Search Villas in Radda in Chianti

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

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 NZ$2,164
includes taxes & fees
16 Nov - 17 Nov
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 NZ$3,124
includes taxes & fees
15 Nov - 16 Nov
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 NZ$249
includes taxes & fees
8 Nov - 9 Nov
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 NZ$15,214
includes taxes & fees
8 Nov - 9 Nov
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 NZ$2,987
includes taxes & fees
11 Nov - 12 Nov
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 NZ$2,987
includes taxes & fees
11 Nov - 12 Nov
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 NZ$638
includes taxes & fees
21 Nov - 22 Nov
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 NZ$2,081
includes taxes & fees
18 Nov - 19 Nov
Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

9. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is NZ$23,685
includes taxes & fees
29 Nov - 30 Nov
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

10. 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 NZ$1,419
includes taxes & fees
8 Nov - 9 Nov
Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany

11. Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool
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 NZ$2,491
includes taxes & fees
9 Nov - 10 Nov
Exclusive Estate | Personal Concierge & Heated Pool

12. 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 NZ$5,028
includes taxes & fees
16 Nov - 17 Nov
Villa Mami: A Tuscan retreat full of elegance and charm

13. 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 NZ$1,214
includes taxes & fees
8 Nov - 9 Nov
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi

14. 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 NZ$12,051
includes taxes & fees
15 Nov - 16 Nov
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

15. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is NZ$28,422
includes taxes & fees
8 Nov - 9 Nov
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

16. 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 NZ$1,339
includes taxes & fees
8 Nov - 9 Nov
Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning

17. 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 NZ$9,524
includes taxes & fees
16 Nov - 17 Nov
Villa with a Pool in Florence / Breakfast, Daily Housekeeping, Air Conditioning, Jacuzzi

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 NZ$2,333
includes taxes & fees
8 Nov - 9 Nov
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

19. Golden Hour - Wedding in Florence

Golden Hour - Wedding in Florence
Toscana
The price is NZ$5,761
includes taxes & fees
19 Nov - 20 Nov
Golden Hour - Wedding in Florence

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 NZ$2,768
includes taxes & fees
29 Nov - 30 Nov
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.

Learn more about Radda in Chianti

Medieval stone buildings and winding streets make this hilltop town a perfect base for exploring Chianti's vineyards. Sample local wines at enotecas around the main piazza, then join a cooking class to master traditional Tuscan recipes.

A stone building with a tower, arched windows, and a red-tiled roof.

Frequently Asked Questions

How much do villas in Radda in Chianti cost?

Rates for villas in Radda in Chianti range between NZ$248 and NZ$28,421 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.

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.

Explore a world of travel with Expedia