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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Gaiole in Chianti villas

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 ￥168,620
￥173,117 total
includes taxes & fees
Apr 26 - Apr 27
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Pool

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

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
The price is ￥243,676
￥276,414 total
includes taxes & fees
May 15 - May 16
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥27,578
￥30,898 total
includes taxes & fees
Apr 17 - Apr 18
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.
The price is ￥59,954
￥92,592 total
includes taxes & fees
Apr 29 - Apr 30
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is ￥25,261
￥29,383 total
includes taxes & fees
Apr 18 - Apr 19
Il Poggio dell'Eremita
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is ￥2,210,795
￥2,210,795 total
includes taxes & fees
Apr 17 - Apr 18
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is ￥103,046
￥171,805 total
includes taxes & fees
Apr 20 - Apr 21
Red Heart - relax with those you love in Tuscany.
Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is ￥87,682
￥131,148 total
includes taxes & fees
May 13 - May 14
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ￥13,320
￥15,027 total
includes taxes & fees
Apr 21 - Apr 22
Artisti del Cavallo Tourism
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is ￥1,111,588
￥1,111,588 total
includes taxes & fees
Apr 17 - Apr 18
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥127,232
￥141,454 total
includes taxes & fees
May 4 - May 5
Villa Marcolina
Exterior

Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events

Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
Colle di Val d'Elsa
The price is ￥1,592,522
￥1,773,320 total
includes taxes & fees
May 4 - May 5
Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥129,837
￥146,699 total
includes taxes & fees
Apr 17 - Apr 18
Bagno a Ripoli, Italy. Entire accommodation: villa
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is ￥873,264
￥966,942 total
includes taxes & fees
Apr 17 - Apr 18
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is ￥251,581
￥270,129 total
includes taxes & fees
Apr 17 - Apr 18
Villa Capanna: A Window onto Tuscany
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 ￥56,057
￥72,919 total
includes taxes & fees
Apr 17 - Apr 18
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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 ￥66,058
￥72,664 total
includes taxes & fees
Apr 17 - Apr 18
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is ￥74,942
￥138,643 total
includes taxes & fees
Apr 20 - Apr 21
Viniard Villa - Residence Le Rose in Chianti
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 ￥117,897
￥164,344 total
includes taxes & fees
Apr 27 - Apr 28
Villa "Il Fornacino" with Pool, Garden & 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 ￥88,387
￥97,226 total
includes taxes & fees
Apr 27 - Apr 28
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
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 Gaiole in Chianti Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Excellent all around "
Anthony 7-night trip
Posted 3 hours ago
Palazzo Ravizza

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews
142
Accommodation
1961 Villas
Lowest Price
￥15,027
Highest Price
￥2,210,795

Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between ￥15,027 and ￥2,210,795 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 1961 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.
Why book your villa in Gaiole in Chianti with Expedia?
We think vacation time shouldn't be complicated, so if you're looking for villas at a nice price, Expedia can help. Save those pennies and opt for an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Use our convenient search filters to find an escape in Gaiole in Chianti that suits your needs.
How can I find cheap villas in Gaiole in Chianti?
An excellent way to locate cheap villas in Gaiole in Chianti is with Expedia's filter tool. Narrow your search by star rating, amenities and budget to nab unbeatable rates in only a click or two.
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.