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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
$1,659 nightly
The price is $1,663
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.
$2,031 nightly
The price is $2,035
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 $146
Oct 16 - Oct 17
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.
$496 nightly
The price is $501
Oct 19 - Oct 20
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
$179 nightly
The price is $200
Oct 28 - Oct 29
Total with taxes and fees
Villa Montecastello
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

6. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$1,747 nightly
The price is $1,751
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.

7. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
$1,747 nightly
The price is $1,751
Oct 17 - Oct 18
Total with taxes and fees
Villa Torre Among the Hills of Siena
A patio with a grill, a table, chairs, and a potted plant.

8. Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany
Vaggio
$1,075 nightly
The price is $1,078
Nov 9 - Nov 10
Total with taxes and fees
Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany
A white shelving unit with various decorative items and framed pictures.

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

Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany
Vaggio
$672 nightly
The price is $675
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.

10. 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.
$1,243 nightly
The price is $1,247
Oct 20 - Oct 21
Total with taxes and fees
Exclusive Estate | Personal Concierge & Heated Pool
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

11. 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.
$366 nightly
The price is $372
Nov 1 - Nov 2
Total with taxes and fees
Luxury Villa in the Florentine hills
A house with a covered patio, a lawn, and potted plants.

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

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
$748 nightly
The price is $754
Nov 1 - Nov 2
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

13. 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)
$3,058 nightly
The price is $3,058
Oct 19 - Oct 20
Total with taxes and fees
Villa Mami: A Tuscan Retreat of Elegance and Charm
A residential area with a swimming pool, stone walls, and a view of houses and hills.

14. Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning

Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning
Vaggio
$604 nightly
The price is $608
Nov 2 - Nov 3
Total with taxes and fees
Holiday Home 'Isola Degli Angeli' with Mountain View, Wi-Fi and Air Conditioning
A covered balcony with a brick railing, a bench, and a view of lush greenery.

15. 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.
$650 nightly
The price is $650
Oct 16 - Oct 17
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
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
$14,534 nightly
The price is $14,534
Oct 17 - Oct 18
Total with taxes and fees
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

17. 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.
$2,144 nightly
The price is $2,149
Nov 1 - Nov 2
Total with taxes and fees
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A pool area with a stone archway, lounge chairs, and a stone wall with greenery behind.

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

Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool
Rignano sull'Arno
$5,836 nightly
The price is $5,841
Oct 17 - Oct 18
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.

19. 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
$6,025 nightly
The price is $6,029
Oct 18 - Oct 19
Total with taxes and fees
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A stone building with a tower, surrounded by trees and a garden.

20. 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.
$1,285 nightly
The price is $1,290
Oct 17 - Oct 18
Total with taxes and fees
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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 Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Definitely will book this place on next trip to Florence. Location was perfect and place is top notch not to mention the incredible breakfast. 5 great restaurants within in 3 blocks and the church in the square is a must see."
Renee 2-night trip
Posted 11 hours ago
Hotel Santa Maria Novella

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
327
Accommodation
1677 Villas
Lowest Price
$146
Highest Price
$14,534

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $146 and $14,534 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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