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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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.
$1,113 nightly
The price is $1,117
Sep 17 - Sep 18
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.
$2,236 nightly
The price is $2,240
Sep 18 - Sep 19
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

3. The San Leonino House

The San Leonino House
Castellina in Chianti
$1,258 nightly
The price is $1,534
Sep 9 - Sep 10
Total with taxes and fees
The San Leonino House
Property grounds

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
$148 nightly
The price is $152
Sep 6 - Sep 7
Total with taxes and fees
Rooster House, cooking classes and opera
Outdoor dining

5. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
Property grounds

6. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
$5,614 nightly
The price is $5,614
Sep 9 - Sep 10
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

7. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
$523 nightly
The price is $527
Sep 3 - Sep 4
Total with taxes and fees
Villa Il Signorino
Villa, Air conditioning, Courtyard View | Exterior

8. 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
$173 nightly
The price is $194
Sep 3 - Sep 4
Total with taxes and fees
Villa Montecastello
Outdoor dining

9. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$2,241 nightly
The price is $2,246
Sep 24 - Sep 25
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
Outdoor dining

10. 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
$1,324 nightly
The price is $1,329
Sep 13 - Sep 14
Total with taxes and fees
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Exterior

11. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
$2,046 nightly
The price is $2,050
Sep 5 - Sep 6
Total with taxes and fees
Villa Torre Among the Hills of Siena
Pool

12. Private Tuscan Villa Estate w/ Pool & BBQ

Private Tuscan Villa Estate w/ Pool & BBQ
Poggibonsi
$2,923 nightly
The price is $3,138
Oct 3 - Oct 4
Total with taxes and fees
Private Tuscan Villa Estate w/ Pool & BBQ
Outdoor dining

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

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
$1,603 nightly
The price is $1,608
Sep 13 - Sep 14
Total with taxes and fees
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Terrace/patio

14. Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
$3,604 nightly
The price is $3,604
Sep 30 - Oct 1
Total with taxes and fees
Golden Hour - wedding in Florence
Exterior

15. GuestHost - Porta Romana Elegant House with Private Parking!

GuestHost - Porta Romana Elegant House with Private Parking!
Siena
9.0 out of 10, Wonderful, (4 reviews)
"Excellent location 15 mi minute walk to the center of town. Towels and linens were fresh and fragrant. On site parking was super convenient because of limited parking around the town. The property manager was immediately available by phone and delivered an extra blanket which in 5 minutes of our request."
United States
Kathleen M.
$271 nightly
The price is $335
Sep 7 - Sep 8
Total with taxes and fees
GuestHost - Porta Romana Elegant House with Private Parking!
Exterior

16. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
$15,102 nightly
The price is $15,102
Sep 3 - Sep 4
Total with taxes and fees
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Outdoor dining

17. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"We loved this villa! David, our host, was very prompt in responding and providing additional information. The property was beautiful. We will definitely stay here again."
United States
John G.
$330 nightly
The price is $336
Sep 3 - Sep 4
Total with taxes and fees
Luxury Villa in the Florentine hills
Exterior

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$834 nightly
The price is $840
Sep 3 - Sep 4
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Pool

19. Villa Sunset, in the heart of Chianti

Villa Sunset, in the heart of Chianti
Greve in Chianti
8.0 out of 10, Very Good, (1 review)
"La casa é spaziosa ed accogliente e molto pulita in una posizione e strategica e comoda per visitare Firenze e i borghi della zona. "
Italy
elisa b.
Villa Sunset, in the heart of Chianti
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
$6,150 nightly
The price is $6,156
Sep 3 - Sep 4
Total with taxes and fees
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.
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Decor is incredible, much better in person"
Jonathan 2-night trip
Posted less than an hour ago
Hotel Calimala Florence

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
172
Accommodation
1676 Villas
Lowest Price
$152
Highest Price
$15,102

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $152 and $15,102 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 1676 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