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Villas in Radda in Chianti

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Our top choices for Radda in Chianti villas

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, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
$2,628 nightly
The price is $2,633
Dec 25 - Dec 26
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Wine Apartments Florence Lawrence

Wine Apartments Florence Lawrence
Scandicci
$317 nightly
The price is $359
Dec 24 - Dec 25
Total with taxes and fees
Wine Apartments Florence Lawrence

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
$7,553 nightly
The price is $7,553
Dec 25 - Dec 26
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Tuscany Garden Villa

Tuscany Garden Villa
Figline Valdarno
10.0 out of 10, Exceptional, (2)
"Rymligt hus med bra toaletter! Väl utrustat kök. Saknade dock ac i ett av sovrummen"
Sweden
Gertrud R.
$589 nightly
The price is $589
Jan 16 - Jan 17, 2026
Total with taxes and fees
Tuscany Garden Villa

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
$6,090 nightly
The price is $6,090
Jan 3 - Jan 4, 2026
Total with taxes and fees
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Siena
$173 nightly
The price is $176
Dec 29 - Dec 30
Total with taxes and fees
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
$1,897 nightly
The price is $1,899
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
$13,817 nightly
The price is $13,817
Dec 24 - Dec 25
Total with taxes and fees
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
$526 nightly
The price is $526
Dec 28 - Dec 29
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
$1,017 nightly
The price is $1,021
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

"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, (8)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
$1,376 nightly
The price is $1,381
Jan 8 - Jan 9, 2026
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
$5,866 nightly
The price is $5,872
Jan 5 - Jan 6, 2026
Total with taxes and fees
Villa "Arnilù" with Private Pool & Wi-Fi

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
$1,499 nightly
The price is $1,499
Jan 3 - Jan 4, 2026
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
$2,384 nightly
The price is $2,384
Dec 24 - Dec 25
Total with taxes and fees
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

"A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
$1,300 nightly
The price is $1,303
Dec 24 - Dec 25
Total with taxes and fees
"A Casa di Franca Villa con piscina"

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
$1,712 nightly
The price is $1,717
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
$756 nightly
The price is $764
Dec 27 - Dec 28
Total with taxes and fees
Viniard Villa - Residence Le Rose in Chianti

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
Firenze
8.0 out of 10, Very Good, (2)
"We had great expectations for our stay in Florence, and the communication with Stefania was great, the property has a lot of potential to be a great location, but is currently not as nice as explained. While the rooms are large and spacious, upon entering the space smelled like urine, we aired it out and sprayed multiple scents to assist, but it was tough. By opening the windows, it got better by the end of day 2... however that let in bugs and we got bitten up by mulitple spiders or mosquitos...
United States
Katie M.
$270 nightly
The price is $275
Dec 24 - Dec 25
Total with taxes and fees
Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
United States
Ed M.
$1,739 nightly
The price is $1,744
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Rignano sull'Arno
7.0 out of 10, Good, (2)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
$1,851 nightly
The price is $1,854
Dec 25 - Dec 26
Total with taxes and fees
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
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Top Radda in Chianti Hotel Reviews

Find out more about Radda in Chianti

Radda in Chianti Villas information

Number of reviews
39
Accommodation
1819 Villas
Lowest Price
$176
Highest Price
$7,553

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between $176 and $7,553 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 1819 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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