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

Villas in Radda in Chianti

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Radda in Chianti villas

Pool

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.
$1,665 nightly
The price is $1,670
Sep 1 - Sep 2
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds

2. "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.
$1,760 nightly
The price is $1,765
Sep 11 - Sep 12
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Property grounds

3. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
$148 nightly
The price is $151
Aug 17 - Aug 18
Total with taxes and fees
Rooster House, cooking classes and opera
Exterior

4. Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
$756 nightly
The price is $840
Aug 13 - Aug 14
Total with taxes and fees
Villa Marcolina
Villa, Air conditioning, Courtyard View | Exterior

5. 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
$191 nightly
The price is $214
Aug 13 - Aug 14
Total with taxes and fees
Villa Montecastello
Exterior

6. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
$568 nightly
The price is $573
Sep 1 - Sep 2
Total with taxes and fees
Villa Il Signorino
Property grounds

7. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
$5,590 nightly
The price is $5,590
Aug 13 - Aug 14
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

8. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$2,231 nightly
The price is $2,236
Aug 30 - Aug 31
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
Outdoor dining

9. 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)
"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"
Italy
Anonymous traveler
$1,318 nightly
The price is $1,323
Aug 19 - Aug 20
Total with taxes and fees
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Exterior

10. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
$2,231 nightly
The price is $2,236
Aug 30 - Aug 31
Total with taxes and fees
Villa Torre Among the Hills of Siena
Outdoor dining

11. 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.
$436 nightly
The price is $442
Aug 30 - Aug 31
Total with taxes and fees
Luxury Villa in the Florentine hills
Exterior

12. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
$523 nightly
The price is $576
Aug 17 - Aug 18
Total with taxes and fees
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

13. Exclusive Estate | Heated Pool & Personal Concierge

Exclusive Estate | Heated Pool & Personal Concierge
impruneta
10.0 out of 10, Exceptional, (112 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
$1,793 nightly
The price is $1,798
Aug 21 - Aug 22
Total with taxes and fees
Exclusive Estate | Heated Pool & Personal Concierge
Outdoor dining

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

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
$1,596 nightly
The price is $1,601
Aug 23 - Aug 24
Total with taxes and fees
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

15. Pool Villa - Breakfast included

Pool Villa - Breakfast included
Rignano sull'Arno (Florence)
$324 nightly
The price is $356
Sep 6 - Sep 7
Total with taxes and fees
Pool Villa - Breakfast included
Exterior

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$957 nightly
The price is $963
Aug 24 - Aug 25
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Exterior

17. My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
$641 nightly
The price is $705
Aug 13 - Aug 14
Total with taxes and fees
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Property grounds

18. 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.
$1,577 nightly
The price is $1,582
Aug 16 - Aug 17
Total with taxes and fees
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

19. My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Rignano sull'Arno
$882 nightly
The price is $971
Aug 18 - Aug 19
Total with taxes and fees
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Pool

20. Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
$911 nightly
The price is $911
Aug 24 - Aug 25
Total with taxes and fees
Bagno a Ripoli, Italy. Entire accommodation: villa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Radda in Chianti Hotel Reviews

Palazzo Montebello

Palazzo Montebello

10/10 Excellent
"Beautiful hotel and walking distance from the centre"
Pharooq 2-night trip
Posted 12 hours ago
Palazzo Montebello

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
279
Accommodation
1700 Villas
Lowest Price
$151
Highest Price
$5,590

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $151 and $5,590 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 1700 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?
Reserving a villa in Radda in Chianti is as simple as clicking on your travel dates and picking a place that meets your needs. Seeking something affordable or upmarket, or a stay that also features WiFi and a hot tub? Use Expedia's search filters to narrow your results and find your dream fit.
How can I find cheap villas in Radda in Chianti?
The simplest way to track down cheap villas in Radda in Chianti is with Expedia's filter tool. Tailor your search results by amenities, budget and star rating to access awesome prices in just a few keystrokes.
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