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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

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 ￥869,907
￥963,225 total
includes taxes & fees
Apr 24 - Apr 25
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥27,473
￥30,780 total
includes taxes & fees
Apr 19 - Apr 20
Villa Montecastello
Property grounds

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Rosano - Florence
9.8 out of 10, Exceptional, (31 reviews)
"Local sights and food"
United States
Brian W.
The price is ￥54,378
￥86,104 total
includes taxes & fees
Apr 29 - Apr 30
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events

Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
Colle di Val d'Elsa
The price is ￥1,586,400
￥1,766,503 total
includes taxes & fees
May 4 - May 5
Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
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 ￥145,790
￥183,677 total
includes taxes & fees
May 3 - May 4
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

Country House with heated pool near the center

Country House with heated pool near the center
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 ￥55,991
￥89,585 total
includes taxes & fees
Apr 20 - Apr 21
Country House with heated pool near the center
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥128,269
￥142,589 total
includes taxes & fees
Apr 23 - Apr 24
Villa Marcolina
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is ￥2,642,756
￥2,642,756 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥2,202,296
￥2,202,296 total
includes taxes & fees
Apr 23 - Apr 24
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
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 ￥167,972
￥172,451 total
includes taxes & fees
Apr 25 - Apr 26
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 ￥71,364
￥78,501 total
includes taxes & fees
Apr 26 - Apr 27
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Dining

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 ￥36,394
￥36,767 total
includes taxes & fees
May 5 - May 6
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is ￥513,247
￥566,251 total
includes taxes & fees
May 18 - May 19
Golden Hour - wedding in Florence
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is ￥880,919
￥974,237 total
includes taxes & fees
Apr 19 - Apr 20
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥129,338
￥146,135 total
includes taxes & fees
Apr 19 - Apr 20
Bagno a Ripoli, Italy. Entire accommodation: villa
Pool

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is ￥120,739
￥167,224 total
includes taxes & fees
Apr 19 - Apr 20
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ￥11,028
￥48,355 total
includes taxes & fees
May 6 - May 7
Casa dei Renai by Rentbeat
Exterior

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is ￥88,047
￥96,852 total
includes taxes & fees
Apr 23 - Apr 24
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Pool

"A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is ￥161,828
￥230,670 total
includes taxes & fees
Apr 25 - Apr 26
"A Casa di Franca Villa con piscina"
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is ￥332,584
￥379,989 total
includes taxes & fees
Apr 29 - Apr 30
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
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

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"I don’t often write reviews but this place was actually amazing. It looks unassuming on the outside - this is not a reflection of the inside!! Lovely helpful reception staff, brilliant quiet bedroom, comfy beds and fancy bathroom with lots of cool shampoos etc. free water, drinks and snacks and a brilliant breakfast included. Kids had a single bed each which was really important. 10/10. Didn’t use the spa areas so can’t comment on that. Definitely raising the standard of hotels!"
Helen 1-night trip
Posted 12 hours ago
IQ Hotel Firenze

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
57
Accommodation
1923 Villas
Lowest Price
￥30,780
Highest Price
￥2,642,756

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between ￥30,780 and ￥2,642,756 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 1923 villas in Castellina in Chianti. No matter if you're traveling 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.