Search Vacation Homes in Chianti Region

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Chianti Region holiday homes

Holiday Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola

Holiday Home in Barberino Tavarnelle

Chianti Craft House Badia a Passignano
9.8 out of 10, Exceptional, (9 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is HK$1,327
HK$1,881 total
includes taxes & fees
16 Mar - 17 Mar
Chianti Craft House Badia a Passignano

Holiday Home in Castiglion fibocchi

Casa Da Vinci for two
8.0 out of 10, Very good, (1 review)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is HK$358
HK$608 total
includes taxes & fees
16 Mar - 17 Mar
Casa Da Vinci for two
The price is HK$885
HK$1,073 total
includes taxes & fees
20 Mar - 21 Mar
Tuscan House Relax in the heart of the Tuscan countryside

Holiday Home in San Vincenzo A Torri

Casa Lifi Cozy Tuscany House
The price is HK$1,367
HK$1,859 total
includes taxes & fees
22 Mar - 23 Mar
Casa Lifi Cozy Tuscany House
The price is HK$4,120
HK$4,919 total
includes taxes & fees
16 Mar - 17 Mar
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
9.8 out of 10, Exceptional, (74 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is HK$1,073
HK$1,877 total
includes taxes & fees
16 Mar - 17 Mar
Apartment House with garden Tuscany Chianti , Florence 15km.

Holiday Home in Greve in Chianti

Vacation home Olivo by Interhome
The price is HK$1,117
HK$1,153 total
includes taxes & fees
17 Mar - 18 Mar
Vacation home Olivo by Interhome
10.0 out of 10, Exceptional, (12 reviews)
"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.
The price is HK$2,003
HK$2,736 total
includes taxes & fees
16 Mar - 17 Mar
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.
The price is HK$2,011
HK$2,905 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is HK$736
HK$1,199 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveller
The price is HK$608
HK$916 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (9 reviews)
"This was my favorite stay during our travels throughout Italy. Restaurants on the square or dining out on the lovely balcony. We had a wonderful stay here. Perfect location for dayctrips to Sienna and Florence, bike riding through Tuscany, . Great hosts as well!"
United States
Linda L.
The price is HK$2,860
HK$3,218 total
includes taxes & fees
16 Mar - 17 Mar
casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Holiday Home in Montespertoli

Villa Latini Agriturismo La Capanna
Villa Latini Agriturismo La Capanna
10.0 out of 10, Exceptional, (1 review)
"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 traveller
The price is HK$894
HK$1,332 total
includes taxes & fees
16 Mar - 17 Mar
La Suite dei Ricordi - Apartment between Florence and Chianti

Holiday Home in impruneta

House with views of the Chianti
10.0 out of 10, Exceptional, (2 reviews)
"Great place, quaint and spacious. Beautiful view and equipped with everything needed for a pleasant stay. "
United States
Becky H.
The price is HK$715
HK$2,181 total
includes taxes & fees
1 Apr - 2 Apr
House with views of the Chianti
The price is HK$1,185
HK$2,663 total
includes taxes & fees
14 Apr - 15 Apr
Charming Apartment in Tuscan Villa - Vineyard Estate
The price is HK$1,371
HK$1,389 total
includes taxes & fees
16 Mar - 17 Mar
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
The price is HK$1,330
HK$1,348 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi

Holiday Home in Certaldo - Firenze

Your nest in the Tuscany countryside
The price is HK$1,073
HK$1,966 total
includes taxes & fees
16 Mar - 17 Mar
Your nest in the Tuscany countryside
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

Find out more about Chianti Region

Chianti Region Vacation Homes information

Number of reviews
109
Accommodation
436 Vacation Homes
Lowest Price
HK$608
Highest Price
HK$4,919

Explore a world of travel with Expedia