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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 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)
"Very nice agriturismo. "
United States
Ruth
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 3.156.794 ₫
3.656.203 ₫ total
includes taxes & fees
20 Nov - 21 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)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
The price is 2.353.684 ₫
2.956.513 ₫ total
includes taxes & fees
19 Nov - 20 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)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Birthday party area
Siena Vip

Siena Vip

Siena City Centre
9.2 out of 10, Wonderful, (418)
"A great location!"
Canada
Cheryl
The price is 2.732.362 ₫
3.127.759 ₫ total
includes taxes & fees
19 Nov - 20 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)
"Huge room! Great location "
Canada
karen
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 3.479.742 ₫
3.950.203 ₫ total
includes taxes & fees
19 Nov - 20 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 1.853.965 ₫
2.161.848 ₫ total
includes taxes & fees
24 Nov - 25 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 2.311.635 ₫
3.461.481 ₫ 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, (377)
"We were worried about the noise of the busy tourist spot, but the windows were fantastic and was able to sleep soundly. Great location, highly recommend."
Canada
Jason
The price is 2.185.612 ₫
2.831.734 ₫ total
includes taxes & fees
27 Nov - 28 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)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
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)
"Front desk was very helpful and very comfortable room. "
United States
Chris
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 17.718.291 ₫
19.612.607 ₫ 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)
"The hotel is a great base for visiting Florence, in a slightly quieter neighbourhood but still plenty of food and drink options nearby and all the big attractions are a walkable distance away. The room was clean and the staff was friendly and helpful. "
United Kingdom
Michelle
The price is 2.700.280 ₫
3.337.769 ₫ total
includes taxes & fees
26 Nov - 27 Nov
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)
"We had a wonderfull welcome, very professional ,friendly and helpful in every aspect. Great villa with Tuscany vibe and breathtaking views.Close enough to Florence.You can't ask for better. We will return again."
Canada
Mario
The price is 4.115.409 ₫
4.649.110 ₫ total
includes taxes & fees
18 Dec - 19 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 Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Amazing place "
MADELINE 2-night trip
Posted 2 days ago
The Social Hub Florence Lavagnini

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 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.