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

Search Residences in Chianti Region

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chianti Region residences

Restaurant

1. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is HK$1,335
HK$1,495 total
includes taxes & fees
5 Oct - 6 Oct
Relais Villa Olmo
View from room

2. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$580
HK$657 total
includes taxes & fees
15 Oct - 16 Oct
Chianti Village Morrocco
Garden view

3. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.8 out of 10, Excellent, (52 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is HK$942
HK$1,090 total
includes taxes & fees
23 Sept - 24 Sept
Villa San Filippo
Terrace/patio

4. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (101 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is HK$1,207
HK$1,346 total
includes taxes & fees
1 Oct - 2 Oct
Palazzo Pacini
Aerial view

5. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is HK$1,896
HK$2,104 total
includes taxes & fees
23 Sept - 24 Sept
Riserva di Fizzano Residence
Front of property

6. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is HK$1,309
HK$1,439 total
includes taxes & fees
30 Sept - 1 Oct
Relais Villa Belpoggio - Residenza d'Epoca
Room

7. Residence Il Connubio

Residence Il Connubio
3.0 star property
Impruneta
8.8 out of 10, Excellent, (35 reviews)
"Great location if you are looking for a place quiet, great outdoor scenery. Pleasant people. "
United States
Damian
The price is HK$738
HK$839 total
includes taxes & fees
20 Sept - 21 Sept
Residence Il Connubio
Pool

8. Rocca Palazzaccio

Rocca Palazzaccio
3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14 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 HK$936
HK$2,178 total
includes taxes & fees
19 Sept - 20 Sept
Rocca Palazzaccio
Rooftop pool

9. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (262 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is HK$760
HK$963 total
includes taxes & fees
27 Sept - 28 Sept
Fattoria il Milione Agriturismo
Room

10. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is HK$1,511
HK$1,698 total
includes taxes & fees
5 Oct - 6 Oct
La Terrazza Sul Campo Rooming House
Front of property – evening/night

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (181 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is HK$1,086
HK$1,222 total
includes taxes & fees
12 Oct - 13 Oct
Abbadia Sicille Relais
Tasting room

12. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (218 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is HK$1,868
HK$2,091 total
includes taxes & fees
30 Sept - 1 Oct
Il Battistero Siena - Residenza d'Epoca
Breakfast meal

13. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is HK$2,347
HK$2,618 total
includes taxes & fees
29 Sept - 30 Sept
Residenza d'Epoca Palazzo Borghesi
Room

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (317 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is HK$1,880
HK$2,195 total
includes taxes & fees
20 Sept - 21 Sept
La Torre Del Cestello
Aerial view

15. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is HK$684
HK$825 total
includes taxes & fees
15 Oct - 16 Oct
Bosco della Spina
Outdoor pool

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is HK$1,123
HK$1,272 total
includes taxes & fees
6 Oct - 7 Oct
Guild Living Siena Senior Resort & Residence
Pool

17. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is HK$650
HK$1,467 total
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
Food court

18. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is HK$1,370
HK$1,534 total
includes taxes & fees
17 Oct - 18 Oct
Antico Borgo Poggiarello
Food court

19. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is HK$734
HK$1,451 total
includes taxes & fees
27 Sept - 28 Sept
Borgo Il Poggiaccio
Front of property – evening/night

20. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (99 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is HK$988
HK$1,132 total
includes taxes & fees
30 Sept - 1 Oct
Residence Borgo San Lorenzo a Linari
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

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"The property is lovely. Breathtaking sunsets from the tower. Beatrice and Jacopo were super helpful and the meals they prepared were fantastic!"
Dan C. 7-night trip
Posted 6 hours ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Find out more about Chianti Region

Chianti Region Residences information

Number of reviews
1,937
Accommodation
11 Residences
Lowest Price
HK$657
Highest Price
HK$2,618

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