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
7.4 out of 10, Good, (3 reviews)
"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...
United States
JIm B.
The price is CA $946
CA $1,708 total
includes taxes & fees
Nov 25 - Nov 26
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

2. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub 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 $2,424
CA $2,462 total
includes taxes & fees
Nov 15 - Nov 16
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

3. Rooster House, Cooking Classes, and Opera

Rooster House, Cooking Classes, and Opera
Tavarnelle Val di Pesa
The price is CA $174
CA $196 total
includes taxes & fees
Nov 13 - Nov 14
Rooster House, Cooking Classes, and Opera

4. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is CA $11,218
CA $12,010 total
includes taxes & fees
Nov 25 - Nov 26
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

5. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is CA $2,008
CA $2,358 total
includes taxes & fees
Nov 12 - Nov 13
Villa Capanna: A Window onto Tuscany

6. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is CA $2,008
CA $2,358 total
includes taxes & fees
Nov 12 - Nov 13
Villa Torre Among the Hills of Siena

7. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 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 $453
CA $503 total
includes taxes & fees
Nov 18 - Nov 19
Villa Montecastello

8. Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany
Vaggio
The price is CA $1,638
CA $1,642 total
includes taxes & fees
Nov 17 - Nov 18
Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

9. Villa Mami: A Tuscan retreat full of elegance and charm

Villa Mami: A Tuscan retreat full of elegance and charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is CA $3,169
CA $4,110 total
includes taxes & fees
Nov 29 - Nov 30
Villa Mami: A Tuscan retreat full of elegance and charm

10. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is CA $18,696
CA $18,696 total
includes taxes & fees
Nov 29 - Nov 30
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

11. Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany

Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany
Vaggio
The price is CA $963
CA $968 total
includes taxes & fees
Nov 18 - Nov 19
Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany

12. Premorae - Tenuta corte dell'Angelo - heated pool and concierge service

Premorae - Tenuta corte dell'Angelo - heated pool and concierge service
impruneta
10.0 out of 10, Exceptional, (117 reviews)
"We had a great time with the family in impruneta. Caterine - the host - was very friendly and made everything to have a perfect stay in the villa. We can absolutely recommend this villa !"
Germany
Oli P.
The price is CA $1,775
CA $2,034 total
includes taxes & fees
Dec 6 - Dec 7
Premorae - Tenuta corte dell'Angelo - heated pool and concierge service

13. Villa 'Cascina Gretaio' with Mountain Views, Private Pool and Wi-Fi

Villa 'Cascina Gretaio' with Mountain Views, Private Pool and Wi-Fi
Reggello
The price is CA $870
CA $957 total
includes taxes & fees
Nov 18 - Nov 19
Villa 'Cascina Gretaio' with Mountain Views, Private Pool and Wi-Fi

14. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $22,436
CA $22,436 total
includes taxes & fees
Nov 23 - Nov 24
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

15. Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning

Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning
Vaggio
The price is CA $960
CA $965 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning

16. Villa with a Pool in Florence / Breakfast, Daily Housekeeping, Air Conditioning, Jacuzzi

Villa with a Pool in Florence / Breakfast, Daily Housekeeping, Air Conditioning, Jacuzzi
Rignano sull'Arno
The price is CA $4,563
CA $7,797 total
includes taxes & fees
Nov 18 - Nov 19
Villa with a Pool in Florence / Breakfast, Daily Housekeeping, Air Conditioning, Jacuzzi

17. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is CA $8,556
CA $8,562 total
includes taxes & fees
Nov 15 - Nov 16
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

18. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is CA $1,649
CA $1,842 total
includes taxes & fees
Nov 15 - Nov 16
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

19. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is CA $1,389
CA $1,739 total
includes taxes & fees
Nov 12 - Nov 13
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

20. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (42 reviews)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is CA $2,060
CA $2,234 total
includes taxes & fees
Nov 29 - Nov 30
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
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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Top Radda in Chianti Hotel Reviews

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Radda in Chianti Villas information

Number of reviews
177
Accommodation
1663 Villas
Lowest Price
CA $196
Highest Price
CA $22,436

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between CA $196 and CA $22,436 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 1663 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.