
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

5. Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is CA $1,160
CA $1,289 total
includes taxes & fees
Aug 22 - Aug 23
Villa Marcolina

6. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is CA $177
CA $211 total
includes taxes & fees
Aug 13 - Aug 14
Rooster House, cooking classes and opera

7. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is CA $563
CA $793 total
includes taxes & fees
Sep 3 - Sep 4
Villa Il Signorino

8. Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is CA $264
CA $295 total
includes taxes & fees
Aug 12 - Aug 13
Villa Montecastello

9. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is CA $6,987
CA $7,792 total
includes taxes & fees
Aug 14 - Aug 15
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

10. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is CA $2,672
CA $3,028 total
includes taxes & fees
Aug 12 - Aug 13
Villa Torre Among the Hills of Siena

11. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is CA $2,761
CA $3,117 total
includes taxes & fees
Aug 21 - Aug 22
Villa Capanna: A Window onto Tuscany

12. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
8.0 out of 10, Very good, (1 review)
The price is CA $1,546
CA $1,847 total
includes taxes & fees
Aug 19 - Aug 20
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

13. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is CA $15,138
CA $15,916 total
includes taxes & fees
Aug 13 - Aug 14
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

14. Portion of Villa Il Conventino with Pool and Wi-Fi

Portion of Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
The price is CA $4,239
CA $5,750 total
includes taxes & fees
Aug 14 - Aug 15
Portion of Villa Il Conventino with Pool and Wi-Fi

15. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is CA $2,225
CA $2,232 total
includes taxes & fees
Aug 23 - Aug 24
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

16. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is CA $644
CA $1,537 total
includes taxes & fees
Aug 27 - Aug 28
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

17. Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
The price is CA $1,238
CA $1,344 total
includes taxes & fees
Aug 24 - Aug 25
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi

18. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"Lovely property, nicely appointed, would be happy to stay there again."
United States
David K.
The price is CA $402
CA $631 total
includes taxes & fees
Aug 30 - Aug 31
Luxury Villa in the Florentine hills

19. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $20,962
CA $20,962 total
includes taxes & fees
Aug 18 - Aug 19
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

20. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is CA $7,947
CA $8,544 total
includes taxes & fees
Aug 18 - Aug 19
Villa "Arnilù" with Private Pool & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between and per night. No matter your budget, you're sure to find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Radda in Chianti?
Radda in Chianti has villas to select from. Find a place that's right for you quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.
Why book your villa in Radda in Chianti with Expedia?
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How can I find cheap villas in Radda in Chianti?
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What is there to do near my villa in Radda in Chianti?
The perfect travel accessory is a well-planned schedule. Castello di Albola is a terrific place to begin your exploration of Radda in Chianti.