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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Castellina in Chianti villas

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥29,828
￥33,368 total
includes taxes & fees
Jun 18 - Jun 19
Villa Montecastello
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ￥18,384
￥22,283 total
includes taxes & fees
Jun 3 - Jun 4
Rooster House, cooking classes and opera
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ￥14,678
￥52,645 total
includes taxes & fees
Jun 3 - Jun 4
Casa dei Renai by Rentbeat
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥130,661
￥145,213 total
includes taxes & fees
Jun 3 - Jun 4
Villa Marcolina
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.
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 ￥58,494
￥83,377 total
includes taxes & fees
Jun 10 - Jun 11
Villa Il Signorino
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 ￥84,211
￥92,632 total
includes taxes & fees
Jun 8 - Jun 9
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
TV, fireplace, table tennis

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
The price is ￥86,162
￥151,155 total
includes taxes & fees
Jun 4 - Jun 5
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
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 ￥103,136
￥113,449 total
includes taxes & fees
Jun 8 - Jun 9
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is ￥2,629,431
￥2,629,431 total
includes taxes & fees
Jun 3 - Jun 4
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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 ￥74,278
￥74,649 total
includes taxes & fees
Jun 3 - Jun 4
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
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
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is ￥116,987
￥150,783 total
includes taxes & fees
Jun 24 - Jun 25
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
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 ￥55,582
￥74,530 total
includes taxes & fees
Jun 3 - Jun 4
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is ￥235,516
￥354,040 total
includes taxes & fees
Jun 10 - Jun 11
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is ￥68,633
￥76,618 total
includes taxes & fees
Jun 19 - Jun 20
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
The price is ￥198,544
￥239,583 total
includes taxes & fees
Jun 3 - Jun 4
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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, (14 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 ￥55,708
￥89,133 total
includes taxes & fees
Jun 8 - Jun 9
Country House with heated pool near the center
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥128,686
￥147,070 total
includes taxes & fees
Jun 3 - Jun 4
Bagno a Ripoli, Italy. Entire accommodation: villa
Exterior

Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views

Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views
impruneta
10.0 out of 10, Exceptional, (109 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is ￥208,906
￥224,319 total
includes taxes & fees
Jun 3 - Jun 4
Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views
Terrace/patio

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is ￥97,829
￥120,476 total
includes taxes & fees
Jun 9 - Jun 10
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
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

Hotel Machiavelli Palace

Hotel Machiavelli Palace

10/10 Excellent
"We had a lovely visit to this hotel. Beautiful rooftop terrace. The front desk staff was excellent."
Jennifer 2-night trip
Posted 3 hours ago
Hotel Machiavelli Palace

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
125
Accommodation
1923 Villas
Lowest Price
￥22,283
Highest Price
￥2,629,431

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between ￥22,283 and ￥2,629,431 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.