Search Apartments in Chianti Region

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chianti Region apartments

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AED 435
AED 504 total
includes taxes & fees
11 Jan - 12 January 2026
Casa Vacanze Squarcialupi

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is AED 484
AED 546 total
includes taxes & fees
14 Dec - 15 Dec
Casa Vacanze Le Fornaci

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is AED 326
AED 479 total
includes taxes & fees
2 Jan - 3 January 2026
Borgo Antico Residence

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Toscana
10.0 out of 10, Exceptional, (1)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
The price is AED 612
AED 1,171 total
includes taxes & fees
12 Dec - 13 Dec
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

ReginaSerena 2/4 people private park

ReginaSerena 2/4 people private park
Toscana
10.0 out of 10, Exceptional, (1)
"La gentillesse du propriétaire et très aidantes. Le logis était très jolie et très propre. Merci à Debra à sa famille "
Canada
luc
The price is AED 427
AED 649 total
includes taxes & fees
11 Jan - 12 January 2026
ReginaSerena 2/4 people private park

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
Greve in Chianti
The price is AED 387
AED 632 total
includes taxes & fees
12 Dec - 13 Dec
Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

ALESSANDRO HOLIDAY HOUSE - Merlot house with mini-pool in the center of Greve

ALESSANDRO HOLIDAY HOUSE - Merlot house with mini-pool in the center of Greve
Greve in Chianti
The price is AED 451
AED 726 total
includes taxes & fees
12 Dec - 13 Dec
ALESSANDRO HOLIDAY HOUSE - Merlot house with mini-pool in the center of Greve

Appartamento in stile contemporaneo in centro storico

Appartamento in stile contemporaneo in centro storico
San Giovanni Valdarno
8.0 out of 10, Very Good, (1)
"The apartment is at the second floor of a town house close to the main square. It is nicely equipped and offers everything we needed. At the hot temperatures, climatization was a big relief when returning from our daily trips to Florence, Arezzo etc. which are all nereby. We can also strongly recommend a visit to Fattoria La Vialla in Castiglion Fibocchi. Anastasia was very helpful and also provided detailed information prior to our arrival. We enjoyed our stay and recommend Garibaldi 36...
Germany
Jeanine G.
The price is AED 512
AED 589 total
includes taxes & fees
21 Dec - 22 Dec
Appartamento in stile contemporaneo in centro storico

Malvasia holiday home with mini-pool in the center of Greve in Chianti

Malvasia holiday home with mini-pool in the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (4)
"Loved our stay here! Check in and out was easy. I can’t wait to come back and visit again."
United States
Amanda Z.
The price is AED 451
AED 726 total
includes taxes & fees
12 Dec - 13 Dec
Malvasia holiday home with mini-pool in the center of Greve in Chianti

La Casa di Sciano Certaldo

La Casa di Sciano Certaldo
Le Case di Sciano
The price is AED 542
AED 799 total
includes taxes & fees
12 Dec - 13 Dec
La Casa di Sciano Certaldo

Apartment 'Casa Biffoli'

Apartment 'Casa Biffoli'
Bucine
The price is AED 660
AED 804 total
includes taxes & fees
12 Dec - 13 Dec
Apartment 'Casa Biffoli'

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning
Poggibonsi
10.0 out of 10, Exceptional, (1)
"This was a modern, like-new apartment on the ground floor of a house. It seems there was a family - probably the owner of our unit - above us, but we never saw them or heard them. The house stood on a hill surrounded by vineyards. The view was awesome in every direction!"
United States
Steven R.
The price is AED 1,572
AED 1,590 total
includes taxes & fees
21 Dec - 22 Dec
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Elegant Tuscan Retreat Near Florence

Elegant Tuscan Retreat Near Florence
Figline e Incisa Valdarno
Elegant Tuscan Retreat Near Florence

Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is AED 235
AED 483 total
includes taxes & fees
27 Dec - 28 Dec
Cennano Suite - enter apartment

Tuscany countryside appartment with pool

Tuscany countryside appartment with pool
Reggello FI
10.0 out of 10, Exceptional, (1)
The price is AED 363
AED 448 total
includes taxes & fees
12 Dec - 13 Dec
Tuscany countryside appartment with pool

Casa Masoni: design apartment with Wi-fi and air conditioning.

Casa Masoni: design apartment with Wi-fi and air conditioning.
Colle val d'Elsa
9.8 out of 10, Exceptional, (9)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is AED 943
AED 1,162 total
includes taxes & fees
13 Dec - 14 Dec
Casa Masoni: design apartment with Wi-fi and air conditioning.

Old medieval apartment

Old medieval apartment
San Donato
9.8 out of 10, Exceptional, (7)
"It was a cute and spacious apartment in an medieval looking building. The owner (Leonardo) was a very receptive and pleasant person."
Canada
Ali
The price is AED 425
AED 520 total
includes taxes & fees
12 Dec - 13 Dec
Old medieval apartment

Casina 57 - One Bedroom Apartment, Sleeps 2

Casina 57 - One Bedroom Apartment, Sleeps 2
Poggio di Loro
The price is AED 326
AED 455 total
includes taxes & fees
4 Jan - 5 January 2026
Casina 57 - One Bedroom Apartment, Sleeps 2

Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Tavarnelle
The price is AED 275
AED 292 total
includes taxes & fees
13 Dec - 14 Dec
Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Room 'Ricasoli' with Wi-Fi

Room 'Ricasoli' with Wi-Fi
Montevarchi
The price is AED 398
AED 398 total
includes taxes & fees
7 Jan - 8 January 2026
Room 'Ricasoli' with Wi-Fi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chianti Region Hotel Reviews