A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Search Residences in Chianti Region from CA $104

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chianti Region residences

A stone building with a patio area featuring a table and chairs under a large umbrella.

1. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (274 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is CA $130
CA $148 total
includes taxes & fees
Nov 29 - Nov 30
Relais Villa Olmo - Place of Charme
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
Villa San Filippo
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is CA $99
CA $112 total
includes taxes & fees
Nov 2 - Nov 3
Chianti Village Morrocco
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

4. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is CA $187
CA $209 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Pacini
A swimming pool with a stone fountain, surrounded by a grassy area and trees.

5. Rocca Palazzaccio

Rocca Palazzaccio
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (15 reviews)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
The price is CA $79
CA $284 total
includes taxes & fees
Nov 1 - Nov 2
Rocca Palazzaccio
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

6. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (36 reviews)
"We had fantastic time here! The property is so beautiful and special! The views are stunning and the breakfast was very delicious! Hope we will come again! Special thanks to Tania who was very friendly and nice all the time!"
Germany
Kristina
The price is CA $210
CA $231 total
includes taxes & fees
Nov 15 - Nov 16
Relais Villa Belpoggio - Residenza d'Epoca
A balcony with a table and chairs, a railing, and a view of a town and hills.

7. Residence Il Connubio

Residence Il Connubio
3.0 star property
Impruneta
8.8 out of 10, Excellent, (38 reviews)
"Great location if you are looking for a place quiet, great outdoor scenery. Pleasant people. "
United States
Damian
The price is CA $102
CA $117 total
includes taxes & fees
Nov 10 - Nov 11
Residence Il Connubio
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

8. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (862 reviews)
"The staff are amazing & the location is great"
United Kingdom
Helen Jane
The price is CA $262
CA $310 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Alfieri Residenza d’epoca - Place of Charme
A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

9. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (224 reviews)
"Very nice hotel with wonderful staff. Very accommodating. Would highly recommend."
United States
Anthony
The price is CA $158
CA $180 total
includes taxes & fees
Nov 9 - Nov 10
Il Battistero Siena - Residenza d'Epoca
A swimming pool with lounge chairs and a flag.

10. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (282 reviews)
"Great location for a Tuscany experience ."
United States
Bond
The price is CA $82
CA $112 total
includes taxes & fees
Nov 3 - Nov 4
Fattoria il Milione Agriturismo
A table set with breakfast items on a balcony overlooking a historic town.

11. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (135 reviews)
"We had a great stay!"
United States
Suelina
The price is CA $196
CA $221 total
includes taxes & fees
Nov 21 - Nov 22
Residenza d'Epoca Palazzo Borghesi
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

12. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is CA $136
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
Guild Living Siena Senior Resort & Residence
A terrace with a table set for dining, overlooking a cityscape with historic buildings and a prominent dome.

13. Palazzo Graziani

Palazzo Graziani
Historic Centre of Florence
9.2 out of 10, Wonderful, (707 reviews)
"Very nice staff ."
United States
yekta
The price is CA $174
CA $213 total
includes taxes & fees
Nov 17 - Nov 18
Palazzo Graziani
A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

14. The Florence Hills Resort & Wellness

The Florence Hills Resort & Wellness
Pelago
8.8 out of 10, Excellent, (180 reviews)
"Enjoyed our stay and breakfast was great. "
Canada
Linda
The price is CA $92
CA $108 total
includes taxes & fees
Nov 4 - Nov 5
The Florence Hills Resort & Wellness
A wooden door with a sign, a large potted plant, and a view of a historic building.

15. La Casa del Garbo - Luxury Rooms & Suite

La Casa del Garbo - Luxury Rooms & Suite
Historic Centre of Florence
9.6 out of 10, Exceptional, (319 reviews)
"Great spot at an even better centrally located location. Staff were great. We really enjoyed our stay."
Canada
Thomas
The price is CA $140
CA $219 total
includes taxes & fees
Nov 11 - Nov 12
La Casa del Garbo - Luxury Rooms & Suite
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

16. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is CA $125
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
Bosco della Spina
Room

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (369 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
The price is CA $101
CA $133 total
includes taxes & fees
Nov 4 - Nov 5
La Torre Del Cestello
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

18. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is CA $91
CA $104 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (246 reviews)
"Wish we stayed longer!! Our stay was beyond amazing!"
United States
Christina
The price is CA $149
CA $183 total
includes taxes & fees
Nov 9 - Nov 10
Serristori Palace Residence
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

20. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is CA $384
CA $428 total
includes taxes & fees
Nov 1 - Nov 2
Castello di Gargonza
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

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

8/10 Good
"Great location, superior tent was really nice with the en-suite and balcony. Easy check in. Staff friendly and helpful. Downsides were no designated parking space for us despite not all tents being occupied. Also bread given out at dinner were not free despite us not asking for them and at €6 a bag it was not great value. The bread was pretty hard and tasteless! Regardless I would recommend a stay here in the heart of Tuscany and within half an hour bus ride into Florence ♥️🇮🇹"
Claire 5-night trip
Posted 23 hours ago
hu Firenze Certosa camping in town

Find out more about Chianti Region

Chianti Region Residences information

Number of reviews
3,977
Accommodation
12 Residences
Lowest Price
CA $104
Highest Price
CA $428

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