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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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.
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 437
SAR 506 total
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Squarcialupi
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

3. 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 238
SAR 379 total
includes taxes & fees
12 Nov - 13 Nov
Borgo Antico Residence
A stone building with a wooden door, a grill outside, and a stone wall.

4. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is SAR 339
SAR 1,435 total
includes taxes & fees
31 Oct - 1 Nov
Teranga in Chianti - Parking & Garden 3 BR
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 restaurant with brick arches, wooden tables, and a bar area with wine bottles.

6. Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (1 review)
"Clean simple central location. Plenty of parking and a safe neighbourhood."
Canada
Brent F.
Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
A modern interior with a dining area, sofa, and staircase.

7. Casa Falorni, 1 - Raffaello - Bilocale

Casa Falorni, 1 - Raffaello - Bilocale
Greve in Chianti
Casa Falorni, 1 - Raffaello - Bilocale
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

8. 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 407
SAR 460 total
includes taxes & fees
9 Nov - 10 Nov
Casa Vacanze Le Fornaci
A stone-paved entrance with a grill, potted plants, and a door leading to an interior space.

9. 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
An aerial view of a historic estate with a central courtyard, surrounding buildings, and vineyards.

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 358
SAR 542 total
includes taxes & fees
1 Nov - 2 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
The price is SAR 343
SAR 418 total
includes taxes & fees
19 Nov - 20 Nov
A Stay at Le Mortinete Farm: Maurino
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

12. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is SAR 598
SAR 679 total
includes taxes & fees
29 Nov - 30 Nov
LE BOTTI FIORENTINE
A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

13. 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.
The price is SAR 661
SAR 1,243 total
includes taxes & fees
29 Nov - 30 Nov
A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
A stone building with a wooden door, a grill outside, and a stone wall.

14. 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

15. 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.

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

Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Val d'Elsa
8.0 out of 10, Very good, (1 review)
"Pros: Goed zwembad, heerlijk rustige plek, prachtig uitzicht, zeer aardige host Cons: Alles beviel goed, alleen is het zwembad anders dan op de foto. Iets kleiner misschien maar het is wel een mooie infinitypool en goed schoon met fijne ligstoelen"
Netherlands
Anonymous traveler
The price is SAR 336
SAR 353 total
includes taxes & fees
31 Oct - 1 Nov
Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
A stone-framed window opening to a garden with a pergola, chairs, and tables.

17. 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
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

18. ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve

ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
Greve in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"Convenient location, well-furnished modern rooms, easy access and check-in process. Would visit again! A tip: for additional reviews outside VRBO, search for Casa Vacanza Malvasia on other popular home sharing sites."
United States
Michael B.
ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
A room with a wooden ceiling beam, a framed picture of Tuscany, a clock, and a shelf with a bottle and a candle.

19. Torre 43 - One Bedroom Apartment, Sleeps 4

Torre 43 - One Bedroom Apartment, Sleeps 4
Montevarchi
The price is SAR 293
SAR 519 total
includes taxes & fees
2 Nov - 3 Nov
Torre 43 - One Bedroom Apartment, Sleeps 4
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

20. Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3 reviews)
"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.
Cennano Suite - enter apartment
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 Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"The property is amazing and the wine is even better. The only thing is I wish the lunch and dinner menus weee different"
Owen 1-night trip
Posted 8 hours ago
Castello Vicchiomaggio