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

Villas in Radda in Chianti

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Radda in Chianti villas

A stone building with a swimming pool, wooden deck, and a tall tree.

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.
$2,043 nightly
The price is $2,048
Oct 4 - Oct 5
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

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.
$1,663 nightly
The price is $1,668
Oct 6 - Oct 7
Total with taxes and fees
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

3. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
$146 nightly
The price is $149
Sep 29 - Sep 30
Total with taxes and fees
Rooster House, cooking classes and opera
An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

4. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

5. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
$478 nightly
The price is $483
Sep 28 - Sep 29
Total with taxes and fees
Villa Il Signorino
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

6. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
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.
$7,989 nightly
The price is $7,989
Sep 28 - Sep 29
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

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
$158 nightly
The price is $177
Sep 28 - Sep 29
Total with taxes and fees
Villa Montecastello
An outdoor patio with a wooden table and chairs, a hanging lantern, and a view of the surrounding landscape.

8. 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
$1,301 nightly
The price is $1,306
Sep 28 - Sep 29
Total with taxes and fees
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

9. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$1,947 nightly
The price is $1,951
Oct 17 - Oct 18
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

10. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
$1,947 nightly
The price is $1,951
Oct 17 - Oct 18
Total with taxes and fees
Villa Torre Among the Hills of Siena
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
$6,288 nightly
The price is $6,291
Oct 12 - Oct 13
Total with taxes and fees
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A villa with a swimming pool, surrounded by lush greenery and vineyards.

12. 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
$6,834 nightly
The price is $6,839
Oct 14 - Oct 15
Total with taxes and fees
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
An outdoor patio with a round table, chairs, a sofa, and a potted plant.

13. Molino In Chianti - Villa with Private Pool

Molino In Chianti - Villa with Private Pool
Mercatale Val Di Pesa
$1,575 nightly
The price is $1,580
Sep 29 - Sep 30
Total with taxes and fees
Molino In Chianti - Villa with Private Pool
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

14. Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
$2,924 nightly
The price is $2,924
Oct 18 - Oct 19
Total with taxes and fees
Villa Mami: A Tuscan Retreat of Elegance and Charm
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

15. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
$388 nightly
The price is $394
Sep 28 - Sep 29
Total with taxes and fees
Luxury Villa in the Florentine hills
A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

16. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
$14,839 nightly
The price is $14,839
Sep 28 - Sep 29
Total with taxes and fees
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

17. 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
A stone patio with outdoor furniture, a stone wall, and a view of the countryside.

18. Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
$3,352 nightly
The price is $3,352
Sep 30 - Oct 1
Total with taxes and fees
Golden Hour - wedding in Florence
A house with a covered patio, a lawn, and potted plants.

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$820 nightly
The price is $825
Sep 28 - Sep 29
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
A pool area with a stone archway, lounge chairs, and a stone wall with greenery behind.

20. Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool

Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool
Rignano sull'Arno
$5,577 nightly
The price is $5,582
Sep 28 - Sep 29
Total with taxes and fees
Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool
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

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Nos gustó mucho las habitaciones privadas"
Yanelys 2-night trip
Posted 9 hours ago
Plus Florence - Hostel

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
170
Accommodation
1677 Villas
Lowest Price
$149
Highest Price
$14,839

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $149 and $14,839 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 1677 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.

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