Villas in Gaiole in Chianti

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Gaiole in Chianti villas

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
$1,321 nightly
The price is $1,325
Jun 7 - Jun 8
Total with taxes and fees
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and 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, (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.
$2,263 nightly
The price is $2,268
Jun 13 - Jun 14
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$189 nightly
The price is $211
Jun 7 - Jun 8
Total with taxes and fees
Villa Montecastello
Outdoor dining

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Florence
10.0 out of 10, Exceptional, (9 reviews)
"We had a lovely stay at this place in the country! It was charming, Paola and family were wonderful and we would stay here again!"
United States
Becky F.
$498 nightly
The price is $501
Jun 12 - Jun 13
Total with taxes and fees
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
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, (38 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.
$816 nightly
The price is $820
Jun 17 - Jun 18
Total with taxes and fees
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
$817 nightly
The price is $908
Jul 6 - Jul 7
Total with taxes and fees
Villa Marcolina
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
$135 nightly
The price is $138
Jun 8 - Jun 9
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)
"Fantastic place! Great location. "
Canada
Paul Q.
$183 nightly
The price is $186
Jul 4 - Jul 5
Total with taxes and fees
Il Poggio dell'Eremita
Exterior

VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
$432 nightly
The price is $439
Jun 9 - Jun 10
Total with taxes and fees
VILLA IL MATTO with salt pool, with spa and sauna
TV, fireplace, table tennis

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
$938 nightly
The price is $938
Jun 13 - Jun 14
Total with taxes and fees
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
$523 nightly
The price is $575
Jun 7 - Jun 8
Total with taxes and fees
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
10.0 out of 10, Exceptional, (2 reviews)
"Nice place 👌 "
United States
Avi A.
$520 nightly
The price is $524
Jun 7 - Jun 8
Total with taxes and fees
Villa Il Signorino
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.
$466 nightly
The price is $466
Jun 10 - Jun 11
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
$1,493 nightly
The price is $1,498
Jun 9 - Jun 10
Total with taxes and fees
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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
$640 nightly
The price is $704
Jun 9 - Jun 10
Total with taxes and fees
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
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)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
$455 nightly
The price is $459
Jun 11 - Jun 12
Total with taxes and fees
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
$3,619 nightly
The price is $3,619
Jun 10 - Jun 11
Total with taxes and fees
Golden Hour - wedding in Florence
Outdoor dining

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
$3,309 nightly
The price is $3,316
Jun 15 - Jun 16
Total with taxes and fees
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Exterior

Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views

Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views
impruneta
10.0 out of 10, Exceptional, (109 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
$1,899 nightly
The price is $1,903
Jun 14 - Jun 15
Total with taxes and fees
Luxury Tuscan Villa with Private Heated Pool, Concierge service & Timeless Views
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 Executive

Hotel Executive

8/10 Good
"My mother and sister stayed at this property together after hiking the spiritual pilgrimage Francigena through Italy and stopped in Siena for 2 nights and a day. Overall the property is very stunning appearance wise, clean and fairly updated. Felt very safe for us ladies alone. The restaurant options at the hotel was lovely for breakfast and dinner and convenient! I must highlight something that soured my taste to which I’d never experienced at any hotel before… it was very disappointing they tried to charge us $300 to wash and dry a single load of our clothes combined from hiking. Everything we owned was soiled and as tourists we had nowhere else to go but the hotel and they knew that. We purchased the meal packages and the stay at the hotel ( which wasn’t the cheapest mind you ) to rest and rejuvenate to continue on our trek but instead we had to detour our plans and wear dirty clothes another day and walk into Sienna while lugging everything to a nearby laundromat and wait half the day for it to finish when in all reality the hotel we were staying at should’ve been able to accommodate something simple like that for a FRACTION of $300. Huge inconvenience. To be honest it felt like some sort of tourist scam which we did not appreciate at all and is pretty inconsiderate for all travelers hikers or not period. Some of the staff were absolutely kind and helpful and some were quite snobby unfortunately."
Sabrina 2-night trip
Posted 2 hours ago
Hotel Executive

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews
Accommodation
1930 Villas
Lowest Price
$91
Highest Price
$908

Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between $91 and $908 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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