Best Apartments in Castellina in Chianti for Your Vacation from $84

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

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Our top choices for Castellina in Chianti apartments

Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

$148 nightly

Aug 2 - Aug 3

Total with taxes and fees

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

Castellina in Chianti

$147 nightly

Jul 22 - Jul 23

Total with taxes and fees

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

Toscana

Apartment 'La Casa Della Gina' with Wi-Fi

Castellina in Chianti

$595 nightly

Jul 31 - Aug 1

Total with taxes and fees

ApartHotel Anghel

Siena

jon

$72 nightly

Jul 26 - Jul 27

Total with taxes and fees

Coffee/tea maker, fridge, oven, stovetop

Glicini 2, holiday home with pool 30' from Florence

Tavarnelle Val di Pesa

Gregory B.

$297 nightly

Aug 7 - Aug 8

Total with taxes and fees

Casa Ciseri

Siena City Centre

Danielle

$124 nightly

Jul 27 - Jul 28

Total with taxes and fees

SAN DOMENICO LUXURY APARTMENT

Siena City Centre

"Absolutely fantastic location, only 10 mins walk to Campo. Guido met us very close to the apartment so no need to lug heavy bags a long way. Free parking 5 mins walk. Both bathrooms very clean. WiFi & A/C worked well. Comfy beds. A/C is noisy, so the ceiling fans were useful at night when it was hot. Second bedroom was smaller but fine for our two children. Excellent ice cream just opposite, well stocked Conad shop round the corner & nice pizzeria with view of cathedral."

Gillian

$212 nightly

Jul 27 - Jul 28

Total with taxes and fees

Appartamento vicino al Duomo

Siena City Centre

Sandra

$126 nightly

Jul 23 - Jul 24

Total with taxes and fees

Regis Condo

Siena City Centre

Dror

$128 nightly

Aug 18 - Aug 19

Total with taxes and fees

24-inch flat-screen TV with digital channels, TV

Palazzo Lenzi

Siena City Centre

Nathaniel

$169 nightly

Aug 1 - Aug 2

Total with taxes and fees

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

San Gimignano City Centre

William

$264 nightly

Jul 23 - Jul 24

Total with taxes and fees

san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano City Centre

Curt G.

$228 nightly

Jul 29 - Jul 30

Total with taxes and fees

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Montespertoli

Todd F.

$430 nightly

Jul 24 - Jul 25

Total with taxes and fees

Orsini 98 Apartments by Mamo Florence

Oltrarno

"Outside of city center however it was a nice reprieve from the noise and chaos. there are some wonderful neighborhood gems for restaurants and the bus runs regularly and reliably. Only negative was when we reached out to the host upon arriving at the building, the host took 10 minutes to reply and to remotely open the door which after a long day of travel and standing in 90*+ heat with multiple children outside, it was very frustrating. Otherwise the property was nice, well equipped with AC, a...

Melissa

$180 nightly

Aug 2 - Aug 3

Total with taxes and fees

Villoresi Mansion Apt. 2

Historic Centre of Florence

Tim

$387 nightly

Jul 23 - Jul 24

Total with taxes and fees

Numa Florence Palazzo San Niccolò

Historic Centre of Florence

Luisiana

$108 nightly

Jul 28 - Jul 29

Total with taxes and fees

Palace with balcony View to Pitti Palace and the Duomo

Historic Centre of Florence

Chad

$398 nightly

Jul 22 - Jul 23

Total with taxes and fees

Villa Lia - Apartment in Villa with private garden and Pool

Oltrarno

Anonymous traveler

$697 nightly

Aug 19 - Aug 20

Total with taxes and fees

Apartment Ponte Vecchio

Historic Centre of Florence

Brian

$237 nightly

Jul 26 - Jul 27

Total with taxes and fees

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Top Castellina in Chianti Hotel Reviews

Hu Firenze Camping In Town

10/10 Excellent

"Everything was good"

IQ Hotel Firenze

10/10 Excellent

"The IQ Hotel Firenze was an excellent experience with modern amenities. The location is decent but far enough from train station that Taxi made more sense with luggage. The staff were extremely helpful. The bar was okay, quiet. The restaurant was good. The room had an outstanding walk-in shower with overhead rain shower head. Thank you IQ Firenze for a lovely stay."

