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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Castellina in Chianti 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 ฿3,838
฿4,446 total
includes taxes & fees
11 Nov - 12 Nov
Casa Vacanze Squarcialupi
A courtyard with a stone statue, a round table, and chairs.

2. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (86 reviews)
"Excellent place to stay!"
United States
Jessica
The price is ฿2,686
฿3,104 total
includes taxes & fees
11 Nov - 12 Nov
Regis Condo
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

3. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is ฿2,090
฿2,449 total
includes taxes & fees
30 Nov - 1 Dec
ApartHotel Anghel
A historic building with arched windows and a prominent entrance.

4. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (14 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is ฿4,936
฿5,580 total
includes taxes & fees
10 Dec - 11 Dec
Casa Ciseri
Living area

5. Palazzo Lenzi

Palazzo Lenzi
Siena City Centre
9.8 out of 10, Exceptional, (10 reviews)
"Excellent location, incredible view of the Piazza and comfortable beds. Even the pull out bed was surprisingly comfortable. Place was very clean and host met us for check in and helped with any questions. Would definitely stay here again!"
United States
Chadwick
The price is ฿8,874
฿9,912 total
includes taxes & fees
19 Nov - 20 Nov
Palazzo Lenzi
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

6. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (649 reviews)
"Great staff and property!! Location is primeeeee to walk all around Florence"
United States
Valerie
The price is ฿6,249
฿7,397 total
includes taxes & fees
24 Nov - 25 Nov
Il Rivalta - Place of Charme
A rooftop pool with a clear view of historic buildings and mountains in the background.

7. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (155 reviews)
"Great property!"
United States
Jahzier
The price is ฿5,780
฿6,807 total
includes taxes & fees
22 Nov - 23 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A bedroom with a bed, bedside tables, a TV, and a wardrobe.

8. Residenza Marchesi Pontenani

Residenza Marchesi Pontenani
Historic Centre of Florence
9.4 out of 10, Exceptional, (32 reviews)
"The host was easy to communicate with, and the location was excellent. The apartment has a fully equipped kitchen, which makes it a great choice for families."
United States
Hyejeong
The price is ฿2,769
฿3,496 total
includes taxes & fees
26 Nov - 27 Nov
Residenza Marchesi Pontenani
A balcony with a view of a historic building with a dome and bell tower, surrounded by traditional buildings.

9. Firenze Rentals

Firenze Rentals
Historic Centre of Florence
9.2 out of 10, Wonderful, (476 reviews)
"Stayed at this location for four nights for our first visit to Florence - wonderful location for the tourist attractions, as well food scene. The apartment was spacious, clean and well maintained - with a wonderful air conditioner. Will be staying here again for our next visit."
Canada
Lauren
The price is ฿4,219
฿7,895 total
includes taxes & fees
1 Dec - 2 Dec
Firenze Rentals
A dining area with a wooden table set for four, surrounded by chairs. There is a kitchen visible in the background with a 'KITCHEN' sign.

10. Mamo Florence - Ghibellina Apartment

Mamo Florence - Ghibellina Apartment
Historic Centre of Florence
9.0 out of 10, Wonderful, (18 reviews)
"Wonderfully close to Il Duomo and the other sits you will like to visit in Florence."
United States
Charles
The price is ฿2,015
฿5,470 total
includes taxes & fees
9 Dec - 10 Dec
Mamo Florence - Ghibellina Apartment
A bedroom with a large bed, two bedside lamps, a radiator, and a painting on the wall.

11. Cozy & Charming Florentine Hideaway

Cozy & Charming Florentine Hideaway
Historic Centre of Florence
9.6 out of 10, Exceptional, (8 reviews)
"Loved our stay. Super spacious and central"
Canada
Sonia
The price is ฿1,809
฿5,064 total
includes taxes & fees
11 Nov - 12 Nov
Cozy & Charming Florentine Hideaway
A modern kitchen with a microwave, stove, and a built-in oven. There is a dining area with a round table and yellow chairs.

12. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.4 out of 10, Exceptional, (19 reviews)
"Really convenient location, not crowded at all since it’s not in the center of the city. Everything is close and easy to walk to! The room itself was very clean with two AC units that kept everything a nice temperature. Just be careful going up and down the stairs as they are quite steep and narrow."
Canada
Victoria
The price is ฿2,773
฿6,491 total
includes taxes & fees
11 Nov - 12 Nov
Sapiti Modern by Mmega
A building with a storefront labeled "LA ROSA" and a restaurant named "RISTORANTE CINGI".

13. Casa Dora by Mmega

Casa Dora by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (34 reviews)
"Great location able to walk to many sites in Florence"
Canada
STEPHEN
The price is ฿4,148
฿8,386 total
includes taxes & fees
10 Dec - 11 Dec
Casa Dora by Mmega
A double wooden door with a metal decorative top, set in a stone wall with a number plaque.

14. LC41 Suites

LC41 Suites
Oltrarno
9.4 out of 10, Exceptional, (15 reviews)
"Suite was clean and spacious and felt safe in the area. Close to tourist things and great view from room"
Canada
Cari
The price is ฿3,395
฿4,183 total
includes taxes & fees
8 Dec - 9 Dec
LC41 Suites
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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Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

See all hotels in Castellina in Chianti
A stone building with a clock tower, steps leading up to it, and people walking around.

Top reviews in Castellina in Chianti

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

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti

10/10 Excellent

Excellent apartment. Very close to the main street but very quiet and fabulous views of the surrounding countryside. Comfortable and well maintained. Also the ability to use the facilities of the parent hotel was a bonus, using the pool and also for breakfast on the terrace. Would recommend.
United Kingdom
Paul
Reviewed August 8, 2026
Casa Vacanze Squarcialupi

Frequently Asked Questions

What's it like to stay at an apartment in Castellina in Chianti?

You can search through 16 apartments in Castellina in Chianti for your holiday. While in this quaint area, take time to enjoy the countryside or visit its wineries.

Are you interested in an apartment instead of a traditional hotel?

Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.

What's the best apartment for a stay in Castellina in Chianti?

Here are some of the more popular apartments in the area to choose from: Teatro Luxury Apartments Firenze - Starhotels Collezione: Located in Florence , 21.1 mi/34 km from the heart of Castellina in Chianti. Includes free WiFi and a pillowtop bed . A fitness centre and on-site laundry facilities are on site . Il Rivalta - Place of Charme: Located 20.7 mi/33.3 km away in Florence . Free WiFi and a comfy bed are included . A restaurant and valet parking are on site . Firenze Rentals: Located in Florence , 20.7 mi/33.4 km away. Includes free WiFi and a pillowtop bed . Access to on-site laundry facilities is available on site . Numa Florence Palazzo San Niccolò: Located 20.3 mi/32.6 km away in Florence . Free WiFi and a comfy bed are included . On-site laundry facilities and a terrace are on site . Palazzo Branchi: It's located in Florence , 21.4 mi/34.4 km from Castellina in Chianti. Includes free WiFi .

How many apartments should I expect to find in Castellina in Chianti?

Expedia has 16 apartments to book in Castellina in Chianti.

What will the weather be like during my trip to Castellina in Chianti?

Although weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Castellina in Chianti. The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.

What should I see and do in Castellina in Chianti?

Castellina in Chianti is known for its wineries and countryside. While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Chianti Sculpture Park. City Hall Castellina In Chianti and Castellina Fortress are other places to visit while you're in town.

What's the best way to get to and around Castellina in Chianti?

Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Peretola Airport (FLR), which is located 23.2 mi (37.4 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.