Castellina in Chianti Holiday Rentals

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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Castellina in Chianti

Seasonal outdoor pool
Agriturismo La Ferrozzola
Agriturismo La Ferrozzola
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
Terrace/patio
Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
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 HK$857
HK$997 total
includes taxes & fees
9 Nov - 10 Nov
Casa Vacanze Squarcialupi
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno
Residenzia del Sogno
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is HK$1,062
HK$1,204 total
includes taxes & fees
1 Nov - 2 Nov
Residenzia del Sogno
Fridge, oven, stovetop, coffee/tea maker
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
The price is HK$592
HK$1,022 total
includes taxes & fees
7 Nov - 8 Nov
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Outdoor dining
La Misura, cottage with garden and swimming pool on the hills of Chianti
La Misura, cottage with garden and swimming pool on the hills of Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
La Misura, cottage with garden and swimming pool on the hills of Chianti
Pool
CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
1 bedroom, premium bedding, minibar, in-room safe
Residenza La Musa Amarcord
Residenza La Musa Amarcord
9.8 out of 10, Exceptional, (147)
"Excellent location allowing you to easily walk to so many attractions. Beautiful rooms - large and comfortable. Very friendly and helpful staff. Highly recommend! "
Canada
Stephanie
Residenza La Musa Amarcord
Food and drink
San Giuliano Inn - Adults Only
San Giuliano Inn - Adults Only
10.0 out of 10, Exceptional, (397)
"Great location - we loved it!"
United States
Julian
San Giuliano Inn - Adults Only
Courtyard
Relais la Corte di Cloris
Relais la Corte di Cloris
9.2 out of 10, Wonderful, (332)
"Great location, charming and clean interior. "
United States
Mia
Relais la Corte di Cloris
1 bedroom, desk, iron/ironing board, free WiFi
Al Mercato B&B
Al Mercato B&B
9.0 out of 10, Wonderful, (93)
"Great location very near the main city square and town hall. Breakfast was ok. Owner has a restaurant that was good and offered a discount to guests."
United States
Scott
The price is HK$503
HK$668 total
includes taxes & fees
13 Nov - 14 Nov
Al Mercato B&B
Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House
La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Lovely place to stay and very central . We had a room with a balcony which overlooked the square . Viola was very welcoming and ordered taxis for us . "
United Kingdom
Beverley
La Terrazza Sul Campo Rooming House
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (187)
"Staff was very nice and helpful."
United States
Steven
The price is HK$1,112
HK$1,259 total
includes taxes & fees
2 Nov - 3 Nov
Il Battistero Siena - Residenza d'Epoca
Balcony
Palazzo al Torrione 2
Palazzo al Torrione 2
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 HK$678
HK$1,016 total
includes taxes & fees
29 Nov - 30 Nov
Palazzo al Torrione 2
Premium bedding, down duvets, in-room safe, desk
La Torre Del Cestello
La Torre Del Cestello
9.0 out of 10, Wonderful, (218)
"Great location and great rooms"
United States
David
La Torre Del Cestello
Terrace/patio
Palazzo Alfieri Residenza d’epoca
Palazzo Alfieri Residenza d’epoca
9.2 out of 10, Wonderful, (710)
"Very nice hotel with great staff"
United States
Judy
The price is HK$1,684
HK$1,979 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Alfieri Residenza d’epoca
Birthday party area
Siena Vip
Siena Vip
9.2 out of 10, Wonderful, (412)
"Mona and staff were great!"
United States
Patrick
The price is HK$893
HK$1,019 total
includes taxes & fees
7 Nov - 8 Nov
Siena Vip
Gazebo
Domus il Palio B&B
Domus il Palio B&B
9.2 out of 10, Wonderful, (79)
"We stayed here for one night. The room was clean but not very welcoming. For being a B&B, there was no breakfast and the shared kitchen had signs telling guests not to touch anything. The location is on a fairly busy street but the room was quiet. We didn’t see any staff other than the cleaning crew when we left. Easy check-in, and the video they sent with the check-in information was very helpful. It’s about a 15 minute hilly walk up to the old historic part of town. "
United States
Sheri
Domus il Palio B&B
Terrace/patio
Il Rivalta - Place of Charme
Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (411)
"Amazing breakfast too. "
United States
Rita G
The price is HK$1,989
HK$2,314 total
includes taxes & fees
2 Nov - 3 Nov
Il Rivalta - Place of Charme
Egyptian cotton sheets, premium bedding, down duvets
Sette Angeli Rooms
Sette Angeli Rooms
8.8 out of 10, Excellent, (628)
"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 HK$630
HK$801 total
includes taxes & fees
1 Dec - 2 Dec
Sette Angeli Rooms
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso
B&B Il Corso
9.8 out of 10, Exceptional, (186)
"great location, faciilties at hotel good"
United Kingdom
tracey
B&B Il Corso
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

Hotel Machiavelli Palace

Hotel Machiavelli Palace

10/10 Excellent
"​An absolutely fantastic stay! Check-in was a breeze, and the staff were exceptionally helpful. The unbeatable location made sightseeing easy, and we loved retreating to the truly huge rooms. A special highlight was the breakfast, which offered an amazing variety of food. We highly recommend this hotel!"
Maria Karene 2-night trip
Posted 3 hours ago
Hotel Machiavelli Palace

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.

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. Some other top choices in Castellina in Chianti are Farmhouse in the heart of the real chiantishire and Villa with large garden in the Chianti hills.

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

With 82 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 Sentierelsa Trail. While here, City Hall Castellina In Chianti and Buondonno Winery 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.