Hotel Calimala Florence

8/10 Good

"I stayed here for 4 nights to celebrate my husband’s 50 th birthday. The hotel has a fabulous location, bang in the centre of the city and it really couldn’t be more central. The lobby bar and the reception are really exquisitely decorated. We had an executive suite in the west building. The suite was as advertised. Lovely furnishings and lots of space. A comfortable large bed with nice bed linen. The room felt airy and bright which I loved.In respect of the room, there was a bit lacking in terms of providing water in the room. Apparently only the first day the water is free which personally I think is tight given we were staying in a suite. However, we had to ask twice for a refill of water to the mini bar in our room. We did get one free alcoholic drink at the bar at check in which I thought was a great touch. I would also add that the air con didn’t seem to be fully functioning. The room wasn’t that cold although they did offer a 10% discount for this. Staff wise - I can’t say there was any personal touch or acknowledgement to celebrate my husband’s birthday. . Not even a happy birthday on the tv screen when we checked in. Just his name. I booked the roof top bar which was ok. I also booked breakfast for us both one day at 44 euros which I thought was very expensive given the limited choice and it was a bit disorganised. Overall a lovely stay, with some area for improvement to make the hotel amazing."

Hotel Paris

10/10 Excellent

"We had a very comfortable stay at hotel Paris! The staff were incredibly helpful, especially Vittorio! He was exceptional friendly, professional, and kind. This hotel was near all of the places we wanted to go to making it very convenient whenever we wanted to walk back to the hotel and take a break. It is very simple, there are no big amenities like a pool or a spa, simply a nice place to rest as you spend your day in Florence."

Radisson Blu Hotel, Florence

8/10 Good

"Spacious room junior suite. Nice to have option of 2 swimming pools Unfortunately spa facilities not available when we stayed in July 2026. Looks like opened recently so still scaling up. Overall staff friendly and helpful. It is around 20-25 mins from Florence centre costs around 30eiroa each way but faorly easy to get can from main stn and a few taxi ranks in centre . Worth staying to save on monies compared to city hotels"

Find out more about Castellina in Chianti

Castellina in Chianti Apartments information

Number of reviews	512
Accommodation	8354 Apartments
Lowest Price	$84
Highest Price	$710

Frequently asked questions

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

You can choose from 15 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. Villa Il Palagio: Located 17.6 mi/28.4 km away in Rignano sull'Arno. Free WiFi and premium mattresses are included. A restaurant and free parking are on site. Numa Florence Palazzo San Niccolò: Located in Florence, 20.3 mi/32.6 km from Castellina in Chianti. Includes free WiFi and premium mattresses. Onsite laundry facilities and a terrace are on site.

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

Expedia has 15 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 Buondonno Winery 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.

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Apartments in Castellina in Chianti for Rent

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Upfront pricing

Check prices for these dates

Our top choices for Castellina in Chianti apartments

Casa Vacanze Squarcialupi

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

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

Apartment 'La Casa Della Gina' with Wi-Fi

ApartHotel Anghel

Glicini 2, holiday home with pool 30' from Florence

Casa Ciseri

SAN DOMENICO LUXURY APARTMENT

Appartamento vicino al Duomo

Regis Condo

Palazzo Lenzi

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

san gimignano apartment in historical center, courtyard and fast free wifi

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Orsini 98 Apartments by Mamo Florence

Villoresi Mansion Apt. 2

Numa Florence Palazzo San Niccolò

Palace with balcony View to Pitti Palace and the Duomo

Villa Lia - Apartment in Villa with private garden and Pool

Apartment Ponte Vecchio

Find vacation rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Hu Firenze Camping In Town

Find out more about Castellina in Chianti

Castellina in Chianti Apartments information

Frequently asked questions

Explore a world of travel with Expedia