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Search Vacation Homes in Radda in Chianti

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Radda in Chianti vacation homes

Exclusive Suite | Terrace/patio
QK Costa58 Home Tower

QK Costa58 Home Tower

QK Costa58 Home Tower
Historic Centre of Florence
9.6 out of 10, Exceptional, (177)
"The building and room were very well maintained and clean. Nice quiet place to rest. Close to everything and we walked easily everywhere. Great place and location. Would stay there again. "
Canada
Nathan
$153 nightly
The price is $183
Dec 25 - Dec 26
Total with taxes and fees
QK Costa58 Home Tower
Exterior
Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (231)
"Room was clean, staff was super friendly, location was stunning, incredible stay! "
United States
Juan Carlos
$94 nightly
The price is $113
Jan 18 - Jan 19, 2026
Total with taxes and fees
Villa La Stella - Casa per Ferie
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
$139 nightly
The price is $143
Dec 25 - Dec 26
Total with taxes and fees
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$105 nightly
The price is $122
Jan 11 - Jan 12, 2026
Total with taxes and fees
Casa Vacanze Le Case
Fridge, oven, stovetop, dishwasher
Victory Suite, quiet a few minutes from downtown, with private parking

Victory Suite, quiet a few minutes from downtown, with private parking

Victory Suite, quiet a few minutes from downtown, with private parking
Oltrarno
$196 nightly
The price is $211
Dec 24 - Dec 25
Total with taxes and fees
Victory Suite, quiet a few minutes from downtown, with private parking
1 bedroom, WiFi, bed sheets
Cozy and modern studio apartment by Mmega

Cozy and modern studio apartment by Mmega

Cozy and modern studio apartment by Mmega
Historic Centre of Florence
7.2 out of 10, Good, (5)
"Superb location - close to restaurants, train station, and Arvo River. Kitchen has all necessary items and tupperware for cooking. Extra duvets for beds, and the AC on both floors were super appreciated. Host was quick at replying."
Canada
Julie T.
$154 nightly
The price is $202
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy and modern studio apartment by Mmega
Property grounds
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
$187 nightly
The price is $192
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy Tuscan-style apartment Suitable for families. Pets allowed
1 bedroom, WiFi
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha

Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha

Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha
Oltrarno
$123 nightly
The price is $164
Dec 30 - Dec 31
Total with taxes and fees
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha
Interior
Double Room with Private Bathroom

Double Room with Private Bathroom

Double Room with Private Bathroom
Historic Centre of Florence
$115 nightly
The price is $141
Jan 7 - Jan 8, 2026
Total with taxes and fees
Double Room with Private Bathroom
Bar (on property)
Exclusive Stone Tower.

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
$173 nightly
The price is $176
Jan 4 - Jan 5, 2026
Total with taxes and fees
Exclusive Stone Tower.
Property grounds
Dolce Casa 2 Summary:

Dolce Casa 2 Summary:

Dolce Casa 2 Summary:
Arezzo
$130 nightly
The price is $130
Jan 8 - Jan 9, 2026
Total with taxes and fees
Dolce Casa 2 Summary:
Fridge, microwave, oven, stovetop
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
San Donato
$265 nightly
The price is $268
Dec 25 - Dec 26
Total with taxes and fees
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
$148 nightly
The price is $152
Dec 29 - Dec 30
Total with taxes and fees
LOVE NEST SIENA YOUR LOVE NEST
Outdoor pool
House with pool for 4 pax

House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
$317 nightly
The price is $320
Jan 3 - Jan 4, 2026
Total with taxes and fees
House with pool for 4 pax
Classic Room, Valley View | Living area
Suite 50

Suite 50

Suite 50
Pontassieve
$85 nightly
The price is $97
Jan 22 - Jan 23, 2026
Total with taxes and fees
Suite 50
2 bedrooms, internet, bed sheets
Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views
impruneta
9.6 out of 10, Exceptional, (25)
"Loved the property and views,the owner was very helpful and informative would definitely come back"
United States
Andy P.
$295 nightly
The price is $300
Dec 29 - Dec 30
Total with taxes and fees
Wonderful Tuscan farmhouse with large spaces and panoramic views
Outdoor dining
House with views of the Chianti

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (2)
"Great place, quaint and spacious. Beautiful view and equipped with everything needed for a pleasant stay. "
United States
Becky H.
$282 nightly
The price is $287
Dec 29 - Dec 30
Total with taxes and fees
House with views of the Chianti
Property grounds
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Monteriggioni
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
$402 nightly
The price is $402
Dec 26 - Dec 27
Total with taxes and fees
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Interior
La Suite dei Ricordi - Apartment between Florence and Chianti

La Suite dei Ricordi - Apartment between Florence and Chianti

La Suite dei Ricordi - Apartment between Florence and Chianti
Impruneta
10.0 out of 10, Exceptional, (1)
"Carina abitazione ristrutturata tipica del centro di un paesino toscano di campagna (Impruneta a pochi chilometri da Firenze). Ottimi impianti e sistemi che rendono l'abitazione molto comoda ed attrezzata (un televisore piatto per stanza, condizionatore presente, cucina attrezzata, ecc. Parcheggi a pochi passi e gratuiti dalla sera alla mattina con negozietti a pochi passi. Massima disponibilità dei proprietari e tipica gentilezza toscana."
Italy
Anonymous traveler
$174 nightly
The price is $174
Jan 2 - Jan 3, 2026
Total with taxes and fees
La Suite dei Ricordi - Apartment between Florence and Chianti
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

The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"Staff members and "
Young 2-night trip
Posted 1 day ago
The Market Urban Hotel

Find out more about Radda in Chianti

Radda in Chianti Vacation Homes information

Number of reviews
446
Accommodation
1711 Vacation Homes
Lowest Price
$97
Highest Price
$402

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