Chianti Region Vacation Rentals

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Check prices for these dates

Tonight
13 Dec - 14 Dec
Tomorrow
14 Dec - 15 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Chianti Region holiday rentals

Restaurant
Relais Villa Olmo

Residence in Impruneta

Relais Villa Olmo
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
Relais Villa Olmo
Property amenity
hu Firenze Certosa camping in town

Camping in Impruneta

hu Firenze Certosa camping in town
8.0 out of 10, Very good, (57)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
View from room
Chianti Village Morrocco

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Relais Villa Belvedere

Aparthotel in Figline e Incisa Valdarno

Relais Villa Belvedere
9.2 out of 10, Wonderful, (70)
"Very nice place"
United States
Maria
The price is RM429
RM479 total
includes taxes & fees
14 Dec - 15 Dec
Relais Villa Belvedere
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers
Villa Il Palagio

Apartment in Rignano sull'Arno

Villa Il Palagio
8.6 out of 10, Excellent, (60)
"The best place in the region"
United Kingdom
Kamen
Villa Il Palagio
Aerial view
Riserva di Fizzano Residence

Residence in Castellina in Chianti

Riserva di Fizzano Residence
3.0 star property
9.8 out of 10, Exceptional, (24)
"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
Riserva di Fizzano Residence
Terrace/patio
Castello Del Nero - Podere San Filippo

Residence in Barberino Tavarnelle

Castello Del Nero - Podere San Filippo
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
United States
Anonymous traveller
Castello Del Nero - Podere San Filippo
Front of property
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Loro Ciuffenna

Relais Villa Belpoggio - Residenza d'Epoca
9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is RM678
RM746 total
includes taxes & fees
14 Dec - 15 Dec
Relais Villa Belpoggio - Residenza d'Epoca
Exterior
Borgo Argenina

Aparthotel in Gaiole in Chianti

Borgo Argenina
9.8 out of 10, Exceptional, (22)
"A planned Tuscany trip in the making for over a year. Saw this property came up while doing research and had a wonderful and romantic history. The property was even more beautiful than the pictures posted. It definitely caters to all types of travellers. A perfect bed and breakfast stay. Definitely recommend and will be back again. "
Canada
Nancy
Borgo Argenina
Terrace/patio
Palazzo Pacini

Residence in Colle di Val d'Elsa

Palazzo Pacini
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
Palazzo Pacini
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa San Filippo

Residence in Barberino Tavarnelle

Villa San Filippo
4.0 star property
8.4 out of 10, Very good, (40)
"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
Villa San Filippo
Terrace/patio
Casa Vacanze Squarcialupi

Apartment in Castellina in Chianti

Casa Vacanze Squarcialupi
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 RM496
RM574 total
includes taxes & fees
15 Dec - 16 Dec
Casa Vacanze Squarcialupi
Front of property
Agriturismo La Ferrozzola

Holiday Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Property amenity
Mobile Home max 6 pax

Camping in Rignano sull'Arno

Mobile Home max 6 pax
3.0 star property
8.0 out of 10, Very good, (65)
"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "
Australia
Rebecca
Mobile Home max 6 pax
View from room
Casa Vacanze Le Fornaci

Apartment in Pergine Valdarno

Casa Vacanze Le Fornaci
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is RM542
RM611 total
includes taxes & fees
14 Dec - 15 Dec
Casa Vacanze Le Fornaci
Living area
Castello di Montegufoni

Residence in Montespertoli

Castello di Montegufoni
8.0 out of 10, Very good, (31)
"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "
United States
Cheryl
Castello di Montegufoni
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
"Very clean,staff was very kind and helpful. Looking forward to come back! 😊"
Andrea 2-night trip
Posted 5 days ago
Castello di Fonterutoli Wine Resort

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