Photo by Davide Taviani

Search Vacation Homes in Radda in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Radda in Chianti

Exclusive Suite | Terrace/patio
QK Costa58 Home Tower

Vacation Home in Historic Centre of Florence

9.6 out of 10, Exceptional, (175)
"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
The price is AED 355
AED 570 total
includes taxes & fees
16 Dec - 17 Dec
QK Costa58 Home Tower
Exterior
Villa La Stella - Casa per Ferie

Vacation Home in 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
The price is AED 382
AED 455 total
includes taxes & fees
8 Jan - 9 January 2026
Villa La Stella - Casa per Ferie
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Vacation Home in Poggibonsi

10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is AED 338
AED 485 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Outdoor pool
Casa Vacanze Le Case

Vacation Home in 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
The price is AED 394
AED 455 total
includes taxes & fees
12 Dec - 13 Dec
Casa Vacanze Le Case
Seasonal outdoor pool
Agriturismo La Ferrozzola

Vacation Home in Castellina in Chianti

9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
1 bedroom, WiFi, bed sheets
Cozy and modern studio apartment by Mmega

Vacation Home in 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.
The price is AED 242
AED 688 total
includes taxes & fees
9 Dec - 10 Dec
Cozy and modern studio apartment by Mmega
2 bedrooms, in-room safe, iron/ironing board, internet
A Romantic Alcove under the Stars in Florence Ponte Vecchio

Vacation Home in Historic Centre of Florence

7.6 out of 10, Good, (7)
"The apartment was great, wonderful location. The VRBO messaging app was not very good, lengthy delays and repetitive messages. Not the fault of the host. "
United States
Stuart C.
The price is AED 363
AED 663 total
includes taxes & fees
6 Jan - 7 January 2026
A Romantic Alcove under the Stars in Florence Ponte Vecchio
Property grounds
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Vacation Home in Toscana

10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AED 556
AED 697 total
includes taxes & fees
9 Dec - 10 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Fridge, oven, stovetop, dishwasher
Victory Suite, quiet a few minutes from downtown, with private parking

Vacation Home in Oltrarno

The price is AED 376
AED 723 total
includes taxes & fees
9 Dec - 10 Dec
Victory Suite, quiet a few minutes from downtown, with private parking
Exterior detail
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

Vacation Home in Oltrarno

The price is AED 389
AED 739 total
includes taxes & fees
30 Dec - 31 Dec
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
Bar (on property)
Exclusive Stone Tower.

Vacation Home in 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.
The price is AED 381
AED 637 total
includes taxes & fees
4 Jan - 5 January 2026
Exclusive Stone Tower.
Interior
Double Room with Private Bathroom and Balcony

Vacation Home in Historic Centre of Florence

The price is AED 353
AED 404 total
includes taxes & fees
9 Dec - 10 Dec
Double Room with Private Bathroom and Balcony
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

Vacation Home in Toscana

The price is AED 252
AED 582 total
includes taxes & fees
13 Dec - 14 Dec
LOVE NEST SIENA YOUR LOVE NEST
Outdoor pool
House with pool for 4 pax

Vacation Home in 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.
The price is AED 599
AED 1,155 total
includes taxes & fees
2 Jan - 3 January 2026
House with pool for 4 pax
Classic Room, Valley View | Living area
Suite 50

Vacation Home in Pontassieve

The price is AED 234
AED 356 total
includes taxes & fees
7 Jan - 8 January 2026
Suite 50
Outdoor dining
House with views of the Chianti

Vacation Home in 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.
The price is AED 342
AED 1,043 total
includes taxes & fees
29 Dec - 30 Dec
House with views of the Chianti
Interior
La Suite dei Ricordi - Apartment between Florence and Chianti

Vacation Home in 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
The price is AED 428
AED 637 total
includes taxes & fees
2 Jan - 3 January 2026
La Suite dei Ricordi - Apartment between Florence and Chianti
Property grounds
Dolce Casa 2 Summary:

Vacation Home in Arezzo

The price is AED 346
AED 475 total
includes taxes & fees
9 Dec - 10 Dec
Dolce Casa 2 Summary:
2 bedrooms, internet, bed sheets
Wonderful Tuscan farmhouse with large spaces and panoramic views

Vacation Home in 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.
The price is AED 355
AED 1,090 total
includes taxes & fees
29 Dec - 30 Dec
Wonderful Tuscan farmhouse with large spaces and panoramic views
Terrace/patio
Casa Da Vinci for two

Vacation Home in Castiglion fibocchi

8.0 out of 10, Very Good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is AED 171
AED 291 total
includes taxes & fees
31 Dec - 1 January 2026
Casa Da Vinci for two
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Radda in Chianti Hotel Reviews

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Location about 15 min walk from the duomo, Right on a tram stop. Rooms were clean and comfortable. Staff was very courteous and attentive. Thank you for a great stay!"
Joseph 4-night trip
Posted 6 hours ago
IQ Hotel Firenze

Explore a world of travel with Expedia