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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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 ￥872,652
￥966,264 total
includes taxes & fees
May 2 - May 3
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥26,242
￥29,418 total
includes taxes & fees
Jun 1 - Jun 2
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 ￥123,350
￥157,902 total
includes taxes & fees
May 4 - May 5
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
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 ￥56,167
￥86,534 total
includes taxes & fees
May 6 - May 7
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
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 ￥1,591,405
￥1,772,076 total
includes taxes & fees
May 7 - May 8
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is ￥2,209,244
￥2,209,244 total
includes taxes & fees
May 2 - May 3
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
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 ￥56,167
￥89,867 total
includes taxes & fees
May 5 - May 6
Country House with heated pool near the center
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 ￥73,457
￥80,804 total
includes taxes & fees
May 3 - May 4
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is ￥867,474
￥959,367 total
includes taxes & fees
May 15 - May 16
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥124,808
￥138,758 total
includes taxes & fees
May 15 - May 16
Villa Marcolina
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 ￥88,966
￥97,863 total
includes taxes & fees
May 5 - May 6
My Exclusive Italy - Exclusive Suite with view 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 ￥376,320
￥380,813 total
includes taxes & fees
May 25 - May 26
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥127,364
￥145,559 total
includes taxes & fees
May 12 - May 13
Bagno a Ripoli, Italy. Entire accommodation: villa
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ￥9,945
￥47,145 total
includes taxes & fees
May 4 - May 5
Casa dei Renai by Rentbeat
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 ￥200,925
￥269,985 total
includes taxes & fees
May 3 - May 4
"A Casa di Franca Villa con piscina"
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 ￥36,509
￥36,883 total
includes taxes & fees
May 4 - May 5
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 ￥505,414
￥568,453 total
includes taxes & fees
May 29 - May 30
Golden Hour - wedding in Florence
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 ￥57,893
￥77,926 total
includes taxes & fees
May 9 - May 10
Villa Il Signorino
Outdoor dining

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is ￥54,989
￥72,449 total
includes taxes & fees
May 5 - May 6
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

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 ￥154,920
￥200,482 total
includes taxes & fees
May 5 - May 6
Villa "Il Fornacino" with Pool, Garden & 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
"This hotel is in the center of Florence. You are able to get to all destinations by foot. If you have a rental car, you actually have to pull up in front and they will pick up the car and valet it for you. The only downside is my room didn’t have any air-conditioning so it was a little hot and stuffy at night besides that I would definitely stay here again."
RACHEL 1-night trip
Posted 10 hours ago
Maxim Axial

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
61
Accommodation
1923 Villas
Lowest Price
￥29,418
Highest Price
￥2,209,244

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between ￥29,418 and ￥2,209,244 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.