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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chianti Region residences

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

1. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is P5,006
P5,939 total
includes taxes & fees
Sep 21 - Sep 22
Villa San Filippo
A table with breakfast items and a view of rolling hills.

2. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P4,982
P5,624 total
includes taxes & fees
Sep 1 - Sep 2
Chianti Village Morrocco
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P7,012
P7,858 total
includes taxes & fees
Sep 2 - Sep 3
Palazzo Pacini
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

4. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (262 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is P20,317
P22,565 total
includes taxes & fees
Sep 20 - Sep 21
Relais Villa Olmo
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

5. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is P14,558
P16,158 total
includes taxes & fees
Aug 31 - Sep 1
Riserva di Fizzano Residence
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, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is P11,068
P12,175 total
includes taxes & fees
Sep 2 - Sep 3
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, (35 reviews)
"Estephano, the host, made us feel very welcome upon arrival. The room was spotless and fully equipped for a comfortable stay. There is also a small kitchen with everything you need if you want to cook. We wanted to go wine tasting, and Estephano kindly helped us book a wonderful experience. The property is conveniently located near bus stops, which made it easy to visit Florence without any issues, while still enjoying peaceful nights away from the hustle and bustle of the city. 🌿"
United States
Eduardo
The price is P5,637
P6,417 total
includes taxes & fees
Aug 25 - Aug 26
Residence Il Connubio
A swimming pool with a stone fountain, surrounded by a grassy area and trees.

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 P8,152
P18,118 total
includes taxes & fees
Aug 23 - Aug 24
Rocca Palazzaccio

9. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (295 reviews)
"Lovely residence-style building in a quieter neighborhood that is close to all you need."
Canada
Jayme
The price is P5,789
P7,377 total
includes taxes & fees
Aug 22 - Aug 23
La Torre Del Cestello
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another 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 P8,281
P9,398 total
includes taxes & fees
Sep 10 - Sep 11
La Terrazza Sul Campo Rooming House
A hotel entrance with a checkered floor, potted plants, and a sign reading "CORTE GUELFA".

11. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (211 reviews)
"The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!"
United States
joseph
The price is P6,971
P8,534 total
includes taxes & fees
Aug 27 - Aug 28
Corte Guelfa
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.

12. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (227 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is P6,492
P8,006 total
includes taxes & fees
Aug 24 - Aug 25
Serristori Palace Residence
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

13. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,157 reviews)
"We loved it!"
United States
Beatriz
The price is P7,619
P9,392 total
includes taxes & fees
Aug 22 - Aug 23
Palazzo Mannaioni Suites
A swimming pool with lounge chairs and a flag.

14. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is P4,668
P6,143 total
includes taxes & fees
Aug 23 - Aug 24
Fattoria il Milione Agriturismo
A table set with breakfast items on a balcony overlooking a historic town.

15. 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 P10,478
P11,814 total
includes taxes & fees
Aug 26 - Aug 27
Residenza d'Epoca Palazzo Borghesi
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

16. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (217 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is P11,317
P12,736 total
includes taxes & fees
Aug 28 - Aug 29
Il Battistero Siena - Residenza d'Epoca
A living room with a sofa, chairs, a table, and a TV. The room has a tiled floor and a fireplace.

17. Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.4 out of 10, Exceptional, (404 reviews)
"Perfect location for sightseeing but also a bit of distance from all the crowds. Will definitely stay here again!"
Canada
Megan
The price is P10,138
P12,017 total
includes taxes & fees
Aug 23 - Aug 24
Numa Florence Palazzo Belfiore
A terrace with a table set for dining, overlooking a cityscape with historic buildings and a prominent dome.

18. Palazzo Graziani

Palazzo Graziani
Historic Centre of Florence
9.2 out of 10, Wonderful, (676 reviews)
"Stayed here for a few nights while visiting Florence. The hotel rooms have lots of character and the included breakfast was great! Amazing views of the city from the balcony!"
Canada
Keira
The price is P6,685
P8,362 total
includes taxes & fees
Aug 30 - Aug 31
Palazzo Graziani
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

19. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is P10,266
P11,580 total
includes taxes & fees
Sep 1 - Sep 2
Guild Living Siena Senior Resort & Residence
A stone building with a pool, surrounded by natural landscape and autumn foliage.

20. Eden Rock Resort

Eden Rock Resort
4.0 star property
Florence
9.8 out of 10, Exceptional, (109 reviews)
"Great clean safe accommodations with stunning views of Florence. The pool was great for the kids and the onsite restaurant and staff were amazing. "
United States
Joseph
The price is P10,689
P12,769 total
includes taxes & fees
Sep 6 - Sep 7
Eden Rock Resort
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

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"We had mixed feelings about our stay. The property and vineyard are beautiful, with fantastic Tuscan views. Our villa was spacious and private, the AC worked extremely well, and the semi-private pool was great with a small child. We booked through Expedia expecting more of a hotel/resort experience, but the villas operate as self-catering rentals. There was no daily housekeeping, fresh towels/linens, or replenishment of basics. We received three coffee pods and were directed to nearby grocery stores for additional provisions, so plan to stock up after arrival. We were surprised that villa guests could not use the main castle pool and were largely separate from the hotel areas. The four villas are in their own chain-link-fenced compound, which felt secluded from the otherwise beautiful property. Cleanliness could have been better: we found quite a bit of hair on arrival, and the shower flooded the bathroom with each use. We chose not to raise this during our stay. The pool itself is gorgeous, but the surrounding area felt unfinished, with loungers on gravel or long grass/weeds, few tables, and limited shade when multiple families were there. Overall, the villa has a lot going for it. Just arrive expecting a self-catering villa rather than the services and amenities of the hotel."
Justin 4-night trip
Posted 3 hours ago
Castello Vicchiomaggio

Find out more about Chianti Region

Chianti Region Residences information

Number of reviews
2,951
Accommodation
12 Residences
Lowest Price
P5,624
Highest Price
P18,118

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