Chianti Region Vacation Rentals

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Browse Select Chianti Region Vacation Homes

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
The price is CA $874
CA $974 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Argiano

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (70)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
The price is CA $162
CA $191 total
includes taxes & fees
Sep 15 - Sep 16
Villa with large garden in the Chianti hills

Casa Riccimballa

The price is CA $1,815
CA $2,001 total
includes taxes & fees
Aug 21 - Aug 22
Casa Riccimballa

Chianti Craft House Badia a Passignano

9.8 out of 10, Exceptional, (7)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
The price is CA $234
CA $333 total
includes taxes & fees
Sep 6 - Sep 7
Chianti Craft House Badia a Passignano

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (1)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
The price is CA $202
CA $285 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

A LUXURY VILLA ON THE HILLS OF FLORENCE

The price is CA $16,104
CA $17,977 total
includes taxes & fees
Aug 24 - Aug 25
A LUXURY VILLA ON THE HILLS OF FLORENCE

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

10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
The price is CA $295
CA $350 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

THE CASTELLETTO

The price is CA $209
CA $271 total
includes taxes & fees
Aug 28 - Aug 29
THE CASTELLETTO

Wonderful Tuscan farmhouse with large spaces and panoramic views

9.8 out of 10, Exceptional, (21)
"If you are looking for a beautiful area close to but not in Florence this is the place for you! Rustic Tuscan farmhouse that is just lovely with beautiful views. Mattia is a wonderful host with great recommendations for visits and food. This is close to all that Tuscany has to offer, would definitely stay here again ."
The price is CA $134
CA $414 total
includes taxes & fees
Aug 24 - Aug 25
Wonderful Tuscan farmhouse with large spaces and panoramic views

Between Florence, Siena and Chianti

The price is CA $148
CA $232 total
includes taxes & fees
Sep 8 - Sep 9
Between Florence, Siena and Chianti

Casale Beatrice located in the wonderful Tuscan countryside

8.0 out of 10, Very good, (1)
"Nice house with huge and pleasant garden located in a magnificient area close to Firenze, Pisa, San Giminiano, Lucca... "
The price is CA $185
CA $287 total
includes taxes & fees
Aug 26 - Aug 27
Casale Beatrice located in the wonderful Tuscan countryside

Your nest in the Tuscany countryside

Your nest in the Tuscany countryside

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.

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...
The price is CA $433
CA $593 total
includes taxes & fees
Aug 21 - Aug 22
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.

Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi

The price is CA $245
CA $249 total
includes taxes & fees
Sep 19 - Sep 20
Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Villa Silvia' with Private Pool, Wi-Fi and Air Conditioning

The price is CA $3,191
CA $4,261 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Villa Silvia' with Private Pool, Wi-Fi and Air Conditioning

Tuscan House Relax in the heart of the Tuscan countryside

The price is CA $145
CA $179 total
includes taxes & fees
Aug 26 - Aug 27
Tuscan House Relax in the heart of the Tuscan countryside

casagreve - stylish house in Tuscan village - breathtaking view from its terrace

10.0 out of 10, Exceptional, (8)
"Beautiful property overlooking the square. The owners were very nice and helpful. "
The price is CA $483
CA $533 total
includes taxes & fees
Aug 21 - Aug 22
casagreve - stylish house in Tuscan village - breathtaking view from its terrace

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
The price is CA $433
CA $675 total
includes taxes & fees
Aug 21 - Aug 22
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

The price is CA $382
CA $385 total
includes taxes & fees
Aug 29 - Aug 30
Villa Il Frantoio with Shared Pool, Private Terrace & 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.
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Top Chianti Region Hotel Reviews