View over the hills from the Brolio Castle

Villas in Gaiole in Chianti

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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, (9 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.
$2,281 nightly
The price is $2,285
Jun 20 - Jun 21
Total with taxes and fees
"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
8.0 out of 10, Very Good, (1 review)
"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"
Italy
Anonymous traveler
$1,873 nightly
The price is $1,878
Jun 19 - Jun 20
Total with taxes and fees
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
$189 nightly
The price is $211
Jun 21 - Jun 22
Total with taxes and fees
Villa Montecastello
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful house and views"
United States
Melissa B.
$579 nightly
The price is $585
Jul 8 - Jul 9
Total with taxes and fees
Luxury Villa in the Florentine hills
Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.6 out of 10, Exceptional, (39 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.
$772 nightly
The price is $777
Jun 19 - Jun 20
Total with taxes and fees
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
$135 nightly
The price is $138
Jun 25 - Jun 26
Total with taxes and fees
Rooster House, cooking classes and opera
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (65 reviews)
$183 nightly
The price is $185
Jul 4 - Jul 5
Total with taxes and fees
Il Poggio dell'Eremita
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
$810 nightly
The price is $900
Jun 22 - Jun 23
Total with taxes and fees
Villa Marcolina
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
$522 nightly
The price is $574
Jun 28 - Jun 29
Total with taxes and fees
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
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
Jun 27 - Jun 28
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
$514 nightly
The price is $521
Jun 23 - Jun 24
Total with taxes and fees
VILLA IL MATTO with salt pool, with spa and sauna
Exterior

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
$936 nightly
The price is $936
Jun 22 - Jun 23
Total with taxes and fees
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
$639 nightly
The price is $703
Jun 27 - Jun 28
Total with taxes and fees
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
$515 nightly
The price is $520
Jun 19 - Jun 20
Total with taxes and fees
Villa Il Signorino
Pool

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
$553 nightly
The price is $557
Jun 28 - Jun 29
Total with taxes and fees
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
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)
$435 nightly
The price is $438
Jun 20 - Jun 21
Total with taxes and fees
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Outdoor dining

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
$2,046 nightly
The price is $2,050
Jun 21 - Jun 22
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
Exterior

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Rignano sull'Arno
$879 nightly
The price is $967
Jun 26 - Jun 27
Total with taxes and fees
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
$3,614 nightly
The price is $3,614
Jun 30 - Jul 1
Total with taxes and fees
Golden Hour - wedding in Florence
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.
$721 nightly
The price is $721
Jul 1 - Jul 2
Total with taxes and fees
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 Gaiole in Chianti Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Hotel Italia is welcoming and comfortable. It is conveniently located a short distance from the railway station (which is connected to street level by ten escalators and relatively easy to access with luggage if they're all working). The included breakfast buffet offered a great array of tempting options. The centre of the city with all the main tourist sights is only a twenty to thirty minute walk away through very picturesque streets."
Richard 2-night trip
Posted 11 hours ago
Hotel Italia

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews
271
Accommodation
1930 Villas
Lowest Price
$138
Highest Price
$3,614

Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between $138 and $3,614 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 1930 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.

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