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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Villas in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is NZ$12,544
includes taxes & fees
27 June - 28 June
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Pool

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

The price is NZ$2,223
includes taxes & fees
19 July - 20 July
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning

The price is NZ$1,133
includes taxes & fees
13 July - 14 July
Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning
Lovely house in the heart of Chianti
Dining

Lovely house in the heart of Chianti

Lovely house in the heart of Chianti
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is NZ$11,450
includes taxes & fees
27 June - 28 June
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Villa il Moro, splendid landscapes in the heart of Tuscany
Outdoor pool

Villa il Moro, splendid landscapes in the heart of Tuscany

Villa il Moro, splendid landscapes in the heart of Tuscany
Red Heart - relax with those you love in Tuscany.
Exterior

Red Heart - relax with those you love in Tuscany.

The price is NZ$1,770
includes taxes & fees
27 June - 28 June
Red Heart - relax with those you love in Tuscany.
Villa 'Podere Viepri - In Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Exterior

Villa 'Podere Viepri - In Esclusiva' with Private Pool, Private Terrace and Wi-Fi

The price is NZ$1,830
includes taxes & fees
6 July - 7 July
Villa 'Podere Viepri - In Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Spacious villa with stunning pool, luscious gardens
Outdoor dining

Spacious villa with stunning pool, luscious gardens

The price is NZ$3,159
includes taxes & fees
30 June - 1 July
Spacious villa with stunning pool, luscious gardens
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Property grounds

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends

The price is NZ$907
includes taxes & fees
27 June - 28 June
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Double room with private parking within walking distance of downtown!
Outdoor dining

Double room with private parking within walking distance of downtown!

7.6 out of 10, Good, (5)
"Our host was welcoming, and friendly. And knowlable of Siena."
The price is NZ$255
includes taxes & fees
3 July - 4 July
Double room with private parking within walking distance of downtown!
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Our family of 4 had such a beautiful time at this gorgeous villa. We only stayed for 2 nights, wish we stayed longer. Highly recommend!"
The price is NZ$286
includes taxes & fees
10 July - 11 July
Il Poggio dell'Eremita
Villa Rosanna - wonderful villa with swimming pool
Pool

Villa Rosanna - wonderful villa with swimming pool

Villa Rosanna - wonderful villa with swimming pool
Villa "Arnilù" with Private Pool & Wi-Fi
Pool

Villa "Arnilù" with Private Pool & Wi-Fi

The price is NZ$9,188
includes taxes & fees
7 July - 8 July
Villa "Arnilù" with Private Pool & Wi-Fi
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

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

The price is NZ$5,164
includes taxes & fees
28 June - 29 June
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Villa 'Vanna - Certaldo' with Garden & Wi-Fi
Exterior detail

Villa 'Vanna - Certaldo' with Garden & Wi-Fi

The price is NZ$1,294
includes taxes & fees
29 June - 30 June
Villa 'Vanna - Certaldo' with Garden & Wi-Fi
Villa Il Signorino
Interior

Villa Il Signorino

10.0 out of 10, Exceptional, (2)
"Nice place 👌 "
The price is NZ$1,059
includes taxes & fees
30 June - 1 July
Villa Il Signorino
Villa Cicogna Private Villa, sleeps 2 -10 guests
Pool

Villa Cicogna Private Villa, sleeps 2 -10 guests

10.0 out of 10, Exceptional, (5)
"Our family stayed here for a local wedding and enjoyed the charm of this quiet town and comfortable villa. The hosts were super responsive and welcoming, making sure we had everything we needed for a pleasant stay. Our toddler loved running around and swimming every day in the pool. The location is perfect to drive to nearby cities with parking provided. Would love to visit again!"
The price is NZ$218
includes taxes & fees
29 June - 30 June
Villa Cicogna Private Villa, sleeps 2 -10 guests
Wedding Villa in Chianti - Villa la Veronica
Pool

Wedding Villa in Chianti - Villa la Veronica

The price is NZ$4,850
includes taxes & fees
2 July - 3 July
Wedding Villa in Chianti - Villa la Veronica
Villa Claro Chianti "il Girasole" portion of villa with panoramic pool.
Pool

Villa Claro Chianti "il Girasole" portion of villa with panoramic pool.

10.0 out of 10, Exceptional, (1)
"Peaceful, beautiful grounds.Tucked away in the Tuscan hillside . Rustic but still very enjoyable. Parking was difficult but once you got used to maneuvering it was ok. Had to ask for some directions including WiFi but all was handled. FYI - No washer / dryer on site. "
The price is NZ$835
includes taxes & fees
11 July - 12 July
Villa Claro Chianti "il Girasole" portion of villa with panoramic pool.
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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Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between NZ$218 and NZ$12,544 per night. Whatever your budget, you'll find something that fits the bill with Expedia. 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 Gaiole in Chianti?
Gaiole in Chianti has 1764 villas to select from. Find your perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.
What is there to do near my villa in Gaiole in Chianti?
There are plenty of fantastic things to do in Gaiole in Chianti. Make tracks to leading attractions like Cantalici Winery, Castle of Brolio and Meleto Castle. Badia a Coltibuono, Church of San Sigismondo and PoggioBrandani also appeal to many visitors.