A stone building with a clock tower, steps leading up to it, and people walking around.

Apartments in Castellina in Chianti for Rent

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
9.0 out of 10, Wonderful, (4 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
$134 nightly
The price is $150
Oct 20 - Oct 21
Total with taxes and fees
Casa Vacanze Squarcialupi
A stone-paved entrance with a grill, potted plants, and a door leading to an interior space.

2. 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
$150 nightly
The price is $155
Oct 8 - Oct 9
Total with taxes and fees
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.

3. 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 kitchen with white cabinets, a blue refrigerator, and a dining area with white chairs.

4. Apartment 'La Casa Della Gina' with Wi-Fi

Apartment 'La Casa Della Gina' with Wi-Fi
Castellina in Chianti
$576 nightly
The price is $581
Oct 20 - Oct 21
Total with taxes and fees
Apartment 'La Casa Della Gina' with Wi-Fi
An aerial view of a large, rectangular building with a central courtyard, surrounded by lush greenery and a winding road.

5. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
$208 nightly
The price is $214
Oct 4 - Oct 5
Total with taxes and fees
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

6. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$89 nightly
The price is $103
Sep 27 - Sep 28
Total with taxes and fees
ApartHotel Anghel
A view through a large arched window of a stone patio with a table and chairs, an umbrella, and lush greenery.

7. Glicini 1, holiday home with pool 30' from Florence

Glicini 1, holiday home with pool 30' from Florence
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (52 reviews)
"Great location to tour all of Tusany, beautiful, clean, great hosts"
United States
Joe M.
$167 nightly
The price is $167
Oct 20 - Oct 21
Total with taxes and fees
Glicini 1, holiday home with pool 30' from Florence
A narrow alleyway with brick walls, wooden barrels, and potted plants.

8. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
$183 nightly
The price is $189
Sep 29 - Sep 30
Total with taxes and fees
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
A historic building with arched windows and a prominent entrance.

9. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"The property is beautiful and location excellent"
United States
Tania
$262 nightly
The price is $293
Oct 25 - Oct 26
Total with taxes and fees
Casa Ciseri
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

10. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
$263 nightly
The price is $292
Oct 6 - Oct 7
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
A courtyard with a stone statue, a round table, and chairs.

11. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (80 reviews)
"We loved this place; lovely large space, bed was lovely, shower was great. The access to the back garden was an added bonus."
Norway
Ida Christine
$158 nightly
The price is $178
Sep 30 - Oct 1
Total with taxes and fees
Regis Condo
A narrow street with a building featuring a staircase leading to an entrance.

12. SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (49 reviews)
"Great communication and very helpful hosts"
United States
Todd R.
$245 nightly
The price is $245
Oct 1 - Oct 2
Total with taxes and fees
SAN DOMENICO LUXURY APARTMENT
A balcony with a metal railing, a brick wall, and potted plants.

13. Ghparadiso

Ghparadiso
Siena City Centre
9.4 out of 10, Exceptional, (40 reviews)
"It suited our purpose of being in tge centre of Siena. Excellent location. Very spacious and clean."
Netherlands
Sanjib Datta
$306 nightly
The price is $341
Oct 12 - Oct 13
Total with taxes and fees
Ghparadiso
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

14. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (83 reviews)
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Canada
Max
$92 nightly
The price is $105
Sep 28 - Sep 29
Total with taxes and fees
Villa Il Palagio
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

15. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
$224 nightly
The price is $252
Oct 25 - Oct 26
Total with taxes and fees
Mamo Florence - Le Farine Della Signoria Apartments
A hotel room with a wooden table, two chairs, a large mirror, a TV on the wall, and a window with a view of buildings.

16. Proconsolo A

Proconsolo A
Historic Centre of Florence
$174 nightly
The price is $206
Oct 22 - Oct 23
Total with taxes and fees
Proconsolo A
A hotel room with a large bed, two bedside tables with lamps, a painting above the bed, a sliding door, and an emergency exit sign.

17. Maison D Alice in Firenze

Maison D Alice in Firenze
Historic Centre of Florence
$397 nightly
The price is $450
Oct 18 - Oct 19
Total with taxes and fees
Maison D Alice in Firenze
A bedroom with a bed, bedside tables, a TV, and a wardrobe.

18. Residenza Marchesi Pontenani

Residenza Marchesi Pontenani
Historic Centre of Florence
9.4 out of 10, Exceptional, (24 reviews)
"A perfect stay with helpful staff and a great location. Couldn’t have been better."
United States
Tommy
$124 nightly
The price is $151
Oct 22 - Oct 23
Total with taxes and fees
Residenza Marchesi Pontenani
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

19. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (625 reviews)
"Il Rivata was above and beyond my expectations. It was an incredible value in a wonderful location"
United States
Brian
$357 nightly
The price is $409
Oct 25 - Oct 26
Total with taxes and fees
Il Rivalta - Place of Charme
A balcony with a view of a historic building with a dome and bell tower, surrounded by traditional buildings.

20. Firenze Rentals

Firenze Rentals
Historic Centre of Florence
9.2 out of 10, Wonderful, (464 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
$225 nightly
The price is $279
Oct 18 - Oct 19
Total with taxes and fees
Firenze Rentals
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castellina in Chianti Hotel Reviews

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Perfect Stay as expected, clean hotel, extremely attentive and friendly staff. Shuttle service to town was extremely helpful and easy to use."
Mateusz 1-night trip
Posted 2 hours ago
Radisson Blu Hotel, Florence

Find out more about Castellina in Chianti

Castellina in Chianti Apartments information

Number of reviews
1,476
Accommodation
8042 Apartments
Lowest Price
$103
Highest Price
$581

Frequently asked questions

What's it like to stay at an apartment in Castellina in Chianti?
You can choose from 14 apartments in Castellina in Chianti for your stay. While in this quaint area, take time to enjoy the countryside or visit the local wineries.
Are you thinking about apartments over traditional hotel rooms?
Often offering more space than a traditional hotel room, an apartment comes 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 looking for something with a more local feel.
What's a favorite apartment I should consider for a stay in Castellina in Chianti?
Here are some of the favorite 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 pillowtop beds. A fitness center and onsite laundry facilities are on site. Il Rivalta - Place of Charme: Located 20.7 mi/33.3 km away in Florence. Free WiFi and comfortable bedding 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 pillowtop beds. Access to onsite laundry facilities is available on site. Numa Florence Palazzo San Niccolò: Located 20.3 mi/32.6 km away in Florence. Free WiFi and premium mattresses are included. Onsite 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 can I expect to find in Castellina in Chianti?
Expedia has 14 apartments to book in Castellina in Chianti.
What will the weather be like when I travel to Castellina in Chianti?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Castellina in Chianti. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
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 you save you a headache when you get to your destination. Fly into Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia