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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chianti Region apartments

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

1. 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 454
SAR 525 total
includes taxes & fees
7 Nov - 8 Nov
Casa Vacanze Squarcialupi
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

2. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is SAR 239
SAR 381 total
includes taxes & fees
25 Oct - 26 Oct
Borgo Antico Residence
A stone building with a wooden porch, a table with wine glasses and fruit, and a car parked in the background.

3. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is SAR 344
SAR 1,446 total
includes taxes & fees
28 Oct - 29 Oct
Teranga in Chianti - Parking & Garden 3 BR
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

4. 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 455
SAR 513 total
includes taxes & fees
24 Nov - 25 Nov
Casa Vacanze Le Fornaci
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

5. Malvasia holiday home with mini-pool in the center of Greve in Chianti

Malvasia holiday home with mini-pool in the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (5 reviews)
"Loved our stay here! Check in and out was easy. I can’t wait to come back and visit again."
United States
Amanda Z.
The price is SAR 526
SAR 825 total
includes taxes & fees
25 Oct - 26 Oct
Malvasia holiday home with mini-pool in the center of Greve in Chianti
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 table set with a wine bottle, glasses, and a plate of food in an outdoor setting with greenery and a vineyard in the background.

7. Bacco apartment 4/6 people with spacious terrace in Greve in Chianti

Bacco apartment 4/6 people with spacious terrace in Greve in Chianti
Greve in Chianti
Bacco apartment 4/6 people with spacious terrace in Greve in Chianti
A terrace with outdoor seating, a view of a historic building, and a clear sky.

8. Casa Falorni, 2b - Ventura - Bilocale

Casa Falorni, 2b - Ventura - Bilocale
Greve in Chianti
Casa Falorni, 2b - Ventura - Bilocale
A hotel room with a bed, a table, a chair, a painting, and a lamp.

9. Le Mortinete Farmstay: Maurino

Le Mortinete Farmstay: Maurino
Toscana
The price is SAR 345
SAR 420 total
includes taxes & fees
24 Nov - 25 Nov
Le Mortinete Farmstay: Maurino
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 360
SAR 545 total
includes taxes & fees
29 Oct - 30 Oct
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
A hot tub surrounded by a wooden deck, a covered outdoor seating area, and a circular wooden structure.

11. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is SAR 577
SAR 656 total
includes taxes & fees
25 Oct - 26 Oct
LE BOTTI FIORENTINE
A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

12. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
9.8 out of 10, Exceptional, (8 reviews)
"Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom."
United States
Kathleen F.
The price is SAR 436
SAR 529 total
includes taxes & fees
28 Oct - 29 Oct
Old medieval apartment
An aerial view of a rural estate with stone buildings, a tennis court, and surrounding greenery.

13. Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
Toscana
Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
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
The price is SAR 425
SAR 1,649 total
includes taxes & fees
28 Oct - 29 Oct
Teranga in Chianti - Parking & Garden 3 BR, BarberinoTavarnelle, Italy
A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

15. 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 view from a window overlooking a rural landscape with a tall tree and distant hills.

16. 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 358
SAR 434 total
includes taxes & fees
6 Nov - 7 Nov
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
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
The price is SAR 608
SAR 933 total
includes taxes & fees
25 Oct - 26 Oct
Apartment 'San Bartolo 1C' with Shared Pool, Wi-Fi, and Air Conditioning
A swimming pool with lounge chairs and umbrellas, a stone building with green shutters, and a clear blue sky.

18. 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
Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

19. Sonia Cosy Fresh Apartment with Garden

Sonia Cosy Fresh Apartment with Garden
Greve in Chianti
Sonia Cosy Fresh Apartment with Garden
A stone-framed window opening to a garden with a pergola, chairs, and tables.

20. 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

Hotel Villa Cesi

Hotel Villa Cesi

10/10 Excellent
"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."
Anshi 2-night trip
Posted 6 days ago
Hotel Villa Cesi