Villas in Castellina in Chianti

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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
$6,058 nightly
The price is $6,058
Apr 23 - Apr 24
Total with taxes and fees
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$171 nightly
The price is $191
Apr 27 - Apr 28
Total with taxes and fees
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.
$539 nightly
The price is $541
Apr 29 - Apr 30
Total with taxes and fees
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
$13,851 nightly
The price is $13,851
Apr 23 - Apr 24
Total with taxes and fees
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
$6,127 nightly
The price is $6,127
Apr 23 - Apr 24
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
$845 nightly
The price is $939
Apr 24 - Apr 25
Total with taxes and fees
Villa Marcolina
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
$11,277 nightly
The price is $11,279
May 4 - May 5
Total with taxes and fees
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
$927 nightly
The price is $927
Apr 23 - Apr 24
Total with taxes and fees
Bagno a Ripoli, Italy. Entire accommodation: villa
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.
$543 nightly
The price is $556
Apr 23 - Apr 24
Total with taxes and fees
Country House with heated pool near the center
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
$986 nightly
The price is $1,000
May 3 - May 4
Total with taxes and fees
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Careggi Rifredi
10.0 out of 10, Exceptional, (1 review)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
$11,081 nightly
The price is $11,081
Apr 23 - Apr 24
Total with taxes and fees
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
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.
$459 nightly
The price is $459
Apr 23 - Apr 24
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$2,269 nightly
The price is $2,274
May 1 - May 2
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
$449 nightly
The price is $494
Apr 28 - Apr 29
Total with taxes and fees
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.
$1,080 nightly
The price is $1,085
Apr 26 - Apr 27
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
$3,687 nightly
The price is $3,687
Apr 27 - Apr 28
Total with taxes and fees
Golden Hour - wedding in Florence
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
$16,622 nightly
The price is $16,622
Apr 23 - Apr 24
Total with taxes and fees
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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
$554 nightly
The price is $609
Apr 23 - Apr 24
Total with taxes and fees
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
$240 nightly
The price is $296
Apr 23 - Apr 24
Total with taxes and fees
Casa dei Renai by Rentbeat
Exterior

Dedicated Concierge service, heated pool, ensuite bathrooms, few min to Florence

Dedicated Concierge service, heated pool, ensuite bathrooms, few min to Florence
impruneta
10.0 out of 10, Exceptional, (107 reviews)
"We had an incredible stay at this Tuscan villa over the Christmas holidays with a group of 10, and the home was perfect in every way. The villa was spacious, comfortable, and ideal for a large group. Caterina and her sister Cecilia were exceptionally responsive, warm, and a pleasure to work with from start to finish. Caterina truly went above and beyond with our requests—it genuinely felt like having a five-star hotel concierge at our disposal. The pizza class and in-home dining experience were...
United States
Bernie K.
$1,686 nightly
The price is $1,691
May 12 - May 13
Total with taxes and fees
Dedicated Concierge service, heated pool, ensuite bathrooms, few min to 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

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Everything was good"
Ann 3-night trip
Posted 3 hours ago
Plus Florence - Hostel

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
162
Accommodation
1964 Villas
Lowest Price
$191
Highest Price
$16,622

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between $191 and $16,622 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 1964 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.

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