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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Castellina in Chianti villas

Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is £4,470
includes taxes & fees
15 May - 16 May
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is £151
includes taxes & fees
29 May - 30 May
Villa Montecastello
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
The price is £661
includes taxes & fees
20 May - 21 May
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Outdoor dining

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Florence
10.0 out of 10, Exceptional, (9 reviews)
"We had a lovely stay at this place in the country! It was charming, Paola and family were wonderful and we would stay here again!"
United States
Becky F.
The price is £432
includes taxes & fees
12 Jun - 13 Jun
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
10.0 out of 10, Exceptional, (2 reviews)
"Nice place 👌 "
United States
Avi A.
The price is £389
includes taxes & fees
15 May - 16 May
Villa Il Signorino
Exterior

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Colle di Val d'Elsa
The price is £8,573
includes taxes & fees
19 May - 20 May
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Outdoor dining

Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is £2,666
includes taxes & fees
10 Jun - 11 Jun
Villa Mami: A Tuscan Retreat of Elegance and Charm
Exterior

CountryHouse con Piscina Privata 5 min dal centro

CountryHouse con Piscina Privata 5 min dal centro
Careggi Rifredi
9.6 out of 10, Exceptional, (12 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is £416
includes taxes & fees
26 May - 27 May
CountryHouse con Piscina Privata 5 min dal centro
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is £670
includes taxes & fees
22 May - 23 May
Villa Marcolina
Hair dryer, bidet, towels, soap

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £107
includes taxes & fees
21 May - 22 May
Rooster House, cooking classes and opera
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is £12,265
includes taxes & fees
19 May - 20 May
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is £10,221
includes taxes & fees
15 May - 16 May
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is £680
includes taxes & fees
18 May - 19 May
Bagno a Ripoli, Italy. Entire accommodation: villa
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is £219
includes taxes & fees
8 Jun - 9 Jun
Casa dei Renai by Rentbeat
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is £4,521
includes taxes & fees
16 May - 17 May
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is £171
includes taxes & fees
18 May - 19 May
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Outdoor dining

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
The price is £705
includes taxes & fees
1 Jun - 2 Jun
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is £2,698
includes taxes & fees
18 May - 19 May
Golden Hour - wedding in Florence
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is £432
includes taxes & fees
17 May - 18 May
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Property grounds

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "
United States
Ravin N.
The price is £1,268
additional charges may apply
13 Jun - 14 Jun
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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

Maxim Axial

Maxim Axial

10/10 Excellent
"Make sure you get to the third floor. "
Chris 2-night trip
Posted 3 hours ago
Maxim Axial

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
31
Accommodation
1915 Villas
Lowest Price
£107
Highest Price
£12,265

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between £107 and £12,265 per night. These stays offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Castellina in Chianti?
You can choose from 1915 villas in Castellina in Chianti. No matter if you're travelling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.
Why book your villa in Castellina in Chianti with Expedia?
Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Castellina in Chianti?
The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.
What is there to do near my villa in Castellina in Chianti?
Whatever your interests, Castellina in Chianti has loads to keep you on the hop. Buondonno Winery, City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi are on most visitors' itineraries. Don't forget to explore Walls of Monteriggioni, Castellina Fortress and Archaeological Museum of Chianti either. With Expedia's Castellina in Chianti hotel deals, you can discover even more terrific attractions like these with the cash you save.