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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Castellina in Chianti

Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"This property was a quintessential Tuscan experience. The Verbana suite was lovely and had everything we needed including a bottle of wine and it felt like we were living out a true experience of the area."
Canada
JDKK
Agriturismo La Ferrozzola
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina in Chianti
8.0 out of 10, Very good, (2)
"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 ฿3,886
฿4,501 total
includes taxes & fees
18 Nov - 19 Nov
Casa Vacanze Squarcialupi
Food and drink
San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only

Historic Centre of Florence
10.0 out of 10, Exceptional, (402)
"Great location - we loved it!"
United States
Julian
San Giuliano Inn - Adults Only
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down duvets
Sette Angeli Rooms

Sette Angeli Rooms

Historic Centre of Florence
8.8 out of 10, Excellent, (633)
"Other than the staircases which is not very suitcase friendly, everything else was great. It’s a small hotel in a great area accessible to everything for a short 1-2 day visit. "
Canada
Fatima
The price is ฿2,360
฿3,048 total
includes taxes & fees
17 Nov - 18 Nov
Sette Angeli Rooms
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (188)
"Staff was very nice and helpful."
United States
Steven
Il Battistero Siena - Residenza d'Epoca
Birthday party area
Siena Vip

Siena Vip

Siena City Centre
9.2 out of 10, Wonderful, (418)
"Mona and staff were great!"
United States
Patrick
The price is ฿3,372
฿3,860 total
includes taxes & fees
17 Nov - 18 Nov
Siena Vip
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)
"Great stay"
United States
Mary
La Terrazza Sul Campo Rooming House
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿4,240
฿4,815 total
includes taxes & fees
17 Nov - 18 Nov
PALAZZO DEL PAPA
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

B&B Il Corso

Siena City Centre
9.8 out of 10, Exceptional, (188)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Grand Apartment with Garden | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Regis Condo

Regis Condo

Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

Siena
8.4 out of 10, Very good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ฿2,282
฿2,661 total
includes taxes & fees
18 Nov - 19 Nov
ApartHotel Anghel
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is ฿2,845
฿4,261 total
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2
City view from property
Soggiorno Battistero

Soggiorno Battistero

Historic Centre of Florence
8.8 out of 10, Excellent, (376)
"Great room with views of baptistery and historic center "
United States
Julio
The price is ฿4,508
฿5,487 total
includes taxes & fees
23 Nov - 24 Nov
Soggiorno Battistero
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
Tenuta Sant'Ilario

Tenuta Sant'Ilario

Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Great place, difficult driving access but enjoyable"
United States
Sergio
Tenuta Sant'Ilario
Outdoor pool, pool umbrellas, pool loungers
Chianti Village Morrocco

Chianti Village Morrocco

3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"
United Kingdom
Heike
Chianti Village Morrocco
Apartment, 2 Bedrooms | 2 bedrooms, premium bedding, down duvets, in-room safe
Terre di Baccio

Terre di Baccio

Greve in Chianti
9.8 out of 10, Exceptional, (71)
"Great hotel in a beautiful location with fantastic staff. "
United Kingdom
Mark
The price is ฿21,810
฿24,142 total
includes taxes & fees
24 Nov - 25 Nov
Terre di Baccio
Terrace/patio
Numa Palazzo San Niccolò

Numa Palazzo San Niccolò

Historic Centre of Florence
9.4 out of 10, Exceptional, (173)
"Very helpful staff - with quiet room that was in excellent location."
United Kingdom
Neil
The price is ฿2,810
฿3,543 total
includes taxes & fees
10 Dec - 11 Dec
Numa Palazzo San Niccolò
Exterior detail
Villa il Fedino

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is ฿5,079
฿5,738 total
includes taxes & fees
15 Dec - 16 Dec
Villa il Fedino
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 Hoxton Florence

The Hoxton Florence

10/10 Excellent
"Great service and comfortable room. Thank you!"
Roberto 2-night trip
Posted 1 day ago
The Hoxton Florence

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:

  • View our selection of featured holiday rentals in Castellina in Chianti
  • Use the map to find apartments and other holiday homes in the Castellina in Chianti neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castellina in Chianti while they last

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.

What are some of the best holiday rentals that Castellina in Chianti has to offer?

QK Costa58 Home Tower: This holiday home rental outside Castellina in Chianti is located in the historical district, and offers a terrace, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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

With 80 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.