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Check prices for these dates

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

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 AU$8,418
includes taxes & fees
30 Apr - 1 May
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
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 AU$757
includes taxes & fees
12 May - 13 May
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is AU$257
includes taxes & fees
3 May - 4 May
Villa Montecastello
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AU$19,246
includes taxes & fees
30 Apr - 1 May
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
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 AU$15,243
includes taxes & fees
7 May - 8 May
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AU$8,514
includes taxes & fees
2 May - 3 May
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
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 AU$785
includes taxes & fees
5 May - 6 May
CountryHouse con Piscina Privata 5 min dal centro
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 AU$704
includes taxes & fees
30 Apr - 1 May
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is AU$1,265
includes taxes & fees
30 Apr - 1 May
Bagno a Ripoli, Italy. Entire accommodation: villa
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AU$1,261
includes taxes & fees
11 May - 12 May
Villa Marcolina
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AU$411
includes taxes & fees
4 May - 5 May
Casa dei Renai by Rentbeat
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AU$23,095
includes taxes & fees
30 Apr - 1 May
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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 AU$1,600
includes taxes & fees
30 Apr - 1 May
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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 AU$3,317
includes taxes & fees
25 May - 26 May
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 AU$868
includes taxes & fees
30 Apr - 1 May
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
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 AU$1,372
includes taxes & fees
3 May - 4 May
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.
The price is AU$15,397
includes taxes & fees
30 Apr - 1 May
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
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 traveller
The price is AU$2,271
includes taxes & fees
3 May - 4 May
"A Casa di Franca Villa con piscina"
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AU$4,961
includes taxes & fees
30 Apr - 1 May
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 AU$644
includes taxes & fees
30 Apr - 1 May
Villa Il Signorino
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

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"Close to everything, service was excellent and the property was fun and sophisticated with some quirkiness. Also huge shower, especially for Europe!"
Julia 7-night trip
Posted 4 hours ago
25hours Hotel Florence Piazza San Paolino

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
59
Accommodation
1675 Villas
Lowest Price
AU$257
Highest Price
AU$23,095

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Prepare to pay between AU$257 and AU$23,095 per night for a villa in Castellina in Chianti. No matter your budget, a perfect stay is only a few clicks away on Expedia. This price was 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?
Lock in your holiday dates and then choose from 1675 villas in Castellina in Chianti. For a family trip, a couple's getaway and everything in between, Expedia can help you find the perfect space in a few easy clicks.
What is there to do near my villa in Castellina in Chianti?
Castellina in Chianti has enough activities and experiences to keep you on the go for weeks (or months!), starting with Monteriggioni Castle. Meleto Castle, Castello di Radda Winery and Castello di Albola are other impressive attractions. If you're hanging around a while, Badia a Coltibuono and Isole e Olena Winery will add the finishing touches to your itinerary.