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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
$1,791 nightly
The price is $1,796
Nov 1 - Nov 2
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.
$2,039 nightly
The price is $2,043
Nov 3 - Nov 4
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
$143 nightly
The price is $147
Oct 11 - Oct 12
Total with taxes and fees
Rooster House, cooking classes and opera
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.
$502 nightly
The price is $506
Oct 11 - Oct 12
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
$174 nightly
The price is $195
Oct 12 - Oct 13
Total with taxes and fees
Villa Montecastello
An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

6. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

7. 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.
$7,857 nightly
The price is $7,857
Oct 11 - Oct 12
Total with taxes and fees
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

8. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$1,820 nightly
The price is $1,825
Nov 2 - Nov 3
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

9. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
$1,820 nightly
The price is $1,825
Nov 2 - Nov 3
Total with taxes and fees
Villa Torre Among the Hills of Siena
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

10. 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)
$3,067 nightly
The price is $3,067
Oct 19 - Oct 20
Total with taxes and fees
Villa Mami: A Tuscan Retreat of Elegance and Charm
An outdoor seating area with two wooden chairs and a table, a stone wall, and a glass door.

11. Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany

Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany
Vaggio
$674 nightly
The price is $678
Nov 2 - Nov 3
Total with taxes and fees
Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany
A stone building with a large arched entrance, potted plants, and outdoor seating.

12. Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool
impruneta
10.0 out of 10, Exceptional, (115 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.
$1,248 nightly
The price is $1,252
Oct 19 - Oct 20
Total with taxes and fees
Exclusive Estate | Personal Concierge & Heated Pool
Terrace/patio

13. Villa Sunset, in the heart of Chianti area

Villa Sunset, in the heart of Chianti area
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 area
A house with a covered patio, a lawn, and potted plants.

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$751 nightly
The price is $757
Nov 1 - Nov 2
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
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, (151 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
$397 nightly
The price is $403
Oct 12 - Oct 13
Total with taxes and fees
Luxury Villa in the Florentine hills
A two-story building with a garden, a gazebo, and a statue.

16. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
$4,827 nightly
The price is $4,831
Oct 11 - Oct 12
Total with taxes and fees
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A covered balcony with a brick railing, a bench, and a view of lush greenery.

17. 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.
$653 nightly
The price is $653
Oct 10 - Oct 11
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone building with a tower, surrounded by trees and a garden.

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.
$1,334 nightly
The price is $1,339
Nov 2 - Nov 3
Total with taxes and fees
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

19. 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.
$2,172 nightly
The price is $2,177
Nov 1 - Nov 2
Total with taxes and fees
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A villa with a swimming pool, surrounded by lush greenery and vineyards.

20. 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
$6,049 nightly
The price is $6,054
Oct 14 - Oct 15
Total with taxes and fees
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
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 Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"La qualité et service de cette hotel nous ont agréablement surpris . Très belle chambre rénover et a la fois traditionnel et luxueuse , salle de bain moderne. Le service est de loin le meilleur que nous avons eux dans ce voyages. Si on reviens a Florence nous y séjournerons ."
Pierre 2-night trip
Posted 5 hours ago
Hotel Albani Firenze

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
329
Accommodation
1677 Villas
Lowest Price
$147
Highest Price
$7,857

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $147 and $7,857 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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