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Our top choices for Chianti Region holiday rentals

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 3.647.585 ₫
4.012.344 ₫ total
includes taxes & fees
10 Apr - 11 Apr
Villa Cassia di Baccano

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is 2.789.228 ₫
3.128.704 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Palazzo Pacini

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.0 out of 10, Very good, (60 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
The price is 1.320.498 ₫
1.543.621 ₫ total
includes taxes & fees
3 May - 4 May
hu Firenze Certosa camping in town

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is 4.705.641 ₫
5.237.001 ₫ total
includes taxes & fees
11 Apr - 12 Apr
Riserva di Fizzano Residence

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (41 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
The price is 2.368.362 ₫
2.787.223 ₫ total
includes taxes & fees
9 Apr - 10 Apr
Villa San Filippo

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is 5.686.347 ₫
6.376.331 ₫ total
includes taxes & fees
9 Apr - 10 Apr
Villa il Fedino

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 2.075.084 ₫
6.129.203 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Rocca Palazzaccio

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.303.327 ₫
2.594.456 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Chianti Village Morrocco

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.4 out of 10, Exceptional, (163 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is 2.283.585 ₫
2.875.994 ₫ total
includes taxes & fees
12 Apr - 13 Apr
I Parigi Corbinelli

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is 4.199.686 ₫
4.619.654 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Villa di Sotto

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.275.069 ₫
3.723.926 ₫ total
includes taxes & fees
8 Apr - 9 Apr
B&B La Fonte del Machiavelli

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.4 out of 10, Exceptional, (25 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is 2.453.475 ₫
2.820.172 ₫ total
includes taxes & fees
14 Apr - 15 Apr
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Residence Il Connubio

Residence Il Connubio
3.0 star property
Impruneta
8.8 out of 10, Excellent, (32 reviews)
"Such a cute little place! Very clean and easy to get around! Would highly recommend!"
United States
Desiree
The price is 2.420.931 ₫
2.754.036 ₫ total
includes taxes & fees
4 May - 5 May
Residence Il Connubio

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (231 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
The price is 5.406.139 ₫
6.037.765 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Relais Villa Olmo

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is 3.309.516 ₫
4.368.598 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Antica Pieve B&B

Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (65 reviews)
"Pet friendly and clean"
United Kingdom
Nancy
The price is 1.737.609 ₫
2.002.382 ₫ total
includes taxes & fees
8 Apr - 9 Apr
Camping Village Il Poggetto.

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 2.973.073 ₫
3.422.067 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Antico Borgo il Cardino

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.358.049 ₫
2.715.204 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Mariani Bed & Breakfast

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 3.833.444 ₫
4.216.910 ₫ total
includes taxes & fees
8 Apr - 9 Apr
Relais Villa Belpoggio - Residenza d'Epoca

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is 3.919.438 ₫
4.463.372 ₫ total
includes taxes & fees
13 Apr - 14 Apr
LE BOTTI FIORENTINE
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