Villas in Gaiole in Chianti

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Gaiole in Chianti villas

Pool

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
$7,629 nightly
The price is $7,629
Jan 28 - Jan 29
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Property grounds

Villa in Gaiole in Chianti

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
10.0 out of 10, Exceptional, (8 reviews)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
$1,253 nightly
The price is $1,258
Jan 28 - Jan 29
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
$84 nightly
The price is $95
Feb 3 - Feb 4
Total with taxes and fees
Artisti del Cavallo Tourism
Property grounds

Villa in Siena

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
$6,221 nightly
The price is $6,221
Feb 1 - Feb 2
Total with taxes and fees
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Pool

Villa in Siena

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
$7,077 nightly
The price is $7,077
Jan 29 - Jan 30
Total with taxes and fees
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Villa in Colle Val D'Elsa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
$13,956 nightly
The price is $13,956
Jan 29 - Jan 30
Total with taxes and fees
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool

Villa in Radda in Chianti

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
$2,828 nightly
The price is $2,832
Jan 30 - Jan 31
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Outdoor spa tub

Villa in Toscana

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
$2,390 nightly
The price is $2,390
Jan 29 - Jan 30
Total with taxes and fees
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Exterior

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
$197 nightly
The price is $199
Jan 28 - Jan 29
Total with taxes and fees
Il Poggio dell'Eremita
Pool

Villa in Castellina in Chianti

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
$6,151 nightly
The price is $6,151
Jan 29 - Jan 30
Total with taxes and fees
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Property grounds

Villa in Rignano sull'Arno

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
7.0 out of 10, Good, (2 reviews)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
$3,393 nightly
The price is $3,396
Jan 28 - Jan 29
Total with taxes and fees
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Montespertoli

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
$1,714 nightly
The price is $1,719
Jan 29 - Jan 30
Total with taxes and fees
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Outdoor dining

Villa in Impruneta

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
$536 nightly
The price is $536
Jan 29 - Jan 30
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Villa in Montespertoli

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
$1,740 nightly
The price is $1,745
Jan 29 - Jan 30
Total with taxes and fees
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Villa in impruneta

Villa w/ personal concierge service, heated pool only 20 min to Florence center
10.0 out of 10, Exceptional, (106 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.
$1,575 nightly
The price is $1,579
Jan 31 - Feb 1
Total with taxes and fees
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Exterior

Villa in Florence

Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (7 reviews)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
$1,411 nightly
The price is $1,411
Jan 29 - Jan 30
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena
Exterior

Villa in Vico dʼArbia

Villa Capanna: A Window onto Tuscany
$1,718 nightly
The price is $1,722
Jan 28 - Jan 29
Total with taxes and fees
Villa Capanna: A Window onto Tuscany
Exterior

Villa in Vico dʼArbia

Villa Torre Among the Hills of Siena
$1,718 nightly
The price is $1,722
Jan 28 - Jan 29
Total with taxes and fees
Villa Torre Among the Hills of Siena
Exterior

Villa in Rapolano Terme

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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.
$1,027 nightly
The price is $1,032
Jan 28 - Jan 29
Total with taxes and fees
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Terrace/patio

Villa in Castellina in Chianti

Viniard Villa - Residence Le Rose in Chianti
$752 nightly
The price is $760
Jan 31 - Feb 1
Total with taxes and fees
Viniard Villa - Residence Le Rose in Chianti
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gaiole in Chianti Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo."
Stephanie 3-night trip
Posted 5 days ago
Palazzo Ravizza

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews
228
Accommodation
1961 Villas
Lowest Price
$95
Highest Price
$7,629

Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between $95 and $7,629 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.

Explore a world of travel with Expedia