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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Castellina in Chianti holiday rentals

Front of property

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Panoramic Apartment (2) | Terrace/patio

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 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 ฿3,761
฿4,356 total
includes taxes & fees
22 Jan - 23 Jan
Casa Vacanze Squarcialupi
Chalet | In-room safe, cots/infant beds, bed sheets

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,616 reviews)
"It was a grt place to stay"
United States
Sunitha
The price is ฿1,526
฿1,934 total
includes taxes & fees
25 Jan - 26 Jan
Hu Firenze Camping In Town
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is ฿5,058
฿5,709 total
includes taxes & fees
20 Jan - 21 Jan
Villa il Fedino
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423 reviews)
"The staff was great and the location was ideal to explore the Tuscany area"
United States
Juan
The price is ฿3,083
฿3,537 total
includes taxes & fees
20 Jan - 21 Jan
Siena Vip
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
The price is ฿1,990
฿2,335 total
includes taxes & fees
20 Jan - 21 Jan
Domus il Palio B&B
Lobby lounge

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ฿2,335
฿2,714 total
includes taxes & fees
20 Jan - 21 Jan
ApartHotel Anghel
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (192 reviews)
"Safe, clean, close to all attractions"
Canada
Carlo
The price is ฿3,897
฿4,433 total
includes taxes & fees
20 Jan - 21 Jan
B&B Il Corso
City view

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (67 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is ฿3,023
฿3,471 total
includes taxes & fees
20 Jan - 21 Jan
Regis Condo
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (196 reviews)
"Great location and friendly staff. "
United States
Parissa
The price is ฿5,403
฿6,089 total
includes taxes & fees
20 Jan - 21 Jan
Il Battistero Siena - Residenza d'Epoca
Exterior

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿4,477
฿5,071 total
includes taxes & fees
30 Jan - 31 Jan
PALAZZO DEL PAPA
Daily continental breakfast (EUR 20 per person)

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"What a gold mine , perfect location with friendly staff , beautiful hotel "
United States
Malinda
The price is ฿5,307
฿5,983 total
includes taxes & fees
20 Jan - 21 Jan
Residenza d'Epoca Palazzo Borghesi
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
The price is ฿3,939
฿4,479 total
includes taxes & fees
21 Jan - 22 Jan
La Terrazza Sul Campo Rooming House
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿2,754
฿4,124 total
includes taxes & fees
4 Feb - 5 Feb
Palazzo al Torrione 2
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is ฿2,654
฿2,993 total
includes taxes & fees
24 Jan - 25 Jan
Chianti Village Morrocco
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
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 Castellina in Chianti Hotel Reviews

The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"The staff were extremely nice, very central hotel so it was easy to get around."
Isabella 4-night trip
Posted 2 days ago
The Market Urban Hotel

Find out more about Castellina in Chianti

Search for holiday rentals in Castellina in Chianti on Expedia! You can easily find your home rentals, villas, holiday apartments in Castellina in Chianti using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castellina in Chianti!

Frequently asked questions

Are there holiday rentals in Castellina in Chianti?

Yes, there are holiday rentals close to the most popular sights in Castellina in Chianti, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Castellina in Chianti speak positively about the countryside and wineries in this destination. Make sure you have time to check out the forests while you're in the area.

How many holiday rentals will I find in Castellina in Chianti?

With 28 Expedia holiday rentals, you're guaranteed to find just the right place for your Castellina in Chianti stay.

What’s there to see and do in Castellina in Chianti?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Chianti Sculpture Park. While here, Buondonno Winery and Casa Vinicola Luigi Cecchi are other places worth a visit.

What’s a holiday rental in Castellina in Chianti like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castellina in Chianti. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.