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.
$2,054 nightly
The price is $2,058
Oct 6 - Oct 7
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
$147 nightly
The price is $150
Sep 27 - Sep 28
Total with taxes and fees
Rooster House, cooking classes and opera
A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

3. "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.
$2,458 nightly
The price is $2,463
Oct 19 - Oct 20
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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.

4. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
$511 nightly
The price is $515
Sep 24 - Sep 25
Total with taxes and fees
Villa Il Signorino
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

5. 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
$171 nightly
The price is $191
Oct 6 - Oct 7
Total with taxes and fees
Villa Montecastello
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
$8,028 nightly
The price is $8,028
Sep 24 - Sep 25
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

7. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
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
$1,270 nightly
The price is $1,274
Oct 12 - Oct 13
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
$1,959 nightly
The price is $1,964
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
$1,959 nightly
The price is $1,964
Oct 17 - Oct 18
Total with taxes and fees
Villa Torre Among the Hills of Siena
An outdoor patio with a round table, chairs, a sofa, and a potted plant.

11. Molino In Chianti - Villa with Private Pool

Molino In Chianti - Villa with Private Pool
Mercatale Val Di Pesa
$1,583 nightly
The price is $1,588
Sep 26 - Sep 27
Total with taxes and fees
Molino In Chianti - Villa with Private Pool
A pool area with a stone archway, lounge chairs, and a stone wall with greenery behind.

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

Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool
Rignano sull'Arno
$5,976 nightly
The price is $5,980
Sep 24 - Sep 25
Total with taxes and fees
Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool
A villa with a swimming pool, surrounded by lush greenery and vineyards.

13. 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
$6,879 nightly
The price is $6,884
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 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)
$3,119 nightly
The price is $3,119
Oct 23 - Oct 24
Total with taxes and fees
Villa Mami: A Tuscan Retreat of Elegance and Charm
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
$6,329 nightly
The price is $6,332
Oct 12 - Oct 13
Total with taxes and fees
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A brick building with a gravel courtyard, a staircase, and potted plants.

16. 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.
$327 nightly
The price is $404
Oct 5 - Oct 6
Total with taxes and fees
GuestHost - Porta Romana Elegant House with Private Parking!
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

17. 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.
$375 nightly
The price is $381
Oct 12 - Oct 13
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.

18. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
$14,912 nightly
The price is $14,912
Oct 7 - Oct 8
Total with taxes and fees
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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
A house with a covered patio, a lawn, and potted plants.

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$825 nightly
The price is $831
Sep 24 - Sep 25
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and 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.
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Top Radda in Chianti Hotel Reviews

Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"Clean room, nice thick slippers, staff helpful. Walking distance from Termini, laundry etc."
Annie 5-night trip
Posted 4 hours ago
Hotel Delle Nazioni

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
173
Accommodation
1676 Villas
Lowest Price
$150
Highest Price
$14,912

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $150 and $14,912 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.

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