Chianti Region Vacation Rentals

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Check prices for these dates

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Chianti Region

Aerial view
Relais Villa Olmo

Relais Villa Olmo

Impruneta
9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
The price is ￥18,883
￥21,312 total
includes taxes & fees
Dec 3 - Dec 4
Relais Villa Olmo
Outdoor pool, sun loungers
I Parigi Corbinelli

I Parigi Corbinelli

Florence
9.4 out of 10, Exceptional, (161)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is ￥11,734
￥15,082 total
includes taxes & fees
Nov 28 - Nov 29
I Parigi Corbinelli
Front of property
Borgo Antico Residence

Borgo Antico Residence

Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ￥11,865
￥18,127 total
includes taxes & fees
Nov 28 - Nov 29
Borgo Antico Residence
Exterior
Sportland

Sportland

Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Property amenity
Antica Pieve B&B

Antica Pieve B&B

Barberino Tavarnelle
9.4 out of 10, Exceptional, (14)
"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 ￥14,006
￥19,757 total
includes taxes & fees
Dec 17 - Dec 18
Antica Pieve B&B
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Relais Villa Belvedere

Relais Villa Belvedere

Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (69)
"Very nice place"
United States
Maria
The price is ￥15,322
￥17,126 total
includes taxes & fees
Nov 30 - Dec 1
Relais Villa Belvedere
Apartment, 2 Bedrooms | 2 bedrooms, premium bedding, down comforters, in-room safe
Terre di Baccio

Terre di Baccio

Greve in Chianti
9.8 out of 10, Exceptional, (71)
"Great hotel in a beautiful location with fantastic staff. "
United Kingdom
Mark
Terre di Baccio
Terrace/patio
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)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is ￥17,034
￥19,459 total
includes taxes & fees
Dec 18 - Dec 19
B&B La Fonte del Machiavelli
Interior
Residence Il Connubio

Residence Il Connubio

3.0 star property
Impruneta
8.8 out of 10, Excellent, (32)
"Such a cute little place! Very clean and easy to get around! Would highly recommend!"
United States
Desiree
Residence Il Connubio
Full-size fridge, oven, stovetop, espresso maker
Rocca Palazzaccio

Rocca Palazzaccio

3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14)
"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
Rocca Palazzaccio
2 bedrooms, cribs/infant beds, bed sheets
hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

Impruneta
8.0 out of 10, Very Good, (56)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
Lobby lounge
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ￥20,686
￥22,755 total
includes taxes & fees
Dec 3 - Dec 4
Villa Cassia di Baccano
Exterior detail
Villa il Fedino

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"We had a wonderfull welcome, very professional ,friendly and helpful in every aspect. Great villa with Tuscany vibe and breathtaking views.Close enough to Florence.You can't ask for better. We will return again."
Canada
Mario
The price is ￥22,879
￥25,889 total
includes taxes & fees
Dec 15 - Dec 16
Villa il Fedino
Property entrance
Palazzo Pacini

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is ￥22,530
￥25,144 total
includes taxes & fees
Nov 30 - Dec 1
Palazzo Pacini
Front of property
L' Eroico

L' Eroico

Gaiole in Chianti
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Chianti Village Morrocco

3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina in Chianti
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ￥18,312
￥21,231 total
includes taxes & fees
Nov 29 - Nov 30
Casa Vacanze Squarcialupi
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Fridge, microwave, oven, stovetop
Cennano Suite - enter apartment

Cennano Suite - enter apartment

Montevarchi
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is ￥9,934
￥20,410 total
includes taxes & fees
Dec 23 - Dec 24
Cennano Suite - enter apartment
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

La Locanda di Pietracupa

Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
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 di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

10/10 Excellent
"Amazing experience! The staff were very knowledgeable and helpful in setting up our dinner and wine tour. Room had a beautiful view. This was the best part of our journey through Italy. Keep up the great work! A+ "
Andre 1-night trip
Posted 7 days ago
Castello di Fonterutoli Wine Resort

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