Castellina in Chianti Holiday Rentals

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Holiday Rentals in Castellina in Chianti

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

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 NZ$238
includes taxes & fees
14 Nov - 15 Nov
Casa Vacanze Squarcialupi

La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in 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

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

Castellina in Chianti
The price is NZ$248
includes taxes & fees
28 Nov - 29 Nov
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

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

Sette Angeli Rooms

Historic Centre of Florence
8.8 out of 10, Excellent, (632)
"Beautifully updated rooms, very comfortable beds and linens, great location walkable everywhere. The host Maria is fantastic, would highly recommend experiencing Florence with a stay here."
Canada
Ronald
The price is NZ$172
includes taxes & fees
18 Nov - 19 Nov
Sette Angeli Rooms

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (187)
"Staff was very nice and helpful."
United States
Steven
The price is NZ$288
includes taxes & fees
14 Nov - 15 Nov
Il Battistero Siena - Residenza d'Epoca

Siena Vip

Siena City Centre
9.2 out of 10, Wonderful, (417)
"Mona and staff were great!"
United States
Patrick
The price is NZ$210
includes taxes & fees
16 Nov - 17 Nov
Siena Vip

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

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 NZ$259
includes taxes & fees
18 Nov - 19 Nov
PALAZZO DEL PAPA

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

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

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 NZ$145
includes taxes & fees
18 Nov - 19 Nov
ApartHotel Anghel

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 NZ$231
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2

Soggiorno Battistero

Historic Centre of Florence
8.8 out of 10, Excellent, (375)
"Yes, great options for continental. Staff was welcoming and very polite. Location is right in front of the duomo perfect view."
United States
Juan
The price is NZ$298
includes taxes & fees
23 Nov - 24 Nov
Soggiorno Battistero

Tenuta Sant'Ilario

Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is NZ$282
includes taxes & fees
6 Dec - 7 Dec
Tenuta Sant'Ilario

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
The price is NZ$162
includes taxes & fees
24 Nov - 25 Nov
Chianti Village Morrocco

Terre di Baccio

Greve in Chianti
9.8 out of 10, Exceptional, (71)
"Very nice hotel , breakfast very good , is a winery and very good Chianti Is a big hotel All the staff is very kind I liked this hotel very much I recommend!!!!!!!"
Mexico
Orlando Santini
The price is NZ$1,338
includes taxes & fees
24 Nov - 25 Nov
Terre di Baccio

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 NZ$192
includes taxes & fees
10 Dec - 11 Dec
Numa Palazzo San Niccolò

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 NZ$321
includes taxes & fees
9 Dec - 10 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

Find out more about Castellina in Chianti

Everything you need to know about Castellina in Chianti holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castellina in Chianti holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castellina in Chianti holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castellina in Chianti holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castellina in Chianti. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castellina in Chianti holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castellina in Chianti holiday rentals we have selected for you start as low as NZ$166 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castellina in Chianti rentals

At Expedia, we put the best Castellina in Chianti holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castellina in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castellina in Chianti holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castellina in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 81 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, 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.