Chianti Region Vacation Rentals

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Our top choices for Chianti Region vacation rentals

Casa di Alice

Casa di Alice
Sambuca Val di Pesa
The price is P3,602
P3,963 total
includes taxes & fees
May 14 - May 15
Casa di Alice

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is P9,991
P10,991 total
includes taxes & fees
May 18 - May 19
Villa di Sotto

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (240 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
The price is P12,007
P13,425 total
includes taxes & fees
May 14 - May 15
Relais Villa Olmo

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is P20,720
P23,080 total
includes taxes & fees
Jun 1 - Jun 2
Terre di Baccio

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 P8,661
P9,527 total
includes taxes & fees
May 19 - May 20
Villa Cassia di Baccano

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"We loved it!"
United States
Juliette
The price is P11,988
P13,331 total
includes taxes & fees
May 17 - May 18
Riserva di Fizzano Residence

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 P14,337
P16,059 total
includes taxes & fees
May 14 - May 15
Villa il Fedino

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 P4,870
P5,501 total
includes taxes & fees
May 15 - May 16
Chianti Village Morrocco

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 P8,089
P9,186 total
includes taxes & fees
May 20 - May 21
B&B La Fonte del Machiavelli

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very Good, (69 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
The price is P3,135
P3,665 total
includes taxes & fees
May 24 - May 25
hu Firenze Certosa camping in town

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, (26 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 P8,041
P9,134 total
includes taxes & fees
Jun 1 - Jun 2
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

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 P10,461
P11,652 total
includes taxes & fees
May 14 - May 15
Palazzo Pacini

Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very Good, (69 reviews)
"Pet friendly and clean"
United Kingdom
Nancy
The price is P4,127
P4,755 total
includes taxes & fees
May 16 - May 17
Camping Village Il Poggetto.

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is P16,302
P18,509 total
includes taxes & fees
May 21 - May 22
Borgo Argenina

Residence Poggio del Golf

Residence Poggio del Golf
Impruneta
9.2 out of 10, Wonderful, (11 reviews)
"À 20 minutes de Florence très bien et agréable Personel très Shympa tique "
France
Jean philippe
The price is P14,027
P15,646 total
includes taxes & fees
May 19 - May 20
Residence Poggio del Golf

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is P10,021
P11,600 total
includes taxes & fees
May 16 - May 17
Villa Curina Resort

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 P11,089
P12,198 total
includes taxes & fees
May 14 - May 15
Relais Villa Belpoggio - Residenza d'Epoca

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 P6,433
P7,293 total
includes taxes & fees
May 26 - May 27
Residence Il Connubio

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is P3,183
P3,646 total
includes taxes & fees
May 17 - May 18
Sportland

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (165 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is P6,036
P7,506 total
includes taxes & fees
May 17 - May 18
I Parigi Corbinelli
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

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