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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chianti Region apartments

A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

1. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
9.8 out of 10, Exceptional, (9 reviews)
"Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom."
United States
Kathleen F.
The price is SAR 484
SAR 522 total
includes taxes & fees
5 Dec - 6 Dec
Old medieval apartment
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

2. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"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 SAR 431
SAR 499 total
includes taxes & fees
17 Nov - 18 Nov
Casa Vacanze Squarcialupi
A stone building with a wooden door, a grill outside, and a stone wall.

3. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

4. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is SAR 240
SAR 381 total
includes taxes & fees
9 Nov - 10 Nov
Borgo Antico Residence
A kitchen with wooden cabinets, a stove, and a dining area with a table and chairs.

5. Lavanda Suite – Ultra-fast WiFi & Workspace in Valdarno

Lavanda Suite – Ultra-fast WiFi & Workspace in Valdarno
Pestello
Lavanda Suite – Ultra-fast WiFi & Workspace in Valdarno
A stone-paved entrance with a grill, potted plants, and a door leading to an interior space.

6. Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Castellina in Chianti
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

7. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is SAR 409
SAR 462 total
includes taxes & fees
12 Nov - 13 Nov
Casa Vacanze Le Fornaci
A hot tub surrounded by a wooden deck, a covered outdoor seating area, and a circular wooden structure.

8. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is SAR 600
SAR 681 total
includes taxes & fees
17 Nov - 18 Nov
LE BOTTI FIORENTINE
A view from a window overlooking a rural landscape with a tall tree and distant hills.

9. A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi

A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
Cavriglia
The price is SAR 357
SAR 403 total
includes taxes & fees
1 Dec - 2 Dec
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A room with a bed, two lamps, a mirror, and a table with decorative items.

10. Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"Awesome host! He was incredibly responsive and helpful throughout our stay. The location was great, with several excellent dining options nearby. We would definitely stay here again if we’re ever back in town!"
United States
Edwin B.
The price is SAR 359
SAR 515 total
includes taxes & fees
5 Nov - 6 Nov
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
A spacious living area with a sofa, a wooden cabinet, and a kitchen area with a bar.

11. A Stay at Le Mortinete Farm: Maurino

A Stay at Le Mortinete Farm: Maurino
Toscana
A Stay at Le Mortinete Farm: Maurino
A stone building with a wooden door, a grill outside, and a stone wall.

12. Teranga in Chianti - Parking & Garden 3 BR, BarberinoTavarnelle, Italy

Teranga in Chianti - Parking & Garden 3 BR, BarberinoTavarnelle, Italy
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR, BarberinoTavarnelle, Italy
Property grounds

13. Sonia Cosy Fresh Apartment with Garden

Sonia Cosy Fresh Apartment with Garden
Greve in Chianti
Sonia Cosy Fresh Apartment with Garden
A swimming pool with lounge chairs and umbrellas, a stone building with green shutters, and a clear blue sky.

14. Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Val d'Elsa
Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
A room with a wooden ceiling beam, a framed picture of Tuscany, a clock, and a shelf with a bottle and a candle.

15. Torre 43 - One Bedroom Apartment, Sleeps 4

Torre 43 - One Bedroom Apartment, Sleeps 4
Montevarchi
Torre 43 - One Bedroom Apartment, Sleeps 4
A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

16. A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs

A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
Toscana
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
A rectangular swimming pool with a clear blue water surface, surrounded by a concrete deck. There are lounge chairs and two green umbrellas on the deck. The pool is set against a backdrop of lush green trees and a grassy hill.

17. Apartment 'San Bartolo 1C' with Shared Pool, Wi-Fi, and Air Conditioning

Apartment 'San Bartolo 1C' with Shared Pool, Wi-Fi, and Air Conditioning
Barberino Val d'Elsa
Apartment 'San Bartolo 1C' with Shared Pool, Wi-Fi, and Air Conditioning
Room

18. Casa Castagna - appartamento nella Val d'Elsa

Casa Castagna - appartamento nella Val d'Elsa
Colle val d'Elsa
Casa Castagna - appartamento nella Val d'Elsa
A stone-framed window opening to a garden with a pergola, chairs, and tables.

19. Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi

Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi
Greve in Chianti
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Die Familie hat uns sehr herzlichen empfangen. Der Ort ist sehr besonders durch seine Lage und den Familienbetrieb"
Germany
Anonymous traveler
Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Muy buena atención y ubicación inmejorable."
María Teresa 1-night trip
Posted 4 hours ago
Salvadonica - Borgo del Chianti